Synthesis and biological activities of 2-oxocycloalkylsulfonamides

文献类型: 外文期刊

第一作者: Yang, Xinling

作者: Yang, Xinling;Liang, Xiaomei;Kai, Zhenpeng;Yuan, Dekai;Zhang, Jianjun;Ling, Yun;Chen, Fuheng;Wang, Daoquan;Yuan, Huizu;Qi, Shuhua;Wang, Ruiqing;Ran, Fuxiang

作者机构:

关键词: 2-oxocycloalkylsulfonamide;fungicidal activity;antitumor activity;QSAR

期刊名称:BIOORGANIC & MEDICINAL CHEMISTRY ( 影响因子:3.641; 五年影响因子:3.319 )

ISSN: 0968-0896

年卷期: 2008 年 16 卷 8 期

页码:

收录情况: SCI

摘要: A series of novel 2-oxocycloalkylsulfonamides ( 4) were synthesized and their structures confirmed by IR, H-1 NMR, and elemental analysis. The bioassay showed that they have fair to excellent fungicidal activities against Botrytis cinerea Pers and Sclerotinia sclerotiorum. Among them, compounds 4A(10), 4A(11), 4A(12), 4B(2), and 4B(3), the EC50 values of which were 2.12, 3.66, 3.96, 2.38, and 2.43 mu g/mL, respectively, displayed excellent fungicidal activity against B. cinerea Pers, and are comparable with commercial fungicide procymidone ( the EC50 value is 2.45 mu g/mL). 3D QSAR against B. cinerea Pers was studied, a statistically significant and chemically meaningful CoMFA model was developed and some compounds which have a high predicted activity were forecasted. In addition, the bioassay also showed that the compounds have good inhibitory activities against human tumor cells HL-60, BGC-823, Bel-7402 and KB. It is interesting to point out that the antitumor activities of compounds 4 are in accordance with their fungicidal activity to a great extent: compounds having relatively best antitumor activities ( 4A10, 4A11, 4A12, and 4B3) also displayed excellent fungicidal activity. (c) 2008 Elsevier Ltd. All rights reserved.

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