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Gram-scale preparation of the antibiotic lead compound salicyl-AMS, a potent inhibitor of bacterial salicylate adenylation enzymes.
- Source :
-
Methods in enzymology [Methods Enzymol] 2020; Vol. 638, pp. 69-87. Date of Electronic Publication: 2020 May 05. - Publication Year :
- 2020
-
Abstract
- Salicyl-AMS (1) is a potent inhibitor of salicylate adenylation enzymes used in bacterial siderophore biosynthesis and a promising lead compound for the treatment of tuberculosis. An optimized, multigram synthesis is presented, which provides salicyl-AMS as its sodium salt (1·Na) in three synthetic steps followed by a two-step salt formation process. The synthesis proceeds in 11.6% overall yield from commercially available adenosine 2',3'-acetonide and provides highly purified material.<br /> (© 2020 Elsevier Inc. All rights reserved.)
Details
- Language :
- English
- ISSN :
- 1557-7988
- Volume :
- 638
- Database :
- MEDLINE
- Journal :
- Methods in enzymology
- Publication Type :
- Academic Journal
- Accession number :
- 32416922
- Full Text :
- https://doi.org/10.1016/bs.mie.2020.04.051