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

Abstract

<jats:title>Abstract</jats:title><jats:p>Three new pyranocoumarin derivatives, tamanolide (1), tamanolide D (2) and tamanolide P (3), were isolated from the almond seeds of <jats:italic>Calophyllum inophyllum</jats:italic> L. (Clusiaceae) grown in French Polynesia. These compounds, having an unprecedented C‐4 <jats:italic>iso</jats:italic>butyl 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. Copyright © 2009 John Wiley &amp; Sons, Ltd.