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Scienze farmaceutiche applicate

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Venerando PISTARA'

Professore associato di Chimica organica [CHIM/06]
Contatti

Ufficio: Palazzo dell'Etna (Area Terza Missione), Via San Nullo 5/H (piano 1°, stanza n. 2)
Email: vpistara@unict.it
Telefono: 0957384088

Orario di ricevimento
Il ricevimento studenti verrà effettuato in presenza o su MS Teams (codice wmapkiz), preferibilmente previa comunicazione e-mail
  1. Reactions of 2-cyanomethylidene-1-azacycloalkanes with benzonitrile oxide. Corsaro, A.; Chiacchio, U.; Perrini, G.; Pistarà, V.; Purrello, G.; Scarlata, G. J. Chem. Res., 1995, (S), 352, (M), 2015.
  2. Reaction of Heteroaromatics with Nitrilium Betaines. Corsaro, A. and Pistarà, V. Trends in Heterocyclic Chemistry, 1995, 4, 169.
  3. 1,2-Dithiole-3-thiones from b-Enamminonitriles and Sulfuration Reagents. Corsaro, A.; Chiacchio, U.; Gumina, G.; Pistarà, V. Sulfur Letters, 1996, 19, 235.
  4. Cycloaddition of Benzonitrile Oxide to Pyridazine, Pyrimidine and Pyrazine. Corsaro, A.; Perrini, G.; Pistarà, V.; Quadrelli, P.; Gamba Invernizzi A.; Caramella, P. Tetrahedron, 1996, 52, 6421.
  5. An Asymmetric Approach to Pyrrolidinone and Pyrrolizidinone Systems by Intramolecular Oxime-Olefin Cycloaddition. Chiacchio, U.; Corsaro, A.; Pistarà, V.; Rescifina, A.; Romeo, G.; G.; Romeo, R. Tetrahedron, 1996, 52, 7875.
  6. The Role of Hydrogen Bonding in Cycloadditions of Benzonitrile Oxide with Cyanophenols. Corsaro, A.; Buemi, G.; Chiacchio, U.; Perrini, G.; Pistarà, V.; Romeo, R. Tetrahedron, 1996, 52, 7885.
  7. 1,3-Dipolar Cycloaddition Reactions of Polycyclic Aromatic Hydrocarbons with 3,5-Dichloro-2,4,6-trimethyl- and 2,4,6-Trimethylbenzonitrile Oxide. Corsaro, A.; Librando, V.; Chiacchio, U.; Pistarà, V. Tetrahedron, 1996, 52, 13027.
  8. 1,3-Dipolar Cycloaddition of Polycyclic Aromatic Hydrocarbons with Nitrile Oxide Under Microwave Irradiation in the Absence of Solvent. Corsaro, A.; Chiacchio, U.; Librando, V.; Fisichella, S.; Pistarà, V. Heterocycles, 1997, 45, 1567.
  9. Stereoselective Synthesis of Isoxazole and Pyrazole Annulated Sultams Via Intramolecular 1,3-Dipolar Cycloaddition Reactions. Chiacchio, U.; Corsaro, A.; Gumina, G.; Pistarà, V.; Rescifina, A.; Alessi, M.; Piperno, A.; Romeo, G.; Romeo, R. Tetrahedron, 1997, 53, 13855.
  10. The Reactions of Unsatured Carbonyl Compounds with “Activated” Sulfur (II). Formation of Cyclic Disulfide and Polysulfides. Chiacchio, U.; Corsaro, A.; Pistarà, V.; Purrello, G.; Rescifina, A. Heterocycles, 1998, 48, 41.
  11. Cycloadditions of Mesitonitrile Oxide with Hydroxy- and Methoxy-substituted Stilbenes. A Direct Hydrogen Bonding Model. Corsaro, A.; Buemi, G.; Chiacchio, U.; Pistarà, V.; Rescifina, A. Heterocycles, 1998, 48, 905.
  12. Cycloaddition of Mesitonitrile Oxides to Aza-analogues of Phenanthrene. Corsaro, A.; Librando, V.; Chiacchio, U.; Pistarà, V.; Rescifina, A. Tetrahedron, 1998, 54, 9187.
