Putrescine bisamides from Aglaia gigantea

J Nat Prod. 2007 Oct;70(10):1640-3. doi: 10.1021/np070184w. Epub 2007 Sep 20.

Abstract

Phytochemical analysis of the leaves of Aglaia gigantea collected in Vietnam yielded three cinnamoyl putrescine bisamide derivatives, which included the known compound dasyclamide ( 1), as well as two new natural products, gigantamide A ( 2) and grandiamide D ( 3). In this study, the structure of dasyclamide ( 1) was confirmed by X-ray crystallography. The structures of the two new alkaloids, gigantamide A ( 2) and grandiamide D ( 3), were elucidated through extensive 1D and 2D NMR spectroscopy and analysis of their mass spectrometric (ESIMS, HRQTOFMS) data. The absolute configuration of grandiamide D ( 3) was determined via Mosher ester derivatization.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aglaia / chemistry*
  • Crystallography, X-Ray
  • Molecular Conformation
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Leaves / chemistry
  • Plants, Medicinal / chemistry*
  • Putrescine / analogs & derivatives
  • Putrescine / chemistry
  • Putrescine / isolation & purification
  • Putrescine / pharmacology
  • Vietnam

Substances

  • dasyclamide
  • gigantamide A
  • grandiamide D
  • Putrescine