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丁香酚及其在慢性病中的作用。

Eugenol and Its Role in Chronic Diseases.

作者信息

Fujisawa S, Murakami Y

机构信息

School of Dentistry, Meikai University, 1-1 Keyakidai Sakado, Saitama, 350-0283, Japan.

出版信息

Adv Exp Med Biol. 2016;929:45-66. doi: 10.1007/978-3-319-41342-6_3.

Abstract

The active components in cloves are eugenol and isoeugenol. Eugenol has recently become a focus of interest because of its potential role in alleviating and preventing chronic diseases such as cancer, inflammatory reactions, and other conditions. The radical-scavenging and anti-inflammatory activities of eugenol have been shown to modulate chronic diseases in vitro and in vivo, but in humans, the therapeutic use of eugenol still remains to be explored. Based on a review of the recent literature, the antioxidant, anti-proliferative, and anti-inflammatory activities of eugenol and its related compounds are discussed in relation to experimentally determined antioxidant activity (stoichiometric factor n and inhibition rate constant) and theoretical parameters [phenolic O-H bond dissociation enthalpy (BDE), ionization potential (IP according to Koopman's theorem), and electrophilicity (ω)], calculated using a density functional theory method. Dimers of eugenol and its related compounds showed large antioxidant activities and high ω values and also exerted efficient anti-inflammatory activities. Eugenol appears to possess multiple antioxidant activities (dimerization, recycling, and chelating effect) in one molecule, thus having the potential to alleviate and prevent chronic diseases.

摘要

丁香中的活性成分是丁香酚和异丁香酚。丁香酚最近成为人们关注的焦点,因为它在缓解和预防诸如癌症、炎症反应等慢性疾病以及其他病症方面具有潜在作用。丁香酚的自由基清除和抗炎活性已在体外和体内实验中显示出对慢性疾病具有调节作用,但在人体中,丁香酚的治疗用途仍有待探索。基于对近期文献的综述,本文讨论了丁香酚及其相关化合物的抗氧化、抗增殖和抗炎活性,并将其实验测定的抗氧化活性(化学计量因子n和抑制速率常数)与使用密度泛函理论方法计算的理论参数[酚羟基的键解离焓(BDE)、电离势(根据库普曼定理的IP)和亲电性(ω)]相关联。丁香酚及其相关化合物的二聚体表现出较大的抗氧化活性和较高的ω值,并且还具有高效的抗炎活性。丁香酚似乎在一个分子中具有多种抗氧化活性(二聚化、循环利用和螯合作用),因此具有缓解和预防慢性疾病的潜力。

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