Waol A, trans-dihydrowaol A, and cis-dihydrowaol A: polyketide-derived γ-lactones from a Volutella species

被引：22

作者：

El-Elimat, Tamam ^{[1
]}

Figueroa, Mario ^{[1
]}

Raja, Huzefa A. ^{[1
]}

Adcock, Audrey F. ^{[2
]}

Kroll, David J. ^{[2
]}

Swanson, Steven M. ^{[3
]}

Wani, Mansukh C. ^{[4
]}

Pearce, Cedric J. ^{[5
]}

Oberlies, Nicholas H. ^{[1
]}

机构：

[1] Univ N Carolina, Dept Chem & Biochem, Greensboro, NC 27402 USA

[2] N Carolina Cent Univ, Dept Pharmaceut Sci, Durham, NC 27707 USA

[3] Univ Illinois, Dept Med Chem & Pharmacognosy, Chicago, IL 60612 USA

[4] Res Triangle Inst, Nat Prod Lab, Res Triangle Pk, NC 27709 USA

[5] Mycosynthetix Inc, Hillsborough, NC 27278 USA

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 32期

基金：

美国国家卫生研究院;

关键词：

Polyketide; Cytotoxicty; gamma-Lactone; Filamentous fungi; Waol A; ORDER HYPOCREALES; FUNGUS; METABOLITES; (-)-TAN-2483A; REVISION; FD-211;

D O I：

10.1016/j.tetlet.2013.06.008

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An organic extract of a filamentous fungus (MSX 58801), identified as a Volutella sp. (Hypocreales, Ascomycota), displayed moderate cytotoxic activity against NCI-H460 human large cell lung carcinoma. Bioactivity-directed fractionation led to the isolation of three gamma-lactones having the furo[3,4-b]pyran-5-one bicyclic ring system [waol A (1), trans-dihydrowaol A (2), and cis-dihydrowaol A (3)]. The structures were elucidated using a set of spectroscopic and spectrometric techniques; the absolute configuration of 2 was established via a modified Mosher's ester method. Compounds 1 and 2 were evaluated for cytotoxicity against a human cancer cell panel. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：4300 / 4302

页数：3

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