Personal Information:
Name: Daniela
Surname: Perrone
Place and date of birth: San Cesario di Lecce (Italy), 04/06/1962
Phone number office: +39 0532-455764
E-mail: daniela.perrone@unife.it
ORCID ID: https://orcid.org/0000-0001-5189-011X
Nationality: Italian
Education and training:
Graduated in Biology Summa cum laude at the University of Lecce (11.03.1990)
PhD in Organic Chemistry-3 years (28.06.1994 Ferrara University)
Research Fellowship:
29.08.1993-16.09.1995: Istituto Superiore di Sanità Post-Doctoral fellowship, University of Ferrara. Title of research project: Synthesis of potential anti-AIDS agents”
Professional Experience:
• Scientific advisor for Spinner 2013 fellowships- “Facilitations for new enterprise activity focused on the modified oligonucleotide synthesis”; (20/01/2009-20/01/2010).
• Personnel at GGP09093 Telethon grant 2009: “Pre−clinical evaluation of biocompatible nanoparticles as delivery system of 2-O-methyl-phosphorothioate (2OMePS) antisense oligoribonucleotides for exon skipping-mediated dystrophin restoration” coordinated by Prof. Alessandra Ferlini, Dipartimento di Scienze Mediche, Università di Ferrara. Role on the project: synthesis and purification of antisense oligonucleotides.
• Visiting scientist at the Prof. Pedro Merino research group, Departamento de Quimica Organica , Facultad de Ciencias, Universidad de Zaragoza, Spain among the research ‘Nucleotide sugar mimicry: synthesis and study of sugar triazolyl nucleotides as inhibitors of glycosyltransferases’; (09/06/2014-12/09/2014).
• Principal Investigator of the research contract: “Synthesis of stanozolol-hyaluronic acid conjugates” funded by ACME Drugs Srl Cavriago RE, Italy; (11/05/2017-11/05/2018)
• Local Organizer of the 12th Spanish-Italian Symposium on Organic Chemistry, Ferrara, Italy and chair of a parallel session (02-04/07/2018).
• Principal Investigator of the research contract: “Optimization and development of the synthesis and purification of new modified oligonucleotides for therapeutic applications”, funded by I.C.E S.p.A Reggio Emilia, Italy; (31/03/2018-31/03/2019)
• Principal Investigator of the research contract: “Development and validation of methods for the synthesis and purification of new oligonucleotides conjugated with bile acids and synthesis of new bile acid derivatives and their biological activity evaluation” funded by FINICE Srl Reggio Emilia, Italy; (18/06/2019-18/06/2020 and 01/03/2021-01/03/2022)
• Principal Investigator of the research contract: “Design and synthesis of modified antisense oligonucleotides for exosomes mediated oral delivery: preclinical studies for the treatment of Duchenne Muscular Dystrophy” funded by FINICE Srl Reggio Emilia, Italy; (03/06/2021-03/06/2022)
• External collaborator at GGP20016 Telethon grant 2021: “Evidence-based approach to treat hyperexcitability in Rett syndrome through splicing modulation” coordinated by Prof. Elena Battaglioli, Dipartimento di Biotecnologie Mediche e Medicina Traslazionale, Università degli Studi di Milano. Role on the project: design, synthesis and purification of highly pure modified oligonucleotides with ad hoc modification for in vivo (animal model) studies.
• Principal Investigator of the research contract: “Synthesis optimization of hyaluronic acid-stanozolol drug”, funded by ACME Drugs Srl Cavriago RE, Italy; (03/12/2021-03/12/2022).
Current position:
November 1998-present: Research Associate in Organic Chemistry (disciplinary sector: CHIM/06) University of Ferrara
Recent and Current Research Interests: Main issues: i) design and synthesis of modified oligonucleotides and nucleosides for therapeutic applications; ii) design and synthesis of biologically active bile acid-based compounds.
i) Design and synthesis of modified oligonucleotides and nucleosides for therapeutic applications. During the last 17 years, I have managed a research group involved in the design and synthesis of modified oligonucleotides for therapeutic applications. In particular, I have designed and developed the synthesis of antisense oligonucleotides full-length modified as 2'-O-methyl ribonucleotide with phosphorothioate backbones, suitable for in vitro and in vivo studies. Recently, I also considered the conjugation of biologically active small lipophilic compounds, such as bile and/or fatty acids, to antisense oligonucleotides, suitable for exon skipping in dystrophin RNA. Thanks to collaborations with other research groups, several biological studies assessing the therapeutic efficacy of modified oligonucleotides have been reported. Some conjugated-oligonucleotides have been patented with worldwide coverage.
ii) Design and synthesis of biologically active bile acid-based compounds. Due to their peculiar physical-chemical and biological properties, together with the ease of carrying out chemical modification of hydroxyl and carboxyl groups, bile acids have gained significant attention with respect to their use for the molecular hybridization of natural/synthetic and drug/nondrug scaffolds to design new compounds to improve the bioavailability metabolic stability and intestinal absorption of parent compounds.
In particular, several new bile acid-based hybrid compounds have been synthesized by taking advantage of click chemistry. Thanks to collaborations with other research groups, biological studies involving the anticancer and antiviral activities of new bile acid-based compounds have been reported.
Recent Collaborations:
• Dr Maria Luisa Navacchia: Institute of Organic Synthesis and Photoreactivity, National Research Council, Piero Gobetti 101, 40129 Bologna, Italy - (research field: design and synthesis of biologically active bile acid-based compounds).
• Dr Massimo Luigi Capobianco: Institute of Organic Synthesis and Photoreactivity, National Research Council, Piero Gobetti 101, 40129 Bologna, Italy - (research field: design and synthesis of biologically active bile acid-based compounds and design and synthesis of modified oligonucleotides for therapeutic applications).
• Prof. Pedro Merino: Departamento de Quimica Organica, Facultad de Ciencias, Universidad de Zaragoza, Spain - (research field: design and synthesis of modified nucleosides for therapeutic applications).
• Dr Matteo Bovolenta: Dipartimento di Medicina Traslazionale e per la Romagna. Sezione di Biochimica e Biologia Molecolare. University of Ferrara, Via Fossato di Mortara 74, Ferrara, Italy - (research field: design and synthesis of modified oligonucleotides for therapeutic applications)
• Prof. Paola Braghetta: Dipartimento di Medicina Molecolare, University of Padova, Via U. Bassi, 58/B – Padova, Italy - (research field: design and synthesis of modified oligonucleotides for therapeutic applications)
• Prof. Paolo Pinton: Dipartimento di Scienze Mediche, University of Ferrara, Via Fossato di Mortara 70, Ferrara, Italy - (research field: design and synthesis of modified oligonucleotides for therapeutic applications)
• Prof. Mirko Pinotti: Dipartimento di Scienze della Vita e Biotecnologie, Via Fossato di Mortara 74, Ferrara, Italy - (research field: design and synthesis of modified oligonucleotides for therapeutic applications)
• Prof. Elena Battaglioli: Dipartimento di Biotecnologie Mediche e Medicina Traslazionale, University of Milano La Statale, Via F.lli Cervi 93, 20090 Segrate MI, Italy - (research field: design and synthesis of modified oligonucleotides for therapeutic applications)
• Prof. Hsu, Lih-Ching: School of Pharmacy, National Taiwan University, Taipei, Taiwan - (research field: design and synthesis of biologically active bile acid-based compounds)
• Prof. Aurélie Goyenvalle: END-ICAP Neuromusculaire Laboratoire-University of Versailles Saint-Quentin-en-Yvelines, Versailles, France - (research field: design and synthesis of modified oligonucleotides for therapeutic applications
Professional Experiences as Assistant Professor:
2001-2003: Course of “Laboratory of Organic Chemistry” (Degree Course: Food and Industrial Biotechnologies, University of Ferrara)
2003-2006: Course of “Laboratory of Organic Chemistry II” (Degree Course: Chemistry, University of Ferrara)
2004-2010: Course of “Special Organic Syntheses and Techniques” (Degree Course: Chemistry, University of Ferrara)
2006-2010: Course of “Organic Chemistry” (Degree Course: Biotechnologies, University of Ferrara)
2008-2010: Course of “Sugar and Sweetener Production” (Degree Course: Agro-Industrial Biotechnologies, University of Ferrara)
2009-2012: Course of “Food and Industrial Sugar Chemistry” (Degree Course: Agro-Food Technologies and Industrial Biotransformations, University of Ferrara)
2011-2013: Course of “Organic Chemistry” (Degree Course: Sciences and Technologies for Cultural Heritage, University of Ferrara)
2012-2013: Course of “Laboratory of Organic Chemistry I” (Degree Course: Chemistry, University of Ferrara)
2013-2022: Course of “Organic Chemistry” (Degree Course: Biology, University of Ferrara)
2019-2022: Course of “Chemistry of Natural Organic Compounds” (Master Degree in Chemistry Sciences, University of Ferrara)
Scientific Production
1. Melloni, E., Marchesi, E., Preti, L., Casciano, F., Rimondi, E., Romani, A., Secchiero, P., Navacchia, M.L., Perrone, D. (2022) Synthesis and Biological Investigation of Bile Acid-Paclitaxel Hybrids. Molecules, 27, 471.
