Photoactivated insecticidal thiophene derivatives from Xanthopappus subacaulis

J Nat Prod. 2006 Aug;69(8):1241-4. doi: 10.1021/np060209b.

Abstract

Three new photoactivated insecticidal thiophene derivatives, xanthopappins A-C (1-3), were isolated from Xanthopappus subacaulis, along with three known thiophene acetylenes, 5-hydroxymethyl-2-(E)-hept-5-ene-1,3-diynylthiophene (4), 5-(1,2-dihydroxyethyl)-2-(E)-hept-5-ene-1,3-diynylthiophene (5), and 5-(1,2-diacetoxyethyl)-2-(E)-hept-5-ene-1,3-diynylthiophene (6). The structures of 1-3 were elucidated by spectroscopic methods. Compounds 1-6 exhibited significant photoactivated insecticidal activity against the fourth-instar larvae of the Asian tiger mosquito.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aedes / drug effects*
  • Animals
  • Asteraceae / chemistry*
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology
  • Insecticides / chemistry
  • Insecticides / isolation & purification*
  • Insecticides / pharmacology
  • Larva / drug effects
  • Molecular Structure
  • Photochemistry / methods
  • Plants, Medicinal / chemistry*
  • Thiophenes / chemistry
  • Thiophenes / isolation & purification*
  • Thiophenes / pharmacology

Substances

  • Drugs, Chinese Herbal
  • Insecticides
  • Thiophenes
  • xanthopappin A
  • xanthopappin B
  • xanthopappin C