Synthesis and Total 1H- and 13C-NMR Assignment of Cephem Derivatives for Use in ADEPT Approaches

Molecules

Lorena Blau³  Renato Farina Menegon³  Elizabeth Igne Ferreira²  Antonio Gilberto Ferreira¹  Elisangela Fabiana Boffo¹  Leila Aley Tavares¹  Vladimir Constantino Gomes Heleno¹ 

[1] Departamento de Química, Centro de Ciências Exatas e Tecnológicas, Universidade Federal de São Carlos, CP 676 – 13565-905, São Carlos, SP, Brazil; E-mails:;Departamento de Farmácia, Faculdade de Ciências Farmacêuticas, Universidade de São Paulo, CP 66083 – 05389-970, São Paulo, SP, Brazil; E-mail:;Departamento de Fármacos e Medicamentos, Faculdade de Ciências Farmacêuticas, Universidade Estadual Paulista, CP 502 – 14801-902, Araraquara, SP, Brazil; E-mails:

关键词: ADEPT;    prodrug;    cancer;    cephalosporin;    ¹H;    ¹³C;    2D NMR;   

DOI  :  10.3390/molecules13040841

来源: mdpi

【 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 ¹H- and ¹³C-NMR assignments.

【 授权许可】

Unknown   
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