通过辐射分解对绿原酸进行分子修饰,从而抑制 NO 的产生。

IF 1.4 4区 生物学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY
Gyeong Han Jeong, Hanui Lee, Kyung-Bon Lee, Byung Yeoup Chung, Hyoung-Woo Bai
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引用次数: 0

摘要

通过γ-辐照对绿原酸(1)进行分子改造,形成了五种新产物:绿原酸 A(2)、B(3)、C(4)、D(5)和 E(6),以及已知化合物玫瑰苷 B(7)、原儿茶酸(8)和原儿茶醛(9)。利用光谱方法,包括一维和二维核磁共振、高分辨率电喷雾电离质谱和圆二色性光谱,阐明了新化合物的结构。通过评估这些化合物对脂多糖诱导的 RAW 264.7 巨噬细胞产生一氧化氮的抑制作用,确定了所有分离化合物的潜在抗炎活性。值得注意的是,化合物 2 和 3 含有两个羟甲基官能团,而不是原绿原酸中的反式烯烃基,它们对一氧化氮产生的抑制作用比原化合物更强。这些发现表明,γ-辐照诱导绿原酸发生的主要化学变化可能会增强其抗炎特性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Molecular modification of chlorogenic acid via radiolysis with inhibitory effects on NO production.

The molecular modification of chlorogenic acid (1) through γ-irradiation resulted in the formation of five new products: chlorogenosins A (2), B (3), C (4), D (5), and E (6) along with known compounds rosmarinosin B (7), protocatechuic acid (8), and protocatechuic aldehyde (9). The structures of the new compounds were elucidated using spectroscopic methods, including one-dimensional and two-dimensional nuclear magnetic resonance, high-resolution electrospray ionization mass spectroscopy, and circular dichroism spectroscopy. The potential anti-inflammatory activities of all the isolated compounds were determined by evaluating their inhibitory effects on the nitric oxide (NO) production in lipopolysaccharide-induced RAW 264.7 macrophages. Notably, compounds 2 and 3, which contained two hydroxymethyl functionalities instead of the trans-olefinic moiety present in the original chlorogenic acid, exhibited stronger inhibitory effects on NO production than that of the original compound. These findings suggest that the predominant chemical changes induced in chlorogenic acid by γ-irradiation may enhance its anti-inflammatory properties.

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来源期刊
Bioscience, Biotechnology, and Biochemistry
Bioscience, Biotechnology, and Biochemistry 生物-生化与分子生物学
CiteScore
3.50
自引率
0.00%
发文量
183
审稿时长
1 months
期刊介绍: Bioscience, Biotechnology, and Biochemistry publishes high-quality papers providing chemical and biological analyses of vital phenomena exhibited by animals, plants, and microorganisms, the chemical structures and functions of their products, and related matters. The Journal plays a major role in communicating to a global audience outstanding basic and applied research in all fields subsumed by the Japan Society for Bioscience, Biotechnology, and Agrochemistry (JSBBA).
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