2. Marchesi, E., Bovolenta, M., Preti, L., Capobianco, M.L., Mamchaoui, K., Bertoldo, M., Perrone, D. (2021) Synthesis and exon‐skipping properties of a 3′‐ursodeoxycholic acid‐conjugated oligonucleotide targeting dmd pre‐mrna: Pre‐synthetic versus post‐ synthetic approach. Molecules, 26 (24), 7662
3. Perrone, D., Marchesi, E., Preti, L., Navacchia, M.L. (2021) Modified nucleosides, nucleotides and nucleic acids via click azide-alkyne cycloaddition for pharmacological applications. Molecules, 26 (11), 3100
4. Navacchia, M.L., Marchesi, E., Perrone, D. (2020) Bile Acid Conjugates with Anticancer Activity: Most Recent Research. Molecules (Basel, Switzerland) 26(1)
5. Huang, T.-E., Deng, Y.-N., Hsu, J.-L., Leu, W.-J., Marchesi, E., Capobianco, M.L., Marchetti, P., Navacchia, M.L., Guh, J.-H., Perrone, D. Hsu, L.-C. (2020) . Evaluation of the Anticancer Activity of a Bile Acid-Dihydroartemisinin Hybrid Ursodeoxycholic-Dihydroartemisinin in Hepatocellular Carcinoma Cells. Frontiers in Pharmacology, 11, 599067
6. Longaretti, A., Forastieri, C., Toffolo, E., Caffino, L., Locarno, A., Misevičiūtė, I., Marchesi, E., Battistin, M., Ponzoni, L., Madaschi, L., Cambria, C., Bonasoni, M.P., Sala, M., Perrone, D., Fumagalli, F., Bassani, S., Antonucci, F., Tonini, R., Francolini, M., Battaglioli, E., Rusconi, F. (2020) LSD1 is an environmental stress-sensitive negative modulator of the glutamatergic synapse Neurobiology of Stress, 13, 100280
7. Catani, M., De Luca, C., Medeiros Garcia Alcântara, J, Manfredini, N., Perrone, D., Marchesi, E., Weldon, R., Müller-Späth, T., Cavazzini, A., Morbidelli, M., Sponchioni, M. (2020) Oligonucleotides: Current Trends and Innovative Applications in the Synthesis, Characterization, and Purification Biotechnology Journal, 15(8), 1900226
8. Marchesi, E., Chinaglia, N., Capobianco, M.L., Marchetti, P., Huang, T.-E., Weng, H.-C., Guh, J.-H., Hsu, L.-C., Perrone, D., Navacchia, M.L. (2019). Dihydroartemisinin–Bile Acid Hybridization as an Effective Approach to Enhance Dihydroartemisinin Anticancer Activity. ChemMedChem, 14 (7), pp. 779-787.
9. Carli, S., Fioravanti, G., Armirotti, A., Ciarpella, F., Prato, M., Ottonello, G., Salerno, M., Scarpellini, A., Perrone, D., Marchesi, E., Ricci, D., Fadiga, L. (2019). A New Drug Delivery System Based on Tauroursodeoxycholic Acid and PEDOT. Chemistry - A European Journal, 25 (9), pp. 2322-2329.
10. Ghirardello, M., Perrone, D., Chinaglia, N., Sádaba, D., Delso, I., Tejero, T., Marchesi, E., Fogagnolo, M., Rafie, K., van Aalten, D.M.F., Merino, P. (2018). UDP-GlcNAc Analogues as Inhibitors of O-GlcNAc Transferase (OGT): Spectroscopic, Computational, and Biological Studies. Chemistry - A European Journal, 24 (28), pp. 7264-7272.
11. Navacchia, M.L., Marchesi, E., Mari, L., Chinaglia, N., Gallerani, E., Gavioli, R., Capobianco, M.L., Perrone, D. (2017). Rational design of nucleoside-bile acid conjugates incorporating a triazole moiety for anticancer evaluation and SAR exploration. Molecules, 22 (10), art. no. 22101710.
12. Massarenti, C., Bortolini, O., Fantin, G., Cristofaro, D., Ragno, D., Perrone, D., Marchesi, E., Toniolo, G., Massi, A. (2017). Fluorous-tag assisted synthesis of bile acid-bisphosphonate conjugates: Via orthogonal click reactions: An access to potential anti-resorption bone drugs. Organic and Biomolecular Chemistry, 15 (22), pp. 4907-4920.
13. Scalet, D., Balestra, D., Rohban, S., Bovolenta, M., Perrone, D., Bernardi, F., Campaner, S., Pinotti, M. (2017). Exploring Splicing-Switching Molecules For Seckel Syndrome Therapy. Biochimica et Biophysica Acta - Molecular Basis of Disease, 1863 (1), pp. 15-20.
14. Navacchia, M.L., Fraix, A., Chinaglia, N., Gallerani, E., Perrone, D., Cardile, V., Graziano, A.C.E., Capobianco, M.L., Sortino, S. (2016). NO Photoreleaser-Deoxyadenosine and -Bile Acid Derivative Bioconjugates as Novel Potential Photochemotherapeutics. ACS Medicinal Chemistry Letters, 7 (10), pp. 939-943.
15. Morciano, G., Giorgi, C., Balestra, D., Marchi, S., Perrone, D., Pinotti, M., Pinton, P. (2016). Mcl-1 involvement in mitochondrial dynamics is associated with apoptotic cell death. Molecular Biology of the Cell, 27 (1), pp. 20-34.
16. Bosi, V., Sarti, E., Navacchia, M.L., Perrone, D., Pasti, L., Cavazzini, A., Capobianco, M.L. (2015) Gold-nanoparticle extraction and reversed-electrode-polarity stacking mode combined to enhance capillary electrophoresis sensitivity for conjugated nucleosides and oligonucleotides containing thioether linkers. Analytical and Bioanalytical Chemistry, 407 (18), pp. 5405-5415.
17. Balestra, D., Barbon, E., Scalet, D., Cavallari, N., Perrone, D., Zanibellato, S., Bernardi, F., Pinotti, M. (2015). Regulation of a strong F9 cryptic 5'ss by intrinsic elements and by combination of tailored U1snRNAs with antisense oligonucleotides. Human Molecular Genetics, 24 (17), pp. 4809-4816.
18. Dalpiaz, A., Ferraro, L., Perrone, D., Leo, E., Iannuccelli, V., Pavan, B., Paganetto, G., Beggiato, S., Scalia, S. (2014). Brain uptake of a zidovudine prodrug after nasal administration of solid lipid microparticles. Molecular Pharmaceutics, 11 (5), pp. 1550-1561.
19. Dalpiaz, A., Contado, C., Mari, L., Perrone, D., Pavan, B., Paganetto, G., Hanuskovà, M., Vighi, E., Leo, E. (2014). Development and characterization of PLGA nanoparticles as delivery systems of a prodrug of zidovudine obtained by its conjugation with ursodeoxycholic acid. Drug Delivery, 21 (3), pp. 221-232.
20. Falzarano, M.S., Passarelli, C., Bassi, E., Fabris, M., Perrone, D., Sabatelli, P., Maraldi, N.M., Donà, S., Selvatici, R., Bonaldo, P., Sparnacci, K., Laus, M., Braghetta, P., Rimessi, P., Ferlini, A. (2013). Biodistribution and molecular studies on orally administered nanoparticle-AON complexes encapsulated with alginate aiming at inducing dystrophin rescue in mdx mice. BioMed Research International, art. no. 527418
21. Perrone, D., Bortolini, O., Fogagnolo, M., Marchesi, E., Mari, L., Massarenti, C., Navacchia, M.L., Sforza, F., Varani, K., Capobianco, M.L. (2013). Synthesis and in vitro cytotoxicity of deoxyadenosine-bile acid conjugates linked with 1,2,3-triazole. New Journal of Chemistry, 37 (11), pp. 3559-3567.
22. Capobianco, M.L., Marchesi, E., Perrone, D., Navacchia, M.L. (2013). Labeling deoxyadenosine for the preparation of functional conjugated oligonucleotides. Bioconjugate Chemistry, 24 (8), pp. 1398-1407.
