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Heptaketides from Corynespora sp. Inhabiting the Cavern Beard Lichen, Usnea caWernosa: First Report of Metabolites of an Endolichenic Fungus1
 

Summary: Heptaketides from Corynespora sp. Inhabiting the Cavern Beard Lichen, Usnea caWernosa: First
Report of Metabolites of an Endolichenic Fungus1
Priyani A. Paranagama,,
E. M. Kithsiri Wijeratne,
Anna M. Burns,
Marilyn T. Marron,
Malkanthi K. Gunatilaka,
A. Elizabeth Arnold,
and A. A. Leslie Gunatilaka*,
SW Center for Natural Products Research and Commercialization, Office of Arid Lands Studies, College of Agriculture and Life Sciences,
UniVersity of Arizona, 250 E. Valencia Road, Tucson, Arizona 85706-6800, and DiVision of Plant Pathology and Microbiology, Department of
Plant Sciences, College of Agriculture and Life Sciences, UniVersity of Arizona, Tucson, Arizona 85721-0036
ReceiVed September 2, 2007
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

  

Source: Arnold, A. Elizabeth - School of Plant Sciences, University of Arizona

 

Collections: Biology and Medicine