Herbacetin and gossypetin glycosides from Sedum kamtschaticum Fisch. & C. A. Mey. and S. takesimense Nakai, and their antioxidant, anti-aging, and monoamine oxidase inhibitory activities
Su Hui Seong , Bohyun Yun , Jin-Ho Kim , Chan Seo , Seahee Han , Tae-Su Kim , Bo-Ram Kim , Ha-Nul Lee , Sua Im , Jung Eun Kim , Ji-Min Jung , Kyung-Min Choi , Jin-Woo Jeong
{"title":"Herbacetin and gossypetin glycosides from Sedum kamtschaticum Fisch. & C. A. Mey. and S. takesimense Nakai, and their antioxidant, anti-aging, and monoamine oxidase inhibitory activities","authors":"Su Hui Seong , Bohyun Yun , Jin-Ho Kim , Chan Seo , Seahee Han , Tae-Su Kim , Bo-Ram Kim , Ha-Nul Lee , Sua Im , Jung Eun Kim , Ji-Min Jung , Kyung-Min Choi , Jin-Woo Jeong","doi":"10.1016/j.phytochem.2025.114716","DOIUrl":null,"url":null,"abstract":"<div><div>The genus <em>Sedum</em> is recognized for its diverse biological activities; however, the potential anti-depressive properties of <em>Sedum kamtschaticum</em> Fisch. & C. A. Mey. and <em>S</em>. <em>takesimense</em> Nakai, along with their bioactive constituents, remain unexplored. Therefore, this study was conducted to profile the phytochemicals of SK and ST and evaluate their antioxidant, anti-aging, and anti-monoamine oxidase potential <em>in vitro</em>. The 70 % ethanolic extracts of SK and ST showed radical-scavenging, anti-aging, and monoamine oxidase inhibitory activities. Through ultra-performance liquid chromatography–electrospray ionization–high-resolution quadrupole time-of-flight mass spectrometry, three phenolic acids, 12 phenolic glucosides, one ellagic acid, and 14 flavonoids were identified. Notably, four flavonoids were reported for the first time: gossypetin-3,5-di-<em>O</em>-β-<span>d</span>-glucopyranoside-8-<em>O</em>-β-<span>d</span>-xylopyranoside (<strong>7</strong>), gossypetin-3,5-di-<em>O</em>-β-<span>d</span>-glucopyranoside-8-<em>O</em>-α-<span>l</span>-arabinopyranoside (<strong>8</strong>), herbacetin-3,5-di-<em>O</em>-β-<span>d</span>-glucopyranoside-8-<em>O</em>-β-<span>d</span>-xylopyranoside (<strong>10</strong>), and herbacetin-3,5-di-<em>O</em>-β-<span>d</span>-glucopyranoside-8-<em>O</em>-α-<span>l</span>-arabinopyranoside (<strong>11</strong>), as characterized through mass spectrometry, ultraviolet, electronic circular dichroism, and nuclear magnetic resonance analyses. The biological activity assay revealed that most flavonoids exhibited significant antioxidant and lifespan-extending activities. Moreover, their aglycones—gossypetin and herbacetin—exhibited potent and selective inhibition of monoamine oxidase-B. These findings suggest that gossypetin- and herbacetin-based flavonols, the main active compounds in <em>S</em>. <em>kamtschaticum</em> Fisch. & C. A. Mey. and <em>S</em>. <em>takesimense</em> Nakai, may be employed as lead structures in the development of functional foods or drugs to prevent diseases caused by aging and neurotransmitter imbalances.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"242 ","pages":"Article 114716"},"PeriodicalIF":3.4000,"publicationDate":"2026-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Phytochemistry","FirstCategoryId":"99","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0031942225003395","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/11/4 0:00:00","PubModel":"Epub","JCR":"Q2","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
