Hyalodendriellins A-F, new 14-membered resorcylic acid lactones from the endophytic fungus Hyalodendriella sp Ponipodef12

被引:10
作者
Lai, Daowan [1 ]
Mao, Ziling [1 ]
Xu, Dan [1 ]
Zhang, Xuping [1 ]
Wang, Ali [1 ]
Xie, Rushan [1 ]
Zhou, Ligang [1 ]
Liu, Yang [2 ]
机构
[1] China Agr Univ, Minist Agr, Coll Plant Protect, Key Lab Plant Pathol,Dept Plant Pathol, Beijing 100193, Peoples R China
[2] Chinese Acad Agr Sci, Inst Food Sci & Technol, Minist Agr, Key Lab Agroprod Proc, Beijing 100193, Peoples R China
关键词
POCHONIA-CHLAMYDOSPORIA; ANTIMICROBIAL ACTIVITY; HYPOMYCES-SUBICULOSUS; KINASE INHIBITORS; BIOSYNTHESIS; ZEARALENONE; RADICICOL; HYPOTHEMYCIN; CONFIGURATION; CONFORMATION;
D O I
10.1039/c6ra24009g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Six new 14-membered resorcylic acid lactones (RALs), named hyalodendriellins A-F (1-6), were isolated from the culture of the endophytic fungus Hyalodendriella sp. Ponipodef12 associated with the hybrid 'Neva' of Populus deltoides Marsh x P. nigra L. The structures of the new compounds were deduced by analyses of the NMR spectroscopic and mass spectrometry data, in combination with chemical conversion, modified Mosher's method and TDDFT ECD calculations for determining the absolute configurations. Compounds 1, 2, 4, and 6 possess a 3S configuration, while 3 and 5 are 3R-configurated. The co-occurrence of RALs with different stereochemistry at C-3 in the same fungus is rare. The CD behaviors of 1-6 as well as their acetonide and hydrogenated derivatives were investigated. All the isolated compounds were evaluated for their antinematodal, larvicidal, cytotoxic, antibacterial and antifungal activities. Among them, hyalodendriellin A (1) displayed moderate antinematodal activity against Caenorhabditis elegans and Meloidogyne incognita. Hyalodendriellin C (3) exhibited larvicidal effect against the fourth-instar larvae of the mosquito Aedes aegypti.
引用
收藏
页码:108989 / 109000
页数:12
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