A cytotoxic decahydronaphthalenylpropenal derivative and tetrahydrofuran lignans from the stems of Cameraria latifolia

Tetrahedron Lett. 2013 Sep 4;54(36):4854-4858. doi: 10.1016/j.tetlet.2013.06.109.

Abstract

A new decahydronaphthalenylpropenal derivative, (+)-camerarialdehyde (1), a new tetrahydrofuran lignan, (-)-diepiolivil (2), and two known lignans were isolated from a methanol-soluble extract of the stems of Cameraria latifolia, which was obtained from a repository donated to IHVR by Merck Research Laboratories. The structures of compounds 1 and 2 were determined by interpretation of their spectroscopic data, with the absolute configuration of 1 being established by analysis of its CD spectrum. The absolute configuration of the 1,3-diol moiety of 2 was proposed from the CD spectrum induced with dimolybdenum tetraacetate in DMSO solution. All compounds isolated were evaluated against HT-29 human colon cancer cells, and compound 1 was found to show cytotoxicity toward this cell line.

Keywords: CD spectrum induced by dimolybdenum tetraacetate; Cameraria latifolia; decahydronaphthalenylpropenal derivative; tetrahydrofuran lignans.