3-Acetoxy group of genuine AKBA (acetyl-11-keto-beta-boswellic acid) is alpha-configurated.
The pentacyclic triterpenoid 3-acetyl-11-keto-beta-boswellic acid (AKBA) from the resin of Boswellia spec. is a potent inhibitor of 5-lipoxygenase (5-LO). We noticed discrepancies in the nomenclature and stereochemistry of the 3-acetoxy group of boswellic acids. Isolation of AKBA under mild conditions and the data from the first X-ray crystallography study evidence the 3 alpha-orientation of AKBA's acetoxy function.
Schweizer
S
S
Eichele
K
K
Ammon
H P
HP
Safayhi
H
H
D018360:Crystallography, X-Ray; D015394:Molecular Structure; D013237:Stereoisomerism; D014315:Triterpenes / Q000737:chemistry*
D014315:Triterpenes; C094432:acetyl-11-ketoboswellic acid