Radiation-induced structural modification of ferulic acid in methanol as potent cytokine production inhibitors

IF 3.5 3区 物理与天体物理 Q3 CHEMISTRY, PHYSICAL
Gyeong Han Jeong, Seungae Kim, Ha-Yeon Song, Jio Ryu, Byung Yeoup Chung, Hyoung-Woo Bai, Tae Hoon Kim
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Abstract

Ferulic acid, a major simple phenolic compound encountered in the higher plant kingdom, dissolved in methanol was irradiated with 50 kGy of γ rays to generate six new compounds (2–7) with modifications in the aliphatic region. Structures of the new radiolytic products were elucidated using nuclear magnetic resonance spectroscopy and mass spectrometry. Among the isolated compounds, unusual phenylpropanoid derivatives 4 and 7 exhibited improved inhibitory activity against interleukin (IL)-6 production compared to ferulic acid. Specifically, compound 4 suppressed both IL-6 and tumor necrosis factor (TNF)-α production (p < 0.01), while compound 7 increased the production of the anti-inflammatory cytokine IL-10 (p < 0.01). These results suggest that reactive intermediates generated by γ radiolysis of methanol contribute to the structural modification of ferulic acid, including hydroxymethylation, hydrogenation, and cyclization, thereby altering its cytokine-modulatory activity.
辐射诱导的阿魏酸在甲醇中的结构修饰作为有效的细胞因子产生抑制剂
阿魏酸是高等植物界常见的一种主要的简单酚类化合物,将其溶解在甲醇中,用50 kGy的γ射线照射,生成6个在脂肪区修饰的新化合物(2-7)。利用核磁共振波谱和质谱对新产物的结构进行了分析。在分离的化合物中,与阿魏酸相比,不寻常的苯丙衍生物4和7对白细胞介素(IL)-6的产生具有更好的抑制活性。具体而言,化合物4抑制IL-6和肿瘤坏死因子(TNF)-α的产生(p <; 0.01),而化合物7增加抗炎细胞因子IL-10的产生(p <; 0.01)。这些结果表明,由甲醇γ辐射裂解产生的活性中间体有助于阿魏酸的结构修饰,包括羟甲基化、氢化和环化,从而改变其细胞因子调节活性。
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来源期刊
Radiation Physics and Chemistry
Radiation Physics and Chemistry 化学-核科学技术
CiteScore
5.60
自引率
17.20%
发文量
574
审稿时长
12 weeks
期刊介绍: Radiation Physics and Chemistry is a multidisciplinary journal that provides a medium for publication of substantial and original papers, reviews, and short communications which focus on research and developments involving ionizing radiation in radiation physics, radiation chemistry and radiation processing. The journal aims to publish papers with significance to an international audience, containing substantial novelty and scientific impact. The Editors reserve the rights to reject, with or without external review, papers that do not meet these criteria. This could include papers that are very similar to previous publications, only with changed target substrates, employed materials, analyzed sites and experimental methods, report results without presenting new insights and/or hypothesis testing, or do not focus on the radiation effects.
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