Synthesis, antibacterial, antifungal and anti-HIV evaluation of Schiff and Mannich bases of isatin derivatives with 3-amino-2-methylmercapto quinazolin-4(3H)-one
{"title":"Synthesis, antibacterial, antifungal and anti-HIV evaluation of Schiff and Mannich bases of isatin derivatives with 3-amino-2-methylmercapto quinazolin-4(3H)-one","authors":"S.N. Pandeya , D. Sriram , G. Nath , E. De Clercq","doi":"10.1016/S0031-6865(99)00010-2","DOIUrl":null,"url":null,"abstract":"<div><p><span>Isatin (Indole 2,3-dione), its 5-chloro and 5-bromo derivatives were added to 3-amino-2-methylmercapto quinazolin-4(3</span><em>H</em><span><span>)-one to form Schiff bases and the N-Mannich bases of these compounds were synthesized by reacting with </span>formaldehyde and several secondary amines. Their chemical structures have been confirmed by means of their IR, </span><span><math><msup><mi></mi><mn>1</mn></msup><mtext>H</mtext></math></span><span>-NMR data and by elemental analysis. Investigation of antimicrobial activity of compounds was done by an agar dilution method against 26 pathogenic bacteria, 8 pathogenic fungi and anti-HIV activity against replication of HIV-1 (III B) in MT-4 cells. Among the compounds tested 5-chloro-3-(3′,4′-dihydro-2′-methylmercapto-4′-oxoquinazolin-3′-yl)-1-morpholino methyl imino isatin was the most active antimicrobial agent.</span></p></div>","PeriodicalId":19830,"journal":{"name":"Pharmaceutica acta Helvetiae","volume":"74 1","pages":"Pages 11-17"},"PeriodicalIF":0.0000,"publicationDate":"1999-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1016/S0031-6865(99)00010-2","citationCount":"226","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Pharmaceutica acta Helvetiae","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0031686599000102","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 226
Abstract
Isatin (Indole 2,3-dione), its 5-chloro and 5-bromo derivatives were added to 3-amino-2-methylmercapto quinazolin-4(3H)-one to form Schiff bases and the N-Mannich bases of these compounds were synthesized by reacting with formaldehyde and several secondary amines. Their chemical structures have been confirmed by means of their IR, -NMR data and by elemental analysis. Investigation of antimicrobial activity of compounds was done by an agar dilution method against 26 pathogenic bacteria, 8 pathogenic fungi and anti-HIV activity against replication of HIV-1 (III B) in MT-4 cells. Among the compounds tested 5-chloro-3-(3′,4′-dihydro-2′-methylmercapto-4′-oxoquinazolin-3′-yl)-1-morpholino methyl imino isatin was the most active antimicrobial agent.
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