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

W. M.Anoja P. Wanigesekara; E. M.Kithsiri Wijeratne; A. Elizabeth Arnold; A. A.Leslie Gunatilaka

doi:10.1177/1934578x1300800515

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

W. M.Anoja P. Wanigesekara, E. M.Kithsiri Wijeratne, A. Elizabeth Arnold, A. A.Leslie Gunatilaka

Research output: Contribution to journal › Article › peer-review

12 Scopus citations

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.

Original language	English (US)
Pages (from-to)	601-604
Number of pages	4
Journal	Natural Product Communications
Volume	8
Issue number	5
DOIs	https://doi.org/10.1177/1934578x1300800515
State	Published - May 2013

Keywords

10′-deoxy- 10′α-hydroxyascochlorin
Acremonium sp.
Cell migration inhibition
Cytotoxicity
Endophytic fungus
Ephedra trifurca

ASJC Scopus subject areas

Pharmacology
Plant Science
Drug Discovery
Complementary and alternative medicine

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10.1177/1934578x1300800515

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10′-deoxy-10′α-hydroxyascochlorin, a new cell migration inhibitor and other metabolites from Acremonium sp., a fungal endophyte in Ephedra trifurca. / Wanigesekara, W. M.Anoja P.; Wijeratne, E. M.Kithsiri; Arnold, A. Elizabeth et al.
In: Natural Product Communications, Vol. 8, No. 5, 05.2013, p. 601-604.

Research output: Contribution to journal › Article › peer-review

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title = "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.",

keywords = "10′-deoxy- 10′α-hydroxyascochlorin, Acremonium sp., Cell migration inhibition, Cytotoxicity, Endophytic fungus, Ephedra trifurca",

author = "Wanigesekara, {W. M.Anoja P.} and Wijeratne, {E. M.Kithsiri} and Arnold, {A. Elizabeth} and Gunatilaka, {A. A.Leslie}",

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AU - Wijeratne, E. M.Kithsiri

AU - Arnold, A. Elizabeth

AU - Gunatilaka, A. A.Leslie

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N2 - 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.

AB - 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.

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

Abstract

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