10′-deoxy-10′α-hydroxyascochlorin, a new cell migration inhibitor and other metabolites from Acremonium sp., a fungal endophyte in Ephedra trifurca

Abstract

A new ascochlorin, 10′-deoxy-10′α-hydroxyascochlorin (1), together with ascofuranone (2), ascochlorin (3), and 4′,5′-dihydro- 4′β-hydroxyascochlorin (4) were isolated from Acremonium sp. LG0808, an endophytic fungal strain occurring in the stem tissue of the medicinal plant, Ephedra trifurca. The structure of 1 was elucidated on the basis of its high-resolution mass spectrometric, and 1D and 2D NMR spectroscopic data. Compounds 1 and 3 inhibited migration of metastatic prostate cancer cells, PC-3M. In addition, 3 exhibited moderately selective cytotoxicity against the NCI-H460 (non-small cell lung cancer) cell line, but its dimethyl ether (6) showed selective activity against PC-3M, MCF-7 (breast cancer), and MDA-MB-231 (metastatic breast cancer) cell lines.