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邻苯二酚硫醚衍生物:体外抗菌和抗氧化活性的初步研究。

Catecholthioether derivatives: preliminary study of in-vitro antimicrobial and antioxidant activities.

作者信息

Adibi Hadi, Rashidi Atefeh, Khodaei Mohammad Mehdi, Alizadeh Abdolhamid, Majnooni Mohammad Bagher, Pakravan Narges, Abiri Ramin, Nematollahi Davood

机构信息

Department of Medicinal Chemistry, Faculty of Pharmacy, Kermanshah University of Medical Sciences, Iran.

出版信息

Chem Pharm Bull (Tokyo). 2011;59(9):1149-52. doi: 10.1248/cpb.59.1149.

Abstract

In this research, synthesis, antimicrobial and antioxidant activities of a series of catecholthioethers having benzoxazole and tetrazole moieties are described. Antimicrobial activity was evaluated by minimum inhibitory concentration (MIC) assay. The synthesized compounds were tested in vitro against three Gram-positive bacteria including Staphylococcus aureus (clinical isolated), Staphylococcus aureus ATCC 25922, Enterococcus faecium (clinical isolated), and two Gram-negative bacteria including Klebsiella pneumoniae (clinical isolated) and Pseudomonas aeruginosa 27853 and the yeast Candida albicans in comparison with control drugs. Microbiological results indicated that the synthesized compounds possessed a broad spectrum of activity against the tested microorganisms at MIC values between 4-256 μg/ml. This shows compounds having tetrazole moiety were the most active against Gram-negative strains, whereas compounds having benzoxazole moiety were more active against Gram-positive ones. Also both of them showed significant antifungal activity against Candida albicans and had lower activity than the compared control drugs (Sulfamethoxazole and Fluconazole). The antioxidant activity was assessed using two methods, including, 1,1-biphenyl-2-picrylhydrazyl (DPPH) radical scavenging, and reducing power assays. Some of the catecholthioether derivatives showed antioxidant activity more than Trolox and butylated hydroxyanisole (BHA) as reference antioxidants.

摘要

本研究描述了一系列具有苯并恶唑和四氮唑部分的邻苯二酚硫醚的合成、抗菌和抗氧化活性。通过最低抑菌浓度(MIC)测定法评估抗菌活性。将合成的化合物与对照药物相比,在体外针对三种革兰氏阳性菌进行测试,包括金黄色葡萄球菌(临床分离株)、金黄色葡萄球菌ATCC 25922、粪肠球菌(临床分离株),以及两种革兰氏阴性菌,包括肺炎克雷伯菌(临床分离株)和铜绿假单胞菌27853,还有酵母白色念珠菌。微生物学结果表明,合成的化合物在4 - 256μg/ml的MIC值下对测试微生物具有广谱活性。这表明具有四氮唑部分的化合物对革兰氏阴性菌株最具活性,而具有苯并恶唑部分的化合物对革兰氏阳性菌株更具活性。此外,它们两者对白色念珠菌均显示出显著的抗真菌活性,且活性低于所比较的对照药物(磺胺甲恶唑和氟康唑)。使用两种方法评估抗氧化活性,包括1,1 - 二苯基 - 2 - 苦基肼(DPPH)自由基清除法和还原能力测定法。一些邻苯二酚硫醚衍生物显示出比作为参考抗氧化剂的Trolox和丁基羟基茴香醚(BHA)更强的抗氧化活性。

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