Targeted isolation of barrigenol-like triterpenoids from the husks of Xanthoceras sorbifolia Bunge based on feature-based molecular networking and their antitumor activities

IF 2.5 3区医学 Q3 CHEMISTRY, MEDICINAL Fitoterapia Pub Date : 2024-10-09 DOI:10.1016/j.fitote.2024.106245

Haizhen Liang , Fan Yang , Jie Zhang, Pengxin Lu, Guang Yang, Xiaojuan Chen, Qing Sun, Juan Song, Shuchen Liu, Baiping Ma

{"title":"Targeted isolation of barrigenol-like triterpenoids from the husks of Xanthoceras sorbifolia Bunge based on feature-based molecular networking and their antitumor activities","authors":"Haizhen Liang , Fan Yang , Jie Zhang, Pengxin Lu, Guang Yang, Xiaojuan Chen, Qing Sun, Juan Song, Shuchen Liu, Baiping Ma","doi":"10.1016/j.fitote.2024.106245","DOIUrl":null,"url":null,"abstract":"<div><div>The husks of <em>Xanthoceras sorbifolia</em> Bunge have gradually attracted widespread attention in recent years due to the abundant resources and ideal pharmacological activities, with barrigenol-like triterpenoid saponins being its biological constituents. In this study, a feature-based molecular networking (FBMN) was utilized to perform the targeted isolation of triterpenoids. As a result, six undescribed barrigenol-type saponins (<strong>1–6</strong>) along with fourteen known analogues (<strong>7–22</strong>) were isolated from the extract of <em>X. sorbifolia</em> husk. Their structures were determined through a comprehensive analysis of NMR and HRMS spectroscopic data. Among them, compounds <strong>1–3</strong> are a specific type of saponin featuring a fucose moiety attached at C-21. The antitumor activities of isolated compounds were evaluated and compounds <strong>7</strong>, <strong>9</strong> and <strong>10</strong> showed significant inhibitory activities against A549 and HepG2 cell lines in a dose-dependent manner.</div></div>","PeriodicalId":12147,"journal":{"name":"Fitoterapia","volume":"179 ","pages":"Article 106245"},"PeriodicalIF":2.5000,"publicationDate":"2024-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Fitoterapia","FirstCategoryId":"3","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0367326X24004283","RegionNum":3,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}

引用次数: 0

Abstract

The husks of Xanthoceras sorbifolia Bunge have gradually attracted widespread attention in recent years due to the abundant resources and ideal pharmacological activities, with barrigenol-like triterpenoid saponins being its biological constituents. In this study, a feature-based molecular networking (FBMN) was utilized to perform the targeted isolation of triterpenoids. As a result, six undescribed barrigenol-type saponins (1–6) along with fourteen known analogues (7–22) were isolated from the extract of X. sorbifolia husk. Their structures were determined through a comprehensive analysis of NMR and HRMS spectroscopic data. Among them, compounds 1–3 are a specific type of saponin featuring a fucose moiety attached at C-21. The antitumor activities of isolated compounds were evaluated and compounds 7, 9 and 10 showed significant inhibitory activities against A549 and HepG2 cell lines in a dose-dependent manner.

Abstract Image

查看原文

微信好友朋友圈 QQ好友复制链接

本刊更多论文

基于特征分子网络从 Xanthoceras sorbifolia Bunge 外皮中定向分离出类似巴戟天的三萜类化合物及其抗肿瘤活性。

Xanthoceras sorbifolia Bunge的果壳因其丰富的资源和理想的药理活性近年来逐渐受到广泛关注，其生物成分为巴戟天醇类三萜皂苷。本研究利用基于特征的分子网络（FBMN）对三萜类化合物进行了定向分离。结果，从 X. sorbifolia 外皮的提取物中分离出了六种未被描述的巴戟天醇类皂甙（1-6）和十四种已知的类似物（7-22）。通过对核磁共振和 HRMS 光谱数据的综合分析，确定了它们的结构。其中，化合物 1-3 是一种特殊类型的皂苷，其特点是在 C-21 上连接了一个岩藻糖分子。对分离出的化合物进行了抗肿瘤活性评估，结果表明化合物 7、9 和 10 对 A549 和 HepG2 细胞株具有显著的抑制活性，且呈剂量依赖性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文去求助

来源期刊

Fitoterapia 医学-药学

CiteScore

5.80

自引率

2.90%

发文量

198

审稿时长

1.5 months

期刊介绍： Fitoterapia is a Journal dedicated to medicinal plants and to bioactive natural products of plant origin. It publishes original contributions in seven major areas: 1. Characterization of active ingredients of medicinal plants 2. Development of standardization method for bioactive plant extracts and natural products 3. Identification of bioactivity in plant extracts 4. Identification of targets and mechanism of activity of plant extracts 5. Production and genomic characterization of medicinal plants biomass 6. Chemistry and biochemistry of bioactive natural products of plant origin 7. Critical reviews of the historical, clinical and legal status of medicinal plants, and accounts on topical issues.