{"title":"含吲哚的苯并[f]香豆素新衍生物的合成及其对大鼠 C6 胶质瘤细胞增殖和氧化还原状态的影响","authors":"T. A. Kulahava, V. A. Shumski, I. V. Mineyeva","doi":"10.1134/S1070428024060034","DOIUrl":null,"url":null,"abstract":"<p>Modification of 2-acetyl-3<i>H</i>-benzo[<i>f</i>]chromen-3-one and 2-[(2<i>E</i>)-3-phenylprop-2-enoyl]-3<i>H</i>-benzo[<i>f</i>]chromen-3-one has been performed for the first time via the reaction with indole. The resulting benzo[<i>f</i>]coumarins have been found to exhibit antioxidant properties in model systems: they react with hydrogen peroxide and sodium hypochlorite and regulate redox state of rat C6 glioma cells, which is reflected in reduced concentration of intracellular hydrogen peroxide and increased level of reduced glutathione. The synthesized compounds in the presence of exogenous hydrogen peroxide exert a protective effect on the cells, acting as antioxidants and restoring the redox balance. 2-[3-(1<i>H</i>-Indol-3-yl)-3-phenylpropanoyl]-3<i>H</i>-benzo[<i>f</i>]khromen-3-one at a micromolar concentrations inhibited the rat C6 glioma cell proliferation by 25–35%.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":0.8000,"publicationDate":"2024-08-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis of New Indole-Containing Benzo[f]coumarin Derivatives and Their Effect on the Proliferation and Redox State of Rat C6 Glioma Cells\",\"authors\":\"T. A. Kulahava, V. A. Shumski, I. V. Mineyeva\",\"doi\":\"10.1134/S1070428024060034\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>Modification of 2-acetyl-3<i>H</i>-benzo[<i>f</i>]chromen-3-one and 2-[(2<i>E</i>)-3-phenylprop-2-enoyl]-3<i>H</i>-benzo[<i>f</i>]chromen-3-one has been performed for the first time via the reaction with indole. The resulting benzo[<i>f</i>]coumarins have been found to exhibit antioxidant properties in model systems: they react with hydrogen peroxide and sodium hypochlorite and regulate redox state of rat C6 glioma cells, which is reflected in reduced concentration of intracellular hydrogen peroxide and increased level of reduced glutathione. The synthesized compounds in the presence of exogenous hydrogen peroxide exert a protective effect on the cells, acting as antioxidants and restoring the redox balance. 2-[3-(1<i>H</i>-Indol-3-yl)-3-phenylpropanoyl]-3<i>H</i>-benzo[<i>f</i>]khromen-3-one at a micromolar concentrations inhibited the rat C6 glioma cell proliferation by 25–35%.</p>\",\"PeriodicalId\":766,\"journal\":{\"name\":\"Russian Journal of Organic Chemistry\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":0.8000,\"publicationDate\":\"2024-08-30\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Russian Journal of Organic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1134/S1070428024060034\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1134/S1070428024060034","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Synthesis of New Indole-Containing Benzo[f]coumarin Derivatives and Their Effect on the Proliferation and Redox State of Rat C6 Glioma Cells
Modification of 2-acetyl-3H-benzo[f]chromen-3-one and 2-[(2E)-3-phenylprop-2-enoyl]-3H-benzo[f]chromen-3-one has been performed for the first time via the reaction with indole. The resulting benzo[f]coumarins have been found to exhibit antioxidant properties in model systems: they react with hydrogen peroxide and sodium hypochlorite and regulate redox state of rat C6 glioma cells, which is reflected in reduced concentration of intracellular hydrogen peroxide and increased level of reduced glutathione. The synthesized compounds in the presence of exogenous hydrogen peroxide exert a protective effect on the cells, acting as antioxidants and restoring the redox balance. 2-[3-(1H-Indol-3-yl)-3-phenylpropanoyl]-3H-benzo[f]khromen-3-one at a micromolar concentrations inhibited the rat C6 glioma cell proliferation by 25–35%.
期刊介绍：
Russian Journal of Organic Chemistry is an international peer reviewed journal that covers all aspects of modern organic chemistry including organic synthesis, theoretical organic chemistry, structure and mechanism, and the application of organometallic compounds in organic synthesis.
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