Synthesis and antimycobacterial activity of 2,1'-dihydropyridomycins
| Autor: | Stewart T. Cole, Ruben C. Hartkoorn, Oliver P. Horlacher, Karl-Heinz Altmann |
|---|---|
| Rok vydání: | 2012 |
| Předmět: |
Stereochemistry
medicine.drug_class natural products 010402 general chemistry Antimycobacterial 01 natural sciences Biochemistry chemistry.chemical_compound InhA Drug Discovery medicine Moiety total synthesis Natural product 010405 organic chemistry Drug discovery Organic Chemistry Total synthesis Biological activity pyridomycin Pyridomycin Enol 0104 chemical sciences 3. Good health chemistry tuberculosis |
| Zdroj: | ACS Medicinal Chemistry Letters; Vol 4 |
| ISSN: | 1948-5875 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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