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Organic Letters 2012-Mar

Abibalsamins A and B, two new tetraterpenoids from Abies balsamea oleoresin.

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Serge Lavoie
Jean Legault
Charles Gauthier
Vakhtang Mshvildadze
Sylvain Mercier
André Pichette

Keywords

Abstract

Abibalsamins A (1) and B (2), two unprecedented tetraterpenoids featuring a 3,4-seco-rearranged lanostane system fused with a β-myrcene lateral chain via a [4 + 2] Diels-Alder cycloaddition, were isolated from the oleoresin of Abies balsamea. Their structures were elucidated by means of extensive 2D NMR, IR, and MS spectroscopy analyses. The absolute configuration of 1 was determined by single-crystal X-ray diffraction. Both compounds exhibited significant cytotoxic activity against cancer cell lines.

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