TY - JOUR
T1 - Heptaketides from Corynespora sp. inhabiting the cavern beard lichen, Usnea cavernosa
T2 - First report of metabolites of an endolichenic fungus
AU - Paranagama, Priyani A.
AU - Wijeratne, E. M.Kithsiri
AU - Burns, Anna M.
AU - Marron, Marilyn T.
AU - Gunatilaka, Malkanthi K.
AU - Arnold, A. Elizabeth
AU - Gunatilaka, A. A.Leslie
PY - 2007/11
Y1 - 2007/11
N2 - 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.
AB - 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.
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U2 - 10.1021/np070466w
DO - 10.1021/np070466w
M3 - Article
C2 - 17988097
SN - 0163-3864
VL - 70
SP - 1700
EP - 1705
JO - Journal Of Natural Products
JF - Journal Of Natural Products
IS - 11
ER -