Lactones from Angiopteris caudatiformis

J Nat Prod. 2009 May 22;72(5):921-4. doi: 10.1021/np900027m.

Abstract

Angiopterlactones A (1) and B (2), two unique lactones, and three known lactones, osmundalactone (3), osmundalin (4), and 3,5-dihydroxy-gamma-caprolactone (5), have been isolated from the rhizome of Angiopteris caudatiformis. The structures of 1 and 2 were determined by NMR and MS methods, and the structure of 2 was confirmed by X-ray crystallography. The absolute configurations of 1 and 2 were assigned by application of the CD excitation chirality method and the modified Mosher's method. Compound 1 was slightly cytotoxic against HeLa cells, with an IC(50) value of 68.8 microM, and compounds 3 and 4 showed moderate insect antifeeding activity against Plutella xylostella and Heliothis virescens.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Drug Screening Assays, Antitumor
  • Feeding Behavior / drug effects
  • Ferns / chemistry*
  • HeLa Cells
  • Humans
  • Inhibitory Concentration 50
  • KB Cells
  • Lactones / chemistry
  • Lactones / isolation & purification*
  • Lactones / pharmacology
  • Molecular Structure
  • Moths / drug effects
  • Rhizome / chemistry

Substances

  • Antineoplastic Agents, Phytogenic
  • Lactones
  • angiopterlactone A
  • angiopterlactone B