Efficient total syntheses and biological activities of two teixobactin analogues

Parmar, Anish and Iyer, Abhishek and Vincent, Charlotte and Van Lysebetten, Dorien and Prior, Stephen H. and Madder, Annemieke and Taylor, Edward J. and Singh, Ishwar (2016) Efficient total syntheses and biological activities of two teixobactin analogues. Chemical Communications, 52 (36). pp. 6060-6063. ISSN 1359-7345

Full content URL: http://dx.doi.org/10.1039/C5CC10249A

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Abstract

The discovery of the new antibiotic teixobactin has been timely in the race for unearthing novel antibiotics wherein the emergence of drug resistance bacteria poses a serious threat worldwide. Herein, we present the total syntheses and biological activities of two teixobactin analogues. This approach is simple, efficient and has several advantages: it uses commercially available building blocks (except AllocHN-D-Thr-OH), has a single purification step and a good recovery (22). By using this approach we have synthesised two teixobactin analogues and established that the D-amino acids are critical for the antimicrobial activity of these analogues. With continuing high expectations from teixobactin, this work can be regarded as a stepping stone towards an in depth study of teixobactin, its analogues and the quest for synthesising similar molecules.

Keywords:antibiotic resistance, Teixobactin, Total synthesis, JCOpen
Subjects:F Physical Sciences > F163 Bio-organic Chemistry
Divisions:College of Science > School of Pharmacy
ID Code:22495
Deposited On:14 Mar 2016 17:21

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