Hinokione: an abietene diterpene with pancreatic β cells regeneration and hypoglycemic activity, and other derivatives with novel structures from the woods of Agathis dammara

IF 2.5 4区医学 Q3 CHEMISTRY, MEDICINAL

Journal of Natural Medicines Pub Date : 2024-05-09 DOI:10.1007/s11418-024-01816-z

Zheng Wang, Zhe-Wei Yu, Yi Zhang, Wen-Hui Wang, Xin-Yi Wu, Shun-Zhi Liu, Yan-Lin Bin, Bang-Ping Cai, Shi-Yan Huang, Mei-Juan Fang, Rong Qi, Ming-Yu Li, Ying-Kun Qiu

{"title":"Hinokione: an abietene diterpene with pancreatic β cells regeneration and hypoglycemic activity, and other derivatives with novel structures from the woods of Agathis dammara","authors":"Zheng Wang, Zhe-Wei Yu, Yi Zhang, Wen-Hui Wang, Xin-Yi Wu, Shun-Zhi Liu, Yan-Lin Bin, Bang-Ping Cai, Shi-Yan Huang, Mei-Juan Fang, Rong Qi, Ming-Yu Li, Ying-Kun Qiu","doi":"10.1007/s11418-024-01816-z","DOIUrl":null,"url":null,"abstract":"<div><p>In this study, 14 abietene and pimarene diterpenoids were isolated from the woods of <i>Agathis dammara</i>. Among them, 4 new compounds, dammarone A-C and dammaric acid A (<b>1–4</b>), were firstly reported, respectively. The structure of the new compounds was determined by HR ESI–MS and 1D/2D NMR spectroscopy, and their absolute configuration was determined by electronic circular dichroism (ECD) exciton chirality method. The hypoglycemic effect of all compounds was evaluated by transgenic zebrafish model, and the structure–activity relationship was discussed. Hinokione (<b>7</b>, HO) has low toxicity and significant hypoglycemic effects on zebrafish, the mechanism is mainly by promoting the differentiation of zebrafish pancreatic endocrine precursor cells (PEP cells) into β cells, thereby promoting the regeneration of pancreatic β cells.</p><h3>Graphical abstract</h3>\n<div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":654,"journal":{"name":"Journal of Natural Medicines","volume":"78 4","pages":"849 - 862"},"PeriodicalIF":2.5000,"publicationDate":"2024-05-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Natural Medicines","FirstCategoryId":"3","ListUrlMain":"https://link.springer.com/article/10.1007/s11418-024-01816-z","RegionNum":4,"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

In this study, 14 abietene and pimarene diterpenoids were isolated from the woods of Agathis dammara. Among them, 4 new compounds, dammarone A-C and dammaric acid A (1–4), were firstly reported, respectively. The structure of the new compounds was determined by HR ESI–MS and 1D/2D NMR spectroscopy, and their absolute configuration was determined by electronic circular dichroism (ECD) exciton chirality method. The hypoglycemic effect of all compounds was evaluated by transgenic zebrafish model, and the structure–activity relationship was discussed. Hinokione (7, HO) has low toxicity and significant hypoglycemic effects on zebrafish, the mechanism is mainly by promoting the differentiation of zebrafish pancreatic endocrine precursor cells (PEP cells) into β cells, thereby promoting the regeneration of pancreatic β cells.

Graphical abstract

Abstract Image

查看原文本刊更多论文

Hinokione：一种具有胰腺β细胞再生和降血糖活性的双烯二萜，以及来自 Agathis dammara 树林的其他具有新结构的衍生物。

本研究从大马鲛（Agathis dammara）木材中分离出了 14 种双乙烯和双烯丙基二萜类化合物。其中，达玛酮 A-C 和达玛酸 A（1-4）这 4 个新化合物是首次报道。这些新化合物的结构由 HR ESI-MS 和 1D/2D NMR 光谱测定，其绝对构型由电子圆二色性（ECD）激子手性法测定。通过转基因斑马鱼模型评价了所有化合物的降血糖作用，并讨论了其结构-活性关系。桧酮（7，HO）对斑马鱼具有低毒性和显著的降血糖作用，其机制主要是通过促进斑马鱼胰腺内分泌前体细胞（PEP细胞）分化为β细胞，从而促进胰腺β细胞的再生。

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分钟内获得全文求助全文

来源期刊

Journal of Natural Medicines 医学-药学

CiteScore

6.90

自引率

3.00%

发文量

审稿时长

1.7 months

期刊介绍： The Journal of Natural Medicines is an international journal publishing original research in naturally occurring medicines and their related foods and cosmetics. It covers: -chemistry of natural products -biochemistry of medicinal plants -pharmacology of natural products and herbs, including Kampo formulas and traditional herbs -botanical anatomy -cultivation of medicinal plants. The journal accepts Original Papers, Notes, Rapid Communications and Natural Resource Letters. Reviews and Mini-Reviews are generally invited.