Cembranoids from the Gum Resin of Boswellia carterii as Potential Antiulcerative Colitis Agents

J Nat Prod. 2015 Oct 23;78(10):2322-31. doi: 10.1021/acs.jnatprod.5b00104. Epub 2015 Oct 12.

Abstract

Eight new cembranoids, boscartins A-H (1, 2, and 4-9), and the known incensole oxide were isolated from the gum resin of Boswellia carterii. The absolute configurations of 1, 2, 4, and incensole oxide were unequivocally resolved using single-crystal X-ray diffraction analysis with Cu Kα radiation, and the absolute configuration of 5 was resolved via electronic circular dichroism data. The antiulcerative colitis activities of the compounds were evaluated in an in vitro x-box-binding protein 1 (XBP 1) transcriptional activity assay using dual luciferase reporter detection. At 10 μM, compounds 1, 5, 6, and 7 significantly activated XBP 1 transcription with EC50 values of 0.34, 1.14, 0.88, and 0.42 μM, respectively, compared with the pGL3-basic vector control.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Ulcer Agents / chemistry
  • Anti-Ulcer Agents / isolation & purification*
  • Anti-Ulcer Agents / pharmacology*
  • Boswellia / chemistry*
  • Colitis / drug therapy*
  • Crystallography, X-Ray
  • DNA-Binding Proteins / drug effects
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Molecular Conformation
  • Molecular Structure
  • Regulatory Factor X Transcription Factors
  • Resins, Plant / chemistry*
  • Transcription Factors / drug effects

Substances

  • Anti-Ulcer Agents
  • DNA-Binding Proteins
  • Diterpenes
  • Regulatory Factor X Transcription Factors
  • Resins, Plant
  • Transcription Factors
  • incensole acetate