Synthesis and antifungal activity of novel sulfoxide derivatives containing trimethoxyphenyl substituted 1,3,4-thiadiazole and 1,3,4-oxadiazole moiety

被引:166
|
作者
Liu, Fang [1 ]
Luo, Xiao-Qiong [1 ]
Song, Bao-An [1 ]
Bhadury, Pinaki S. [1 ]
Yang, Song [1 ]
Jin, Lin-Hong [1 ]
Xue, Wei [1 ]
Hu, De-Yu [1 ]
机构
[1] Guizhou Univ, Minist Educ, Ctr Res & Dev Fine Chem, Key Lab Green Pesticide & Bioengn, Guiyang 550025, Peoples R China
基金
中国国家自然科学基金;
关键词
sulfoxides; thioether; antifungal bioactivity; mechanism of action;
D O I
10.1016/j.bmc.2008.02.006
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Selective oxidation of sulfides 7 or 8 to sulfoxides 9 or 10 is achieved by mCPBA. The structures of the compounds 9 or 10 are confirmed by elemental analysis, IR, and H-1 NMR. The bioassay results showed that title compound 10a possess high antifungal activities with EC50 values ranging from 19.91 to 63.97 mu g/mL. The mechanism of action of 10a against Sclerotinia sclerotiorum was studied. After treating with compound 10a at 100 mu g/mL for 12 h, the mycelial reducing sugar, D-GlcNAc, soluble protein and pyruvate content, chitinase activity showed declining tendency. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3632 / 3640
页数:9
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