  13. Conversion of the Thiocarbonyl Group into the Carbonyl Group. Corsaro, A.; Pistarà, V. Tetrahedron, 1998, 54, 15027.
  14. The Reaction of Unsaturated Carbonyl Compounds with “Activated” Sulphur. Part 3. Reaction Course. Chiacchio, U.; Corsaro, A.; Pistarà, V.; Rescifina, A.; Purrello G. Phosphorus, Sulfur and Silicon, 1998, 134/135, 463.
  15. Synthesis and Biological Activity of 1-, 2- or 3-Substituted Benzothieno-[2,3-d]triazole Derivatives Structurally Related to Trazodone. Guerrera, F.; Salerno, L.; Sarvà, M. C.; Siracusa, M. A.; Corsaro, A.; Pistarà, V.; Capasso, R.; Mattace Raso, G. J. Heterocyclic Chem. 1999, 36, 549.
  16. 1,3-Dipolar Cycloaddition Reactions of Benzonitrile Oxide to 2(1H)-Pyrazinone and its N- and O-Methyl Derivatives. Corsaro, A.; Chiacchio, U.; Pistarà, V.; Perrini, G. Heterocycles 2000, 53, 69.
  17. A New Highly Diasterereoselective Synthesis of epi-Inositol from D-Galactose. Pistarà, V.; Barili, P. L.; Catelani, G.; Corsaro, A.; D'Andrea, F.; Fisichella, S. Tetrahedron Lett. 2000, 41, 3253.
  18. Cycloadditions of Mesitonitrile Oxide with Amino- and Nitrostilbenes, Corsaro, A.; Chiacchio, U.; Pistarà, V.; Rescifina, A.; Buemi, G.; Romeo, G. J. Chem. Soc., Perkin Trans. 2. 2000, 8, 1761.
  19. An Unusual Route for the Regioselective Acylation of Polycyclic Aromatic Hydrocarbons: Nitrile Oxide Addition Followed by Isoxazoline Degradation. Corsaro, A.; Chiacchio, U.; Librando, V.; Pistarà, V.; Rescifina, A. Synthesis, 2000, 10, 1469.
  20. Diastereoselective and Enantioselective Synthesis of 4’-Aza Analogues of 2’,3’-Dideoxynucleosides. Chiacchio, U.; Rescifina, A.; Corsaro, A.; Pistarà, V.; Romeo, G.; Romeo, R. Tetrahedron: Asymmetry, 2000, 11, 2045.
  21. Regeneration of Carbonyl Compounds from the Corresponding Oximes. Corsaro, A.; Chiacchio, U.; Pistarà, V. Synthesis, 2001, 13, 1903-1931.
  22. Modified Nucleosides. A General and Diastereoselective Approach to N,O-Psiconucleosides. Iannazzo, D.; Piperno, A.; Pistarà, V.; Rescifina, A.; Romeo, R. Tetrahedron, 2002, 58, 581.
  23. Diastereoselective Synthesis of N,O-Psiconucleosides, a New Class of Modified Nucleosides. Chiacchio, U.; Corsaro, A.; Pistarà, V.; Rescifina, A.; Iannazzo, D.; Piperno, A.; Romeo, G.; Romeo, R.; Grassi, G. Eur. J. Org. Chem. 2002, 1206-1212.
  24. 1,3-Dipolar Cycloadditions of Acridine with Nitrile Oxides, Corsaro, A.; Pistarà, V.; Rescifina, A.; Romeo, G.; Romeo, R.; Chiacchio, U. Arkivoc, 2002, (viii), 5-15.
  25. Intramolecular Aldol Cyclization of L-lyxo-Hexos-5-ulose Derivatives: A New Diastereoselective Synthesis of D-chiro-Inositol, Catelani, G.; Corsaro, A.; D’Andrea, F.; Mariani, M.; Pistarà, V. Bioorg. Med. Chem. Lett. 2002, 12, 3313-3315.
  26. Enantioselective Synthesis of Isoxazolidinyl Nucleosides Containing Uracil, 5-Fluorouracil, Thymine and Cytosine as New Potential anti-HIV Drugs. Chiacchio, U.; Corsaro, A.; Iannazzo, D.; Piperno, A.; Pistarà, V.; Procopio, A.; Rescifina, A.; Romeo, G.; Romeo, R.; Siciliano, M.C.R.; Valveri, E. Arkivoc 2002 (xi) 159.
