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Bioorganic & Medicinal Chemistry Letters
Volume 16, Issue 13, 1 July 2006, Pages 3545-3549
 
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doi:10.1016/j.bmcl.2006.03.079    How to Cite or Link Using DOI (Opens New Window)
Copyright © 2006 Elsevier Ltd All rights reserved.

Synthesis and antibacterial activity of nocathiacin I analogues

B. Narasimhulu NaiduCorresponding Author Contact Information, E-mail The Corresponding Author, Margaret E. Sorenson, John D. Matiskella, Wenying Li, Justin B. Sausker, Yunhui Zhang, Timothy P. Connolly, Kin S. Lam, Joanne J. Bronson, Michael J. Pucci, Hyekyung Yang and Yasutsugu Ueda

The Bristol-Myers Squibb Pharmaceutical Research Institute, 5 Research Parkway, Wallingford, CT 06492, USA

Received 5 March 2006; 
revised 23 March 2006; 
accepted 24 March 2006. 
Available online 18 April 2006.

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Abstract

Stereoselective reduction of dehydroalanine double bond in nocathiacin I afforded the primary amide 2. Enzymatic hydrolysis of the amide 2 provided the carboxylic acid 3, which upon coupling with a variety of amines furnished amides 432. Some of these semi-synthetic derivatives have retained very good antibacterial activity and have improved aqueous solubility.

Graphical abstract

The synthesis and antibacterial activity of nocathiacin I analogues is described.


Keywords: Nocathiacin I; Antibacterial activity

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