Electrochemical synthesis of antioxidant trideuteromethylthiolated enaminones through three-component cascade reactions.

IF 4.3 2区 化学 Q2 CHEMISTRY, APPLIED
Jingjing Wang, Lijin Wang, Wenbo Zhang, Yaping Liu, Daoyong Ni, Ge Wu, Yuedan Wu
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引用次数: 0

Abstract

An NH4I-mediated electrochemical three-component cascade reaction has been established for the preparation of trideuteromethylthiolated enaminones from primary amines, acetylacetone, and CD3SSO3Na. This simple protocol is readily applicable to gram-scale synthesis and late-stage modification of bioactive molecules. Preliminary biological screening of the prepared trideuteromethylthiolated enaminones identified compound 4l is capable of protecting cells from oxidative damage by initiating the activation of the Nrf2/HO-1 signaling pathway.

通过三组分级联反应电化学合成抗氧化剂三氘甲基硫代胺酮。
以伯胺、乙酰丙酮和CD3SSO3Na为原料,建立了nh4i介导的电化学三组分级联反应,制备了三氘甲基硫代胺酮。这个简单的方案很容易适用于克级合成和生物活性分子的后期修饰。对制备的三氘甲基硫代胺酮进行初步生物学筛选,发现化合物4l能够通过激活Nrf2/HO-1信号通路来保护细胞免受氧化损伤。
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来源期刊
Molecular Diversity
Molecular Diversity 化学-化学综合
CiteScore
7.30
自引率
7.90%
发文量
219
审稿时长
2.7 months
期刊介绍: Molecular Diversity is a new publication forum for the rapid publication of refereed papers dedicated to describing the development, application and theory of molecular diversity and combinatorial chemistry in basic and applied research and drug discovery. The journal publishes both short and full papers, perspectives, news and reviews dealing with all aspects of the generation of molecular diversity, application of diversity for screening against alternative targets of all types (biological, biophysical, technological), analysis of results obtained and their application in various scientific disciplines/approaches including: combinatorial chemistry and parallel synthesis; small molecule libraries; microwave synthesis; flow synthesis; fluorous synthesis; diversity oriented synthesis (DOS); nanoreactors; click chemistry; multiplex technologies; fragment- and ligand-based design; structure/function/SAR; computational chemistry and molecular design; chemoinformatics; screening techniques and screening interfaces; analytical and purification methods; robotics, automation and miniaturization; targeted libraries; display libraries; peptides and peptoids; proteins; oligonucleotides; carbohydrates; natural diversity; new methods of library formulation and deconvolution; directed evolution, origin of life and recombination; search techniques, landscapes, random chemistry and more;
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