Triaryl cation antibiotics from environmental dna

Details Triaryl cation antibiotics from environmental dna Triaryl cation antibiotics from environmental dna

C - Chemistry, Metallurgy

07

D

C07D 209/08 (2006.01) A61K 31/404 (2006.01) C07D 209/14 (2006.01) C12N 15/52 (2006.01) C12P 17/16 (2006.01)

Patent

CA 2407489

Disclosed are triaryl cationic compounds that exhibit broad-spectrum antibiotic and antifungal activity, pharmaceutical compositions containing the compounds, and methods of treating bacterial and fungal infections using the compounds. The compounds were initially isolated by screening a 25,000-member bacterial artificial chromosome (BAC) library of environmental (eDNA) from soil. At least one clone produced a dark brown melanin-like compounds that was found to have antibiotic activity. The compounds were isolated and synthesized de novo. From within the positive clone, a single open reading frame that shares extensive sequence similarity with members of the 4- hydroxyphenylpyruvate family of enzymes was found to be necessary and sufficient to confer the production of at least one of the subject compound on E. Coli.

L'invention concerne des composés qui présentent une activité antibiotique et antifongique à large spectre, des compositions pharmaceutiques contenant ces composés ainsi que des méthodes de traitement d'infections bactériennes et fongiques à l'aide de ces composés. Ces derniers ont été initialement isolés par criblage d'une bibliothèque de chromosomes artificiels bactériens (BAC) à 25.000 éléments issus d'un ADN environnemental provenant du sol. Au moins un clone a produit un composé brun foncé du type mélanine qui présentait une activité antibiotique. Les composés ont été de nouveau isolés et synthétisés. Il s'est avéré qu'une seule phase de lecture ouverte de l'intérieur du clone positif présentant une important similitude de séquence avec des éléments de la famille des enzymes 4-hydroxyphénylpyruvate est nécessaire et suffisante pour attribuer à E. Coli la production d'au moins un des composés selon l'invention.

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