Macrocyclic Compounds with Diverse Skeletons from the Roots of Myrica nana and Their Spasmolytic Activity.

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

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Abstract

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.

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杨梅根中不同骨架的大环化合物及其解痉活性。

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。

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来源期刊

Journal of Natural Products 生物-药学

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.