6-[(1-杂芳硫基乙基-1,2,3-三唑-4-基)-亚甲基]青霉烷砜的合成及其β-内酰胺酶抑制活性

Synthesis and beta-lactamase inhibitory activity of 6-[(1-heteroarylthioethyl-1,2,3-triazol-4-yl)-methylene]penam sulfones.

作者信息

Im C, Maiti S N, Micetich R G, Daneshtalab M, Atchison K, Phillips O A, Kunugita C

机构信息

Faculty of Pharmacy and Pharmaceutical Sciences, University of Alberta, Edmonton, Canada.

出版信息

J Antibiot (Tokyo). 1994 Sep;47(9):1030-40. doi: 10.7164/antibiotics.47.1030.

DOI:10.7164/antibiotics.47.1030

PMID:7928691

Abstract

The synthesis of beta-lactamase inhibitory activity of a series of sodium 6-[(1-heteroarylthioethyl-1,2,3-triazol-4-yl)methylene]pe nicillanate, 1,1-dioxides are described. Their activity was compared with tazobactam and sulbactam. The Z-isomers were more active than the E-isomers. The in vitro activity of the Z-isomers of the phenylthiadiazole derivatives (13a and 15a) was better than sulbactam against the tested beta-lactamases and comparable to tazobactam especially against TEM-2 and cephalosporinase. But their synergistic activity with five antibiotics was inferior to tazobactam.

摘要

描述了一系列6-[(1-杂芳硫基乙基-1,2,3-三唑-4-基)亚甲基]青霉烷酸1,1-二氧化物钠盐的β-内酰胺酶抑制活性的合成。将它们的活性与他唑巴坦和舒巴坦进行了比较。Z-异构体比E-异构体更具活性。苯并噻二唑衍生物（13a和15a）的Z-异构体对测试的β-内酰胺酶的体外活性优于舒巴坦，与他唑巴坦相当，尤其是对TEM-2和头孢菌素酶。但它们与五种抗生素的协同活性不如他唑巴坦。