Literature DB >> 15109638

Design and synthesis of bridged gamma-lactams as analogues of beta-lactam antibiotics.

Jozsef Aszodi1, David A Rowlands, Pascale Mauvais, Pascal Collette, Alain Bonnefoy, Maxime Lampilas.   

Abstract

Anti-Bredt bridged bicyclo[3.2.1] gamma-lactams were designed as inhibitors of penicillin binding proteins (PBPs). The compounds were prepared by a carbenoid insertion into a lactam N-H bond. Their weak antibacterial activity could either be explained by a poor chemical stability or by unfavorable steric interactions of the methylene bridge of the gamma-lactam with the targeted enzymes.

Entities:  

Mesh:

Substances:

Year:  2004        PMID: 15109638     DOI: 10.1016/j.bmcl.2004.03.004

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  9 in total

1.  Structural insight into potent broad-spectrum inhibition with reversible recyclization mechanism: avibactam in complex with CTX-M-15 and Pseudomonas aeruginosa AmpC β-lactamases.

Authors:  Sushmita D Lahiri; Stefano Mangani; Thomas Durand-Reville; Manuela Benvenuti; Filomena De Luca; Gautam Sanyal; Jean-Denis Docquier
Journal:  Antimicrob Agents Chemother       Date:  2013-02-25       Impact factor: 5.191

Review 2.  Chemistry of bridged lactams and related heterocycles.

Authors:  Michal Szostak; Jeffrey Aubé
Journal:  Chem Rev       Date:  2013-06-17       Impact factor: 60.622

3.  Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines.

Authors:  John M Bennett; Jonathan D Shapiro; Krystina N Choinski; Yingbin Mei; Sky M Aulita; Giovanny M Dominguez; Max M Majireck
Journal:  J Vis Exp       Date:  2018-01-03       Impact factor: 1.355

4.  An efficient computational model to predict protonation at the amide nitrogen and reactivity along the C-N rotational pathway.

Authors:  Roman Szostak; Jeffrey Aubé; Michal Szostak
Journal:  Chem Commun (Camb)       Date:  2015-04-14       Impact factor: 6.222

5.  Novel tetracyclic structures from the synthesis of thiolactone-isatin hybrids.

Authors:  Renate Hazel Hans; Hong Su; Kelly Chibale
Journal:  Beilstein J Org Chem       Date:  2010-07-19       Impact factor: 2.883

Review 6.  Pharmacological aspects and spectrum of action of ceftazidime-avibactam: a systematic review.

Authors:  Felipe Francisco Tuon; Jaime L Rocha; Marcelo R Formigoni-Pinto
Journal:  Infection       Date:  2017-11-07       Impact factor: 3.553

7.  An interspecific variation in rhizosphere effects on soil anti-erodibility.

Authors:  Zhenhong Wang; Alessandro Chiarucci; Hong Fang; Mouhui Chen
Journal:  Sci Rep       Date:  2020-02-12       Impact factor: 4.379

8.  Investigations on recyclisation and hydrolysis in avibactam mediated serine β-lactamase inhibition.

Authors:  Hwanho Choi; Robert S Paton; Hwangseo Park; Christopher J Schofield
Journal:  Org Biomol Chem       Date:  2016-04-26       Impact factor: 3.876

Review 9.  Development of new drugs for an old target: the penicillin binding proteins.

Authors:  Astrid Zervosen; Eric Sauvage; Jean-Marie Frère; Paulette Charlier; André Luxen
Journal:  Molecules       Date:  2012-10-24       Impact factor: 4.411

  9 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.