WF11605, an antagonist of leukotriene B4 produced by a fungus. II. Structure determination.
The structure of WF11605, a novel tetracyclic triterpene glucoside, was determined to be 1. The plane structure of deacetyl-WF11605 aglycone was elucidated as 2 through the concerted application of a series of 2D NMR techniques. The relative configurations were established by X-ray crystallographic analysis of bis(p-bromobenzoyl) derivative 3 and absolute stereochemistry by CD exciton chirality method.
Shigematsu
N
N
Exploratory Research Laboratories, Fujisawa Pharmaceutical Co., Ltd., Ibaraki, Japan.
Tsujii
E
E
Kayakiri
N
N
Takase
S
S
Tanaka
H
H
Tada
T
T
D002911:Chrysenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D005658:Fungi / Q000737:chemistry; D007975:Leukotriene B4 / Q000037:antagonists & inhibitors*; D014315:Triterpenes / Q000737:chemistry* / Q000494:pharmacology
D002911:Chrysenes; D014315:Triterpenes; C075545:WF 11605; D007975:Leukotriene B4