A new dihydroxanthenone from a plant-associated strain of the fungus Chaetomium globosum demonstrates anticancer activity

Bioassay-guided fractionation of a cytotoxic EtOAc extract of the plant-associated fungal strain, Chaetomium globosum, afforded a new cytotoxic and cell cycle inhibitory xanthenone, globosuxanthone A, and several other structurally related inactive metabolites. Bioassay-guided fractionation of a cyt...

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Veröffentlicht in:Bioorganic & medicinal chemistry 2006-12, Vol.14 (23), p.7917-7923
Hauptverfasser: Wijeratne, E.M. Kithsiri, Turbyville, Thomas J., Fritz, Anne, Whitesell, Luke, Gunatilaka, A.A. Leslie
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Sprache:eng
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Zusammenfassung:Bioassay-guided fractionation of a cytotoxic EtOAc extract of the plant-associated fungal strain, Chaetomium globosum, afforded a new cytotoxic and cell cycle inhibitory xanthenone, globosuxanthone A, and several other structurally related inactive metabolites. Bioassay-guided fractionation of a cytotoxic EtOAc extract of the fungal strain, Chaetomium globosum, inhabiting the rhizosphere of the Christmas cactus, Opuntia leptocaulis, of the Sonoran desert afforded a new dihydroxanthenone, globosuxanthone A (1), a new tetrahydroxanthenone, globosuxanthone B (2), two new xanthones, globosuxanthone C (3) and D (4), 2-hydroxyvertixanthone (5), and two known anthraquinones (6 and 7). The structures of the new compounds 1–4 were elucidated by NMR and MS techniques, and the relative stereochemistry of 1 was determined by X-ray crystallographic analysis. Of the compounds encountered, 1 was found to exhibit strong cytotoxicity against a panel of seven human solid tumor cell lines, disrupt the cell cycle leading to the accumulation of cells in either G2/M or S phase, and induce classic signs of apoptosis.
ISSN:0968-0896
1464-3391
DOI:10.1016/j.bmc.2006.07.048