Secoemestrin D, a cytotoxic epitetrathiodioxopiperizine, and emericellenes a-e, five sesterterpenoids from emericella sp. AST0036, a fungal endophyte of astragalus lentiginosus 1

Ya Ming Xu, Patricia Espinosa-Artiles, Mangping X. Liu, A. Elizabeth Arnold, A. A.Leslie Gunatilaka

Research output: Contribution to journalArticle

26 Scopus citations

Abstract

A new epitetrathiodioxopiperizine, secoemestrin D (1), and five sesterterpenoids bearing a new carbon skeleton, emericellenes A-E (2-6), together with previously known fungal metabolites, sterigmatocystin (7), arugosin C (8), and epiisoshamixanthone (9), were obtained from the endophytic fungal strain Emericella sp. AST0036 isolated from a healthy leaf tissue of Astragalus lentiginosus. The planar structures and relative configurations of the new metabolites 1-6 were elucidated using MS and 1D and 2D NMR spectroscopic data. All compounds were evaluated for their potential anticancer activity using a panel of six tumor cell lines and normal human fibroblast cells. Only metabolites 1 and 7 showed cytotoxic activity. More importantly, secoemestrin D (1) exhibited significant cytotoxicity with IC50 values ranging from 0.06 to 0.24 μM and moderate selectivity to human glioma (SF-268) and metastatic breast adenocarcinoma (MDA-MB-231) cell lines.

Original languageEnglish (US)
Pages (from-to)2330-2336
Number of pages7
JournalJournal Of Natural Products
Volume76
Issue number12
DOIs
StatePublished - Dec 27 2013

ASJC Scopus subject areas

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry

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