Green synthesis and in silico investigation of dihydro-2H-benzo[1,3]oxazine derivatives as inhibitors of Mycobacterium tuberculosis
| Autor: | Rajesh N. Gacche, Rahul D. Kamble, Bhaskar S. Dawane, Shrikant V. Hese, Rohan J. Meshram, Jivan R. Kote |
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| Rok vydání: | 2014 |
| Předmět: |
Tuberculosis
biology Chemistry Stereochemistry medicine.drug_class In silico Organic Chemistry medicine.disease Antimycobacterial biology.organism_classification Multiple drug resistance Mycobacterium tuberculosis Docking (molecular) Nitro medicine General Pharmacology Toxicology and Pharmaceutics Ethambutol medicine.drug |
| Zdroj: | Medicinal Chemistry Research. 24:1077-1088 |
| ISSN: | 1554-8120 1054-2523 |
| Popis: | In the midst of increasing multidrug resistance and the growing incidence of infections of Mycobacterium tuberculosis, there is compelling evidence for the synthesis of novel and effective anti-tuberculosis agents. In this report, we have synthesized, characterized, and evaluated benzo[1,3]oxazine derivatives as growth inhibitors of M. tuberculosis. Among the synthesized, dihydro-2H-benzo[1,3]oxazine derivatives, the compounds 5a, 5b, 5d, and 5h showed promising activity against M. tuberculosis when compared with currently used drugs such as Refampicin and Ethambutol. The structure–activity relationship indicates the significance of nitro, chloro, and methoxy group for the manifestation of antimycobacterial activity. Docking studies revealed the binding position of 5a, 5b, and 5h into active cleft of ribosomal A-site indicating the potential target binding molecules against M. tuberculosis. |
| Databáze: | OpenAIRE |
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