Crystal And Molecular Structure Of Beta-Cyclodextrins Functionalized With The Anti-Inflammatory Drug Etodolac(416 views) Puglisi A, Rizzarelli E, Vecchio G, Iacovino R, Benedetti E, Pedone C, Saviano M
Keywords: β-Cyclodestrin Conjugates, Anti-Inflammatory Drug, Conformation, Etodolac, X-Ray Diffraction, Aqueous Solutions, Covalently Bonded, Crystal And Molecular Structure, Ethyl Groups, Folded Conformation, Functionalized, Hydrophobic Cavities, Hydroxyl Groups, Intermolecular Hydrogen Bond Network, Macrocycles, Methyl Group, Neighboring Molecules, Nmr Spectroscopy, Van Der Waals Interactions, Water Molecule, X-Ray Structure, Online Versions, Crystal Structure, Cyclodextrins, Data Storage Equipment, Fluorine Containing Polymers, Glucose, Hydrocarbons, Hydrophobicity, Nuclear Magnetic Resonance, Nuclear Magnetic Resonance Spectroscopy, Van Der Waals Forces, X Ray Diffraction, X Ray Diffraction Analysis, Beta Cyclodextrin, Antiinflammatory Agent, Beta Cyclodextrin Derivative, Article, Chemical Structure, Conformational Transition, Controlled Study, Covalent Bond, Drug Structure, Enantiomer, Protein Folding, Chemical Interaction, Drug Conformation, Drug Conjugation, Drug Solubility, Proton Nuclear Magnetic Resonance, Anti-Inflammatory Agents, Non-Steroidal, Beta-Cyclodextrins, Binding Sites, Crystallography, Models, Protein Binding, Protein Conformation, Stereoisomerism, Clupeidae,
Affiliations: *** IBB - CNR ***
Dipartimento di Scienze Chimiche, Università di Catania, 95125 Catania, Italy
Istituto di Biostrutture e Bioimmagini del CNR, 95125 Catania, Italy
Centro Interuniversitario di Ricerca Sui Peptidi Bioattivi, Università di Napoli Federico II, 80134 Napoli, Italy
References: Hart, F.D., Huskisson, E.C., (1984) Drugs, 27, pp. 232-25
Schwartz, K.A., (2006) Adv Clin Chem, 42, pp. 81-110
Jachak, S.M., (2006) Curr Med Chem, 13, pp. 659-678
Martelletti, P., Farinelli, I., Coloprisco, G., Patacchioli, F.R., (2007) Drug Dev Res, 68, pp. 276-281
Hochberg, M.C., (2005) Curr Top Med Chem, 5, pp. 443-448
Sharma, S., Prasad, A., Anand, K.S., (1999) Am J Ther, 6, pp. 3-11
Verburg, K.M., Maziasz, T.J., Weiner, E., Loose, L., Geis, G.S., Isakson, P.C., (2001) Am J Therap, 8, pp. 49-64
Bennett, A., Tavares, I.A., (2001) Exp Opin Pharmacother, 2, pp. 1859-1876
McGeer, P.L., McGeer, E.G., (2007) Neurobiol Aging, 28, pp. 639-647
Giovannini, M.G., Scali, C., Prosperi, C., Bellucci, A., Pepeu, G., Casamenti, F., (2003) Int J Immunopathol Pharmacol, 16, pp. 31-40
Voutsadakis, I.A.J., (2007) Cell Mol Med, 11, pp. 252-285
Sarkar, F.H., Adsule, S., Li, Y., Padhye, S., (2007) Mini-Rev Med Chem, 7, pp. 599-608
Kamijo, T., Sato, T., Nagatomi, Y., Kitamura, T., (2001) Int J Urol, 8, pp. S35-S39
Markarian, B.M., Cohen, G.L., (1988), European Patent Application EP88-300119Rozou, S., Michaleas, S., Antoniadou-Vyza, E., (2005) J Chromatogr a, 1087, pp. 86-94
Fronza, G., Mele, A., Redenti, E., Ventura, P., (1996) J Org Chem, 61, pp. 909-914
Caira, M.R., Griffith, V., Nassimbeni, L.R., Van Oudtshoorn, B., (1994) J Chem Soc, Chem Commun, 9, pp. 1061-1062
Otero-Espinar, F.J., Anguiano-Igea, S., Garcia-Gonzalez, N., Vila-Jato, J.L., Blanco-Mendez, J., (1991) Int J Pharmacol, 75, pp. 37-44
