Terpendoles, novel ACAT inhibitors produced by Albophoma yamanashiensis. II. Structure elucidation of terpendoles A, B, C and D.
Structures of terpendoles A, B, C and D, novel acyl-CoA: cholesterol acyltransferase (ACAT) inhibitors, were determined by spectroscopic studies. All terpendoles consist of diterpene and indole moieties in common. Terpendoles A, C and D possess an additional isoprenyl unit via oxygen atom(s) of their diterpene moieties. The relative stereochemistries of terpendoles C and D were confirmed by NOE experiments and X-ray crystallographic analysis.
Huang
X H
XH
Research Center for Biological Function, Kitasato Institute, Tokyo, Japan.
Nishida
H
H
Tomoda
H
H
Tabata
N
N
Shiomi
K
K
Yang
D J
DJ
Takayanagi
H
H
Omura
S
S
D000900:Anti-Bacterial Agents / Q000737:chemistry*; D002247:Carbon Isotopes; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D018360:Crystallography, X-Ray; D004224:Diterpenes / Q000737:chemistry*; D005658:Fungi / Q000737:chemistry / Q000378:metabolism; D007211:Indoles / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D015394:Molecular Structure; D011522:Protons; D002785:Sterol O-Acyltransferase / Q000037:antagonists & inhibitors*
D000900:Anti-Bacterial Agents; D002247:Carbon Isotopes; D004224:Diterpenes; D007211:Indoles; D011522:Protons; C092161:terpendole A; C092162:terpendole B; C092163:terpendole C; C092164:terpendole D; D002785:Sterol O-Acyltransferase