New tricyclic and tetracyclic pyranocoumarins with an unprecedented C-4 substituent. Structure elucidation of tamanolide, tamanolide D and tamanolide P from Calophyllum inophyllum of French Polynesia

Magn Reson Chem. 2009 Nov;47(11):989-93. doi: 10.1002/mrc.2482.

Abstract

Three new pyranocoumarin derivatives, tamanolide (1), tamanolide D (2) and tamanolide P (3), were isolated from the almond seeds of Calophyllum inophyllum L. (Clusiaceae) grown in French Polynesia. These compounds, having an unprecedented C-4 isobutyl substituent, have been characterized as a new class of pyranocoumarins called tamanolides. Their structures were elucidated on the basis of 1D and 2D NMR techniques (COSY, NOESY, HSQC and HMBC) in association with MS (HR-ESI-MS) data analysis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Calophyllum / chemistry*
  • Magnetic Resonance Spectroscopy
  • Nuts / chemistry*
  • Plant Extracts / chemistry*
  • Polynesia
  • Pyranocoumarins / analysis
  • Pyranocoumarins / chemistry*
  • Pyranocoumarins / classification
  • Seeds / chemistry*

Substances

  • Plant Extracts
  • Pyranocoumarins