{"title":"从 D-葡萄糖合成多种糖基化脲类并进行抗结核评价","authors":"Neetu Tripathi, Vinod K. Tiwari","doi":"10.1155/2024/8709672","DOIUrl":null,"url":null,"abstract":"<i>N</i>, <i>N</i>-disubstituted glycosylated ureas have been synthesized in good-to-excellent yields by 1,4-conjugate addition of amines to glycosylated olefinic esters followed by reaction of resulting glycosyl <i>β</i>-amino esters with diisocyanates. The developed sugar-based molecules were well characterized by extensive standard spectroscopic analysis including NMR (<sup>1</sup>H, <sup>13</sup>C, and DEPT), IR, MS, and elemental analysis and were screened for their biological activity against <i>Mycobacterium tuberculosis</i> (<i>M. Tb.</i>), where some of them displayed potent antitubercular activity. The molecules have been designed keeping in view the well-known inhibitors of the enzymes involved in the biosynthesis of mycobacterial cell wall polymers and may be further explored as lead molecules for the successful development of a potential antitubercular drug candidate.","PeriodicalId":15348,"journal":{"name":"Journal of Chemistry","volume":"22 1","pages":""},"PeriodicalIF":2.8000,"publicationDate":"2024-02-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis and Antitubercular Evaluation of Diverse Glycosylated Ureas from D-Glucose\",\"authors\":\"Neetu Tripathi, Vinod K. Tiwari\",\"doi\":\"10.1155/2024/8709672\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<i>N</i>, <i>N</i>-disubstituted glycosylated ureas have been synthesized in good-to-excellent yields by 1,4-conjugate addition of amines to glycosylated olefinic esters followed by reaction of resulting glycosyl <i>β</i>-amino esters with diisocyanates. The developed sugar-based molecules were well characterized by extensive standard spectroscopic analysis including NMR (<sup>1</sup>H, <sup>13</sup>C, and DEPT), IR, MS, and elemental analysis and were screened for their biological activity against <i>Mycobacterium tuberculosis</i> (<i>M. Tb.</i>), where some of them displayed potent antitubercular activity. The molecules have been designed keeping in view the well-known inhibitors of the enzymes involved in the biosynthesis of mycobacterial cell wall polymers and may be further explored as lead molecules for the successful development of a potential antitubercular drug candidate.\",\"PeriodicalId\":15348,\"journal\":{\"name\":\"Journal of Chemistry\",\"volume\":\"22 1\",\"pages\":\"\"},\"PeriodicalIF\":2.8000,\"publicationDate\":\"2024-02-02\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1155/2024/8709672\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1155/2024/8709672","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Synthesis and Antitubercular Evaluation of Diverse Glycosylated Ureas from D-Glucose
N, N-disubstituted glycosylated ureas have been synthesized in good-to-excellent yields by 1,4-conjugate addition of amines to glycosylated olefinic esters followed by reaction of resulting glycosyl β-amino esters with diisocyanates. The developed sugar-based molecules were well characterized by extensive standard spectroscopic analysis including NMR (1H, 13C, and DEPT), IR, MS, and elemental analysis and were screened for their biological activity against Mycobacterium tuberculosis (M. Tb.), where some of them displayed potent antitubercular activity. The molecules have been designed keeping in view the well-known inhibitors of the enzymes involved in the biosynthesis of mycobacterial cell wall polymers and may be further explored as lead molecules for the successful development of a potential antitubercular drug candidate.
期刊介绍:
Journal of Chemistry is a peer-reviewed, Open Access journal that publishes original research articles as well as review articles in all areas of chemistry.