Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 2053-2056 |
| Seitenumfang | 4 |
| Fachzeitschrift | Journal of natural products |
| Jahrgang | 73 |
| Ausgabenummer | 12 |
| Publikationsstatus | Veröffentlicht - 27 Dez. 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 Sachgebiete
- Chemie (insg.)
- Analytische Chemie
- Biochemie, Genetik und Molekularbiologie (insg.)
- Molekularmedizin
- Pharmakologie, Toxikologie und Pharmazie (insg.)
- Pharmakologie
- Pharmakologie, Toxikologie und Pharmazie (insg.)
- Pharmazeutische Wissenschaften
- Pharmakologie, Toxikologie und Pharmazie (insg.)
- Wirkstoffforschung
- Medizin (insg.)
- Ergänzende und alternative Medizin
- Chemie (insg.)
- Organische Chemie
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in: Journal of natural products, Jahrgang 73, Nr. 12, 27.12.2010, S. 2053-2056.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › 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 -