杨梅根中不同骨架的大环化合物及其解痉活性。

IF 3.3 2区 生物学 Q2 CHEMISTRY, MEDICINAL
Journal of Natural Products Pub Date : 2025-01-24 Epub Date: 2024-12-26 DOI:10.1021/acs.jnatprod.4c01209
Liyuan Zhang, Ziliang Wang, Yuxiao Li, Shenghai Yang, Wenting Chen, Yanhong Li, Kai Tian, Yan Yuan, Xishan Bai, Xiangzhong Huang
{"title":"杨梅根中不同骨架的大环化合物及其解痉活性。","authors":"Liyuan Zhang, Ziliang Wang, Yuxiao Li, Shenghai Yang, Wenting Chen, Yanhong Li, Kai Tian, Yan Yuan, Xishan Bai, Xiangzhong Huang","doi":"10.1021/acs.jnatprod.4c01209","DOIUrl":null,"url":null,"abstract":"<p><p>Six undescribed macrocyclic compounds, including diarylhexanoids (<b>1</b> and <b>2</b>), a diarylhexanoid glucoside (<b>3</b>), diarylheptanoids (<b>4</b> and <b>5</b>), and an aceroside (<b>6</b>), were isolated from the roots of <i>Myrica nana</i> Cheval., along with 11 known analogues (<b>7</b>-<b>17</b>). The structures were elucidated by spectroscopic analysis, as well as by calculated optical rotatory dispersion and derivatization reactions. Metabolites <b>1</b>-<b>3</b>, with a rare macrocyclic diarylhexane skeleton, differ from the familiar macrocyclic diarylheptanoids. The spasmolytic activity of the isolated compounds was evaluated on acetylcholine-induced contraction of isolated rat ileum. All isolated compounds exhibited significant spasmolytic activities with an EC<sub>50</sub> ranging from 1.4 to 5.1 μM. The spasmolytic mechanism of action of compound <b>1</b> could be related to the NO production, blockade of muscarinic receptors, K<sup>+</sup> efflux, and cytosolic calcium reduction.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"141-151"},"PeriodicalIF":3.3000,"publicationDate":"2025-01-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Macrocyclic Compounds with Diverse Skeletons from the Roots of <i>Myrica nana</i> and Their Spasmolytic Activity.\",\"authors\":\"Liyuan Zhang, Ziliang Wang, Yuxiao Li, Shenghai Yang, Wenting Chen, Yanhong Li, Kai Tian, Yan Yuan, Xishan Bai, Xiangzhong Huang\",\"doi\":\"10.1021/acs.jnatprod.4c01209\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>Six undescribed macrocyclic compounds, including diarylhexanoids (<b>1</b> and <b>2</b>), a diarylhexanoid glucoside (<b>3</b>), diarylheptanoids (<b>4</b> and <b>5</b>), and an aceroside (<b>6</b>), were isolated from the roots of <i>Myrica nana</i> Cheval., along with 11 known analogues (<b>7</b>-<b>17</b>). The structures were elucidated by spectroscopic analysis, as well as by calculated optical rotatory dispersion and derivatization reactions. Metabolites <b>1</b>-<b>3</b>, with a rare macrocyclic diarylhexane skeleton, differ from the familiar macrocyclic diarylheptanoids. The spasmolytic activity of the isolated compounds was evaluated on acetylcholine-induced contraction of isolated rat ileum. All isolated compounds exhibited significant spasmolytic activities with an EC<sub>50</sub> ranging from 1.4 to 5.1 μM. The spasmolytic mechanism of action of compound <b>1</b> could be related to the NO production, blockade of muscarinic receptors, K<sup>+</sup> efflux, and cytosolic calcium reduction.</p>\",\"PeriodicalId\":47,\"journal\":{\"name\":\"Journal of Natural Products \",\"volume\":\" \",\"pages\":\"141-151\"},\"PeriodicalIF\":3.3000,\"publicationDate\":\"2025-01-24\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Natural Products \",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.jnatprod.4c01209\",\"RegionNum\":2,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2024/12/26 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MEDICINAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Natural Products ","FirstCategoryId":"99","ListUrlMain":"https://doi.org/10.1021/acs.jnatprod.4c01209","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/12/26 0:00:00","PubModel":"Epub","JCR":"Q2","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
引用次数: 0

摘要

从杨梅根中分离得到六种未描述的大环化合物,包括二芳基己烷类化合物(1和2)、二芳基己烷类糖苷(3)、二芳基庚烷类化合物(4和5)和一种苦苷类化合物(6)。,以及11种已知的类似物(7-17)。通过光谱分析、旋光色散和衍生化反应对其结构进行了表征。代谢物1-3具有罕见的大环二芳基己烷骨架,不同于常见的大环二芳基庚烷。用乙酰胆碱诱导离体大鼠回肠收缩来评价化合物的解痉活性。所有分离的化合物均表现出明显的解痉活性,EC50范围为1.4 ~ 5.1 μM。化合物1的解痉作用机制可能与NO的产生、毒蕈碱受体的阻断、K+外排和胞质钙的还原有关。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Macrocyclic Compounds with Diverse Skeletons from the Roots of Myrica nana and Their Spasmolytic Activity.

Six undescribed macrocyclic compounds, including diarylhexanoids (1 and 2), a diarylhexanoid glucoside (3), diarylheptanoids (4 and 5), and an aceroside (6), were isolated from the roots of Myrica nana Cheval., along with 11 known analogues (7-17). The structures were elucidated by spectroscopic analysis, as well as by calculated optical rotatory dispersion and derivatization reactions. Metabolites 1-3, with a rare macrocyclic diarylhexane skeleton, differ from the familiar macrocyclic diarylheptanoids. The spasmolytic activity of the isolated compounds was evaluated on acetylcholine-induced contraction of isolated rat ileum. All isolated compounds exhibited significant spasmolytic activities with an EC50 ranging from 1.4 to 5.1 μM. The spasmolytic mechanism of action of compound 1 could be related to the NO production, blockade of muscarinic receptors, K+ efflux, and cytosolic calcium reduction.

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
CiteScore
9.10
自引率
5.90%
发文量
294
审稿时长
2.3 months
期刊介绍: The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin. When new compounds are reported, manuscripts describing their biological activity are much preferred. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信