Studies on the synthesis of sesquiterpene lactones, 12. Synthesis of (+)-colartin, (+)-arbusculin A, and their C-4 epimers and their biological activities

J Nat Prod. 1991 Jul-Aug;54(4):1017-24. doi: 10.1021/np50076a015.

Abstract

Colartin [9] and arbusculin A [11] have been synthesized from alpha-santonin [1] in 14.5% (11 steps) and 9.3% (13 steps) overall yields, respectively. Arbusculin A [11] and compounds 20, 21, and 22, which were derived from intermediate 2, showed significant cell growth inhibitory activity against murine lymphocytic leukemia (P-388) in vitro. Plant growth regulating activity of 11 and its synthetic intermediates 4, 5, 8, and 9 was also studied.

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis
  • Isomerism
  • Leukemia P388 / drug therapy
  • Molecular Structure
  • Plant Growth Regulators / chemical synthesis
  • Sesquiterpenes / chemical synthesis*
  • Sesquiterpenes / pharmacology

Substances

  • Antineoplastic Agents
  • Plant Growth Regulators
  • Sesquiterpenes
  • colartin
  • arbusculin A