{"title":"缬草中的类铱和木脂素及其生物活性。","authors":"","doi":"10.1016/j.phytochem.2024.114311","DOIUrl":null,"url":null,"abstract":"<div><div>Seven undescribed iridoids, identified as valeriridoids A-E (compounds <strong>1</strong>, <strong>5</strong>, <strong>18</strong>, <strong>19a</strong>, <strong>19b</strong>, <strong>20a</strong>, and <strong>20b</strong>), were isolated from the roots and rhizomes of <em>Valeriana officinalis</em> L., along with sixteen known iridoids and nine known lignans. The structures were elucidated using NMR and MS spectroscopy, and the absolute configurations of the undescribed iridoids were determined through ECD calculations. Valeriridoids D and E were found to be epimeric and scalemic mixtures, which were successfully resolved through a chiral column. These isolated iridoids were evaluated for their antiproliferative activities, with valeriridoid A, jatamanvaltrates P, and Q showing significant effects against human non-small cell lung cancer cells, with IC<sub>50</sub> values of 14.68, 8.77, and 10.07 μM, respectively. Furthermore, the antihyperglycemic properties of the compounds were investigated in insulin-resistant human hepatoblastoma cells induced by palmitic acid treatment, revealing that valeriridoid A, jatamanvaltrates P, and Q at a concentration of 10 μM led to a notable increase in glucose consumption.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":null,"pages":null},"PeriodicalIF":3.2000,"publicationDate":"2024-10-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Iridoids and lignans from Valeriana officinalis and their bioactivities\",\"authors\":\"\",\"doi\":\"10.1016/j.phytochem.2024.114311\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Seven undescribed iridoids, identified as valeriridoids A-E (compounds <strong>1</strong>, <strong>5</strong>, <strong>18</strong>, <strong>19a</strong>, <strong>19b</strong>, <strong>20a</strong>, and <strong>20b</strong>), were isolated from the roots and rhizomes of <em>Valeriana officinalis</em> L., along with sixteen known iridoids and nine known lignans. The structures were elucidated using NMR and MS spectroscopy, and the absolute configurations of the undescribed iridoids were determined through ECD calculations. Valeriridoids D and E were found to be epimeric and scalemic mixtures, which were successfully resolved through a chiral column. These isolated iridoids were evaluated for their antiproliferative activities, with valeriridoid A, jatamanvaltrates P, and Q showing significant effects against human non-small cell lung cancer cells, with IC<sub>50</sub> values of 14.68, 8.77, and 10.07 μM, respectively. Furthermore, the antihyperglycemic properties of the compounds were investigated in insulin-resistant human hepatoblastoma cells induced by palmitic acid treatment, revealing that valeriridoid A, jatamanvaltrates P, and Q at a concentration of 10 μM led to a notable increase in glucose consumption.</div></div>\",\"PeriodicalId\":20170,\"journal\":{\"name\":\"Phytochemistry\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":3.2000,\"publicationDate\":\"2024-10-24\",\"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/S0031942224003480\",\"RegionNum\":2,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"BIOCHEMISTRY & MOLECULAR BIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Phytochemistry","FirstCategoryId":"99","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0031942224003480","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
引用次数: 0
摘要
从 Valeriana officinalis L. 的根和根茎中分离出了七种未被描述的虹彩类化合物(化合物 1、5、18、19a、19b、20a 和 20b),以及十六种已知的虹彩类化合物和九种已知的木脂素。利用核磁共振和质谱法阐明了它们的结构,并通过 ECD 计算确定了未被描述的虹彩类化合物的绝对构型。发现缬烷基环氧乙烷 D 和 E 是外嵌体和鳞片状混合物,并通过手性色谱柱成功地将其分离出来。对这些分离出的虹彩类化合物进行了抗增殖活性评估,其中缬烷基虹彩类化合物 A、鸦胆子缬烷酸酯 P 和 Q 对人类非小细胞肺癌细胞具有显著的抗癌作用,其 IC50 值分别为 14.68、8.77 和 10.07 μM。此外,还研究了这些化合物在棕榈酸处理诱导的胰岛素抗性人肝母细胞瘤细胞中的抗高血糖特性,结果表明,浓度为 10 μM 的缬烷酸 A、鸦胆子缬烷酸 P 和 Q 能明显增加葡萄糖的消耗。
Iridoids and lignans from Valeriana officinalis and their bioactivities
Seven undescribed iridoids, identified as valeriridoids A-E (compounds 1, 5, 18, 19a, 19b, 20a, and 20b), were isolated from the roots and rhizomes of Valeriana officinalis L., along with sixteen known iridoids and nine known lignans. The structures were elucidated using NMR and MS spectroscopy, and the absolute configurations of the undescribed iridoids were determined through ECD calculations. Valeriridoids D and E were found to be epimeric and scalemic mixtures, which were successfully resolved through a chiral column. These isolated iridoids were evaluated for their antiproliferative activities, with valeriridoid A, jatamanvaltrates P, and Q showing significant effects against human non-small cell lung cancer cells, with IC50 values of 14.68, 8.77, and 10.07 μM, respectively. Furthermore, the antihyperglycemic properties of the compounds were investigated in insulin-resistant human hepatoblastoma cells induced by palmitic acid treatment, revealing that valeriridoid A, jatamanvaltrates P, and Q at a concentration of 10 μM led to a notable increase in glucose consumption.
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.