Kaiyue Yang, Dongke Zhang, Ce Yang, Xueyan Yang, Jiaxin He, Haofeng Shi, Zichuan Liu and Yunfei Du
{"title":"Synthesis and biological studies of 3-trideuteromethylated chromones and their heteroatom analogues†","authors":"Kaiyue Yang, Dongke Zhang, Ce Yang, Xueyan Yang, Jiaxin He, Haofeng Shi, Zichuan Liu and Yunfei Du","doi":"10.1039/D4QO02081B","DOIUrl":null,"url":null,"abstract":"<p >Bioactive trideuteromethylated chromones and their heteroatom analogues were synthesized <em>via</em> trideuteromethylation of chromones and their heteroatom analogues by utilizing Fenton's reagent system with DMSO-<em>d</em><small><sub>6</sub></small> as the “CD<small><sub>3</sub></small>” source. Mechanistically, it was postulated that the hydroxyl radical generated from Fenton's reagent system first reacted with DMSO-<em>d</em><small><sub>6</sub></small> to give the electrophilic trideuteromethyl radical, which underwent radical substitution with chromones and their heteroatom analogues to give the title products. The obtained trideuteromethylated compounds were subjected to biological studies and the results revealed that this class of trideuteromethylated chromones and their heteroatom analogues exhibit good to excellent <em>in vitro</em> anti-lung carcinoma and anti-hepatoma activities.</p>","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":" 4","pages":" 1307-1313"},"PeriodicalIF":4.6000,"publicationDate":"2024-12-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Chemistry Frontiers","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2025/qo/d4qo02081b","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Bioactive trideuteromethylated chromones and their heteroatom analogues were synthesized via trideuteromethylation of chromones and their heteroatom analogues by utilizing Fenton's reagent system with DMSO-d6 as the “CD3” source. Mechanistically, it was postulated that the hydroxyl radical generated from Fenton's reagent system first reacted with DMSO-d6 to give the electrophilic trideuteromethyl radical, which underwent radical substitution with chromones and their heteroatom analogues to give the title products. The obtained trideuteromethylated compounds were subjected to biological studies and the results revealed that this class of trideuteromethylated chromones and their heteroatom analogues exhibit good to excellent in vitro anti-lung carcinoma and anti-hepatoma activities.
期刊介绍：
Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.
求助内容：
应助结果提醒方式：
京公网安备 11010802042870号
