Details
| Original language | English |
|---|---|
| Pages (from-to) | 2053-2056 |
| Number of pages | 4 |
| Journal | Journal of natural products |
| Volume | 73 |
| Issue number | 12 |
| Publication status | Published - 27 Dec 2010 |
Abstract
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. IC50 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 (IC50 = 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.
ASJC Scopus subject areas
- Chemistry(all)
- Analytical Chemistry
- Biochemistry, Genetics and Molecular Biology(all)
- Molecular Medicine
- Pharmacology, Toxicology and Pharmaceutics(all)
- Pharmacology
- Pharmacology, Toxicology and Pharmaceutics(all)
- Pharmaceutical Science
- Pharmacology, Toxicology and Pharmaceutics(all)
- Drug Discovery
- Medicine(all)
- Complementary and alternative medicine
- Chemistry(all)
- Organic Chemistry
Sustainable Development Goals
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In: Journal of natural products, Vol. 73, No. 12, 27.12.2010, p. 2053-2056.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Mode of action of epoxyphomalins a and b and characterization of related metabolites from the marine-derived fungus Paraconiothyrium sp.
AU - Mohamed, Ietidal E.
AU - Kehraus, Stefan
AU - Krick, Anja
AU - König, Gabriele M.
AU - Kelter, Gerhard
AU - Maier, Armin
AU - Fiebig, Heinz Herbert
AU - Kalesse, Markus
AU - Malek, Nisar P.
AU - Gross, Harald
PY - 2010/12/27
Y1 - 2010/12/27
N2 - 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. IC50 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 (IC50 = 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.
AB - 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. IC50 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 (IC50 = 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.
UR - http://www.scopus.com/inward/record.url?scp=78650741235&partnerID=8YFLogxK
U2 - 10.1021/np100310k
DO - 10.1021/np100310k
M3 - Article
C2 - 21114274
AN - SCOPUS:78650741235
VL - 73
SP - 2053
EP - 2056
JO - Journal of natural products
JF - Journal of natural products
SN - 0163-3864
IS - 12
ER -