title: 3-Acetoxy group of genuine AKBA (acetyl-11-keto-beta-boswellic acid) is alpha-configurated.
abstract: 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.
authors.forename: S
authors.initials: S
authors.lastname: Schweizer
authors.forename: K
authors.initials: K
authors.lastname: Eichele
authors.forename: H P
authors.initials: HP
authors.lastname: Ammon
authors.forename: H
authors.initials: H
authors.lastname: Safayhi
mesh_terms: D018360:Crystallography, X-Ray; D015394:Molecular Structure; D013237:Stereoisomerism; D014315:Triterpenes / Q000737:chemistry*
chemical_list: D014315:Triterpenes; C094432:acetyl-11-ketoboswellic acid