3-Acetoxy group of genuine AKBA (acetyl-11-keto-beta-boswellic acid) is alpha-configurated

Planta Med. 2000 Dec;66(8):781-2. doi: 10.1055/s-2000-9614.

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.

Publication types

  • Letter

MeSH terms

  • Crystallography, X-Ray
  • Molecular Structure
  • Stereoisomerism
  • Triterpenes / chemistry*

Substances

  • Triterpenes
  • acetyl-11-ketoboswellic acid