Taiwanoids A-D, four dimeric diterpenoids featuring tetracyclic [7. 75, 9. 4. 05, 10. 08, 9] octodecane from Taiwania cryptomerioidesim

Org Biomol Chem. 2018 Nov 28;16(46):9059-9063. doi: 10.1039/c8ob02566e.

Abstract

Biogenesis-inspired chemical research of the leaves of Taiwania cryptomerioides afforded four unprecedented dimeric diterpenes, featuring a tetracyclic [7. 75, 9. 4. 05, 10. 08, 9] octodecane core: taiwanoids A-D (1-4). The structures of these compounds were determined on the basis of comprehensive spectral analysis, chemical conversions and X-ray crystallography. A possible biosynthetic pathway for compounds 1-4 was proposed. Compounds 2 and 3 exerted a 5.37 and 6.26-fold potentiation effect on bortezmib (BTZ) susceptibility at a tested concentration of 20 μM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Abietanes / chemistry*
  • Abietanes / pharmacology
  • Antineoplastic Agents / pharmacology
  • Bortezomib / pharmacology
  • Cell Line, Tumor
  • Crystallography, X-Ray
  • Cupressaceae / chemistry*
  • Dimerization
  • Drug Resistance, Neoplasm / drug effects
  • Humans
  • Models, Molecular
  • Neoplasms / drug therapy
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology

Substances

  • Abietanes
  • Antineoplastic Agents
  • Plant Extracts
  • Bortezomib