Sesquiterpene and norsesquiterpene derivatives from Sanicula lamelligera and their biological evaluation

J Nat Prod. 2011 Jun 24;74(6):1521-5. doi: 10.1021/np200146x. Epub 2011 May 6.

Abstract

Fourteen sesquiterpene and norsesquiterpene derivatives, comprising six different carbon skeletons, were isolated from Sanicula lamelligera. Saniculamoid A1 (1a) is an oxidation product of saniculamoid A (1), created by the transition of a formyl group to a carboxylic acid group after a period of storage in air. The known compounds 5-14 were identified in Sanicula plants for the first time. The compounds were evaluated for their anti-HIV-1, cytostatic, and nitric-oxide-production-inhibiting activities using in vitro cellular assays. The results showed that 1,5-naphthalenediol inhibited nitric oxide production in lipopolysaccharide-stimulated RAW 264.7 cells with an IC₅₀ value of 28.1 μM and was active toward five cancer cell lines with IC₅₀ values in the 31.1-41.6 μM range.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-HIV Agents / chemistry
  • Anti-HIV Agents / isolation & purification*
  • Anti-HIV Agents / pharmacology
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology
  • HIV-1 / drug effects
  • Humans
  • Lipopolysaccharides / pharmacology
  • Macrophages / drug effects*
  • Mice
  • Molecular Structure
  • Nitric Oxide / biosynthesis
  • Sanicula / chemistry*
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology*

Substances

  • Anti-HIV Agents
  • Drugs, Chinese Herbal
  • Lipopolysaccharides
  • Sesquiterpenes
  • saniculamoid A
  • saniculamoid A1
  • Nitric Oxide