Inulabritanthymols A and B, thymols from Inula britannica and their anti-inflammatory effects

IF 1.3 4区生物学 Q4 CHEMISTRY, MEDICINAL

Phytochemistry Letters Pub Date : 2024-08-12 DOI:10.1016/j.phytol.2024.07.014

Rong Bai , Xiucong Fan , Fang Fang , Dan Qiao , Juan Zhang

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Abstract

Inula britannica is a traditional Chinese medicine that possesses various pharmacological effects, including expectorant, cough suppressant, and antibacterial effects. Phytochemical investigation of I. britannica resulted in the isolation of a pair of novel thymols, (8 S,9 S)-inulabritanthymol A (1a) and (8 R,9 R)-inulabritanthymol A (1b), and a new thymol inulabritanthymol B (2) as well as five known thymols (3−7). Their structures were characterized using 1D and 2D NMR, HRMS, and electronic circular dichroism (ECD) spectra, and quantum chemical calculations. Compounds 5–7 showed inhibitory potentials toward NO production, and their IC₅₀ values were 6.39, 5.80, and 8.53 μM, respectively. Molecular docking indicated the interaction of compound 6 with iNOS. These findings demonstrated that thymols served as potential candidates for developing anti-inflammatory drugs.

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茵陈中的百里香酚 A 和 B 及其抗炎作用

茵陈是一种传统中药，具有多种药理作用，包括祛痰、镇咳和抗菌作用。通过对茵陈进行植物化学研究，分离出了一对新的百里酚，即 (8 S,9 S)-inulabritanthymol A (1a) 和 (8 R,9 R)-inulabritanthymol A (1b)，以及一种新的百里酚 inulabritanthymol B (2) 和五种已知的百里酚 (3-7)。利用一维和二维 NMR、HRMS 和电子圆二色性（ECD）光谱以及量子化学计算对它们的结构进行了表征。化合物 5-7 对 NO 的产生具有抑制潜力，其 IC50 值分别为 6.39、5.80 和 8.53 μM。分子对接表明化合物 6 与 iNOS 有相互作用。这些研究结果表明，百里酚是开发抗炎药物的潜在候选化合物。

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

Phytochemistry Letters 生物-生化与分子生物学

CiteScore

3.00

自引率

11.80%

发文量

190

审稿时长

34 days

期刊介绍： Phytochemistry Letters invites rapid communications on all aspects of natural product research including: • Structural elucidation of natural products • Analytical evaluation of herbal medicines • Clinical efficacy, safety and pharmacovigilance of herbal medicines • Natural product biosynthesis • Natural product synthesis and chemical modification • Natural product metabolism • Chemical ecology • Biotechnology • Bioassay-guided isolation • Pharmacognosy • Pharmacology of natural products • Metabolomics • Ethnobotany and traditional usage • Genetics of natural products Manuscripts that detail the isolation of just one new compound are not substantial enough to be sent out of review and are out of scope. Furthermore, where pharmacology has been performed on one new compound to increase the amount of novel data, the pharmacology must be substantial and/or related to the medicinal use of the producing organism.