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作为抗菌剂的取代苯甲酸亚苄基/呋喃-2-基亚甲基酰肼的汉斯ch分析

Hansch analysis of substituted benzoic acid benzylidene/furan-2-yl-methylene hydrazides as antimicrobial agents.

作者信息

Kumar Pradeep, Narasimhan Balasubramanian, Sharma Deepika, Judge Vikramjeet, Narang Rakesh

机构信息

Department of Pharmaceutical Sciences, Guru Jambheshwar University of Science and Technology, Hisar 125001, India.

出版信息

Eur J Med Chem. 2009 May;44(5):1853-63. doi: 10.1016/j.ejmech.2008.10.034. Epub 2008 Nov 5.

Abstract

A series of substituted hydrazide derivatives have been synthesized and screened for their in vitro antimicrobial activities against five representative microorganisms. The results of antimicrobial study indicated that the presence of electron withdrawing groups on the benzoic acid moiety improved antimicrobial activity. Further, the presence of heterocyclic ring furan does not improve the antimicrobial activity of substituted hydrazides. To understand the relationship between physicochemical parameters and antimicrobial activity of substituted hydrazide derivatives, QSAR investigation was performed by the development of one-target and multi-target models. The multi-target model was found to be effective in describing the antimicrobial activity of substituted hydrazides in comparison to the one-target models. Further, it indicated the importance of the topological parameter, valence third order molecular connectivity index ((3)chi(v)) and the electronic parameter, energy of highest occupied molecular orbital (HOMO) in describing the antimicrobial activity of substituted hydrazides.

摘要

已合成了一系列取代酰肼衍生物,并对其针对五种代表性微生物的体外抗菌活性进行了筛选。抗菌研究结果表明,苯甲酸部分上吸电子基团的存在提高了抗菌活性。此外,杂环呋喃的存在并未提高取代酰肼的抗菌活性。为了理解取代酰肼衍生物的物理化学参数与抗菌活性之间的关系,通过开发单靶点和多靶点模型进行了定量构效关系(QSAR)研究。与单靶点模型相比,发现多靶点模型在描述取代酰肼的抗菌活性方面是有效的。此外,它表明拓扑参数、价态三阶分子连接性指数((3)χ(v))和电子参数、最高占据分子轨道(HOMO)能量在描述取代酰肼的抗菌活性方面的重要性。

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