Alkylphthalides with intracellular triglyceride metabolism-promoting activity from the rhizomes of Cnidium officinale Makino

IF 2.5 4区医学 Q3 CHEMISTRY, MEDICINAL Journal of Natural Medicines Pub Date : 2024-04-04 DOI:10.1007/s11418-024-01799-x

Toshio Morikawa, Naoki Inoue, Saya Yamamoto, Miyuki Shiotani, Yoshiaki Manse, Kiyofumi Ninomiya

{"title":"Alkylphthalides with intracellular triglyceride metabolism-promoting activity from the rhizomes of Cnidium officinale Makino","authors":"Toshio Morikawa, Naoki Inoue, Saya Yamamoto, Miyuki Shiotani, Yoshiaki Manse, Kiyofumi Ninomiya","doi":"10.1007/s11418-024-01799-x","DOIUrl":null,"url":null,"abstract":"<div><p>Methanol extract of the <i>Cnidium officinale</i> Makino rhizome, which is used as a crude drug Cnidium Rhizome (<i>Cnidii Rhizoma</i>; “<i>Senkyu</i>” in Japanese) and is listed in the Japanese Pharmacopoeia XVIII, showed intracellular triglyceride metabolism-promoting activity in high glucose-pretreated HepG2 cells. Thirty-five constituents, including two new alkylphthalide glycosides, senkyunosides A (<b>1</b>) and B (<b>2</b>), and a neolignan with a new stereoisomeric structure (<b>3</b>), were isolated in the extract. Their stereostructures were elucidated based on chemical and spectroscopic evidence. Among the isolates, several alkylphthalides, (<i>Z</i>)-3-butylidene-7-methoxyphthalide (<b>9</b>) and senkyunolides G (<b>10</b>), H (<b>14</b>), and I (<b>15</b>), and a polyacetylene falcarindiol (<b>26</b>), were found to show significant activity without any cytotoxicity at 10 μM.</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 3","pages":"709 - 721"},"PeriodicalIF":2.5000,"publicationDate":"2024-04-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s11418-024-01799-x.pdf","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Natural Medicines","FirstCategoryId":"3","ListUrlMain":"https://link.springer.com/article/10.1007/s11418-024-01799-x","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

Methanol extract of the Cnidium officinale Makino rhizome, which is used as a crude drug Cnidium Rhizome (Cnidii Rhizoma; “Senkyu” in Japanese) and is listed in the Japanese Pharmacopoeia XVIII, showed intracellular triglyceride metabolism-promoting activity in high glucose-pretreated HepG2 cells. Thirty-five constituents, including two new alkylphthalide glycosides, senkyunosides A (1) and B (2), and a neolignan with a new stereoisomeric structure (3), were isolated in the extract. Their stereostructures were elucidated based on chemical and spectroscopic evidence. Among the isolates, several alkylphthalides, (Z)-3-butylidene-7-methoxyphthalide (9) and senkyunolides G (10), H (14), and I (15), and a polyacetylene falcarindiol (26), were found to show significant activity without any cytotoxicity at 10 μM.

Graphical abstract

查看原文

微信好友朋友圈 QQ好友复制链接

本刊更多论文

牧野蛇床子根茎中具有促进细胞内甘油三酯代谢活性的烷基酞类化合物

作为粗制药物蛇床子根茎（Cnidii Rhizoma，日文为 "Senkyu"）并被列入日本药典 XVIII 的 Cnidium officinale Makino 根茎的甲醇提取物在高糖预处理的 HepG2 细胞中显示出促进细胞内甘油三酯代谢的活性。提取物中分离出 35 种成分，包括两种新的烷基邻苯二甲酸苷--仙蒟苷 A（1）和 B（2），以及一种具有新立体异构体结构的新木质素（3）。根据化学和光谱证据阐明了它们的立体结构。在这些分离物中，发现了几种烷基酞化物，(Z)-3-亚丁基-7-甲氧基酞(9)和番木瓜内酯 G(10)、H(14)和 I(15)，以及一种聚乙炔类镰刀炔二醇(26)，在 10 μM 的浓度下显示出显著的活性，且无任何细胞毒性。

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

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.