title: Nematicidal epipolysulfanyldioxopiperazines from Gliocladium roseum.
abstract: 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).
authors.affiliation: Key Laboratory for Conservation and Utilization of Bioresources, Yunnan University, Kunming, Yunnan 650091, People's Republic of China.
authors.forename: Jin-Yan
authors.initials: JY
authors.lastname: Dong
authors.forename: Hong-Ping
authors.initials: HP
authors.lastname: He
authors.forename: Yue-Mao
authors.initials: YM
authors.lastname: Shen
authors.forename: Ke-Qin
authors.initials: KQ
authors.lastname: Zhang
mesh_terms: D000818:Animals; D000969:Antinematodal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D017173:Caenorhabditis elegans / Q000187:drug effects*; D002681:China; D020462:Gliocladium / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D013058:Mass Spectrometry; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010879:Piperazines / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D000969:Antinematodal Agents; D007211:Indoles; D010879:Piperazines; C009654:verticillins