Structure-activity relationship of daptomycin analogues with substitution at (2S, 3R) 3-methyl glutamic acid position
| Autor: | Wenbo Han, Du'an Lin, Hiu Yung Lam, Nicole Cotroneo, Xuechen Li, Bhaumik A. Pandya |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
Staphylococcus aureus
Stereochemistry medicine.drug_class Clinical Biochemistry Antibiotics Pharmaceutical Science Glutamic Acid Microbial Sensitivity Tests 010402 general chemistry 01 natural sciences Biochemistry chemistry.chemical_compound Structure-Activity Relationship Daptomycin Drug Discovery medicine Structure–activity relationship Molecular Biology 010405 organic chemistry Organic Chemistry Lipopeptide Stereoisomerism Glutamic acid 0104 chemical sciences Anti-Bacterial Agents Glutamine chemistry Molecular Medicine Antibacterial activity medicine.drug |
| Zdroj: | Bioorganicmedicinal chemistry letters. 27(3) |
| ISSN: | 1464-3405 |
| Popis: | Daptomycin is a highly effective lipopeptide antibiotic against Gram-positive pathogens. The presence of (2S, 3R) 3-methyl glutamic acid (mGlu) in daptomycin has been found to be important to the antibacterial activity. However the role of (2S, 3R) mGlu is yet to be revealed. Herein, we reported the syntheses of three daptomycin analogues with (2S, 3R) mGlu substituted by (2S, 3R) methyl glutamine (mGln), dimethyl glutamic acid and (2S, 3R) ethyl glutamic acid (eGlu), respectively, and their antibacterial activities. The detailed synthesis of dimethyl glutamic acid was also reported. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect