The Journal of Antibiotics
Online ISSN : 1881-1469
Print ISSN : 0021-8820
ISSN-L : 0021-8820
Novel Drimane Sesquiterpene Esters from Aspergillus ustus var. pseudodeflectus with Endothelin Receptor Binding Activity
MARTIN A. HAYES, STEPHEN K. WRIGLEY, IAN CHETLAND, ELWOOD E. REYNOLDS, A. MARTYN AINSWORTH, DIDIER V. RENNO, MOHAMMED A. LATIF, XUE-MIN CHENG, DONALD J. HUPE, PETER CHARLTON, ANNETTE M. DOHERTY
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JOURNAL FREE ACCESS

1996 Volume 49 Issue 6 Pages 505-512

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Abstract

A series of novel drimane sesquiterpene esters (1-6) was isolated from fermentations of Aspergillus ustus var. pseudodeflectus and their structures elucidated by spectroscopic methods including the HMQC, HMBC and INADEQUATE NMR experiments. The major component of the fermentation, 1, was (2'E, 4'E, 6'E)-6-(r-carboxy-2', 4', 6'-trien)-9-hydroxydrim-7-ene-l 1, 12-olide. Compounds 1, 2, 3 and 5 exhibited endothelin receptor binding inhibitory activity against rabbit endothelin-A and rat endothelin-B receptors with IC50 values in the range 20-150μM. These compounds had similar levels of activity in assays for binding to human endothelin A and endothelin B receptors. The isolation of 9, ll-dihydroxy-6-oxodrim-7-ene, 7, a probable biosynthetic precursor to the drimane esters is also reported.

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© Japan Antibiotics Research Association
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The Journal of Antibiotics, Series A

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