Antifouling and Fungicidal Resorcylic Acid Lactones from the Sea Anemone-Derived Fungus Cochliobolus lunatus

被引：57

作者：

Liu, Qing-Ai ^{[1
]}

Shao, Chang-Lun ^{[1
]}

Gu, Yu-Cheng ^{[2
]}

Blum, Mathias ^{[2
]}

Gan, Li-She ^{[3
]}

Wang, Kai-Ling ^{[1
]}

Chen, Min ^{[1
]}

Wang, Chang-Yun ^{[1
]}

机构：

[1] Ocean Univ China, Sch Med & Pharm, Minist Educ China, Key Lab Marine Drugs, Qingdao 266003, Peoples R China

[2] Syngenta, Jealotts Hill Int Res Ctr, Bracknell RG42 6EY, Berks, England

[3] Zhejiang Univ, Coll Pharmaceut Sci, Inst Modern Chinese Med, Hangzhou 310058, Zhejiang, Peoples R China

来源：

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY | 2014年 / 62卷 / 14期

基金：

中国国家自然科学基金;

关键词：

Cochliobolus lunatus; resorcylic acid lactone; antifouling activity; fungicidal activity; whole-plant assay; ZEARALENONE; MACROLIDES; CONFORMATION;

D O I：

10.1021/jf500248z

中图分类号：

S [农业科学];

学科分类号：

09 ;

摘要：

Three new 14-membered resorcylic acid lactones, cochliomycins D-F, 1-3, and eight known analogues, 4-11, were isolated from the sea anemone-derived fungus Cochliobolus lunatus. Compounds 1-4 are diastereomers differing from each other by the absolute configurations of the 4',5'-diol chiral centers. The absolute configurations of 1-4 were established by the CD exciton chirality method and TDDFT ECD calculations. In antifouling assays, 1, 3-6, and 6a exhibited potent antifouling activities against the larval settlement of the barnacle Balanus amphitrite at nontoxic concentrations, with EC50 values ranging from 1.82 to 22.5 mu g/mL. Noticeably, fungicide whole-plant assays indicated that 6 showed excellent activity on the Plasmopara viticola preventative test at 6 ppm and concentration-dependent activity on the Phytophthora infestans preventative application at 200, 60, and 20 ppm. Preliminary structure-activity relationships are also discussed.

引用

页码：3183 / 3191

页数：9

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