Thielavin B methyl ester: a cytotoxic benzoate trimer from an unidentified fungus (MSX 55526) from the Order Sordariales

被引:14
作者
Ayers, Sloan [1 ]
Ehrmann, Brandie M. [1 ]
Adcock, Audrey F. [2 ]
Kroll, David J. [2 ]
Wani, Mansukh C. [3 ]
Pearce, Cedric J. [4 ]
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, BRITE, Durham, NC 27707 USA
[3] Res Triangle Inst, Nat Prod Lab, Res Triangle Pk, NC 27709 USA
[4] Mycosynthetix Inc, Hillsborough, NC 27278 USA
基金
美国国家卫生研究院;
关键词
Fungi; Cytotoxicity; Benzoate; Thielavin; APPI; ATMOSPHERIC-PRESSURE PHOTOIONIZATION; MASS-SPECTROMETRY; CHEMICAL-IONIZATION; INHIBITORS; ELUCIDATION; SPECIATION;
D O I
10.1016/j.tetlet.2011.08.125
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
As part of our ongoing investigation of filamentous fungi for anticancer leads, an active fungal extract was identified from the Mycosynthetix library (MSX 55526; from the Order Sordariales). Bioactivity-directed fractionation yielded the known ergosterol peroxide (2) and 5 alpha,8 alpha-epidioxyergosta-6,9(11),22-trien-3 beta-ol (3), and a new benzoate trimer, termed thielavin B methyl ester (1). The structure elucidation of 1 was facilitated by the use of HRMS coupled to an APPI (atmospheric pressure photoionization) source. Compound 1 proved to be moderately active against a panel of three cancer cell lines. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5733 / 5735
页数:3
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