Synthesis of visoltricin and fungerin: imidazole derivatives of Fusarium sp

The synthesis of two imidazole derivatives of Fusarium sp. is described. 3-[1-Methyl-4-(3-methyl-2-butenyl)-1 H-imidazol-5-yl]-2( E)-propenoic acid methylester was synthesized for the first time and spectroscopic data showed differences to the reported data. Naturally occurring visoltricin proved to...

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Bibliographic Details
Published in:Tetrahedron letters 2002-03, Vol.43 (13), p.2375-2376
Main Authors: Rieder, Johann M., Lepschy, Johann
Format: Article
Language:English
Subjects:
antifungals
fungerin
imidazole
natural products
visoltricin
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Summary:The synthesis of two imidazole derivatives of Fusarium sp. is described. 3-[1-Methyl-4-(3-methyl-2-butenyl)-1 H-imidazol-5-yl]-2( E)-propenoic acid methylester was synthesized for the first time and spectroscopic data showed differences to the reported data. Naturally occurring visoltricin proved to be identical to fungerin and the structure of visoltricin is revised. The imidazoles 1 and 2 were synthesized. Comparison of MS data showed that the naturally occuring isomer is fungerin 2 . Visoltricin (structure originally assigned as 1 ) is identical to fungerin .
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(02)00298-8