23. Perrone, D., Capobianco, M.L. (2013). L-Nucleosides. From Chemical Synthesis of Nucleoside Analogues. Ed. Merino, Pedro, pp. 473-534.
24. Bassi, E., Falzarano, S., Fabris, M., Gualandi, F., Merlini, L., Vattemi, G., Perrone, D., Marchesi, E., Sabatelli, P., Sparnacci, K., Laus, M., Bonaldo, P., Rimessi, P., Braghetta, P., Ferlini, A. (2012). Persistent dystrophin protein restoration 90 days after a course of intraperitoneally administered naked 2′OMePS AON and ZM2 NP-AON complexes in mdx mice. Journal of Biomedicine and Biotechnology, 2012, art. no. 897076.
25. Gualandi, F., Manzati, E., Sabatelli, P., Passarelli, C., Bovolenta, M., Pellegrini, C., Perrone, D., Squarzoni, S., Pegoraro, E., Bonaldo, P., Ferlini, A. (2012). Antisense-induced messenger depletion corrects a COL6A2 dominant mutation in ullrich myopathy. Human Gene Therapy, 23 (12), pp. 1313-1318.
26. Dalpiaz, A., Paganetto, G., Pavan, B., Fogagnolo, M., Medici, A., Beggiato, S., Perrone, D. (2012). Zidovudine and ursodeoxycholic acid conjugation: Design of a new prodrug potentially able to bypass the active efflux transport systems of the central nervous system. Molecular Pharmaceutics, 9 (4), pp. 957-968.
27. Rimessi, P., Fabris, M., Bovolenta, M., Bassi, E., Falzarano, S., Gualandi, F., Rapezzi, C., Coccolo, F., Perrone, D., Medici, A., Ferlini, A. (2010). Antisense modulation of both exonic and intronic splicing motifs induces skipping of a DMD pseudo-exon responsible for X-linked dilated cardiomyopathy. Human Gene Therapy, 21 (9), pp. 1137-1146.
28. Ferlini, A., Sabatelli, P., Fabris, M., Bassi, E., Falzarano, S., Vattemi, G., Perrone, D., Gualandi, F., Maraldi, N.M., Merlini, L., Sparnacci, K., Laus, M., Caputo, A., Bonaldo, P., Braghetta, P., Rimessi, P. (2010). Dystrophin restoration in skeletal, heart and skin erector pili smooth muscle of mdx mice by ZM2 NP-AON complexes. Gene Therapy, 17 (3), pp. 432-438.
29. Spitali, P., Rimessi, P., Fabris, M., Perrone, D., Falzarano, S., Bovolenta, M., Trabanelli, C., Mari, L., Bassi, E., Tuffery, S., Gualandi, F., Maraldi, N.M., Sabatelli-Giraud, P., Medici, A., Merlini, L., Ferlini, A. (2009). Exon skipping-mediated dystrophin reading frame restoration for small mutations. Human Mutation, 30 (11), pp. 1527-1534.
30. Rimessi, P., Sabatelli, P., Fabris, M., Braghetta, P., Bassi, E., Spitali, P., Vattemi, G., Tomelleri, G., Mari, L., Perrone, D., Medici, A., Neri, M., Bovolenta, M., Martoni, E., Maraldi, N.M., Gualandi, F., Merlini, L., Ballestri, M., Tondelli, L., Sparnacci, K., Bonaldo, P., Caputo, A., Laus, M., Ferlini, A. (2009). Cationic PMMA nanoparticles bind and deliver antisense oligoribonucleotides allowing restoration of dystrophin expression in the mdx mouse. Molecular Therapy, 17 (5), pp. 820-827
31. Giovannini, P.P., Grandini, A., Perrone, D., Pedrini, P., Fantin, G., Fogagnolo, M. (2008). 7α- and 12α-Hydroxysteroid dehydrogenases from Acinetobacter calcoaceticus lwoffii: a new integrated chemo-enzymatic route to ursodeoxycholic acid. Steroids, 73 (14), pp. 1385-1390.
32. Fantin, G., Fogagnolo, M., Medici, A., Perrone, D. (2007). Isolation of lycopene from crude tomato extract via selective inclusion in deoxycholic acid. Tetrahedron Letters, 48 (52), pp. 9148-9150.
33. Bertolasi, V., Bortolini, O., Fantin, G., Fogagnolo, M., Perrone, D. (2007). Preparation and characterization of some keto-bile acid azines. Steroids, 72 (11-12), pp. 756-764.
34. Fantin, G., Fogagnolo, M., Perrone, D., Bortolini, O. (2007). Diketobile acids as new hosts in solid-state enantioselective resolutions. Chemistry Letters, 36 (7), pp. 930-931.
35. Bortolini, O., Fantin, G., Fogagnolo, M., Perrone, D. (2007) Guest dependent inversion of enantiomeric recognition in dehydrocholic acid host-guest enclathration. Tetrahedron Asymmetry, 18 (10), pp. 1194-1196.
36. Dondoni, A., Giovannini, P.P., Perrone, D. (2005) Cross-metathesis of C-allyl iminosugars with alkenyl oxazolidines as a key step in the synthesis of C-iminoglycosyl α-amino acids. A route to iminosugar containing C-glycopeptides. Journal of Organic Chemistry, 70 (14), pp. 5508-5518.
37. Silva, A.M.G., Tomé, A.C., Neves, M.G.P.M.S., Cavaleiro, J.A.S., Perrone, D., Dondoni, A. (2005). Porphyrins in 1,3-dipolar cycloadditions with sugar azomethine ylides. Synthesis of pyrrolidinoporphyrin glycoconjugates. Synlett, (5), pp. 857-859.
38. Dondoni, A., Richichi, B., Marra, A., Perrone, D. (2004). Ring enlargement of polyhydroxylated pyrrolidines to piperidines by Mitsunobu reaction: A fortuitous synthesis of 1-deoxy-l-allonojirimycin. Synlett, (10), pp. 1711-1714.
39. Dondoni, A., Perrone, D. (2003). A convenient synthesis of iminosugar-C-glycosides via organometallic addition to N-benzyl-N-glycosylhydroxylamines. Tetrahedron, 59 (24), pp. 4261-4273
40. De Risi, C., Perrone, D., Dondoni, A., Pollini, G.P., Bertolasi, V. (2003). A new and expedient diastereoselective synthesis of α-(hydroxyamino)phosphonates and α-aminophosphonates by silyl trifiate promoted diethyl phosphite addition to chiral N-benzyl nitrones. European Journal of Organic Chemistry, (10), pp. 1904-1914.
41. Dondoni, A., Giovannini, P.P., Perrone, D. (2002). New synthesis of pyrrolidine homoazasugars via aminohomologation of furanoses and their use for the stereoselective synthesis of aza-C-disaccharides. Journal of Organic Chemistry, 67 (21), pp. 7203-7214.
42. Silva, A.M.G., Tomé, A.C., Neves, M.G.P.M.S., Silva, A.M.S., Cavaleiro, J.A.S., Perrone, D., Dondoni, A. (2002). Porphyrins in 1,3-dipolar cycloaddition reactions with sugar nitrones. Synthesis of glycoconjugated isoxazolidine-fused chlorins and bacteriochlorins. Tetrahedron Letters, 43 (4), pp. 603-605
43. Dondoni, A., De Lathauwer, G., Perrone, D. (2001). A convergent synthesis of the renin inhibitor SPP-100 using a nitrone intermediate. Tetrahedron Letters, 42 (29), pp. 4819-4823.
44. De Risi, C., Dondoni, A., Perrone, D., Pollini, G.P. (2001). O-silyl triflate-promoted addition of diethyl phosphite to chiral aldonitrones. A rapid access to complex α-amino phosphonates and their N-hydroxy derivatives. Tetrahedron Letters, 42 (16), pp. 3033-3036.
45. Dondoni, A., Perrone, D., Gleason, M.M., Roush, W.R. (2000). Synthesis of 1,1-dimethylethyl (S)-4-formyl-2,2-dimethyl-3-oxazolidinecarboxylate by oxidation of the alcohol: [ 3-oxazolidinecarboxylic acid, 4-formyl-2,2-dimethyl-, 1,1-dimethylethyl ester, (S)] Organic Syntheses, 77, p. 64.
46. Dondoni, A., Perrone, D., Chen, H., Roush, W.R. (2000). Diastereoselective synthesis of protected vicinal amino alcohols: (S)-2-[(4S)-N-tert-butoxycarbonyl-2,2-dimethyl-1,3-oxazolidinyl]-2-tert-butyldimethylsiloxyethanal from a serine-derived aldehyde [ 3-Oxazolidinecarboxylic acid, 4-[1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-oxoethyl]-2,2-dimethyl-, 1,1-dimethylethyl ester, [S-(R*,R*)]- ]derived aldehyde: [ 3-oxazolidinecarboxylic acid, 4-[1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-oxoethyl]-2,2-dimethyl-, 1,1-dimethylethyl ester, [S-(R*,R*)]- ] Organic Syntheses, 77, p. 78.
