{"title":"Synthesis and antibacterial evaluation of prenylacridone alkaloids and their analogues†","authors":"Shilpi Karmakar , Kousik Maji , Sudeshna Mondal , Semantee Bhattacharya , Jyotirmayee Dash","doi":"10.1039/d4qo02126f","DOIUrl":null,"url":null,"abstract":"<div><div>A concise total synthesis of natural prenylacridone alkaloids, <em>N</em>-methylcycloatalaphylline A, <em>N</em>-methylbuxifoliadine D, buxifoliadine D, oriciacridone E, glycocitrine II, norglycocitrine II, 3-<em>O</em>-methoxyglycocitrine II and a new series of their non-natural analogues with diverse functionalities is achieved. Antibacterial assays of these alkaloids revealed that the difluoro glycocitrine II derivative exhibits the highest potency against <em>Streptococcus</em> species.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 5","pages":"Pages 1485-1490"},"PeriodicalIF":0.0000,"publicationDate":"2025-01-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S205241292400888X","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
A concise total synthesis of natural prenylacridone alkaloids, N-methylcycloatalaphylline A, N-methylbuxifoliadine D, buxifoliadine D, oriciacridone E, glycocitrine II, norglycocitrine II, 3-O-methoxyglycocitrine II and a new series of their non-natural analogues with diverse functionalities is achieved. Antibacterial assays of these alkaloids revealed that the difluoro glycocitrine II derivative exhibits the highest potency against Streptococcus species.
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