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Efficient total syntheses and biological activities of two teixobactin analogues
Anish Parmar1, Abhishek Iyer2, Charlotte S Vincent3
1School of Pharmacy, JBL Building, University of Lincoln, Beevor St. Lincoln LN67DL, UK. isingh@lincoln.ac.uk.
Abstract:
The discovery of the new antibiotic teixobactin has been timely in the race for unearthing novel antibiotics wherein the emergence of drug resistant 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.
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