  27. A New Route for the Chemical Valorisation of Lactose. Catelani, G.; Corsaro, A.; D’Andrea, F.; Fisichella, S.; Mariani, M.; Pistarà, V. Environ. Sci. & Pollut. Res. 2003, 10, 325-328.
  28. Enantioselective Synthesis and Cytotoxicity of N,O-Nucleosides. Chiacchio, U.; Corsaro, A.; Iannazzo, D.; Piperno, A.; Pistarà, V.; Rescifina, A.; Romeo, R.; Valveri, E.; Mastino, A.; Romeo, G. J. Med. Chem. 2003, 46, 3696-3702.
  29. Diastereo- and Enantioselective Synthesis of N,O-Nucleosides. Chiacchio, U.; Corsaro, A.; Iannazzo, D.; Piperno, A.; Pistarà, V.; Rescifina, A.; Romeo, R.; Sindona, G.; Romeo, G. Tethahedron: Asimm., 2003, 14, 2717-2723.
  30. Synthesis, Characterization and In Vitro Evaluation of Dimethyl-b-cyclodextrin-4-biphenylylacetic Acid Conjugate. Ventura, C.A.; Paolino, D.; Pedotti, S.; Pistarà, V.; Corsaro, A.; Puglisi, G. Journal of Drug Targeting, 2003, 11(4), 233-240.
  31. Convenient Preparation of L-arabino-Hexos-5-ulose Derivatives from Lactose. Catelani, G.; Corsaro, A.; D’Andrea, F.; Mariani, M.; Pistarà, V.; Vittorino, E. Carbohydr. Res. 2003, 338/22, 2349-2358.
  32. Microwave-assisted Chemistry of Carbohydrates. Corsaro, A.; Chiacchio, U.; Pistarà, V.; Romeo, G. Current Organic Chemistry, 2004, 8 (6), 511-538.
  33. Steric Course of Some Cyclopropanation Reactions of L-threo-Hex-4-enopyranosides. Corsaro, A.; Chiacchio, U.; Adamo, R.; Pistarà, V.; Rescifina, A.; Romeo, R.; Catelani, G.; D’Andrea, F.; Mariani, M.; Attolino, E. Tetrahedron, 2004, 60, 3787-3795. doi: 10.1016/j.tet.2004.03.018
  34. A DFT Rationalization for the Observed Regiochemistry in the Nitrile Oxide Cycloaddition with Anthracene and Acridine. Corsaro, A.; Pistarà, V.; Rescifina, A.; Piperno, A.; Chiacchio, M.A.; Romeo, G. Tetrahedron, 2004, 60 (31), 6443-6451. doi: 10.1016/j.tet.2004.06.052
  35. Synthesis of Pyrimidine-containing 3-Aminobutenolides. Chiacchio, U.; Iannazzo, D.; Piperno, A.; Pistarà, V.; Rescifina, A.; Romeo, G.; Romeo, R. Tetrahedron 2004, 60 (31), 6593-6596. doi: 10.1016/j.tet.2004.05.081
  36. Reactions of Benzonitrile Oxide with Methoxypyrimidines and Pyrimidones. Corsaro, A.; Pistarà, V.; Rescifina, A.; Chiacchio, M.A.; Piperno, A.; Romeo, G. Heterocycles, 2005, 65 (5), 1079-1097.
  37. Preparation of Celecoxib-dimethyl-b-cyclodextrin Inclusion Complex: Characterization and in vitro Permeation Study. Ventura, C. A.; Giannone, I.; Paolino, D.; Pistarà, V.; Corsaro, A.; Puglisi, G. European Journal of Med. Chem., 2005, 40(7), 624-631. doi: 10.1016/j.ejmech.2005.03.001
  38. Enantioselective synthesis of homocarbocyclic-2’-oxo-3’-azanucleosides. Chiacchio, U.; Saita, M.G.; Crispino, L.; Gumina, G.; Mangiafico, S.; Pistarà, V.; Romeo, G.; Piperno, A.; De Clercq, E. Tetrahedron, 2006, 62, 1171–1181. doi: 10.1016/j.tet.2005.10.075
  39. Synthesis and biological properties of 2-oxabicyclo[4.1.0]heptane nucleosides containing uracil, and thymine. Corsaro, A.; Chiacchio, U.; Pistarà, V.; Borrello, L.; Romeo, G.; Dal Pozzo, R. Arkivoc 2006 (iv) 74-84
