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J Am Chem Soc. 2017 Sep 27;139(38):13304-13307. doi: 10.1021/jacs.7b08577. Epub 2017 Sep 18.

Modular, Scalable Synthesis of Group A Streptogramin Antibiotics.

Author information

1
Department of Pharmaceutical Chemistry and Cardiovascular Research Institute, University of California, San Francisco , San Francisco, California 94158, United States.

Abstract

Streptogramin antibiotics are used clinically to treat multidrug-resistant bacterial infections, but their poor physicochemical properties and narrow spectra of activity have limited their utility. New methods to chemically modify streptogramins would enable structural optimization to overcome these limitations as well as to combat growing resistance to the class. Here we report a modular, scalable synthesis of group A streptogramin antibiotics that proceeds in 6-8 linear steps from simple chemical building blocks. We have applied our route to the synthesis of four natural products in this class including two that have never before been accessed by fully synthetic routes. We anticipate that this work will lead to the discovery of new streptogramin antibiotics that overcome previous limitations of the class.

PMID:
28902996
DOI:
10.1021/jacs.7b08577
[Indexed for MEDLINE]

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