Characterization, phase-solubility, and molecular modeling of inclusion complex of 5-nitroindazole derivative with cyclodextrins

Bioorganic and Medicinal Chemistry

Volumn 16, Issue 9, 2008, Pages 5078-5084

  Jullian, Carolina ^a   Morales Montecinos, Javier ^a   Zapata Torres, Gerald ^a   Aguilera, Benjamín ^a   Rodriguez, Jorge ^a   Arán, Vicente ^b   Olea Azar, Claudio ^a  

^a UNIVERSITY OF CHILE   (Chile)

^b INSTITUTO DE QUÍMICA MÉDICA   (Spain)

Author keywords

5 Nitroindazole; Cyclodextrin; Electrochemistry; Molecular modeling; NMR

Indexed keywords

1 (2 DIMETHYLAMINO)ETHYL 3 METHOXY 5 NITRO 1H INDAZOLE BETA CYCLODEXTRIN COMPLEX; 1 (2 DIMETHYLAMINO)ETHYL 3 METHOXY 5 NITRO 1H INDAZOLE HEPTAKIS(2,6 O DIMETHYL) BETA CYCLODEXTRIN COMPLEX; BETA CYCLODEXTRIN; HEPTAKIS(2,6 O DIMETHYL) BETA CYCLODEXTRIN; INDAZOLE DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; COMPLEX FORMATION; DRUG SOLUBILITY; DRUG STABILITY; ELECTROCHEMISTRY; MOLECULAR MODEL; PROTON NUCLEAR MAGNETIC RESONANCE; STOICHIOMETRY;

COMPUTER SIMULATION; CYCLODEXTRINS; INDAZOLES; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR STRUCTURE; PHASE TRANSITION; REFERENCE STANDARDS; SOLUBILITY; WATER;

EID: 43049116490     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2008.03.026     Document Type: Article

References (18)

1. Szejtli J. Drug Invest. 2 (1990) 11
2. Hedges A.R. Chem. Rev. 98 (1998) 2035
3. Fromming K.H., and Szejtli J. Cyclodextrin in Pharmacy (1994), Kluwer Academic Publishers., Dordrecht
4. In: Hirayama F., Uekama K., and Duchene D. (Eds). Cyclodextrin and their Industrial Uses (1987), Editions De Sant'e, Paris 131-172
5. Cirri M., Maestrelli F.S., Orlandini S., Furlanetto S., Pinzauti S., and Mura P. J. Pharm. Biomed. Anal. 37 (2005) 995
6. Aldunate J., and Morello A. In: Okezie I. (Ed). Free Radicals in Tropical Diseases (1993), University of London 137
7. Cerecetto H., and González Curr M. Top. Med. Chem. 2 (2002) 1185
8. Gerpe A., Aguirre G., Boiani L., Cerecetto H., González M., Olea-Azar C., Rigol C., Maya J.D., Morello A., Piro O.E., Ochoa C., Azqueta A., López de Cerai{dotless}́n A., Monge A., Rojas A., and Yaluff G. Bioorg. Med. Chem. 14 (2006) 3467
9. Olea-Azar C., Cerecetto H., Gerpe A., González M., Arán V.J., Rigol C., and Opazo L. Spectrochim. Acta A 63 (2006) 36
10. Arán V.J., Ochoa C., Boiani L., Buccino P., Cerecetto H., Gerpe A., González M., Montero D., Nogal J.J., Gómez-Barrio A., Azqueta A., López de Ceraín A., Piro O.E., and Castellano E.E. Bioorg. Med. Chem. 13 (2005) 3197
11. Rodríguez, J.; Gerpe, A.; Aguirre, G.; Piro, O. E.; Olea-Azar, C.; González, M.; Cerecetto, H., in preparation.
12. Chen M., Diao G., and Zhang E. Chemosphere 63 (2006) 522
13. Djedaini F., and Perly B. Magn. Res. Chem. 28 (1990) 372
14. Higuchi T., and Connors K.A. Phase-solubility techniques. Adv. Anal. Chem. Instr. 4 (1965) 117
15. Job P. Ann. Chim. 9 (1928) 113
16. InsightII, MSI, San Diego, California.
17. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J. A.; Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam, J. M.; Daniels, A. D.; Kudin, K. N.; Strain, M. C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Cliford, S.; Ochterski, J.; Petersson, G.A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Cioslowski, J.; Ortiz, J. V.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R.; Martin R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Gonzalez, C.; Challacombe, M.; Gill, P. M. W.; Johnson, B. G.; Chen, W.; Wong, M. W.; Andres, J. L.; Head-Gordon, M.; Replogle, E. S.; and Pople, J A.; Gaussian 98 (revision a.7), 1998.
18. Morris G.M., Goodsell D.S., Halliday R.S., Huey R., Hart W.E., Belew R.K., and Olson A.J.J. Comput. Chem. 19 (1998) 1639