Artigo
Synthesis and total 1H- and 13C-NMR assignment of cephem derivatives for use in ADEPT approaches
Registro en:
Molecules. Basel: Molecular Diversity Preservation Int, v. 13, n. 4, p. 841-854, 2008.
1420-3049
10.3390/molecules13040841
WOS:000255515900015
2-s2.0-43049167095
2-s2.0-43049167095.pdf
9734333607975413
0000-0003-4141-0455
Autor
Blau, Lorena [UNESP]
Menegon, Renato Farina [UNESP]
Ferreira, Elizabeth Igne
Ferreira, Antonio Gilberto
Boffo, Elisangela Fabiana
Tavares, Leila Aley
Heleno, Vladimir Constantino Gomes
Chung, Man-Chin [UNESP]
Resumen
We report the synthesis and total NMR characterization of 5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylic acid-3-[[[(4″- nitrophenoxy)carbonyl]oxy]-methyl]-8-oxo-7-[(2-thienyloxoacetyl)amino] -diphenylmethyl ester-5-dioxide (5), a new cephalosporin derivative. This compound can be used as the carrier of a wide range of drugs containing an amino group. The preparation of the intermediate product, 5-thia-1-azabicyclo[4.2.0] oct-2-ene-2-carboxylic acid-3-[methyl 4-(6-methoxyquinolin-8-ylamino) pentylcarbamate]-8-oxo-7-[(2-thienyloxoacetyl)amino]-diphenylmethyl ester-5-dioxide (6), as well as the synthesis of the antimalarial primaquine prodrug 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid-3-[methyl 4-(6-methoxyquinolin-8-ylamino)pentylcarbamate]-8-oxo-7-[(2-thienyloxoacetyl) amino]- 5-dioxide (7) are also described, together with their total 1H- and 13C-NMR assignments. © 2008 by MDPI. Departamento de Fármacos e Medicamentos Faculdade de Ciências Farmacêuticas Universidade Estadual Paulista, CP 502, 14801-902, Araraquara, SP Departamento de Farmácia Faculdade de Ciências Farmacêuticas Universidade de São Paulo, CP 66083, 05389-970, São Paulo, SP Departamento de Química Centro de Ciências Exatas e Tecnológicas Universidade Federal de São Carlos, CP 676, 13565-905, São Carlos, SP Núcleo de Pesquisas em Ciências Exatas e Tecnológicas Universidade de Franca, CP 82, 14404-600, Franca, SP Departamento de Fármacos e Medicamentos Faculdade de Ciências Farmacêuticas Universidade Estadual Paulista, CP 502, 14801-902, Araraquara, SP