Shuangmei Gong , Changying Yang , Min Li , Xiaobo Li
{"title":"6种黄酮类化合物酚羟基质子转移与抗氧化活性的相关性研究","authors":"Shuangmei Gong , Changying Yang , Min Li , Xiaobo Li","doi":"10.1016/j.bbamem.2025.184444","DOIUrl":null,"url":null,"abstract":"<div><div>This study investigated six flavonoids' photophysical properties in various environments, revealing their pKa variations (e.g., quercetin: 7.364 in water vs 9.329 in vesicles) and demonstrating vesicle/liposome systems' protective effects by slowing proton transfer and oxidation. Metal ion complexation occurred preferentially at specific hydroxyl-keto sites (3-OH-4-keto for quercetin/kaempferol, 5-OH-4-keto for apigenin/baicalein), while structural features like phenolic hydroxyl arrangement and double bonds significantly influenced these interactions. Importantly, the work established that vesicular systems provide superior protection against proton transfer and oxidation compared to liposomes.ANS fluorescence quenching studies further characterized their molecular behaviors, providing key insights into flavonoid stabilization mechanisms and pharmacological activity foundations.</div></div>","PeriodicalId":8831,"journal":{"name":"Biochimica et biophysica acta. Biomembranes","volume":"1867 8","pages":"Article 184444"},"PeriodicalIF":2.5000,"publicationDate":"2025-08-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Study on the correlation between proton transfer of phenolic hydroxyl groups of 6 flavonoid compounds and their antioxidant activities\",\"authors\":\"Shuangmei Gong , Changying Yang , Min Li , Xiaobo Li\",\"doi\":\"10.1016/j.bbamem.2025.184444\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>This study investigated six flavonoids' photophysical properties in various environments, revealing their pKa variations (e.g., quercetin: 7.364 in water vs 9.329 in vesicles) and demonstrating vesicle/liposome systems' protective effects by slowing proton transfer and oxidation. Metal ion complexation occurred preferentially at specific hydroxyl-keto sites (3-OH-4-keto for quercetin/kaempferol, 5-OH-4-keto for apigenin/baicalein), while structural features like phenolic hydroxyl arrangement and double bonds significantly influenced these interactions. Importantly, the work established that vesicular systems provide superior protection against proton transfer and oxidation compared to liposomes.ANS fluorescence quenching studies further characterized their molecular behaviors, providing key insights into flavonoid stabilization mechanisms and pharmacological activity foundations.</div></div>\",\"PeriodicalId\":8831,\"journal\":{\"name\":\"Biochimica et biophysica acta. Biomembranes\",\"volume\":\"1867 8\",\"pages\":\"Article 184444\"},\"PeriodicalIF\":2.5000,\"publicationDate\":\"2025-08-19\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Biochimica et biophysica acta. Biomembranes\",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0005273625000380\",\"RegionNum\":3,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"BIOCHEMISTRY & MOLECULAR BIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Biochimica et biophysica acta. Biomembranes","FirstCategoryId":"99","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0005273625000380","RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
Study on the correlation between proton transfer of phenolic hydroxyl groups of 6 flavonoid compounds and their antioxidant activities
This study investigated six flavonoids' photophysical properties in various environments, revealing their pKa variations (e.g., quercetin: 7.364 in water vs 9.329 in vesicles) and demonstrating vesicle/liposome systems' protective effects by slowing proton transfer and oxidation. Metal ion complexation occurred preferentially at specific hydroxyl-keto sites (3-OH-4-keto for quercetin/kaempferol, 5-OH-4-keto for apigenin/baicalein), while structural features like phenolic hydroxyl arrangement and double bonds significantly influenced these interactions. Importantly, the work established that vesicular systems provide superior protection against proton transfer and oxidation compared to liposomes.ANS fluorescence quenching studies further characterized their molecular behaviors, providing key insights into flavonoid stabilization mechanisms and pharmacological activity foundations.
期刊介绍:
BBA Biomembranes has its main focus on membrane structure, function and biomolecular organization, membrane proteins, receptors, channels and anchors, fluidity and composition, model membranes and liposomes, membrane surface studies and ligand interactions, transport studies, and membrane dynamics.