Synthesis and antimycobacterial activity of 2,1'-dihydropyridomycins.
- Horlacher OP Institute of Pharmaceutical Sciences, Department of Chemistry and Applied Biosciences, Swiss Federal Institute of Technology (ETH) Zürich , 8093 Zurich, Switzerland.
- Hartkoorn RC École Polytechnique Fédérale de Lausanne (EPFL), Global Health Institute , 1015 Lausanne, Switzerland.
- Cole ST École Polytechnique Fédérale de Lausanne (EPFL), Global Health Institute , 1015 Lausanne, Switzerland.
- Altmann KH Institute of Pharmaceutical Sciences, Department of Chemistry and Applied Biosciences, Swiss Federal Institute of Technology (ETH) Zürich , 8093 Zurich, Switzerland.
- 2014-06-06
Published in:
- ACS medicinal chemistry letters. - 2013
English
Dihydropyridomycins 2 and 3, which lack the characteristic enol ester moiety of the potent antimycobacterial natural product pyridomycin (1), have been prepared from l-Thr, R- and S-hydroxy isovaleric acid, and 3-pyridinecarboxaldehyde. The 2R isomer 2 shows only 4-fold lower anti-Mtb activity than 1, indicating that the enol ester moiety in the natural product is not critical for its biological activity. This finding establishes 2 as a potent and more practical lead for anti-TB drug discovery.
- Language
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- English
- Open access status
- green
- Identifiers
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- DOI 10.1021/ml300385q
- PMID 24900646
- Persistent URL
- https://sonar.ch/global/documents/274291
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