Nematicidal epipolysulfanyldioxopiperazines from Gliocladium roseum

Nematicidal epipolysulfanyldioxopiperazines from Gliocladium roseum
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DOI:
10.1021/np0502241
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发表时间:
2005-10-01
影响因子:
5.1
通讯作者:
Zhang, KQ
Zhang, KQ
中科院分区:
生物学2区
文献类型:
--
作者:
Dong, JY;He, HP;Zhang, KQ

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从粉红粘帚霉(Gliocladium roseum 1A)的小麦固态发酵液中分离得到5个新的轮枝菌素型表多硫基二氧哌嗪类化合物:gliocladine A(1)、B(2)、C(3)、D(4)和E(5),沿着4个已知化合物:轮枝菌素A(6)、11 '-脱氧轮枝菌素A(7)、Sch 52900(8)和Sch 52901(9)。它们的结构通过广泛的1D和2D NMR研究、MS和化学转化来阐明。体外浸泡试验表明,所有9个化合物表现出抗线虫活性对秀丽隐杆线虫和Panagrellus redivus。发现具有吲哚部分的单体表聚硫烷基二氧代哌嗪(3-5)的活性低于二聚化合物(1,2,6-8)。
Five new verticillin-type epipolysulfanyldioxopiperazines, gliocladine A (1), B (2), C (3), D (4), and E (5), were isolated from wheat solid-substrate fermentation of Gliocladium roseum 1A, along with four known compounds, verticillin A (6), 11'-deoxyverticillin A (7), Sch52900 (8), and Sch52901 (9). Their structures were elucidated by extensive 1D and 2D NMR studies, MS, and chemical transformations. In vitro immersion tests showed that all nine compounds exhibited antinematodal activity against Caenorhabditis elegans and Panagrellus redivivus. The monomeric epipolysulfanydioxopiperazines (3-5), with the indole moiety, were found to be less active than the dimeric compounds (1, 2, 6-8).