Highly functionalized daphnane diterpenoids from Trigonostemon thyrsoideum

Org Lett. 2010 Jan 1;12(1):152-5. doi: 10.1021/ol9025638.

Abstract

Trigonothyrins A-C (1-3), which are highly functionalized daphnane diterpenoids, were isolated from the stems of Trigonostemon thyrsoideum. Compounds 1-3 represent the first examples of daphnanes with an oxygen-bridged four-membered-ring system, and a linkage mode of 12,13,14-orthoester. Compound 3 was observed to inhibit HIV-1 induced cytopathic effects. The EC(50) value was 2.19 microg/mL, and the therapeutic index (TI) was more than 90.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-HIV Agents / chemistry
  • Anti-HIV Agents / isolation & purification*
  • Anti-HIV Agents / pharmacology
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Diterpenes / pharmacology
  • Euphorbiaceae / chemistry*
  • HIV-1 / drug effects*
  • Humans
  • Molecular Structure
  • Plant Stems / chemistry
  • Structure-Activity Relationship

Substances

  • Anti-HIV Agents
  • Diterpenes
  • trigonothyrin A
  • trigonothyrin B
  • trigonothyrin C