New cyclodepsipeptides, enniatins D, E and F produced by Fusarium sp. FO-1305.
New cyclodepsipeptides named enniatins D, E and F were isolated from the culture broth of Fusarium sp. FO-1305 as inhibitors of acyl-CoA:cholesterol acyltransferase (ACAT). The respective structures of enniatins D, E and F were determined to be cyclo[D-alpha-hydroxyisovaleryl(D-Hiv)-L-N-methylleucinyl(L- Me-Leu)-D-Hiv-L-N-methylvalinyl(L-Me-Val)-D-Hiv-L-Me-Val], a mixture of cyclo-[D-Hiv-L-Me-Leu-D-Hiv-L-N-methylisoleucinyl(L-Me-Ile)-D-Hiv- L-Me-Val] and cyclo(D-Hiv-L-Me-Ile-D-Hiv-L-Me-Leu-D-Hiv-L-Me-Val), and cyclo(D-Hiv-L-Me-Leu-D-Hiv-L-Me-Ile-D-Hiv-L-Me-Ile) by spectral analyses and chemical degradation. The IC50 values of enniatins D, E and F for ACAT activity in an enzyme assay using rat liver microsomes were calculated to be 87, 57 and 40 microM, respectively.
Tomoda
H
H
Research Center for Biological Function, Kitasato Institute, Tokyo, Japan.
Nishida
H
H
Huang
X H
XH
Masuma
R
R
Kim
Y K
YK
Omura
S
S
D000818:Animals; D000900:Anti-Bacterial Agents; D001419:Bacteria / Q000187:drug effects; D047630:Depsipeptides; D005285:Fermentation; D005670:Fusarium / Q000145:classification / Q000378:metabolism*; D010455:Peptides; D010456:Peptides, Cyclic / Q000302:isolation & purification* / Q000494:pharmacology; D051381:Rats; D002785:Sterol O-Acyltransferase / Q000037:antagonists & inhibitors*
D000900:Anti-Bacterial Agents; D047630:Depsipeptides; D010455:Peptides; D010456:Peptides, Cyclic; C077323:enniatin D; C077325:enniatin F; C077324:enniatin E; D002785:Sterol O-Acyltransferase