Synthesis and Structure-activity Relationship of Antifungal Coniothyriomycin Analogues

KARSTEN KROHN; BRIGITTA ELSÄSSER; SÁNDOR ANTUS; KRISZTINA KÓNYA; EBERHARD AMMERMANN

doi:10.7164/antibiotics.56.296

The Journal of Antibiotics

Online ISSN : 1881-1469
Print ISSN : 0021-8820
ISSN-L : 0021-8820

Synthesis and Structure-activity Relationship of Antifungal Coniothyriomycin Analogues

KARSTEN KROHN, BRIGITTA ELSÄSSER, SÁNDOR ANTUS, KRISZTINA KÓNYA, EBERHARD AMMERMANN

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JOURNAL FREE ACCESS

2003 Volume 56 Issue 3 Pages 296-305

DOI https://doi.org/10.7164/antibiotics.56.296

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Abstract

The structure of the antifungal metabolite coniothyriomycin was systematically modified by changing the acids of the open chain imide, modification of the hydrophobicity, variation in the degree of saturation, replacement of carbons by nitrogen or oxygen, and incorporation of the open chain molecule into cyclic arrangements. Structure-activity studies showed that antifungal activity was retained by replacement of phenylacetic acids by benzoic acids in the imide structure but diminished by hydrogenation of the fumaric ester part.

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