  40. A new Method for the Synthesis of Carba-sugars Enones (Gabosines) Using a Mercury(II)-Mediated Opening of 4,5-Cyclopropanated Pyranosides as the Key-step. Corsaro, A.; Chiacchio, M.A.; Catelani, G.; D’Andrea, F.; Adamo, R.; Pistarà, V. Tetrahedron Lett., 2006, 47, 6591-6594. doi: 10.1016/j.tetlet.2006.07.023
  41. Microwave-assisted Chemistry of Carbohydrates in Microwaves in Organic Synthesis, A. Corsaro, U. Chiacchio, V. Pistarà, and G. Romeo. Ed. A. Loupy, 2nd ed., 2006, Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, Germany, ISBN 3-527-31452-0, vol. 2, chapter 12, pp 579-614.
  42. Synthesis of 4’-thionucleosides by 1,3-dipolar cycloadditions of the simplest thiocarbonyl ylide with alkenes bearing electron-withdrawing groups. Corsaro, A.; Pistarà, V.; Chiacchio, M.A.; Vittorino, E.; Romeo, R. Tetrahedron Lett., 2007, 48, 4915-4918. doi: 10.1016/j.tetlet.2007.05.080
  43. Flurbiprofen Derivatives in Alzheimer’s Disease: Synthesis, Pharmacokinetic and Biological Assessment of Lipoamino Acid Prodrugs. Pignatello, R.; Pantò, V.; Salmaso, S.; Bersani, S.; Pistarà, V.; Kepe, V.; Barrio, J. R.; Puglisi, G. Bioconjugate Chem. 2008, 19, 349-357. doi: 10.1021/bc700312y
  44. From cyclopentadiene to isoxazoline-carbocyclic nucleosides: a rapid access to biological molecules through aza-Diels-Alder reactions. Quadrelli, P.; Piccanello, A.; Mella, M.; Corsaro, A.; Pistarà, V. Tetrahedron, 2008, 64, 3541-3547. doi: 10.1016/j.tet.2008.01.124
  45. Cyclopropanation of 5-Methylene Galactopyranosides by Dihalo-, Ethoxycarbonyl-, and Unsubstituted Carbenes. Corsaro, A.; Chiacchio, M.A.; Pistarà, V.; Rescifina, A.; Vittorino E. Tetrahedron, 2008, 64, 8652-8658. doi: 10.1016/j.tet.2008.07.013.
  46. Phosphoramidated derivatives of N,O-Nucleosides as inhibitors of Reverse Transcriptase. Borrello, L.; Chiacchio, U.; Corsaro, A.; Pistarà, V.; Iannazzo, D. Arkivoc, 2009, viii, 112-124.
  47. Toward the synthesis of fine chemicals from lactose: preparation of d-xylo and l-lyxo-aldohexos-5-ulose derivatives. Catelani, G.; D’Andrea, F.; Guazzelli, L.; Pistarà, V. Carbohydr. Res. 2009, 344, 717-724. doi: 10.1016/j.carres.2009.01.014
  48. Lipoamino acid prodrugs of paclitaxel: synthesis and cytotoxicity evaluation on human anaplastic thyroid carcinoma cells. Pignatello, R.; Paolino, D.; Pantò, V.; Pistarà, V.; Calvagno, M. G.; Russo, D.; Puglisi, G.; Fresta, M. Current Cancer Drug Targets, 2009, 9 (2), 202-213. doi: 10.2174/156800909787580944
  49. Regeneration of Carbonyl Compounds from the Corresponding Oximes: An Update Until to 2008. Corsaro, A.; Chiacchio, M.A.; Pistarà, V. Current Organic Chemistry, 2009, 13 (5), 482-501. doi: 10.2174/138527209787582259
  50. New Amphiphilic Conjugates of Mono- and bis(Carboxy)-PEG2 000 Polymers with Lipoamino Acids as Surface Modifiers of Colloidal Drug Carriers. Pignatello, R.; Pantò, V.; Basile, L.; Impallomeni, G.; Ballistreri, A.; Pistarà, V.; Craparo, E. F.; Puglisi, G. Macromol. Chem. Phys. 2010, 211 (10), 1148–1146; DOI: 10.1002/macp.200900632