47. Dondoni, A., Perrone, D. (1999). New entry to pyrrolidine homoazasugars: Conversion of D-arabinose into 2,5-anhydro-2,5-imino-D-glucitol via aminohomologation. Tetrahedron Letters, 40 (52), pp. 9375-9378.
48. Dondoni, A., Perrone, D., Turturici, E. (1999). Synthesis of β-D-galactosyl ceramide methylene isostere. Journal of Organic Chemistry, 64 (15), pp. 5557-5564
49. Dondoni, A., Perrone, D., Rinaldi, M. (1998). Grignard addition to aldonitrones. Stereochemical aspects and application to the synthesis of C2-symmetric diamino alcohols and diamino diols. Journal of Organic Chemistry, 63 (25), pp. 9252-9264.
50. Dondoni, A., Perrone, D., Rinaldi, M. (1998). Synthesis of C2-symmetric dibenzyldiamino diols by double stereoselective grignard addition to (S,S)-tartraldehyde dinitrone. Tetrahedron Letters, 39 (17), pp. 2651-2654
51. Dondoni, A., Perrone, D., Turturici, E. (1997). Improved, gram scale synthesis of N,O,O-triacetyl-erythro- and threo-C18-sphingosines from serine. Journal of the Chemical Society - Perkin Transactions 1, (16), pp. 2389-2393.
52. Dondoni, A., Perrone, D. (1997) Stereocontrolled synthesis of pseudo C2-symmetric 1,3-diamino-2-propanol core units of HIV protease inhibitors. Tetrahedron Letters, 38 (3), pp. 499-502.
53. Dondoni, A., Perrone, D. (1997) Synthesis of N-(tert-butoxycarbonyl)-N,O-isopropylidene serinal from serine methyl ester by a reduction-oxidation sequence. Synthesis, (5), pp. 527-529.
54. Dondoni, A., Perrone, D. (1997) Thiazole-Based Routes to Amino Hydroxy Aldehydes, and Their use for the Synthesis of Biologically Active Compounds. Aldrichimica Acta, 30 (2), pp. 35-46.
55. Dondoni, A., Perrone, D., Merino, P. (1995) Chelation- and Non-Chelation-Controlled Addition of 2-(Trimethylsilyl)thiazole to a-Amino Aldehydes: Stereoselective Synthesis of the β-Amino-a-hydroxy Aldehyde Intermediate for the Preparation ′ of the Human Immunodeficiency Virus Proteinase Inhibitor Ro 31-8959. Journal of Organic Chemistry, 60 (24), pp. 8074-8080.
56. Dondoni, A., Perrone, D. (1995) Total Synthesis of (+)-Galactostatin. An Illustration of the Utility of the Thiazole-Aldehyde Synthesis. Journal of Organic Chemistry, 60 (15), pp. 4749-4754.
57. Dondoni, A., Perrone, D., Semola, T. (1995). Synthesis of taxol and taxotere side chains by 2-(trimethylsilyl)thiazole based homologation of L-phenylglycine. Synthesis, (2), pp. 181-186.
58. Dondoni, A., Merino, P., Perrone, D. (1993). Totally chemical synthesis of azasugars via thiazole intermediates. Stereodivergent routes to (-)-nojirimycin, (-)-mannojirimycin and their 3-deoxy derivatives from serine. Tetrahedron, 49 (14), pp. 2939-2956.
59. Dondoni, A., Merino, P., Orduna, J., Perrone, D. (1993). Two-carbon chain extension of chiral aldehydes via 2-alkenylthiazoles: Synthesis of γ-functionalized alkanals. Synthesis, (3), pp. 277-279.
60. Dondoni, A., Marra, A., Perrone, D. (1993) Efficacious Modification of the Procedure for the Aldehyde Release from 2-Substituted Thiazoles. Journal of Organic Chemistry, 58 (1), pp. 275-277.
61. Dondoni, A., Perrone, D. (1993) 2-Thiazolyl α-amino ketones: A new class of reactive intermediates for the stereocontrolled synthesis of unusual amino acids. Synthesis, (11), pp. 1162-1176.
62. Dondoni, A., Perrone, D. (1992) Homologation of L-phenylalanine to ketomethylene and hydroxyethylene dipeptide isosteres via 2-thiazolyl amino ketone intermediate. Tetrahedron Letters, 33 (47), pp. 7259-7262.
63. Dondoni, A., Perrone, D., Merino, P. (1991). Homologation of L-threonine to α-epimer β-amino-α,γ- dihydroxy aldehydes and acids via stereoselective reduction of 2-thiazolyl amino ketones. Journal of the Chemical Society, Chemical Communications, (18), pp. 1313-1314.
64. Dondoni, A., Merino, P., Perrone, D. (1991).Stereocontrolled total synthesis of galactostatin from serine. Journal of the Chemical Society, Chemical Communications, (21), pp. 1576-1578.
65. Epifani, E., Florio, S., Perrone, D., Valle, G. (1991). On the coupling reaction of 1-benzothiazolyl-2-aza-pentadienyl metals with C-electrophiles. Tetrahedron, 47 (25), pp. 4465-4476.
Patents
1. Palmieri, B., Bovolenta, M., Braghetta, P., Capobianco, M. L., Marchesi, E., Medici, A., Molon, S., Perrone, D. Rimessi, P. (2020) Conjugates of oligonucleotides and bile acids and their derivatives for pharmaceutical active molecules delivery. From PCT Int. Appl. (2020), WO 2020084488 A1 20200430
2. Ferlini, A., Laus, M., Medici, A., Perrone, D., Rimessi, P., Sparnacci, K., Tondelli, L. (2012) Nanoparticle of the core-shell type suitable for delivering therapeutic oligonucleotides to target tissues and the use thereof for the preparation of a medicament for treating duchenne muscular dystrophy. From Italy IT (2012) 1397011 B1 20121220.
3. Ferlini, A., Medici, A., Perrone, D., Rimessi, P., Tondelli, L., Laus, M., Sparnacci, K. (2011). Nanoparticle of the core-shell type suitable for delivering therapeutic oligonucleotides to target tissues and the use thereof for the preparation of a medicament for treating duchenne muscular dystrophy. From PCT Int. Appl. (2011), WO 2011045747 A1 20110421. Language: English.
4. Ferlini, A., Medici, A., Perrone, D., Rimessi, P., Spitali, P. (2010) Antisense oligonucleotides capable of inducing exon skipping in dystrophin gene and their use in treatment of duchenne muscular dystrophy. From PCT Int. Appl. (2010), WO 2010150231 A1 20101229. Language: English.
Poster and Oral Communications
27° Congresso Nazionale Società Chimica Italiana, 14-23/09/2021: Synthesis and preclinical evaluation of antisense oligonucleotides conjugated with ursodeoxycholic acid for the treatment of Duchenne muscular dystrophy. Perrone, D., Marchesi, L., Preti, L., Palmieri, B., Braghetta, P., Capobianco, M. L., Medici, A., Rimessi, P., Sibilla, M., Bovolenta, M. (OC).
24° Congresso Nazionale Società Chimica Italiana, Lecce, 11-16/09/2011: Synthesis, Stability Evaluation and permeability Study of a Zidovudine-Bile Acid Prodrug. Dalpiaz, A., Fogagnolo, M., Pavan, B., Perrone, D., Poppi, I. (PC).
29° Convegno Nazionale Divisione di Chimica Organica - Potenza, 31/8 - 4/9/2004: Sintesi di imminopiranosi C1-funzionalizzati. Dondoni, A., Perrone, D. (PC)
2nd Italian-Spanish Symposium on Organic Chemistry (ISSOC-2)-Lecce 07-11/1998: Diastereoselective Grignard Addition to Nitrones: Synthesis of Cyclic HIV Protease Inhibitors. Dondoni, A., Perrone, D. (PC)
24° Convegno Nazionale Divisione di Chimica Organica-Salerno, 21-25/9 1997: Sintesi stereocontrollata di Unità Pseudo-C2- e C2-Simmetriche implicate nell’inibizione dell’HIV-1-Aspartico proteasi. Dondoni, A., Perrone, D. Rinaldi, M. (OC)
23°Convegno Nazionale Divisione di Chimica Organica-Monopoli, 22-27 Settembre 1996: Sintesi diastereoselettiva di L-eritro e L-treo sfingosine dalla L-serina. Dondoni, A., Perrone, D. Turturici, E. (PC)
Name: Daniela
Surname: Perrone
Place and date of birth: San Cesario di Lecce (Italy), 04/06/1962
Phone number office: +39 0532-455764
E-mail: daniela.perrone@unife.it
ORCID ID: https://orcid.org/0000-0001-5189-011X
Nationality: Italian
Education and training:
Graduated in Biology Summa cum laude at the University of Lecce (11.03.1990)
PhD in Organic Chemistry-3 years (28.06.1994 Ferrara University)
Research Fellowship:
29.08.1993-16.09.1995: Istituto Superiore di Sanità Post-Doctoral fellowship, University of Ferrara. Title of research project: Synthesis of potential anti-AIDS agents”
Professional Experience:
• Scientific advisor for Spinner 2013 fellowships- “Facilitations for new enterprise activity focused on the modified oligonucleotide synthesis”; (20/01/2009-20/01/2010).
