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Antibiotic Optimization and Chemical Structure Stabilization of Thiomuracin A

Lamarche, Matthew and Rann, Elin and Leeds, Jennifer and Krastel, Philipp and Gangl, Eric and Palestrant, Deborah and Patane, Michael and Neckermann, Georg and Yu, Donghui (2012) Antibiotic Optimization and Chemical Structure Stabilization of Thiomuracin A. Journal of Medicinal Chemistry, 55 (15). pp. 6934-6941. ISSN 0022-2623

Abstract

Synthetic studies of the antimicrobial secondary metabolite thiomuracin A (1) were initiated in order to improve chemical stability and physicochemical properties. Functional group manipulation of thiomuracin A included: removal of the C2-C7 sidechain, derivatization of the C84 epoxide region, and removal of the C44 hydroxyphenylalanine motif. The resulting derivatives stabilized and simplified the chemical structure while retaining potent antibacterial activity as compared to thiomuracin A, and facilitated isolation and further material supply for continued medicinal chemistry optimization.

Item Type: Article
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Additional Information: archiving not formally supported by this publisher
Keywords: natural product, antibacterial, thiomuracin, GE2270 A, LFF571
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Date Deposited: 13 Oct 2015 13:14
Last Modified: 13 Oct 2015 13:14
URI: https://oak.novartis.com/id/eprint/7324

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