Novel, low-cost, and environmentally friendly pathway for synthesizing tigecycline

IF 3.2 4区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Vandanaben Bhupatray Sompura , Rizwan Y. Ghumara , Naresh RanajiKiri , Tarunkumar N. Akhaja , Tushar Ravjibhai Sutariya , Samat Rama Ram , Jignesh Priyakant Raval , Keyur kumar A. Kamani
{"title":"Novel, low-cost, and environmentally friendly pathway for synthesizing tigecycline","authors":"Vandanaben Bhupatray Sompura ,&nbsp;Rizwan Y. Ghumara ,&nbsp;Naresh RanajiKiri ,&nbsp;Tarunkumar N. Akhaja ,&nbsp;Tushar Ravjibhai Sutariya ,&nbsp;Samat Rama Ram ,&nbsp;Jignesh Priyakant Raval ,&nbsp;Keyur kumar A. Kamani","doi":"10.1016/j.jics.2024.101441","DOIUrl":null,"url":null,"abstract":"<div><div>The development of tigecycline, effective against tetracycline-resistant bacteria, began with the synthesis of its precursor, 9-amino minocycline, derived from minocycline hydrochloride through nitration. Water served as the primary solvent, ensuring cost-effective processing. In the final step, conversion to tigecycline required only tert-butylglycinoyl chloride hydrochloride as a reactant. This method shows great potential for the sustainable production of tigecycline, making it more accessible for large-scale use as an antibiotic. Throughout the synthesis, various techniques such as IR, <sup>1</sup>H NMR, <sup>13</sup>C NMR, and mass spectrometry were used to characterize each product at different stages.</div></div>","PeriodicalId":17276,"journal":{"name":"Journal of the Indian Chemical Society","volume":"101 11","pages":"Article 101441"},"PeriodicalIF":3.2000,"publicationDate":"2024-10-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of the Indian Chemical Society","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0019452224003212","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0

Abstract

The development of tigecycline, effective against tetracycline-resistant bacteria, began with the synthesis of its precursor, 9-amino minocycline, derived from minocycline hydrochloride through nitration. Water served as the primary solvent, ensuring cost-effective processing. In the final step, conversion to tigecycline required only tert-butylglycinoyl chloride hydrochloride as a reactant. This method shows great potential for the sustainable production of tigecycline, making it more accessible for large-scale use as an antibiotic. Throughout the synthesis, various techniques such as IR, 1H NMR, 13C NMR, and mass spectrometry were used to characterize each product at different stages.

Abstract Image

新型、低成本、环保型替加环素合成途径
替加环素对耐四环素细菌有效,其研发始于其前体--9-氨基米诺环素的合成,米诺环素是通过硝化从盐酸米诺环素中提取的。水作为主要溶剂,确保了加工过程的成本效益。在最后一步,转化为替加环素只需将盐酸叔丁基甘氨酰氯作为反应物。这种方法显示了可持续生产替加环素的巨大潜力,使其更容易大规模用作抗生素。在整个合成过程中,使用了红外光谱、1H NMR、13C NMR 和质谱分析等多种技术来表征不同阶段的每种产物。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
CiteScore
3.50
自引率
7.70%
发文量
492
审稿时长
3-8 weeks
期刊介绍: The Journal of the Indian Chemical Society publishes original, fundamental, theorical, experimental research work of highest quality in all areas of chemistry, biochemistry, medicinal chemistry, electrochemistry, agrochemistry, chemical engineering and technology, food chemistry, environmental chemistry, etc.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信