• Personnel at GGP09093 Telethon grant 2009: “Pre−clinical evaluation of biocompatible nanoparticles as delivery system of 2-O-methyl-phosphorothioate (2OMePS) antisense oligoribonucleotides for exon skipping-mediated dystrophin restoration” coordinated by Prof. Alessandra Ferlini, Dipartimento di Scienze Mediche, Università di Ferrara. Role on the project: synthesis and purification of antisense oligonucleotides.
• Visiting scientist at the Prof. Pedro Merino research group, Departamento de Quimica Organica , Facultad de Ciencias, Universidad de Zaragoza, Spain among the research ‘Nucleotide sugar mimicry: synthesis and study of sugar triazolyl nucleotides as inhibitors of glycosyltransferases’; (09/06/2014-12/09/2014).
• Principal Investigator of the research contract: “Synthesis of stanozolol-hyaluronic acid conjugates” funded by ACME Drugs Srl Cavriago RE, Italy; (11/05/2017-11/05/2018)
• Local Organizer of the 12th Spanish-Italian Symposium on Organic Chemistry, Ferrara, Italy and chair of a parallel session (02-04/07/2018).
• Principal Investigator of the research contract: “Optimization and development of the synthesis and purification of new modified oligonucleotides for therapeutic applications”, funded by I.C.E S.p.A Reggio Emilia, Italy; (31/03/2018-31/03/2019)
• Principal Investigator of the research contract: “Development and validation of methods for the synthesis and purification of new oligonucleotides conjugated with bile acids and synthesis of new bile acid derivatives and their biological activity evaluation” funded by FINICE Srl Reggio Emilia, Italy; (18/06/2019-18/06/2020 and 01/03/2021-01/03/2022)
• Principal Investigator of the research contract: “Design and synthesis of modified antisense oligonucleotides for exosomes mediated oral delivery: preclinical studies for the treatment of Duchenne Muscular Dystrophy” funded by FINICE Srl Reggio Emilia, Italy; (03/06/2021-03/06/2022)
• External collaborator at GGP20016 Telethon grant 2021: “Evidence-based approach to treat hyperexcitability in Rett syndrome through splicing modulation” coordinated by Prof. Elena Battaglioli, Dipartimento di Biotecnologie Mediche e Medicina Traslazionale, Università degli Studi di Milano. Role on the project: design, synthesis and purification of highly pure modified oligonucleotides with ad hoc modification for in vivo (animal model) studies.
• Principal Investigator of the research contract: “Synthesis optimization of hyaluronic acid-stanozolol drug”, funded by ACME Drugs Srl Cavriago RE, Italy; (03/12/2021-03/12/2022).
Current position:
November 1998-present: Research Associate in Organic Chemistry (disciplinary sector: CHIM/06) University of Ferrara
Recent and Current Research Interests: Main issues: i) design and synthesis of modified oligonucleotides and nucleosides for therapeutic applications; ii) design and synthesis of biologically active bile acid-based compounds.
i) Design and synthesis of modified oligonucleotides and nucleosides for therapeutic applications. During the last 17 years, I have managed a research group involved in the design and synthesis of modified oligonucleotides for therapeutic applications. In particular, I have designed and developed the synthesis of antisense oligonucleotides full-length modified as 2'-O-methyl ribonucleotide with phosphorothioate backbones, suitable for in vitro and in vivo studies. Recently, I also considered the conjugation of biologically active small lipophilic compounds, such as bile and/or fatty acids, to antisense oligonucleotides, suitable for exon skipping in dystrophin RNA. Thanks to collaborations with other research groups, several biological studies assessing the therapeutic efficacy of modified oligonucleotides have been reported. Some conjugated-oligonucleotides have been patented with worldwide coverage.
ii) Design and synthesis of biologically active bile acid-based compounds. Due to their peculiar physical-chemical and biological properties, together with the ease of carrying out chemical modification of hydroxyl and carboxyl groups, bile acids have gained significant attention with respect to their use for the molecular hybridization of natural/synthetic and drug/nondrug scaffolds to design new compounds to improve the bioavailability metabolic stability and intestinal absorption of parent compounds.
In particular, several new bile acid-based hybrid compounds have been synthesized by taking advantage of click chemistry. Thanks to collaborations with other research groups, biological studies involving the anticancer and antiviral activities of new bile acid-based compounds have been reported.
Recent Collaborations:
• Dr Maria Luisa Navacchia: Institute of Organic Synthesis and Photoreactivity, National Research Council, Piero Gobetti 101, 40129 Bologna, Italy - (research field: design and synthesis of biologically active bile acid-based compounds).
• Dr Massimo Luigi Capobianco: Institute of Organic Synthesis and Photoreactivity, National Research Council, Piero Gobetti 101, 40129 Bologna, Italy - (research field: design and synthesis of biologically active bile acid-based compounds and design and synthesis of modified oligonucleotides for therapeutic applications).
• Prof. Pedro Merino: Departamento de Quimica Organica, Facultad de Ciencias, Universidad de Zaragoza, Spain - (research field: design and synthesis of modified nucleosides for therapeutic applications).
• Dr Matteo Bovolenta: Dipartimento di Medicina Traslazionale e per la Romagna. Sezione di Biochimica e Biologia Molecolare. University of Ferrara, Via Fossato di Mortara 74, Ferrara, Italy - (research field: design and synthesis of modified oligonucleotides for therapeutic applications)
• Prof. Paola Braghetta: Dipartimento di Medicina Molecolare, University of Padova, Via U. Bassi, 58/B – Padova, Italy - (research field: design and synthesis of modified oligonucleotides for therapeutic applications)
• Prof. Paolo Pinton: Dipartimento di Scienze Mediche, University of Ferrara, Via Fossato di Mortara 70, Ferrara, Italy - (research field: design and synthesis of modified oligonucleotides for therapeutic applications)
• Prof. Mirko Pinotti: Dipartimento di Scienze della Vita e Biotecnologie, Via Fossato di Mortara 74, Ferrara, Italy - (research field: design and synthesis of modified oligonucleotides for therapeutic applications)
• Prof. Elena Battaglioli: Dipartimento di Biotecnologie Mediche e Medicina Traslazionale, University of Milano La Statale, Via F.lli Cervi 93, 20090 Segrate MI, Italy - (research field: design and synthesis of modified oligonucleotides for therapeutic applications)
• Prof. Hsu, Lih-Ching: School of Pharmacy, National Taiwan University, Taipei, Taiwan - (research field: design and synthesis of biologically active bile acid-based compounds)
• Prof. Aurélie Goyenvalle: END-ICAP Neuromusculaire Laboratoire-University of Versailles Saint-Quentin-en-Yvelines, Versailles, France - (research field: design and synthesis of modified oligonucleotides for therapeutic applications
Professional Experiences as Assistant Professor:
2001-2003: Course of “Laboratory of Organic Chemistry” (Degree Course: Food and Industrial Biotechnologies, University of Ferrara)
2003-2006: Course of “Laboratory of Organic Chemistry II” (Degree Course: Chemistry, University of Ferrara)
2004-2010: Course of “Special Organic Syntheses and Techniques” (Degree Course: Chemistry, University of Ferrara)
2006-2010: Course of “Organic Chemistry” (Degree Course: Biotechnologies, University of Ferrara)
2008-2010: Course of “Sugar and Sweetener Production” (Degree Course: Agro-Industrial Biotechnologies, University of Ferrara)
2009-2012: Course of “Food and Industrial Sugar Chemistry” (Degree Course: Agro-Food Technologies and Industrial Biotransformations, University of Ferrara)
2011-2013: Course of “Organic Chemistry” (Degree Course: Sciences and Technologies for Cultural Heritage, University of Ferrara)
2012-2013: Course of “Laboratory of Organic Chemistry I” (Degree Course: Chemistry, University of Ferrara)
2013-2022: Course of “Organic Chemistry” (Degree Course: Biology, University of Ferrara)
2019-2022: Course of “Chemistry of Natural Organic Compounds” (Master Degree in Chemistry Sciences, University of Ferrara)
Scientific Production
1. Melloni, E., Marchesi, E., Preti, L., Casciano, F., Rimondi, E., Romani, A., Secchiero, P., Navacchia, M.L., Perrone, D. (2022) Synthesis and Biological Investigation of Bile Acid-Paclitaxel Hybrids. Molecules, 27, 471.
