Anti-adipogenic and antioxidant benzophenone dimers from the tea making leaves of cultivated Aquilaria sinensis (Lour.) Spreng

IF 4.7 2区化学 Q2 CHEMISTRY, PHYSICAL

Journal of Molecular Structure Pub Date : 2025-10-01 DOI:10.1016/j.molstruc.2025.144219

Wei Luo , Hui-Zhen Zhou , Qin-Zhao Kang , Hu-Lan Chen , Li-Mei Li

{"title":"Anti-adipogenic and antioxidant benzophenone dimers from the tea making leaves of cultivated Aquilaria sinensis (Lour.) Spreng","authors":"Wei Luo , Hui-Zhen Zhou , Qin-Zhao Kang , Hu-Lan Chen , Li-Mei Li","doi":"10.1016/j.molstruc.2025.144219","DOIUrl":null,"url":null,"abstract":"<div><div>Aquilaria sinensis (Lour.) Gilg leaf has been approved as a new food raw material in China and Japan, and used as tea and other health care products. In the chemical study on the water extract of A. sinensis leaf, a pair of benzophenone atropisomers, named aquidibenzophenonsides A and B (1 and 2), as well as 10 known compounds, were isolated and identified on the basis of a comprehensive interpretation of the MS, CD, and 1D and 2D NMR spectroscopic data. Compounds 1 and 2 are a class of symmetrical benzophenone dimers, representing an unprecedented 10-membered ring system. In the DPPH and ABTS•+ assays, compounds 1 and 2 exhibited significant antioxidant activity with IC50 values between 12.24 ± 1.08 µg/mL and 30.90 ± 0.40 µg/mL. In the in vivo antioxidant activity assay, compounds 1 and 2 significantly decreased the content of reactive oxygen species (ROS) and improved the survival rate of Caenorhabditis elegans. Furthermore, compounds 1 and 2 could effectively reduce fat deposition in C. elegans. Molecular docking simulations indicated that the anti-adipogenic effects of compounds 1 and 2 may be mediated through their interaction with fatty acid synthase.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1351 ","pages":"Article 144219"},"PeriodicalIF":4.7000,"publicationDate":"2025-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Molecular Structure","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0022286025028637","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}

引用次数: 0

Abstract

Aquilaria sinensis (Lour.) Gilg leaf has been approved as a new food raw material in China and Japan, and used as tea and other health care products. In the chemical study on the water extract of A. sinensis leaf, a pair of benzophenone atropisomers, named aquidibenzophenonsides A and B (1 and 2), as well as 10 known compounds, were isolated and identified on the basis of a comprehensive interpretation of the MS, CD, and 1D and 2D NMR spectroscopic data. Compounds 1 and 2 are a class of symmetrical benzophenone dimers, representing an unprecedented 10-membered ring system. In the DPPH and ABTS^•+ assays, compounds 1 and 2 exhibited significant antioxidant activity with IC₅₀ values between 12.24 ± 1.08 µg/mL and 30.90 ± 0.40 µg/mL. In the in vivo antioxidant activity assay, compounds 1 and 2 significantly decreased the content of reactive oxygen species (ROS) and improved the survival rate of Caenorhabditis elegans. Furthermore, compounds 1 and 2 could effectively reduce fat deposition in C. elegans. Molecular docking simulations indicated that the anti-adipogenic effects of compounds 1 and 2 may be mediated through their interaction with fatty acid synthase.

查看原文本刊更多论文

栽培木香茶叶抗脂肪和抗氧化二苯甲酮二聚体的研究Spreng

中华沉香（Lour.）吉莉叶已被中国和日本批准为新型食品原料，并用于茶叶和其他保健品。在对紫荆叶水提物的化学研究中，通过对MS、CD、1D和2D NMR数据的综合分析，分离并鉴定了一对二苯甲酮反二聚体（aquidibenzophenonsides a和B(1和2)）和10个已知化合物。化合物1和2是一类对称二苯甲酮二聚体，代表了前所未有的十元环体系。在DPPH和ABTS•+实验中，化合物1和2表现出显著的抗氧化活性，IC50值在12.24±1.08µg/mL和30.90±0.40µg/mL之间。在体内抗氧化活性试验中，化合物1和2显著降低了秀丽隐杆线虫的活性氧（ROS）含量，提高了线虫的存活率。化合物1和2能有效减少线虫体内脂肪沉积。分子对接模拟表明，化合物1和2的抗脂肪生成作用可能是通过与脂肪酸合成酶的相互作用介导的。

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 Molecular Structure 化学-物理化学

CiteScore

7.10

自引率

15.80%

发文量

2384

审稿时长

45 days

期刊介绍： The Journal of Molecular Structure is dedicated to the publication of full-length articles and review papers, providing important new structural information on all types of chemical species including: • Stable and unstable molecules in all types of environments (vapour, molecular beam, liquid, solution, liquid crystal, solid state, matrix-isolated, surface-absorbed etc.) • Chemical intermediates • Molecules in excited states • Biological molecules • Polymers. The methods used may include any combination of spectroscopic and non-spectroscopic techniques, for example: • Infrared spectroscopy (mid, far, near) • Raman spectroscopy and non-linear Raman methods (CARS, etc.) • Electronic absorption spectroscopy • Optical rotatory dispersion and circular dichroism • Fluorescence and phosphorescence techniques • Electron spectroscopies (PES, XPS), EXAFS, etc. • Microwave spectroscopy • Electron diffraction • NMR and ESR spectroscopies • Mössbauer spectroscopy • X-ray crystallography • Charge Density Analyses • Computational Studies (supplementing experimental methods) We encourage publications combining theoretical and experimental approaches. The structural insights gained by the studies should be correlated with the properties, activity and/ or reactivity of the molecule under investigation and the relevance of this molecule and its implications should be discussed.