Chloropestolide A, an antitumor metabolite with an unprecedented spiroketal skeleton from Pestalotiopsis fici.

Full Abstract

Chloropestolide A (1), a highly functionalized spiroketal with an unprecedented skeleton derived from a chlorinated bicyclo-[2.2.2]-oct-2-en-5-one ring and a 2,6-dihydroxy-4-methylbenzoic acid unit, has been isolated from the scale-up fermentation extract of Pestalotiopsis fici. The structure of 1 was elucidated by NMR spectroscopy and X-ray crystallography. 1 could be derived from the same Diels-Alder precursors as 2 and showed significant inhibitory effects on growth of two human cancer cell lines, HeLa and HT29, with GI(50) values of 0.7 and 4.2 microM, respectively.

Author information

Author/s: Liu, Ling (L); Li, Yan (Y); Liu, Shuchun (S); Zheng, Zhihui (Z); Chen, Xulin (X); Zhang, Hua (H); Guo, Liangdong (L); Che, Yongsheng (Y);

Affiliation: Key Laboratory of Systematic Mycology & Lichenology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100190, People's Republic of China.

Journal and publication information

Publication Type: Journal Article; Research Support, Non-U.S. Gov't

Journal: Organic letters (Org Lett), published in United States. (Language: eng)

Reference: 2009-Jul; vol 11 (issue 13) : pp 2836-9

Dates: Created 2009/06/25; Completed 2009/08/03;

PMID: 19496604, status: MEDLINE (last retrieved date: 8/21/2009)

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