2. Marchesi, E., Bovolenta, M., Preti, L., Capobianco, M.L., Mamchaoui, K., Bertoldo, M., Perrone, D. (2021) Synthesis and exon‐skipping properties of a 3′‐ursodeoxycholic acid‐conjugated oligonucleotide targeting dmd pre‐mrna: Pre‐synthetic versus post‐ synthetic approach. Molecules, 26 (24), 7662
3. Perrone, D., Marchesi, E., Preti, L., Navacchia, M.L. (2021) Modified nucleosides, nucleotides and nucleic acids via click azide-alkyne cycloaddition for pharmacological applications. Molecules, 26 (11), 3100
4. Navacchia, M.L., Marchesi, E., Perrone, D. (2020) Bile Acid Conjugates with Anticancer Activity: Most Recent Research. Molecules (Basel, Switzerland) 26(1)
5. Huang, T.-E., Deng, Y.-N., Hsu, J.-L., Leu, W.-J., Marchesi, E., Capobianco, M.L., Marchetti, P., Navacchia, M.L., Guh, J.-H., Perrone, D. Hsu, L.-C. (2020) . Evaluation of the Anticancer Activity of a Bile Acid-Dihydroartemisinin Hybrid Ursodeoxycholic-Dihydroartemisinin in Hepatocellular Carcinoma Cells. Frontiers in Pharmacology, 11, 599067
6. Longaretti, A., Forastieri, C., Toffolo, E., Caffino, L., Locarno, A., Misevičiūtė, I., Marchesi, E., Battistin, M., Ponzoni, L., Madaschi, L., Cambria, C., Bonasoni, M.P., Sala, M., Perrone, D., Fumagalli, F., Bassani, S., Antonucci, F., Tonini, R., Francolini, M., Battaglioli, E., Rusconi, F. (2020) LSD1 is an environmental stress-sensitive negative modulator of the glutamatergic synapse Neurobiology of Stress, 13, 100280
7. Catani, M., De Luca, C., Medeiros Garcia Alcântara, J, Manfredini, N., Perrone, D., Marchesi, E., Weldon, R., Müller-Späth, T., Cavazzini, A., Morbidelli, M., Sponchioni, M. (2020) Oligonucleotides: Current Trends and Innovative Applications in the Synthesis, Characterization, and Purification Biotechnology Journal, 15(8), 1900226
8. Marchesi, E., Chinaglia, N., Capobianco, M.L., Marchetti, P., Huang, T.-E., Weng, H.-C., Guh, J.-H., Hsu, L.-C., Perrone, D., Navacchia, M.L. (2019). Dihydroartemisinin–Bile Acid Hybridization as an Effective Approach to Enhance Dihydroartemisinin Anticancer Activity. ChemMedChem, 14 (7), pp. 779-787.
9. Carli, S., Fioravanti, G., Armirotti, A., Ciarpella, F., Prato, M., Ottonello, G., Salerno, M., Scarpellini, A., Perrone, D., Marchesi, E., Ricci, D., Fadiga, L. (2019). A New Drug Delivery System Based on Tauroursodeoxycholic Acid and PEDOT. Chemistry - A European Journal, 25 (9), pp. 2322-2329.
10. Ghirardello, M., Perrone, D., Chinaglia, N., Sádaba, D., Delso, I., Tejero, T., Marchesi, E., Fogagnolo, M., Rafie, K., van Aalten, D.M.F., Merino, P. (2018). UDP-GlcNAc Analogues as Inhibitors of O-GlcNAc Transferase (OGT): Spectroscopic, Computational, and Biological Studies. Chemistry - A European Journal, 24 (28), pp. 7264-7272.
11. Navacchia, M.L., Marchesi, E., Mari, L., Chinaglia, N., Gallerani, E., Gavioli, R., Capobianco, M.L., Perrone, D. (2017). Rational design of nucleoside-bile acid conjugates incorporating a triazole moiety for anticancer evaluation and SAR exploration. Molecules, 22 (10), art. no. 22101710.
12. Massarenti, C., Bortolini, O., Fantin, G., Cristofaro, D., Ragno, D., Perrone, D., Marchesi, E., Toniolo, G., Massi, A. (2017). Fluorous-tag assisted synthesis of bile acid-bisphosphonate conjugates: Via orthogonal click reactions: An access to potential anti-resorption bone drugs. Organic and Biomolecular Chemistry, 15 (22), pp. 4907-4920.
13. Scalet, D., Balestra, D., Rohban, S., Bovolenta, M., Perrone, D., Bernardi, F., Campaner, S., Pinotti, M. (2017). Exploring Splicing-Switching Molecules For Seckel Syndrome Therapy. Biochimica et Biophysica Acta - Molecular Basis of Disease, 1863 (1), pp. 15-20.
14. Navacchia, M.L., Fraix, A., Chinaglia, N., Gallerani, E., Perrone, D., Cardile, V., Graziano, A.C.E., Capobianco, M.L., Sortino, S. (2016). NO Photoreleaser-Deoxyadenosine and -Bile Acid Derivative Bioconjugates as Novel Potential Photochemotherapeutics. ACS Medicinal Chemistry Letters, 7 (10), pp. 939-943.
15. Morciano, G., Giorgi, C., Balestra, D., Marchi, S., Perrone, D., Pinotti, M., Pinton, P. (2016). Mcl-1 involvement in mitochondrial dynamics is associated with apoptotic cell death. Molecular Biology of the Cell, 27 (1), pp. 20-34.
16. Bosi, V., Sarti, E., Navacchia, M.L., Perrone, D., Pasti, L., Cavazzini, A., Capobianco, M.L. (2015) Gold-nanoparticle extraction and reversed-electrode-polarity stacking mode combined to enhance capillary electrophoresis sensitivity for conjugated nucleosides and oligonucleotides containing thioether linkers. Analytical and Bioanalytical Chemistry, 407 (18), pp. 5405-5415.
17. Balestra, D., Barbon, E., Scalet, D., Cavallari, N., Perrone, D., Zanibellato, S., Bernardi, F., Pinotti, M. (2015). Regulation of a strong F9 cryptic 5'ss by intrinsic elements and by combination of tailored U1snRNAs with antisense oligonucleotides. Human Molecular Genetics, 24 (17), pp. 4809-4816.
18. Dalpiaz, A., Ferraro, L., Perrone, D., Leo, E., Iannuccelli, V., Pavan, B., Paganetto, G., Beggiato, S., Scalia, S. (2014). Brain uptake of a zidovudine prodrug after nasal administration of solid lipid microparticles. Molecular Pharmaceutics, 11 (5), pp. 1550-1561.
19. Dalpiaz, A., Contado, C., Mari, L., Perrone, D., Pavan, B., Paganetto, G., Hanuskovà, M., Vighi, E., Leo, E. (2014). Development and characterization of PLGA nanoparticles as delivery systems of a prodrug of zidovudine obtained by its conjugation with ursodeoxycholic acid. Drug Delivery, 21 (3), pp. 221-232.
20. Falzarano, M.S., Passarelli, C., Bassi, E., Fabris, M., Perrone, D., Sabatelli, P., Maraldi, N.M., Donà, S., Selvatici, R., Bonaldo, P., Sparnacci, K., Laus, M., Braghetta, P., Rimessi, P., Ferlini, A. (2013). Biodistribution and molecular studies on orally administered nanoparticle-AON complexes encapsulated with alginate aiming at inducing dystrophin rescue in mdx mice. BioMed Research International, art. no. 527418
21. Perrone, D., Bortolini, O., Fogagnolo, M., Marchesi, E., Mari, L., Massarenti, C., Navacchia, M.L., Sforza, F., Varani, K., Capobianco, M.L. (2013). Synthesis and in vitro cytotoxicity of deoxyadenosine-bile acid conjugates linked with 1,2,3-triazole. New Journal of Chemistry, 37 (11), pp. 3559-3567.
22. Capobianco, M.L., Marchesi, E., Perrone, D., Navacchia, M.L. (2013). Labeling deoxyadenosine for the preparation of functional conjugated oligonucleotides. Bioconjugate Chemistry, 24 (8), pp. 1398-1407.
