Synthesis, characterization and anti-microbiological evaluation of 2-[(2,6-diaryl piperidin-4-yl)hydrazono]-2,3-dihydrothiazoles as a new class of antimicrobial agents

IF 2.2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY
N. Sarathi, S. L. Ashok Kumar, C. Sankar
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引用次数: 0

Abstract

A series of 2-[(2,6-diarylpiperidin-4-yl)hydrazono]-2,3-dihydrothiazoles (25–40) were synthesized by the reaction of respective thiosemicarbazones (9–24) with phenacyl bromide in the presence of sodium acetate-acetic acid buffer and refluxing in ethanol for 12–16 h. The newly synthesized target compounds were characterized by elemental analysis, mass, FT-IR, 1H and 13C NMR spectroscopic methods. A Structure activity relationship study was carried out for the title compounds against a panel of bacterial strains viz Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa, Salmonella typhi, Bacillus subtilis and Klebsiella pneumonia and the fungal strains Cryptococcus neoformans, Candida albicans, Rhizopus sp, Aspergillus niger and Aspergillus flavus, respectively, using ciprofloxacin and amphotericin-B as standard drugs. These studies proved that compounds 26 and 34 against Staphylococcus aureus, 35 against P. aeruginosa, 38 against B. subtilis, and 27 against K. pneumonia showed maximum inhibitory potency at the lowest concentration (6.25 µg/mL), whereas 26, 34 and 35 against C. neoformans and 26 and 27 against Candida albicans showed beneficial antifungal activity at a minimum concentration (MIC) of 6.25 µg/mL.

Abstract Image

Abstract Image

作为新型抗菌剂的 2-[(2,6-二芳基哌啶-4-基)肼基]-2,3-二氢噻唑的合成、表征和抗微生物学评价
一系列 2-[(2,6-diarylpiperidin-4-yl)hydrazono]-2,3-dihydrothiazoles(25-40)是由各自的硫代氨基羰基化合物(9-24)与苯基溴在醋酸钠-醋酸缓冲液中反应并在乙醇中回流 12-16 小时合成的。针对一系列细菌菌株,即金黄色葡萄球菌、大肠杆菌、铜绿假单胞菌、伤寒沙门氏菌、枯草芽孢杆菌和克雷伯菌,对标题化合物进行了结构活性关系研究、以环丙沙星和两性霉素-B 为标准药物,分别对新型隐球菌、白色念珠菌、根霉菌、黑曲霉和黄曲霉等细菌菌株和真菌菌株进行了研究。这些研究证明,针对金黄色葡萄球菌的化合物 26 和 34、针对铜绿假单胞菌的化合物 35、针对枯草杆菌的化合物 38 以及针对肺炎双球菌的化合物 27 在最低浓度(6.25 微克/毫升)下显示出最大抑制效力,而针对新变形杆菌的化合物 26、34 和 35 以及针对白色念珠菌的化合物 26 和 27 在最低浓度(MIC)为 6.25 微克/毫升时显示出有益的抗真菌活性。
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来源期刊
CiteScore
4.40
自引率
8.30%
发文量
230
审稿时长
5.6 months
期刊介绍: JICS is an international journal covering general fields of chemistry. JICS welcomes high quality original papers in English dealing with experimental, theoretical and applied research related to all branches of chemistry. These include the fields of analytical, inorganic, organic and physical chemistry as well as the chemical biology area. Review articles discussing specific areas of chemistry of current chemical or biological importance are also published. JICS ensures visibility of your research results to a worldwide audience in science. You are kindly invited to submit your manuscript to the Editor-in-Chief or Regional Editor. All contributions in the form of original papers or short communications will be peer reviewed and published free of charge after acceptance.
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