3D-QSAR study of sulfonamide inhibitors of human carbonic anhydrase II

doi:10.1016/j.ejmech.2006.09.022

	3D-QSAR study of sulfonamide inhibitors of human carbonic anhydrase II
	Huang, Huoqiang ; Pan, Xulin ; Tan, Ninghua ; Zeng, Guangzhi ; Ji, Changjiu
通讯作者	Tan, NH (reprint author), Chinese Acad Sci, State Key Lab Phytochem & Plant Resources W China, Inst Bot, Kunming 650204, Yunnan, Peoples R China. nhtan@mail.kib.ac.cn
	2007-03-01
发表期刊	EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
ISSN	0223-5234
卷号	42 期号:3 页码:365-372
摘要	3D-QSAR models of Comparative of Molecular Field Analysis (CoMFA) and Comparative of Molecular Similarity Indices Analysis (CoMSIA) of 61 potent carbonic anhydrase II (CAII) sulfonamide inhibitors were performed using two methods. The conventional ligand-based 3D-QSAR studies were performed based on the lower energy conformations employing database alignment rule. The receptor-based 3D-QSAR models were also derived using bioactive conformations obtained by docking compounds to the active sites of CAII. The receptor-based model gave q(2) values of 0.623 and 0.562, r(2) values of 0.986 and 0.987 for CoMFA and CoMSIA, respectively, which were much better than those of ligand-based model (q(2) values of 0.532 and 0.466). The predictive ability of the models was validated using the test set of 10 compounds that were not included in the training set of 51 compounds. Results of CoMFA and CoMSIA suggested that heterocyclic sulfonamides are more active than aromatic sulfonamides, in the latter 1,3,5-triazole group substituting one hydrogen atom of the amido is favored and moderate groups in its 4- and 6-position are required. These results provided further understanding of the relationship between the structural features of CAII and its activities, which should be applicable to design and find new potential CAII inhibitors. (c) 2006 Elsevier Masson SAS. All rights reserved.
关键词	Carbonic Anhydrase Ii 3d-qsar Sulfonamide
学科领域	Chemistry, Medicinal
DOI	10.1016/j.ejmech.2006.09.022
收录类别	SCI
语种	英语
WOS记录号	WOS:000245475900009
引用统计
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/15408
专题	植物化学与西部植物资源持续利用国家重点实验室
作者单位	1.Chinese Acad Sci, State Key Lab Phytochem & Plant Resources W China, Inst Bot, Kunming 650204, Yunnan, Peoples R China 2.Chinese Acad Sci, Grad Sch, Beijing 100039, Peoples R China
推荐引用方式 GB/T 7714	Huang, Huoqiang,Pan, Xulin,Tan, Ninghua,et al. 3D-QSAR study of sulfonamide inhibitors of human carbonic anhydrase II[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,2007,42(3):365-372.
APA	Huang, Huoqiang,Pan, Xulin,Tan, Ninghua,Zeng, Guangzhi,&Ji, Changjiu.(2007).3D-QSAR study of sulfonamide inhibitors of human carbonic anhydrase II.EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,42(3),365-372.
MLA	Huang, Huoqiang,et al."3D-QSAR study of sulfonamide inhibitors of human carbonic anhydrase II".EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY 42.3(2007):365-372.

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