Structure-activity relationship (SAR) studies on oxazolidinone antibacterial agents. 1. Conversion of 5-substituent on oxazolidinone
| Autor: | Tomio Suzuki, Yoshiei Takahashi, Noriyuki Kado, Eiichi Okezaki, Nobuhiko Iwasaki, Yayoi Tomita, Osamu Nagata, Ryukou Tokuyama, Toshihiko Yoshida |
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| Rok vydání: | 2001 |
| Předmět: |
Magnetic Resonance Spectroscopy
Chemical Phenomena Stereochemistry medicine.drug_class Substituent Carboxamide Microbial Sensitivity Tests Chemical synthesis chemistry.chemical_compound Structure-Activity Relationship Drug Discovery medicine Structure–activity relationship Moiety Methylene Oxazoles Antibacterial agent Bacteria Chemistry Physical Drug Resistance Microbial General Chemistry General Medicine Anti-Bacterial Agents chemistry Indicators and Reagents Antibacterial activity |
| Zdroj: | Chemicalpharmaceutical bulletin. 49(4) |
| ISSN: | 0009-2363 |
| Popis: | A structure-activity relationship (SAR) study on 5-substituted oxazolidinones as an antibacterial agent is described. The oxazolidinones, of which 5-acetylaminomethyl moiety was converted into other functions, were prepared and evaluated for antibacterial activity. Elongation of the methylene chain (8) and conversion of the acetamido moiety into guanidino moiety (12) decreased the antibacterial activity. The replacement of carbonyl oxygen (=O) by thiocarbonyl sulfur (=S) enhanced in vitro antibacterial activity. Especially, compound 16, which had the 5-thiourea group, showed 4-8 stronger in vitro activity than linezolid. Our SAR study revealed that the antibacterial activity was greatly affected by the conversion of 5-substituent. |
| Databáze: | OpenAIRE |
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