Synthesis and antitubercular activities of bis-glycosylated diamino alcohols
| Autor: | R. Srivastava, Rama P. Tripathi, Vinod K. Tiwari, Diksha Katiyar, Nisha Saxena, Anil N. Gaikwad, Y.K. Manju, Neetu Tewari, Vinita Chaturvedi, Sudhir Sinha, Brahm S. Srivastava, A. K. Srivastava |
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| Rok vydání: | 2005 |
| Předmět: |
Glycosylation
Stereochemistry Clinical Biochemistry Antitubercular Agents Molecular Conformation Pharmaceutical Science Microbial Sensitivity Tests Lithium aluminium hydride Biochemistry Chemical synthesis Mycobacterium Mice Structure-Activity Relationship chemistry.chemical_compound Diamine Drug Discovery Animals Glycosyl Molecular Biology Antibacterial agent chemistry.chemical_classification Organic Chemistry Glycoside Biological activity Mycobacterium tuberculosis Amino Alcohols Disease Models Animal chemistry Molecular Medicine |
| Zdroj: | Bioorganic & Medicinal Chemistry. 13:5668-5679 |
| ISSN: | 0968-0896 |
| DOI: | 10.1016/j.bmc.2005.05.021 |
| Popis: | Conjugate addition of diamines to glycosyl olefinic esters 1a and 1b followed by reduction of resulting bis-glycosyl β-amino esters ( 2–7 and 14–19 ) with lithium aluminium hydride led to the respective glycosyl amino alcohols ( 8–13 and 20–25 ) in moderate to good yields. All the compounds were evaluated for antitubercular activity against Mycobacterium tuberculosis H 37 Ra and H 37 Rv. Few of the compounds exhibited antitubercular activity with MIC as low as 6.25–3.12 μg/mL in virulent and avirulent strains. Compound 13 was found to be active against MDR strain and showed mild protection in mice. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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