Mode of action of epoxyphomalins A and B and characterization of related metabolites from the marine-derived fungus Paraconiothyrium sp.
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Authors
Mohamed, Ietidal EKehraus, Stefan
Krick, Anja
König, Gabriele M
Kelter, Gerhard
Maier, Armin
Fiebig, Heinz-Herbert
Kalesse, Markus
Malek, Nisar P
Gross, Harald
Issue Date
2010-12-27
Metadata
Show full item recordAbstract
Epoxyphomalins A (1) and B (2) are highly potent cytotoxic fungal metabolites. During the course of purifying larger quantities of 1 and 2 from Paraconiothyrium sp. fermentation extracts, three new epoxyphomalins (3-5) were isolated and characterized, showing modifications to the oxidation pattern of the cyclohexene moiety or of C-9 of the decalin system. IC(50) values for cytotoxicity against a panel of 36 human tumor cell lines were determined for all new compounds. Compound 4 was found to be cytotoxic particularly toward prostate PC3M (IC(50) = 0.72 μM) and bladder BXF 1218 L (IC(50) = 1.43 μM) cancer cell lines. In addition, inhibition of chymotrypsin-, caspase-, and trypsin-like activity of purified 20S proteasomes was determined for epoxyphomalins A (1) and B (2). The results indicate that compounds 1 and 2 exert their cytotoxic effect through potent inhibition of the 20S proteasome.Citation
Mode of action of epoxyphomalins A and B and characterization of related metabolites from the marine-derived fungus Paraconiothyrium sp. 2010, 73 (12):2053-6 J. Nat. Prod.Affiliation
Department of Botany, University of Khartoum, Khartoum, Sudan.Journal
Journal of natural productsPubMed ID
21114274Type
ArticleLanguage
enISSN
1520-6025ae974a485f413a2113503eed53cd6c53
10.1021/np100310k
Scopus Count
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