23. Perrone, D., Capobianco, M.L. (2013). L-Nucleosides. From Chemical Synthesis of Nucleoside Analogues. Ed. Merino, Pedro, pp. 473-534.
24. Bassi, E., Falzarano, S., Fabris, M., Gualandi, F., Merlini, L., Vattemi, G., Perrone, D., Marchesi, E., Sabatelli, P., Sparnacci, K., Laus, M., Bonaldo, P., Rimessi, P., Braghetta, P., Ferlini, A. (2012). Persistent dystrophin protein restoration 90 days after a course of intraperitoneally administered naked 2′OMePS AON and ZM2 NP-AON complexes in mdx mice. Journal of Biomedicine and Biotechnology, 2012, art. no. 897076.
25. Gualandi, F., Manzati, E., Sabatelli, P., Passarelli, C., Bovolenta, M., Pellegrini, C., Perrone, D., Squarzoni, S., Pegoraro, E., Bonaldo, P., Ferlini, A. (2012). Antisense-induced messenger depletion corrects a COL6A2 dominant mutation in ullrich myopathy. Human Gene Therapy, 23 (12), pp. 1313-1318.
26. Dalpiaz, A., Paganetto, G., Pavan, B., Fogagnolo, M., Medici, A., Beggiato, S., Perrone, D. (2012). Zidovudine and ursodeoxycholic acid conjugation: Design of a new prodrug potentially able to bypass the active efflux transport systems of the central nervous system. Molecular Pharmaceutics, 9 (4), pp. 957-968.
27. Rimessi, P., Fabris, M., Bovolenta, M., Bassi, E., Falzarano, S., Gualandi, F., Rapezzi, C., Coccolo, F., Perrone, D., Medici, A., Ferlini, A. (2010). Antisense modulation of both exonic and intronic splicing motifs induces skipping of a DMD pseudo-exon responsible for X-linked dilated cardiomyopathy. Human Gene Therapy, 21 (9), pp. 1137-1146.
28. Ferlini, A., Sabatelli, P., Fabris, M., Bassi, E., Falzarano, S., Vattemi, G., Perrone, D., Gualandi, F., Maraldi, N.M., Merlini, L., Sparnacci, K., Laus, M., Caputo, A., Bonaldo, P., Braghetta, P., Rimessi, P. (2010). Dystrophin restoration in skeletal, heart and skin erector pili smooth muscle of mdx mice by ZM2 NP-AON complexes. Gene Therapy, 17 (3), pp. 432-438.
29. Spitali, P., Rimessi, P., Fabris, M., Perrone, D., Falzarano, S., Bovolenta, M., Trabanelli, C., Mari, L., Bassi, E., Tuffery, S., Gualandi, F., Maraldi, N.M., Sabatelli-Giraud, P., Medici, A., Merlini, L., Ferlini, A. (2009). Exon skipping-mediated dystrophin reading frame restoration for small mutations. Human Mutation, 30 (11), pp. 1527-1534.
30. Rimessi, P., Sabatelli, P., Fabris, M., Braghetta, P., Bassi, E., Spitali, P., Vattemi, G., Tomelleri, G., Mari, L., Perrone, D., Medici, A., Neri, M., Bovolenta, M., Martoni, E., Maraldi, N.M., Gualandi, F., Merlini, L., Ballestri, M., Tondelli, L., Sparnacci, K., Bonaldo, P., Caputo, A., Laus, M., Ferlini, A. (2009). Cationic PMMA nanoparticles bind and deliver antisense oligoribonucleotides allowing restoration of dystrophin expression in the mdx mouse. Molecular Therapy, 17 (5), pp. 820-827
31. Giovannini, P.P., Grandini, A., Perrone, D., Pedrini, P., Fantin, G., Fogagnolo, M. (2008). 7α- and 12α-Hydroxysteroid dehydrogenases from Acinetobacter calcoaceticus lwoffii: a new integrated chemo-enzymatic route to ursodeoxycholic acid. Steroids, 73 (14), pp. 1385-1390.
32. Fantin, G., Fogagnolo, M., Medici, A., Perrone, D. (2007). Isolation of lycopene from crude tomato extract via selective inclusion in deoxycholic acid. Tetrahedron Letters, 48 (52), pp. 9148-9150.
33. Bertolasi, V., Bortolini, O., Fantin, G., Fogagnolo, M., Perrone, D. (2007). Preparation and characterization of some keto-bile acid azines. Steroids, 72 (11-12), pp. 756-764.
34. Fantin, G., Fogagnolo, M., Perrone, D., Bortolini, O. (2007). Diketobile acids as new hosts in solid-state enantioselective resolutions. Chemistry Letters, 36 (7), pp. 930-931.
35. Bortolini, O., Fantin, G., Fogagnolo, M., Perrone, D. (2007) Guest dependent inversion of enantiomeric recognition in dehydrocholic acid host-guest enclathration. Tetrahedron Asymmetry, 18 (10), pp. 1194-1196.
36. Dondoni, A., Giovannini, P.P., Perrone, D. (2005) Cross-metathesis of C-allyl iminosugars with alkenyl oxazolidines as a key step in the synthesis of C-iminoglycosyl α-amino acids. A route to iminosugar containing C-glycopeptides. Journal of Organic Chemistry, 70 (14), pp. 5508-5518.
37. Silva, A.M.G., Tomé, A.C., Neves, M.G.P.M.S., Cavaleiro, J.A.S., Perrone, D., Dondoni, A. (2005). Porphyrins in 1,3-dipolar cycloadditions with sugar azomethine ylides. Synthesis of pyrrolidinoporphyrin glycoconjugates. Synlett, (5), pp. 857-859.
38. Dondoni, A., Richichi, B., Marra, A., Perrone, D. (2004). Ring enlargement of polyhydroxylated pyrrolidines to piperidines by Mitsunobu reaction: A fortuitous synthesis of 1-deoxy-l-allonojirimycin. Synlett, (10), pp. 1711-1714.
39. Dondoni, A., Perrone, D. (2003). A convenient synthesis of iminosugar-C-glycosides via organometallic addition to N-benzyl-N-glycosylhydroxylamines. Tetrahedron, 59 (24), pp. 4261-4273
40. De Risi, C., Perrone, D., Dondoni, A., Pollini, G.P., Bertolasi, V. (2003). A new and expedient diastereoselective synthesis of α-(hydroxyamino)phosphonates and α-aminophosphonates by silyl trifiate promoted diethyl phosphite addition to chiral N-benzyl nitrones. European Journal of Organic Chemistry, (10), pp. 1904-1914.
41. Dondoni, A., Giovannini, P.P., Perrone, D. (2002). New synthesis of pyrrolidine homoazasugars via aminohomologation of furanoses and their use for the stereoselective synthesis of aza-C-disaccharides. Journal of Organic Chemistry, 67 (21), pp. 7203-7214.
42. Silva, A.M.G., Tomé, A.C., Neves, M.G.P.M.S., Silva, A.M.S., Cavaleiro, J.A.S., Perrone, D., Dondoni, A. (2002). Porphyrins in 1,3-dipolar cycloaddition reactions with sugar nitrones. Synthesis of glycoconjugated isoxazolidine-fused chlorins and bacteriochlorins. Tetrahedron Letters, 43 (4), pp. 603-605
43. Dondoni, A., De Lathauwer, G., Perrone, D. (2001). A convergent synthesis of the renin inhibitor SPP-100 using a nitrone intermediate. Tetrahedron Letters, 42 (29), pp. 4819-4823.
44. De Risi, C., Dondoni, A., Perrone, D., Pollini, G.P. (2001). O-silyl triflate-promoted addition of diethyl phosphite to chiral aldonitrones. A rapid access to complex α-amino phosphonates and their N-hydroxy derivatives. Tetrahedron Letters, 42 (16), pp. 3033-3036.
45. Dondoni, A., Perrone, D., Gleason, M.M., Roush, W.R. (2000). Synthesis of 1,1-dimethylethyl (S)-4-formyl-2,2-dimethyl-3-oxazolidinecarboxylate by oxidation of the alcohol: [ 3-oxazolidinecarboxylic acid, 4-formyl-2,2-dimethyl-, 1,1-dimethylethyl ester, (S)] Organic Syntheses, 77, p. 64.
46. Dondoni, A., Perrone, D., Chen, H., Roush, W.R. (2000). Diastereoselective synthesis of protected vicinal amino alcohols: (S)-2-[(4S)-N-tert-butoxycarbonyl-2,2-dimethyl-1,3-oxazolidinyl]-2-tert-butyldimethylsiloxyethanal from a serine-derived aldehyde [ 3-Oxazolidinecarboxylic acid, 4-[1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-oxoethyl]-2,2-dimethyl-, 1,1-dimethylethyl ester, [S-(R*,R*)]- ]derived aldehyde: [ 3-oxazolidinecarboxylic acid, 4-[1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-oxoethyl]-2,2-dimethyl-, 1,1-dimethylethyl ester, [S-(R*,R*)]- ] Organic Syntheses, 77, p. 78.
