In pursuit of natural product leads: synthesis and biological evaluation of 2-[3-hydroxy-2-[(3-hydroxypyridine-2-carbonyl)amino]phenyl]benzoxazole-4-carboxylic acid (A-33853) and its analogues: discovery of N-(2-benzoxazol-2-ylphenyl)benzamides as novel antileishmanial chemotypes
| Autor: | Suresh K. Tipparaju, Sipak Joyasawal, Reto Brun, Marco Pieroni, Alan P. Kozikowski, Marcel Kaiser |
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| Rok vydání: | 2008 |
| Předmět: |
Stereochemistry
medicine.drug_class Carboxylic acid Leishmania donovani Antiprotozoal Agents Stereoisomerism Carboxamide Chemical synthesis chemistry.chemical_compound Biological Factors Mice Parasitic Sensitivity Tests parasitic diseases Drug Discovery medicine Animals Cytotoxicity chemistry.chemical_classification Benzoxazoles Natural product biology Molecular Structure Macrophages Benzoxazole biology.organism_classification chemistry Benzamides Molecular Medicine |
| Zdroj: | Journal of medicinal chemistry. 51(23) |
| ISSN: | 1520-4804 |
| Popis: | The first synthesis and biological evaluation of antibiotic 31 (A-33853) and its analogues are reported. Initial screening for inhibition of L. donovani, T. b. rhodesiense, T. cruzi, and P. falciparum cultures followed by determination of IC(50) in L. donovani and cytotoxicity on L6 cells revealed 31 to be 3-fold more active than miltefosine, a known antileishmanial drug. Compounds 14, 15, and 25 selectively inhibited L. donovani at nanomolar concentrations and showed much lower cytotoxicity. |
| Databáze: | OpenAIRE |
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