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Visoltricin, a novel biologically active compound produced byFusarium tricinctum

 

作者: A. Visconti,   M. Solfrizzo,  

 

期刊: Food Additives & Contaminants  (Taylor Available online 1995)
卷期: Volume 12, issue 3  

页码: 515-519

 

ISSN:0265-203X

 

年代: 1995

 

DOI:10.1080/02652039509374338

 

出版商: Taylor & Francis Group

 

关键词: Fusarium;imidazole;anticholinesterase;miotic activity;visoltricin

 

数据来源: Taylor

 

摘要:

The major compound responsible for toxicity toArtemia salinaof someFusarium tricinctumstrains has been isolated, and its structure has been elucidated by spectroscopical methods, i.e. UV, IR, MS,1H‐NMR and13C‐NMR. The novel compound, trivially named visoltricin, is the first imidazole derivative produced byFusariumspp., and its structure has been established as the methyl ester of 3‐[l‐methyl‐4‐(3‐methyl‐2‐butenyl)‐imidazol‐5yl]‐2‐propenoic acid (molecular formula C13H18N2O2; MW = 234.297). Visoltricin was toxic toA. salinalarvae (LD50= 8.5 × 10‐7M), and inhibited the growth of six human tumour cell lines (out of 60 lines tested) at concentrations lower than10–5M. Tested on rabbit eye it showed an interesting miotic activity similar to that of pilocarpine, a miotic agent largely used in the therapy of glaucoma. This biological activity could be explained in part by the anticholinesterase properties shown by visoltricin towards both human serum and pure enzymes (EC 3.1.1.7 and EC 3.1.1.8). Kinetics studies showed for visoltricin a mixed‐type and reversible inhibition of the EC 3.1.1.7 enzyme with the competitive inhibition constant (Ki) = l.9×10−4M.

 

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