Singla, A.K., Chawla, M., Singh, A., (2000) J Pharm Pharmacol, 52, pp. 467-486
Milic-Askrabic, J., Rajic, D.S., Tasic, L.J., Djuric, S., Kasa, P., Pintye-Hodi, K., (1997) Drug Dev Ind Pharm, 23, pp. 1123-1129
Bannwarth, B., Bertin, P., Pehourcq, F., Schaeverbeke, T., Gillet, P., Lefrancois, G., Treves, R., Gaucher, A., (2001) Int J Clin Pharmacol Ther, 39, pp. 33-36
Hirayama, F., Uekama, K., (1999) Adv Drug Deliv Rev, 36, pp. 125-141
Zhao, M., Hao, A., Li, J., Wei, Y., Guo, P., (2005) Carbohydr Res, 340, pp. 1563-1565
Reuter, B.K., Mauleon, D., Wallace, J.L.J., (1998) Gastroen Hepatol, 13, pp. S266-S269
Demerson, C.A., Humber, L.G., Abraham, N.A., Schilling, G., Martel, R.R., Pace-Asciak, C., (1983) J Med Chem, 26, pp. 1778-1780
Humber, L.G., Demerson, C.A., Swaminathan, P., Bird, P.H., (1986) J Med Chem, 29, pp. 871-874
Jensen, M., Engert, A., Weissinger, F., Knauf, W., Kimby, E., Poynton, C., Oliff, I.A., Rummel, M.J., (2008) Oesterborg a Invest N Drug, 26, pp. 139-149
Behari, J., Zeng, G., Otruba, W., Thompson, M.D., Muller, P., Micsenyi, A., Sekhon, S.S., Monga, S.P.S., (2007) J Hepatol, 46, pp. 849-857
Brenna, E., Fuganti, C., Fuganti, D., Grasselli, P., Malpezzi, L., Pedrocchi-Fantoni, G., (1997) Tetrahedron, 53, pp. 17769-17780
Chou, S., Tseng, C., Chang, L., (2001) J Chinese Chem Soc, 48, pp. 229-234
De Ferra, L., Ullucci, E., (2005), US Patent Application 014953Mizuguchi, E., Itanami, M., Achiwa, K., (1997) Heterocycles, 46, pp. 149-152
Wang, N., Wu, Q., Xiao, Y., Chen, C., Lin, X., (2005) Bioinorg Med Chem, 13, pp. 3667-3671
Rizzarelli, E., Vecchio, G., Puglisi, A., La Mendola, D., (2007), European Patent Application EP 1860110Yano, H., Hirayama, F., Arima, H., Uekama, K., Yano, H., (2001) J Pharm Sci, 90, pp. 493-503
Hirayama, F., Kamada, M., Arima, H., Uekama, K., (2002) J Control Rel, 79, pp. 103-112
Bonomo, R.P., Cucinotta, V., D'Alessandro, F., Impellizzeri, G., Maccarrone, G., Rizzarelli, E., Vecchio, G., Marchelli, R., (1997) Chirality, 9, pp. 341-349
Campagna, T., Marchelli, R., Rizzarelli, E., Vecchio, G.J., (2001) Supramol Chem, 1, pp. 117-124
Cremer, D., Pople, J.A., (1975) J Am Chem Soc, 97, pp. 1354-1358
Betzel, C., Saenger, W., Hingerty, B.E., Brown, G.M., (1984) J Am Chem Soc, 106, pp. 7545-7557
Lindner, K., Saenger, W., (1982) Carbohydr Res, 99, pp. 103-108
Zabel, V., Saenger, W., Mason, S.A., (1986) J Am Chem Soc, 108, pp. 3663-3673
Di Blasio, B., Pavone, V., Nastri, F., Isernia, C., Saviano, M., Pedone, C., Cucinotta, V., Vecchio, G., (1992) Proc Natl Acad Sci USA, 89, pp. 7218-7221
Di Blasio, B., Galdiero, S., Saviano, M., De Simone, G., Benedetti, E., Pedone, C., Gibbons, W.A., Vecchio, G., (1996) Supramol Chem, 7, pp. 47-54
Harata, K., Uekama, K., Otagiri, M., Hirayama, F., Ohtani, Y., (1985) Bull Chem Soc Jpn, 58, pp. 1234-1238
Burla, M.C., Camalli, M., Carrozzini, B., Cascarano, G.L., Giacovazzo, C., Polidori, G., Spagna, R., (2003) J Appl Crystallogr, 36, p. 1103
Sheldrick, G.M., (1997) SHELXL 97, Program for Crystal Structure Refinement, , University of Göttingen
Cromer, D.T., Waber, J.T., (1974) International Tables for X-Ray Crystallography, 4. , Kynoch: Birmingham, UK, Table II.2.B
Crystal And Molecular Structure Of Beta-Cyclodextrins Functionalized With The Anti-Inflammatory Drug Etodolac