Absolute stereochemistry of pentacecilides, new inhibitors of lipid droplet formation in mouse macrophages, produced by Penicillium cecidicola FKI-3765-1.
The structure of a new pentacecilide congener, pentacecilide D, produced by Penicillium cecidicola FKI-3765-1 was elucidated by various NMR experiments. The absolute stereochemistry of pentacecilides was elucidated by using the modified Mosher method for pentacecilide C. The inhibitory activity of all pentacecilides against lipid droplet formation and acyl-CoA:cholesterol acyltransferase isozymes was compared.
Yamazaki
Hiroyuki
H
Graduate School of Pharmaceutical Sciences, Kitasato University, Minato-ku, Tokyo, Japan.
Ugaki
Narihiro
N
Matsuda
Daisuke
D
Tomoda
Hiroshi
H
D000818:Animals; D016466:CHO Cells / Q000187:drug effects; D002788:Cholesterol Esters / Q000096:biosynthesis; D006224:Cricetinae; D003412:Cricetulus; D000960:Hypolipidemic Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D050356:Lipid Metabolism / Q000187:drug effects*; D008264:Macrophages / Q000187:drug effects*; D051379:Mice; D019906:Nuclear Magnetic Resonance, Biomolecular; D010407:Penicillium / Q000378:metabolism*; D012717:Sesquiterpenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D013237:Stereoisomerism
D002788:Cholesterol Esters; D000960:Hypolipidemic Agents; D012717:Sesquiterpenes; C544291:pentacecilide A; C544292:pentacecilide B; C544290:pentacecilide C; C550747:pentacecilide D