Synthesis and biological evaluation of some novel diastereoselective benzothiazole β-lactam conjugates

被引：49

作者：

Alborz, Maryam ^{[1
]}

Jarrahpour, Aliasghar ^{[1
]}

Pournejati, Roya ^{[2
]}

Karbalaei-Heidari, Hamid Reza ^{[2
]}

Sinou, Veronique ^{[3
]}

Latour, Christine ^{[3
]}

Brunel, Jean Michel ^{[4
]}

Sharghi, Hashem ^{[1
]}

Aberi, Mandi ^{[1
]}

Turos, Edward ^{[5
]}

Wojtas, Lukasz ^{[6
]}

机构：

[1] Shiraz Univ, Dept Chem, Coll Sci, Shiraz 7194684795, Iran

[2] Shiraz Univ, Dept Biol, Coll Sci, POB 71467-13565, Shiraz 71454, Iran

[3] Aix Marseille Univ, Fac Pharm, UMR Relat Hote Parasites MD3, Physiopathol & Pharmacol, Bd Jean Moulin, F-13385 Marseille, France

[4] Aix Marseille Univ, Inst Paoli Calmettes, CNRS, CRCM,UMR7258,UM 105,Inserm,U1068,Fac Pharm, Bd Jean Moulin, F-13385 Marseille, France

[5] Univ S Florida, Ctr Mol Divers Drug Design Discovery & Delivery, Dept Chem, CHE 205,4202 East Fowler Ave, Tampa, FL 33620 USA

[6] Univ S Florida, Dept Chem, USF Res Pk,3720 Spectrum Blvd,IDRB 202, Tampa, FL 33612 USA

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2018年 / 143卷

基金：

美国国家科学基金会;

关键词：

beta-Lactam; Benzothiazole; Antimicrobial; Antimalarial; Staudinger reaction; Mammalian cell toxicity; ONE-POT SYNTHESIS; ASYMMETRIC-SYNTHESIS; 2+2 CYCLOADDITION; CRYSTAL-STRUCTURE; HYBRIDS; NANOCOPOLYMER; DERIVATIVES; INHIBITORS;

D O I：

10.1016/j.ejmech.2017.11.053

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Highly diastereoselective synthesis of some novel benzothiazole-substituted beta-lactam hybrids was achieved starting from (benzo[d]thiazol-2-yl)phenol as an available precursor. This is the first time (benzo[d]thiazol-2-yl)phenoxyacetic acid has been used as ketene source in synthesizing monocyclic 2-azetidinones. These compounds were evaluated for their antimicrobial activities against a large panel of Gram-positive and Gram-negative bacterial strains and moderate activities were encountered. Antimalarial data revealed that adding methoxyphenyl or ethoxyphenyl group on the beta-lactam ring makes compounds that are more potent. Moreover, hemolytic activity and mammalian cell toxicity survey of the compounds showed their potential as a medicine. (C) 2017 Elsevier Masson SAS. All rights reserved.

引用

页码：283 / 291

页数：9

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