  51. Towards the Syntesis of New Dideoxy δ-Dicarbonyl Heptoses. Pistarà, V. Chiacchio, M.A.; Corsaro, A. Carbohydr. Res. 2010, 345, 1482-1485; doi:10.1016/j.carres.2010.03.013.
  52. Synthesis and in vitro Cytotoxic Activity on Human Anaplastic Thyroid Cancer Cells of Lipoamino Acids Conjugates of Gemcitabine. Pignatello, R.; Vicari, L.; Pistarà, V.; Musumeci, T.; Gulisano, M.; Puglisi, G. Drug Dev. Res. 2010, 71, 294-302; doi: 0.1002/ddr.20374
  53. Neurotoxic properties of the anabolic androgenic steroids nandrolone and methandrostenolone in primary neuronal cultures. Caraci, F.; Pistarà, V.; Corsaro, A.; Tomasello, F.; Giuffrida, M. L.; Sortino, M. A.; Nicoletti, F.; Copani, A. J. of Neurosc. Res. 2011, 89, 592-600; doi:10.1002/jnr.22578
  54. Synthesis of new 2-substituted 3-amino-4-hydroxymethylthiophenes through intramolecular nitrile oxide cycloaddition processes and N,O-bond cleavage. Pistarà, V.; Corsaro, A.; Chiacchio, M. A.; Greco, G.; Quadrelli, P. Arkivoc, 2011, vi, 270-285.
  55. High-yield synthesis of pyrrolidinyl PNA monomers. Merino, P.; Greco, G.; Tejero, T.; Chiacchio, U.; Corsaro, A.; Pistarà, V.; Romeo, G. Tetrahedron Lett. 2011, 52, 6003-6006; doi:10.1016/j.tetlet.2011.08.167.
  56. Design, Synthesis, Molecular Docking and Crystal Structure Prediction of New Azasugar Analogues of α-Glucosidase Inhibitors. Pistarà, V.; Rescifina, A.; Punzo, F.; Greco, G.; Barbera, V.; Corsaro, A. Eur, J. Org. Chem. 2011, 36, 7278-7287; doi:10.1002/ejoc.201100832.
  57. Truncated Phosphonated C-1′-branched N,O-nucleosides: A New Class of Antiviral Agents. Romeo, R.; Carnovale, C.; Giofrè, S.V.; Romeo, G.; Macchi, B.; Frezza, C.; Marino-Merlo, F.; Pistarà, V.; Chiacchio, U. Bioorg. Med. Chem. 2012, 20, (11), 3652-3657; doi: 10.1016/j.bmc.2012.03.047.
  58. A Journey into Recent Microwave-Assisted Carbohydrate Chemistry, in Microwaves in Organic Synthesis, Third Edition, Corsaro, A.; Pistarà, V.; Chiacchio, M. A.; Romeo. G. Eds de la Hoz, A. Loupy, A. 2012, Wiley-VCH: Verlag GmbH & Co. KGaA, Weinheim, Germany. Vol 1, p. 961-1012. doi: 10.1002/9783527651313.ch21
  59. Experimental and in Silico Characterization of a Biologically Active Inosose. Pistarà, V.; Lombardo, M. G.; Rescifina, A.; Bacchi, A.; D’Andrea, F.; Punzo, F. Struct. Chem. 2013, 24, 955-965; doi: 10.1007/s11224-013-0221-5.
  60. Stereoselective 1,3-dipolar cycloadditions of nitrones derived from amino acids. Asymmetric synthesis of N-(alkoxycarbonylmethyl)-3-hydroxypyrrolidin-2-ones. Merino, P.; Greco, G.; Tejero, T.; Hurtado-Guerrero, R.; Matute, R.; Chiacchio, U.; Corsaro, A.; Pistarà, V.; Romeo, R. Tetrahedron, 2013, 69, 9381-9390; http://dx.doi.org/10.1016/j.tet.2013.08.084.
  61. Prevalence of oxetanose forms in the tautomeric equilibrium of β-hydroxy-1,5-dicarbonyl monosaccharides. Pistarà, V.; Corsaro, A.; Rescifina, A.; Catelani, G.; D’Andrea, F.; Guazzelli, L. J. Org. Chem., 2013, 78, 9444−9449; doi: 10.1021/jo400953s
