Synthesis and evaluation of novel biaryl oxazolidinones effective against gram-positive bacterial infections

IF 2.6 4区医学 Q3 CHEMISTRY, MEDICINAL Medicinal Chemistry Research Pub Date : 2024-07-24 DOI:10.1007/s00044-024-03287-z

Satish Bhawsar, Mohammad Shaikh, Sanjeev Joshi, Amit Mishra, Laxmikant Pavase, Vijay Chavan, Amol Kale, Abhijeet K. Kayastha, Ravindra Yeole, Sachin Bhagwat, Mahesh Patel

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Abstract

Oxazolidinones are synthetic antibiotic class of compounds characterized by chemical structure, cyclic carbamate with ‘S’ configuration of substituent at C-5 position. The synthesis of oxazolidinones has gained increasing interest due to their unique mechanism of action that assures high antibiotic efficiency and low susceptibility to resistance mechanisms. Biaryl oxazolidinones are second-generation oxazolidinone (e.g. Tedizolid) having potency against multidrug-resistant (MDR) gram-positive pathogens including MRSA, VRE, penicillin-resistant S. pneumoniae and linezolid-resistant strains. The current manuscript covers structure activity based synthesis of 21 oxazolidinone analogs prepared through various chemical modifications. These novel biaryl oxazolidinones are prepared with the objective to increase spectrum of activity against multidrug-resistant Gram-positive bacteria.

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合成和评估新型双芳基噁唑烷酮类化合物，有效对抗革兰氏阳性细菌感染

恶唑烷酮类化合物是一类合成抗生素，其化学结构的特点是环状氨基甲酸酯，C-5 位上的取代基为 "S "构型。噁唑烷酮类化合物的独特作用机制确保了其高抗生素效率和低抗药性机制，因此其合成越来越受到关注。联苯基噁唑烷酮是第二代噁唑烷酮（如 Tedizolid），对耐多药（MDR）革兰氏阳性病原体（包括 MRSA、VRE、耐青霉素肺炎双球菌和耐利奈唑胺菌株）有效。本手稿涉及通过各种化学修饰制备的 21 种噁唑烷酮类似物的基于结构活性的合成。制备这些新型双芳基噁唑烷酮类化合物的目的是提高其对耐多药革兰氏阳性菌的活性谱。

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来源期刊

Medicinal Chemistry Research 医学-医药化学

CiteScore

4.70

自引率

3.80%

发文量

162

审稿时长

5.0 months

期刊介绍： Medicinal Chemistry Research (MCRE) publishes papers on a wide range of topics, favoring research with significant, new, and up-to-date information. Although the journal has a demanding peer review process, MCRE still boasts rapid publication, due in part, to the length of the submissions. The journal publishes significant research on various topics, many of which emphasize the structure-activity relationships of molecular biology.