Synthesis and total 1H- and 13C-NMR assignment of cephem derivatives for use in ADEPT approaches

被引：7

作者：

Blau, Lorena ^{[2
]}

Menegon, Renato Farina ^{[2
]}

Ferreira, Elizabeth Igne ^{[3
]}

Ferreira, Antonio Gilberto ^{[1
]}

Boffo, Elisangela Fabiana ^{[1
]}

Tavares, Leila Aley ^{[1
]}

Gomes Heleno, Vladimir Constantino ^{[1
,4
]}

Chung, Man-Chin ^{[2
]}

机构：

[1] Univ Fed Sao Carlos, Ctr Ciencias Exatas & Tecnol, Dept Quim, BR-13565905 Sao Carlos, SP, Brazil

[2] Univ Estadual Paulista, Fac Ciencias Farmaceut, Dept Farmacos & Medicamentos, BR-14801902 Araraquara, SP, Brazil

[3] Univ Sao Paulo, Fac Ciencias Farmaceut, Dept Farm, BR-05389970 Sao Paulo, Brazil

[4] Univ Franca, BR-14404600 Franca, SP, Brazil

来源：

MOLECULES | 2008年 / 13卷 / 04期

关键词：

ADEPT; prodrug; cancer; cephalosporin; H-1; C-13 and 2D NMR;

D O I：

10.3390/molecules13040841

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 [生物化学与分子生物学]; 081704 [应用化学];

摘要：

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 H-1- and C-13-NMR assignments.

引用

页码：841 / 854

页数：14

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