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Discovery of Alkaloid quinazolone-Derived Imidazolenones with Novel Structural Scaffolds of Multitargeting Antibacterial Potential

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Chinese Journal of Chemistry 2023年第24期41卷 3645-3661页

作者： Jie Dai Narsaiah Battini Zhong-Lin Zang Yan Luo Cheng-He Zhou Institute of Bioorganic & Medicinal Chemistry Key Laboratory of Applied Chemistry of Chongqing MunicipalitySchool of Chemistry and Chemical EngineeringSouthwest UniversityChongqing400715 China College of Pharmacy National & Local Joint Engineering Research Center of Targeted and Innovative TherapeuticsChongqing Key Laboratory of Kinase Modulators as Innovative MedicineChongqing University of Arts and SciencesChongqing402160 China

Alkaloids are one of the prominent members in the development of new antimicrobial *** work discovered a class of alkaloid quinazolone-derived imidazolenones as novel structural type of antibacterial agents with large potential to treat severe bacterial infections in the agricultural and food *** bioactive assay displayed that some of the prepared compounds exhibited good inhibition against the tested strains,and cyclohexylimidazole-derived 7-fluoroquinazolone 22a(MIC=0.002 mmol/L)exhibited a 12.5-fold stronger inhibition than norfloxacin against Escherichia coli ATCC *** studies revealed that compound 22a not only possessed the ability of rapid bactericidal property and low propensity to develop resistance but also showed low cytotoxic effects toward red blood *** preliminary mechanism exploration indicated that compound 22a could cause membrane damage by disrupting bacterial membrane as well as depolarizing the cell ***,compound 22a could insert into DNA,which might hinder the replication of *** docking suggested that compound 22a could bind to gyrase and topoisomerase,which might be due to the suppressed expression of related ***,compound 22a could disorder the metabolism and stimulate the production of reactive oxygen species to affect bacterial *** series of investigations suggested the promise of alkaloid quinazolone-derived imidazolenones as novel multitargeting antibacterial candidates for treatment of bacterial infections.

关键词： quinazolone Imidazole Antibacterial Enone DNA

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Design and Synthesis of Potential Antimicrobial quinazolone Thiazoles

Design and Synthesis of Potential Antimicrobial Quinazolone ...

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中国化学会·第十五届全国有机合成化学学术研讨会

作者： Jie Wang Hang Sun Vijai Kumar Reddy Tangadanchu 周成合 College of Chemistry and Chemical Engineering Southwest University CSIR-Indian Institute of Chemical Technology 西南大学

A series of novel quinazolinone thiazoles as potentially antimicrobial agents were synthesized by multi-step reactions from the commercial formamidine acetate and confirmed by H NMR, CNMR and HRMS *** antimicrobial assay showed that compound 4(n = 4) displayed good antibacterial and antifungal activities, especially towards clinically drug-resistant pseudomonas aeruginosa(MIC = 1 μg/mL), superior to reference norfloxacin(MIC = 512 μg/mL).

关键词： quinazolone thiazoles antimicrobial HSA DNA

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Synthesis of Spiropyrrol [2,1-b] quinazolones via Pd-Catalyzed Intramolecular Dearomatization

Synthesis of Spiropyrrol [2,1-b] Quinazolones via Pd-Catalyz...

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中国化学会第十六届全国均相催化学术会议

作者：王望 Dong-Liang Mo Gui-Fa Su 广西师范大学 State Key laboratory for Chemistry and Molecular Engineering of Medicinal Resources Guangxi Normal University

quinazolone scaffolds exist widely in natural products and drug molecules. It plays an important role in the pharmacological activities of drug molecules and is one of the dominant unit in the design of new drugs. Recently we reported the intramolecular selective cyclization of alkynyl quinazolone 1 to synthesized of the fused-ring quinazolone derivatives. Herein, we report a Pd-catalyzed intramolecular dearomatization of aryl methyl ethers to synthesize spiropyrrol [2,1-b] quinazolones. The addition of BF·EtO plays an important role on the dearomatization.

关键词： Pd-catalyzed quinazolone Dearomatize Spirocyclic compounds

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