Heptaketides from Corynespora sp. inhabiting the cavern beard lichen, Usnea cavernosa: First report of metabolites of an endolichenic fungus

Priyani A. Paranagama, E. M.Kithsiri Wijeratne, Anna M. Burns, Marilyn T. Marron, Malkanthi K. Gunatilaka, A. Elizabeth Arnold, A. A.Leslie Gunatilaka

Research output: Contribution to journalArticle

84 Scopus citations

Abstract

Two new heptaketides, corynesporol (1) and 1-hydroxydehydroherbarin (2), along with herbarin (3) were isolated from an endolichenic fungal strain, Corynespora sp. BA-10763, occurring in the cavern beard lichen Usnea cavernosa. The structures of 1-3 were elucidated from their spectroscopic data. Aerial oxidation of corynesporol (1) yielded herbarin (3). Acetylation of 1 afforded the naphthalene derivative 4, whereas acetylation of 3 gave the corresponding naphthoquinone 6 and dehydroherbarin (5). All compounds were evaluated for their cytotoxicity and ability to inhibit migration of human metastatic breast and prostate cancer cell lines MDA-MB-231 and PC-3M, respectively. Dehydroherbarin (5) inhibited migration of both cell lines at concentrations not toxic to these cell lines. This is the first report of metabolites from an endolichenic fungus.

Original languageEnglish (US)
Pages (from-to)1700-1705
Number of pages6
JournalJournal Of Natural Products
Volume70
Issue number11
DOIs
StatePublished - Nov 1 2007

ASJC Scopus subject areas

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

Fingerprint Dive into the research topics of 'Heptaketides from Corynespora sp. inhabiting the cavern beard lichen, Usnea cavernosa: First report of metabolites of an endolichenic fungus'. Together they form a unique fingerprint.

  • Cite this