  62. Recent advances in small organic molecules as DNA intercalating agents: Synthesis, activity, and modeling. Rescifina, A.; Zagni, C.; Varrica, M. G.; Pistarà, V.; Corsaro, A. Eur. J. Med. Chem., 2014, 74, 95-115; doi: 10.1016/j.ejmech.2013.11.029
  63. Use of Microwave Heating in the Synthesis of Heterocycles from Carbohydrates. Pistarà, V.; Rescifina, A.; Chiacchio, M. A.; Corsaro, A. Curr. Org. Chem. 2014, 18 (4), 417-445; doi: 10.2174/13852728113176660146
  64. Syntheses of isoxazoline-carbocyclic nucleosides and their antiviral evaluation: A standard protocol. Quadrelli, P.; Vazquez Martinez, N.; Scrocchi, R.; Corsaro, A.; Pistarà, V. Scientific World Journal, 2014, 2014, 492178; doi: 10.1155/2014/492178
  65. New amphiphilic derivatives of poly(ethylene glycol) (PEG) as surface modifiers of colloidal drug carriers. III. Lipoamino acid conjugates with carboxy- and amino-PEG5000 polymers. Pignatello, R.; Impallomeni, G.; Pistarà, V.; Cupri, S.; Graziano, A. C. E.; Cardile, V.; Ballistreri, A. Mat. Sc. and Eng.: C, 2015, 46, 470-481; doi: 10.1016/j.msec.2014.10.054
  66. Synthesis and physico-chemical characterization of a β-cyclodextrin conjugate for sustained release of Acyclovir. Pedotti, S.; Pistarà, V.; Cannavà, C.; Carbone, C.; Cilurzo, F.; Corsaro, A.; Puglisi, G.; Ventura, C. Carbohydr. Polym. 2015, 131 (23), 159-167; doi: 10.1016/j.carbpol.2015.05.071
  67. Synthesis, structure-activity relationships, and bioactivity evaluation of 6-bromo-quinazolinone derivatives. Barone, M.; Pistarà, V.; Frasca, G.; Noto, C.; Scribano, M.; Catalfo, A.; Santagati, A. Med. Chem. Res. 2015, 24 (6), 2461-2475; doi: 10.1007/s00044-014-1311-7
  68. 5'-Spiro-cyclopropanated lactose derivatives as suitable intermediates for the chain elongation: synthesis of a new 6-deoxy-6-methyl δ-eptulose. Pistarà, V.; Rescifina, A.; Corsaro, A. Carbohydr. Res. 2016, 422, 45-52; doi: 10.1016/j.carres.2016.01.008
  69. Useful access to enantiomerically pure protected inositols from carbohydrates: the aldohexos-5-uloses route. D’Andrea, F.; Catelani, G.; Guazzelli, L. Pistarà, V. Beilstein J. Org. Chem., 2016, 12, 2345−2350; doi: 10.3762/bjoc.12.227
VISUALIZZA GLI INSEGNAMENTI DALL'A.A. 2022/2023 AD OGGI

Anno accademico 2021/2022

Anno accademico 2020/2021

Anno accademico 2019/2020

Anno accademico 2018/2019

Anno accademico 2015/2016
  • chimica dei composti eterociclici
  • reazioni di cicloaddizione 1,3-dipolare di nitroni e nitrilossidi
  • sintesi di analoghi nucleosidici
  • chimica dei carboidrati
  • sintesi di analoghi saccaridici
  • conversione di mono- e/o di-saccaridi nei corrispondenti composti carbociclici.
17/06/2024
Programma Chimica Organica - AA 2023/24 (10 CFU)

A seguito del disservizio della piattaforma Syllabus, nella quale al momento non sono più reperibili buona parte dei programmi delle materie del secondo anno, in allegato troverete il programma del corso di Chimica Organica del nuovo ordinamento (10 CFU)

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