Nematicidal epipolysulfanyldioxopiperazines from Gliocladium roseum

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 Sch5290...

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Veröffentlicht in:Journal of natural products (Washington, D.C.) D.C.), 2005-10, Vol.68 (10), p.1510-1513
Hauptverfasser: Dong, J.Y, He, H.P, Shen, Y.M, Zhang, K.Q
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Sprache:eng
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Zusammenfassung: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).
ISSN:0163-3864
1520-6025
DOI:10.1021/np0502241