Molecular encapsulation of 5-nitroindazole derivatives in 2,6-dimethyl-β-cyclodextrin: Electrochemical and spectroscopic studies

Bioorganic and Medicinal Chemistry

Volumn 17, Issue 13, 2009, Pages 4604-4611

  Pérez Cruz, Fernanda ^a   Jullian, Carolina ^a   Rodriguez, Jorge ^a,b   Arán, Vicente J ^c   Olea Azar, Claudio ^a  

^a UNIVERSITY OF CHILE   (Chile)

^b UNIVERSIDAD METROPOLITANA DE CIENCIAS DE LA EDUCACIÓN   (Chile)

^c INSTITUTO DE QUÍMICA MÉDICA   (Spain)

Author keywords

5 Nitroindazole; Cyclodextrin; ESR; Molecular modeling; NMR

Indexed keywords

2,6 DIMETHYL BETA CYCLODEXTRIN; 3 (BENZYLOXY) 1 (2 MORPHOLINOETHYL) 1H INDAZOLE; 3 METHOXY 1 (2 MORPHOLINEETHYL) 1H INDAZOLE; BETA CYCLODEXTRIN DERIVATIVE; INDAZOLE DERIVATIVE; N [2 [3 (BENZYLOXY) 1H INDAZOL 1 YL]ETHYL] N ISOPROPYLPROPAN 2 AMINE; N ISOPROPYL N [2 (3 METHOXY 1H INDAZOL 1 YL)ETHYL]PROPAN 2 AMINE; UNCLASSIFIED DRUG;

ARTICLE; DIFFERENTIAL PULSE POLAROGRAPHY; DRUG SOLUBILITY; DRUG STABILITY; DRUG STRUCTURE; ELECTROCHEMICAL ANALYSIS; ELECTRON SPIN RESONANCE; MICROENCAPSULATION; MOLECULAR MODEL; PROTON NUCLEAR MAGNETIC RESONANCE; STOICHIOMETRY;

BETA-CYCLODEXTRINS; DRUG DELIVERY SYSTEMS; ELECTROCHEMISTRY; ELECTRON SPIN RESONANCE SPECTROSCOPY; INDAZOLES; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR STRUCTURE; SOLUBILITY; TRYPANOCIDAL AGENTS;

EID: 66449129374     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2009.04.067     Document Type: Article

References (25)

1. World Health Organization (OMS), Report of the Scientific Working Group on Chagas Disease, Buenos Aires, Argentina, 2005.
2. Boiani, L.; Gerpe, A.; Arán, V. J.; Torres de Ortiz, S.; Serna, E.; Vera de Bilbao, N.; Sanabria, L.; Yaluff, G.; Nakayama, H.; Rojas de Arias, A.; Maya, J. D.; Morello, J. A.; Cerecetto, H.; González, M. Eur. J. Med. Chem. 2008. doi:10.1016/j.ejmech.2008.06.024.
3. Rodríguez, J.; Gerpe, A.; Aguirre, G.; Kemmerling, U.; Piro, O. E.; Arán, V. J.; Maya, J. D.; Olea-Azar, C.; González, M.; Cerecetto, H. Eur. J. Med. Chem. 2008. doi:10.1016/j.ejmech.2008.07.018.
4. Rodríguez J., Olea-Azar C., Barriga G., Folch C., Gerpe A., Cerecetto H., and González M. Spectrochim. Acta Part A 70 (2008) 557
5. Del Valle M.E.M. Proc. Biochem. 39 (2004) 1033
6. In: Bender M.L., and Komiyama M. (Eds). Cyclodextrin Chemistry (1978), Springer, Berlin
7. Agostiano A., Catucci L., Cosma P., and Fini P. Phys. Chem. Chem. Phys. 5 (2003) 2122
8. Baglole K.N., Boland P.G., and Wagner B.D. J. Photochem. Photobiol. A 173 (2005) 230
9. Cosma P., Catucci L., Fini P., Dentuto P.L., Agostiano A., and Angelini N. J. Photochem. Photobiol. 82 (2006) 563
10. Fini P., Loseto R., Catucci L., Cosma P., and Agostiano A. Bioelectrochemistry 70 (2007) 44
11. Wagner B.D., and MacDonald P.J. J. Photochem. Photobiol. A 114 (1998) 151
12. Verrone R., Catucci L., Cosma P., Fini P., Agostiano A., and Lippolis V. J. Inclusion Phenom. Macrocycl. Chem. 57 (2007) 475
13. Jullian C., Morales-Montecinos J., Zapata-Torres G., Aguilera B., Rodriguez J., Arán V., and Olea-Azar C. Bioorg. Med. Chem. 16 (2008) 5078
14. Ungraduated Thesis, Fernanda Pérez C. 'Electrochemical Study of 5-Nitroindazole Derivatives and Spectroscopic Analysis of their Inclusion Complexes with Cyclodextrin' Chemical and Pharmaceutical Science Faculty of University of Chile.
15. de Melo N.F.S., Grillo R., Rosa A.H., and Fraceto L.F. J. Pharm. Biomed. Anal. 47 (2008) 865
16. Livertoux M.H., Lagrange P., and Minn A. Brain Res. 725 (1996) 207
17. Olea-Azar C., Cerecetto H., Gerpe A., Gonzalez M., Arán V.J., Rigol C., and Opazo L. Spectrochim. Acta Part A 63 (2006) 36
18. Rodríguez, J; Arán, V. J.; Aguirre, G.; Olea-Azar, C.; González, M.; Cerecetto, H.; Maya, J. D.; Carrasco, C.; Speisky, H., in preparation.
19. Higuchi T., and Connors K.A. Adv. Anal. Chem. Inst. 4 (1965) 117
20. Job P. Ann. Chim. 9 (1928) 113
21. InsightII, MSI, San Diego, California.
22. 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.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Rega, N.; Salvador, P.; Dannenberg, J. J.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Cioslowski, J.; Ortiz, J. V.; Baboul, A. G.; 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.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Andres, J. L.; Gonzalez, C.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A., Gaussian, Inc., Pittsburgh, PA, 2001.
23. PC Spartan '04 User's Guide; Wavefunction Inc: California.
24. Wavefunction Inc: 18401 Von Karman Avenue, Suite 370, Irvine, California 92612, USA.
25. Morris G.M., Goodsell D.S., Halliday R.S., Huey R., Hart W.E., Belew R.K., and Olson A. J. Comput. Chem. 19 (1998) 1639