{"title":"Flavonoids in the red-purple flowers of Vicia sativa L. subsp. nigra (L.) Ehrh. (Leguminosae)","authors":"Fumi Tatsuzawa","doi":"10.1016/j.bse.2025.105025","DOIUrl":null,"url":null,"abstract":"<div><div>The previously undescribed anthocyanin; malvidin 3,5-di-<em>O</em>-(6-<em>O</em>-malonyl)-β-glucopyranoside and the undescribed flavonol; kaempferol 3-<em>O</em>-(6-<em>O</em>-β-xylopyranosyl)-β-glucopyranoside were isolated from the red-purple flowers of <em>Vicia sativa</em> L. subsp. <em>nigra</em> (L.) Ehrh. Additionally, four known flavonols were identified: quercetin 3-<em>O</em>-(6-<em>O</em>-β-xylopyranosyl)-β-glucopyranoside, kaempferol 3-<em>O</em>-(6-<em>O</em>-α-rhamnopyranosyl)-β-glucopyranoside, quercetin 3-<em>O</em>-(6-<em>O</em>-α-rhamnopyranosyl)-β-glucopyranoside, and kaempferol 3-<em>O</em>-(2,6-di-<em>O</em>-α-rhamnopyranosyl)-β-glucopyranoside. Structural identification of these flavonoids was achieved through nuclear magnetic resonance spectroscopy and mass spectrometry. Additionally, six known anthocyanins; specifically the 3,5-di-<em>O</em>-glucosides and 3-<em>O</em>-glucoside-5-<em>O</em>-(6-<em>O</em>-malonyl)-glucosides of delphinidin, petunidin, and malvidin, were identified in the flowers (vexillum and wing).</div></div>","PeriodicalId":8799,"journal":{"name":"Biochemical Systematics and Ecology","volume":"122 ","pages":"Article 105025"},"PeriodicalIF":1.4000,"publicationDate":"2025-04-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Biochemical Systematics and Ecology","FirstCategoryId":"99","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0305197825000742","RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
引用次数: 0
Abstract
The previously undescribed anthocyanin; malvidin 3,5-di-O-(6-O-malonyl)-β-glucopyranoside and the undescribed flavonol; kaempferol 3-O-(6-O-β-xylopyranosyl)-β-glucopyranoside were isolated from the red-purple flowers of Vicia sativa L. subsp. nigra (L.) Ehrh. Additionally, four known flavonols were identified: quercetin 3-O-(6-O-β-xylopyranosyl)-β-glucopyranoside, kaempferol 3-O-(6-O-α-rhamnopyranosyl)-β-glucopyranoside, quercetin 3-O-(6-O-α-rhamnopyranosyl)-β-glucopyranoside, and kaempferol 3-O-(2,6-di-O-α-rhamnopyranosyl)-β-glucopyranoside. Structural identification of these flavonoids was achieved through nuclear magnetic resonance spectroscopy and mass spectrometry. Additionally, six known anthocyanins; specifically the 3,5-di-O-glucosides and 3-O-glucoside-5-O-(6-O-malonyl)-glucosides of delphinidin, petunidin, and malvidin, were identified in the flowers (vexillum and wing).
先前描述的花青素;malvidin 3,5-二- o -(6- o -丙二醇)-β-葡萄糖吡喃苷和未描述的黄酮醇;山奈酚3-O-(6-O-β-木pyranosyl)-β-glucopyranoside从紫堇(Vicia sativa L. subsp.)红紫色花中分离得到。黑质(l)Ehrh。此外,还鉴定出4种已知黄酮醇:槲皮素3-O-(6-O-β-木吡喃糖基)-β-葡萄糖苷、山奈酚3-O-(6-O-α-鼠李糖吡喃糖基)-β-葡萄糖苷、槲皮素3-O-(6-O-α-鼠李糖吡喃糖基)-β-葡萄糖苷和山奈酚3-O-(2,6-二- o -α-鼠李糖吡喃糖基)-β-葡萄糖苷。通过核磁共振谱和质谱鉴定了这些类黄酮的结构。此外,六种已知的花青素;在飞鸽苷、矮马甲苷和锦葵苷中分别鉴定出3,5-二- o -糖苷和3- o -糖苷-5- o -(6- o -丙二醇基)-糖苷。
期刊介绍:
Biochemical Systematics and Ecology is devoted to the publication of original papers and reviews, both submitted and invited, in two subject areas: I) the application of biochemistry to problems relating to systematic biology of organisms (biochemical systematics); II) the role of biochemistry in interactions between organisms or between an organism and its environment (biochemical ecology).
In the Biochemical Systematics subject area, comparative studies of the distribution of (secondary) metabolites within a wider taxon (e.g. genus or family) are welcome. Comparative studies, encompassing multiple accessions of each of the taxa within their distribution are particularly encouraged. Welcome are also studies combining classical chemosystematic studies (such as comparative HPLC-MS or GC-MS investigations) with (macro-) molecular phylogenetic studies. Studies that involve the comparative use of compounds to help differentiate among species such as adulterants or substitutes that illustrate the applied use of chemosystematics are welcome. In contrast, studies solely employing macromolecular phylogenetic techniques (gene sequences, RAPD studies etc.) will be considered out of scope. Discouraged are manuscripts that report known or new compounds from a single source taxon without addressing a systematic hypothesis. Also considered out of scope are studies using outdated and hard to reproduce macromolecular techniques such as RAPDs in combination with standard chemosystematic techniques such as GC-FID and GC-MS.