The 2-pyridone antibacterial agents: bacterial topoisomerase inhibitors
2000; Wiley; Volume: 20; Issue: 4 Linguagem: Inglês
10.1002/1098-1128(200007)20
ISSN1098-1128
AutoresQun Li, Lester A. Mitscher, Linus L. Shen,
Tópico(s)Synthesis and biological activity
ResumoMedicinal Research ReviewsVolume 20, Issue 4 p. 231-293 Review article The 2-pyridone antibacterial agents: bacterial topoisomerase inhibitors Qun Li, Corresponding Author Qun Li [email protected] Pharmaceutical Products Division, Abbott Laboratories, 100 Abbott Park Road, Abbott Park, IL 60064-6101Abbott Laboratories, D-47B, AP10, 100 Abbott Park Road, Abbott Park, IL 60064-6101Search for more papers by this authorLester A. Mitscher, Lester A. Mitscher Department of Medicinal Chemistry, Kansas University, Lawrence, KS 66045Search for more papers by this authorLinus L. Shen, Linus L. Shen Pharmaceutical Products Division, Abbott Laboratories, 100 Abbott Park Road, Abbott Park, IL 60064-6101Search for more papers by this author Qun Li, Corresponding Author Qun Li [email protected] Pharmaceutical Products Division, Abbott Laboratories, 100 Abbott Park Road, Abbott Park, IL 60064-6101Abbott Laboratories, D-47B, AP10, 100 Abbott Park Road, Abbott Park, IL 60064-6101Search for more papers by this authorLester A. Mitscher, Lester A. Mitscher Department of Medicinal Chemistry, Kansas University, Lawrence, KS 66045Search for more papers by this authorLinus L. Shen, Linus L. Shen Pharmaceutical Products Division, Abbott Laboratories, 100 Abbott Park Road, Abbott Park, IL 60064-6101Search for more papers by this author First published: 02 August 2000 https://doi.org/10.1002/1098-1128(200007)20:4 3.0.CO;2-NCitations: 174AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinkedInRedditWechat Abstract Many attempts have been made to prepare analogs of 4-quinolone antibacterial agents bearing novel ring systems, which might retain the favorable properties of these widely used antibacterial agents and at the same time increase activity against multidrug-resistant bacteria, streptococci, and anaerobic microorganisms. One such attempt involved bioisosteric exchange of the 1-N atom and 4a-C atom of naphthyridones, quinolones, and benzoxazines to produce a family of highly active pyridopyrimidines, quinolizines, and ofloxacin bioisosteres. These new antibacterial agents have been named collectively as the 2-pyridones. Many hundreds of 2-pyridones have been synthesized and evaluated in vitro and in vivo, and selected members are advancing toward human clinical trials. Preparation of these bioisosteres required the development of enabling chemistry, as previous methods were unsuccessful in producing the needed core structures. This review compares the structure-activity relationships of these agents with known trends among 4-quinolones, from which it is seen that there are many parallels, but also some significant departures as well. Generally, 2-pyridones are more highly active in vitro and in vivo and more water soluble than comparable 4-quinolones. These properties are posited to arise from electronic and conformational alternations in these new substances. Selected members show excellent pharmacodynamic properties, justifying the view that this is a very promising new class of totally synthetic antibacterial agents. © 2000 John Wiley & Sons, Inc. Med Res Rev, 20, No. 4, 231–293, 2000 REFERENCES 1 Kojima T, Mitsuhashi S. History of quinolone antibacterials. 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