47. Dondoni, A., Perrone, D. (1999). New entry to pyrrolidine homoazasugars: Conversion of D-arabinose into 2,5-anhydro-2,5-imino-D-glucitol via aminohomologation. Tetrahedron Letters, 40 (52), pp. 9375-9378.
48. Dondoni, A., Perrone, D., Turturici, E. (1999). Synthesis of β-D-galactosyl ceramide methylene isostere. Journal of Organic Chemistry, 64 (15), pp. 5557-5564
49. Dondoni, A., Perrone, D., Rinaldi, M. (1998). Grignard addition to aldonitrones. Stereochemical aspects and application to the synthesis of C2-symmetric diamino alcohols and diamino diols. Journal of Organic Chemistry, 63 (25), pp. 9252-9264.
50. Dondoni, A., Perrone, D., Rinaldi, M. (1998). Synthesis of C2-symmetric dibenzyldiamino diols by double stereoselective grignard addition to (S,S)-tartraldehyde dinitrone. Tetrahedron Letters, 39 (17), pp. 2651-2654
51. Dondoni, A., Perrone, D., Turturici, E. (1997). Improved, gram scale synthesis of N,O,O-triacetyl-erythro- and threo-C18-sphingosines from serine. Journal of the Chemical Society - Perkin Transactions 1, (16), pp. 2389-2393.
52. Dondoni, A., Perrone, D. (1997) Stereocontrolled synthesis of pseudo C2-symmetric 1,3-diamino-2-propanol core units of HIV protease inhibitors. Tetrahedron Letters, 38 (3), pp. 499-502.
53. Dondoni, A., Perrone, D. (1997) Synthesis of N-(tert-butoxycarbonyl)-N,O-isopropylidene serinal from serine methyl ester by a reduction-oxidation sequence. Synthesis, (5), pp. 527-529.
54. Dondoni, A., Perrone, D. (1997) Thiazole-Based Routes to Amino Hydroxy Aldehydes, and Their use for the Synthesis of Biologically Active Compounds. Aldrichimica Acta, 30 (2), pp. 35-46.
55. Dondoni, A., Perrone, D., Merino, P. (1995) Chelation- and Non-Chelation-Controlled Addition of 2-(Trimethylsilyl)thiazole to a-Amino Aldehydes: Stereoselective Synthesis of the β-Amino-a-hydroxy Aldehyde Intermediate for the Preparation ′ of the Human Immunodeficiency Virus Proteinase Inhibitor Ro 31-8959. Journal of Organic Chemistry, 60 (24), pp. 8074-8080.
56. Dondoni, A., Perrone, D. (1995) Total Synthesis of (+)-Galactostatin. An Illustration of the Utility of the Thiazole-Aldehyde Synthesis. Journal of Organic Chemistry, 60 (15), pp. 4749-4754.
57. Dondoni, A., Perrone, D., Semola, T. (1995). Synthesis of taxol and taxotere side chains by 2-(trimethylsilyl)thiazole based homologation of L-phenylglycine. Synthesis, (2), pp. 181-186.
58. Dondoni, A., Merino, P., Perrone, D. (1993). Totally chemical synthesis of azasugars via thiazole intermediates. Stereodivergent routes to (-)-nojirimycin, (-)-mannojirimycin and their 3-deoxy derivatives from serine. Tetrahedron, 49 (14), pp. 2939-2956.
59. Dondoni, A., Merino, P., Orduna, J., Perrone, D. (1993). Two-carbon chain extension of chiral aldehydes via 2-alkenylthiazoles: Synthesis of γ-functionalized alkanals. Synthesis, (3), pp. 277-279.
60. Dondoni, A., Marra, A., Perrone, D. (1993) Efficacious Modification of the Procedure for the Aldehyde Release from 2-Substituted Thiazoles. Journal of Organic Chemistry, 58 (1), pp. 275-277.
61. Dondoni, A., Perrone, D. (1993) 2-Thiazolyl α-amino ketones: A new class of reactive intermediates for the stereocontrolled synthesis of unusual amino acids. Synthesis, (11), pp. 1162-1176.
62. Dondoni, A., Perrone, D. (1992) Homologation of L-phenylalanine to ketomethylene and hydroxyethylene dipeptide isosteres via 2-thiazolyl amino ketone intermediate. Tetrahedron Letters, 33 (47), pp. 7259-7262.
63. Dondoni, A., Perrone, D., Merino, P. (1991). Homologation of L-threonine to α-epimer β-amino-α,γ- dihydroxy aldehydes and acids via stereoselective reduction of 2-thiazolyl amino ketones. Journal of the Chemical Society, Chemical Communications, (18), pp. 1313-1314.
64. Dondoni, A., Merino, P., Perrone, D. (1991).Stereocontrolled total synthesis of galactostatin from serine. Journal of the Chemical Society, Chemical Communications, (21), pp. 1576-1578.
65. Epifani, E., Florio, S., Perrone, D., Valle, G. (1991). On the coupling reaction of 1-benzothiazolyl-2-aza-pentadienyl metals with C-electrophiles. Tetrahedron, 47 (25), pp. 4465-4476.
Patents
1. Palmieri, B., Bovolenta, M., Braghetta, P., Capobianco, M. L., Marchesi, E., Medici, A., Molon, S., Perrone, D. Rimessi, P. (2020) Conjugates of oligonucleotides and bile acids and their derivatives for pharmaceutical active molecules delivery. From PCT Int. Appl. (2020), WO 2020084488 A1 20200430
2. Ferlini, A., Laus, M., Medici, A., Perrone, D., Rimessi, P., Sparnacci, K., Tondelli, L. (2012) Nanoparticle of the core-shell type suitable for delivering therapeutic oligonucleotides to target tissues and the use thereof for the preparation of a medicament for treating duchenne muscular dystrophy. From Italy IT (2012) 1397011 B1 20121220.
3. Ferlini, A., Medici, A., Perrone, D., Rimessi, P., Tondelli, L., Laus, M., Sparnacci, K. (2011). Nanoparticle of the core-shell type suitable for delivering therapeutic oligonucleotides to target tissues and the use thereof for the preparation of a medicament for treating duchenne muscular dystrophy. From PCT Int. Appl. (2011), WO 2011045747 A1 20110421. Language: English.
4. Ferlini, A., Medici, A., Perrone, D., Rimessi, P., Spitali, P. (2010) Antisense oligonucleotides capable of inducing exon skipping in dystrophin gene and their use in treatment of duchenne muscular dystrophy. From PCT Int. Appl. (2010), WO 2010150231 A1 20101229. Language: English.
Poster and Oral Communications
27° Congresso Nazionale Società Chimica Italiana, 14-23/09/2021: Synthesis and preclinical evaluation of antisense oligonucleotides conjugated with ursodeoxycholic acid for the treatment of Duchenne muscular dystrophy. Perrone, D., Marchesi, L., Preti, L., Palmieri, B., Braghetta, P., Capobianco, M. L., Medici, A., Rimessi, P., Sibilla, M., Bovolenta, M. (OC).
24° Congresso Nazionale Società Chimica Italiana, Lecce, 11-16/09/2011: Synthesis, Stability Evaluation and permeability Study of a Zidovudine-Bile Acid Prodrug. Dalpiaz, A., Fogagnolo, M., Pavan, B., Perrone, D., Poppi, I. (PC).
29° Convegno Nazionale Divisione di Chimica Organica - Potenza, 31/8 - 4/9/2004: Sintesi di imminopiranosi C1-funzionalizzati. Dondoni, A., Perrone, D. (PC)
2nd Italian-Spanish Symposium on Organic Chemistry (ISSOC-2)-Lecce 07-11/1998: Diastereoselective Grignard Addition to Nitrones: Synthesis of Cyclic HIV Protease Inhibitors. Dondoni, A., Perrone, D. (PC)
24° Convegno Nazionale Divisione di Chimica Organica-Salerno, 21-25/9 1997: Sintesi stereocontrollata di Unità Pseudo-C2- e C2-Simmetriche implicate nell’inibizione dell’HIV-1-Aspartico proteasi. Dondoni, A., Perrone, D. Rinaldi, M. (OC)
23°Convegno Nazionale Divisione di Chimica Organica-Monopoli, 22-27 Settembre 1996: Sintesi diastereoselettiva di L-eritro e L-treo sfingosine dalla L-serina. Dondoni, A., Perrone, D. Turturici, E. (PC)
