The Journal of Antibiotics
Online ISSN : 1881-1469
Print ISSN : 0021-8820
ISSN-L : 0021-8820
Epohelmins A and B, Novel Lanosterol Synthase Inhibitors from a Fungal Strain FKI-0929
YUICHI SAKANOMASAAKI SHIBUYAYUICHI YAMAGUCHIROKURO MASUMAHIROSHI TOMODASATOSHI OMURAYUTAKA EBIZUKA
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2004 Volume 57 Issue 9 Pages 564-568

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Abstract

From a fungal strain FKI-0929, two compounds designated epohelmins A and B, were isolated as new natural products with inhibitory activity against recombinant human lanosterol synthase. The crude extract from the whole broth of this strain was fractionated by silica gel column chromatography and HPLC to afford two isolated inhibitors. Detailed spectroscopic analyses led to the identification of their structures. They are diastereomers of 4, 5-epoxy-2-(4'-oxoundec-(5'E)-enyl)-heptamethylenamines, and their relative stereochemical configurations were determined as (2R, 4R, 5R) or (2S, 4S, 5S) for epohelmin A, and (2R, 4S, 5R) or (2S, 4R, 5S) for epohelmin B, respectively. These compounds inhibited recombinant human lanosterol synthase with IC50 values of 10 and 6.0μM, respectively.

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© Japan Antibiotics Research Association
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