{"title":"戊酰吖啶酮生物碱及其类似物的合成及抗菌性能评价","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":"{\"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}","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
摘要
简明地全合成了天然炔吖啶酮生物碱、N-甲基环罂粟碱 A、N-甲基双叶芸香碱 D、双叶芸香碱 D、oriciacridone E、甘草次碱 II、正甘草次碱 II、3-O-甲氧基甘草次碱 II 及其具有不同功能的非天然类似物的新系列。对这些生物碱进行的抗菌测试表明,二氟甘草次碱 II 衍生物对链球菌的抗菌效力最高。
Synthesis and antibacterial evaluation of prenylacridone alkaloids and their analogues†
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.