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Synthesis and Radical Scavenging Activity of Substituted Dihydrobenzofuran-5-ols
Heterocycles ( IF 0.8 ) Pub Date : 2021-11-30 , DOI: 10.3987/com-21-14577
Keiko Inami , Hiromasa Minami , Tsunahito Hayashi , Yuta Okayama , Masataka Mochizuki

Antioxidants are important in preventing oxidative stress by scavenging oxygen free radicals. In this study, a series of 2,2-dimethyl-2,3-dihydrobenzofuran-5-ols with amino, methoxy, chloro and nitro groups at the ortho position relative to the phenolic OH group were newly synthesized, and their galvinoxyl and hydroxyl radical scavenging activities were measured. Substituted 2,3-dihydrobenzofuran-5-ols showed higher activity than the corresponding 6-chromanols, especially 6-amino-2,2-dimethyl-2,3-dihydrobenzofuran-5-ol, which possessed the highest activity among the tested compounds. The results demonstrated that the planarity and electron-donating capacity of these molecules enhanced their radical scavenging activities, as is known for 6-chromanols.

中文翻译:

取代二氢苯并呋喃-5-醇的合成及自由基清除活性

抗氧化剂通过清除氧自由基在预防氧化应激方面很重要。本研究新合成了一系列在酚羟基邻位具有氨基、甲氧基、氯和硝基的2,2-二甲基-2,3-二氢苯并呋喃-5-醇,以及它们的galvinoxyl和羟基。测量自由基清除活性。取代的 2,3-dihydrobenzofuran-5-ols 表现出比相应的 6-chromanols 更高的活性,尤其是 6-amino-2,2-dimethyl-2,3-dihydrobenzofuran-5-ol,在测试的化合物中具有最高的活性. 结果表明,这些分子的平面性和供电子能力增强了它们的自由基清除活性,这对于 6-色原醇是众所周知的。
更新日期:2021-11-30
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