引用次数: 0
Abstract
The genus Sedum is recognized for its diverse biological activities; however, the potential anti-depressive properties of Sedum kamtschaticum Fisch. & C. A. Mey. and S. takesimense Nakai, along with their bioactive constituents, remain unexplored. Therefore, this study was conducted to profile the phytochemicals of SK and ST and evaluate their antioxidant, anti-aging, and anti-monoamine oxidase potential in vitro. The 70 % ethanolic extracts of SK and ST showed radical-scavenging, anti-aging, and monoamine oxidase inhibitory activities. Through ultra-performance liquid chromatography–electrospray ionization–high-resolution quadrupole time-of-flight mass spectrometry, three phenolic acids, 12 phenolic glucosides, one ellagic acid, and 14 flavonoids were identified. Notably, four flavonoids were reported for the first time: gossypetin-3,5-di-O-β-d-glucopyranoside-8-O-β-d-xylopyranoside (7), gossypetin-3,5-di-O-β-d-glucopyranoside-8-O-α-l-arabinopyranoside (8), herbacetin-3,5-di-O-β-d-glucopyranoside-8-O-β-d-xylopyranoside (10), and herbacetin-3,5-di-O-β-d-glucopyranoside-8-O-α-l-arabinopyranoside (11), as characterized through mass spectrometry, ultraviolet, electronic circular dichroism, and nuclear magnetic resonance analyses. The biological activity assay revealed that most flavonoids exhibited significant antioxidant and lifespan-extending activities. Moreover, their aglycones—gossypetin and herbacetin—exhibited potent and selective inhibition of monoamine oxidase-B. These findings suggest that gossypetin- and herbacetin-based flavonols, the main active compounds in S. kamtschaticum Fisch. & C. A. Mey. and S. takesimense Nakai, may be employed as lead structures in the development of functional foods or drugs to prevent diseases caused by aging and neurotransmitter imbalances.
景天属以其多样的生物活性而闻名;然而,景天潜在的抗抑郁特性。& C. A.好的。和S. takesimense Nakai及其生物活性成分仍未被探索。因此,本研究对其植物化学成分进行了分析,并对其体外抗氧化、抗衰老和抗单胺氧化酶活性进行了评价。70%乙醇提取物具有清除自由基、抗衰老和抑制单胺氧化酶活性。通过超高效液相色谱-电喷雾电离-高分辨率四极杆飞行时间质谱分析,鉴定出3种酚类酸、12种酚类糖苷、1种鞣花酸和14种黄酮类化合物。值得注意的是,通过质谱、紫外、电子圆二色性和核磁共振分析,首次报道了四种黄酮类化合物:棉苷-3,5-二- o -β- d -葡萄糖吡喃苷-8- o -α- l -阿拉伯糖吡喃苷(7)、棉苷-3,5-二- o -β- d -葡萄糖吡喃苷-8- o -α- l -阿拉伯糖吡喃苷(8)、草糖苷-3,5-二- o -β- d -葡萄糖吡喃苷-8- o -α- l -阿拉伯糖吡喃苷(10)和草糖苷-3,5-二- o -β- d -葡萄糖吡喃苷-8- o -α- l -阿拉伯糖吡喃苷(11)。生物活性分析表明,大多数黄酮类化合物具有显著的抗氧化和延寿活性。此外,它们的糖基——棉籽苷和草菌素——表现出对单胺氧化酶- b的有效和选择性抑制。这些结果表明,棉黄酮醇和草黄酮醇是金缕草的主要活性化合物。& C. A.好的。和S. takesimense Nakai,可能被用作开发功能食品或药物的先导结构,以预防由衰老和神经递质失衡引起的疾病。
期刊介绍:
Phytochemistry is a leading international journal publishing studies of plant chemistry, biochemistry, molecular biology and genetics, structure and bioactivities of phytochemicals, including ''-omics'' and bioinformatics/computational biology approaches. Phytochemistry is a primary source for papers dealing with phytochemicals, especially reports concerning their biosynthesis, regulation, and biological properties both in planta and as bioactive principles. Articles are published online as soon as possible as Articles-in-Press and in 12 volumes per year. Occasional topic-focussed special issues are published composed of papers from invited authors.