Comparative antioxidant and anti-inflammatory effects of [6]-gingerol, [8]-gingerol, [10]-gingerol and [6]-shogaol
Comparative antioxidant and anti-inflammatory effects of [6]-gingerol, [8]-gingerol, [10]-gingerol and [6]-shogaol
复制标题
DOI：
10.1016/j.jep.2009.10.004
复制
发表时间：
2010-02-03
影响因子：
5.4
通讯作者：
Korlakunta, Jayaveera Narsimha
中科院分区：
文献类型：
--
作者：
Dugasani, Swarnalatha;Pichika, Mallikarjuna Rao;Korlakunta, Jayaveera Narsimha
民族药理相关性：生姜。姜科(Zingiberaceae)传统上被用于阿育吠陀、中国和Tibb-Unani草药中，用于治疗由氧化应激引起的各种疾病，这些疾病涉及炎症。虽然姜酚和姜酚是生姜中的主要生物活性物质，但其分子作用机理及其结构特征与活性之间的关系尚未得到很好的研究。目的：本研究的目的是考察和比较姜酚及其天然类似物的抗氧化和抗炎活性，以确定其构效关系和分子机制。材料和方法：评价化合物[6]-姜酚、[8]-姜醇、[10]-姜酚和[6]-姜酚对1，1-二苯基-2-吡喃甲醛(DPPH)、超氧阴离子自由基和羟基自由基的体外清除活性。结果：在抗氧化活性测定中，[6]-姜酚、[8]-姜酚、[10]-姜酚和[6]-shogaot对DPPH自由基的IC50值分别为26.3、19.47、10.47和8.05mU·M，IC50值分别为4.05和4.05。对超氧阴离子自由基的IC50值分别为4.62、1.97、1.35和0.72mU。这些化合物的清除自由基活性也随着浓度的增加而增强(P<；0.05)。另一方面，所有化合物在6 mU M浓度下均显著抑制(P<；0.05)f-MLP刺激的PMN氧化爆发。此外，炎症介质(NO和PGE(2))的产生受到显著抑制(P<；0.05)，并呈剂量依赖性。结论：6-Shogaol具有最强的抗氧化和抗炎作用，这可能归因于α，β-不饱和酮部分的存在。碳链长度也在使10-姜酚成为所有姜酚中最有效的方面发挥了重要作用。这项研究证明了在传统医学体系中使用干姜是合理的。(C)2009爱思唯尔爱尔兰有限公司。保留所有权利。
Ethnopharmacological relevance: Zingiber officinale Rosc. (Zingiberaceae) has been traditionally used in Ayurvedic, Chinese and Tibb-Unani herbal medicines for the treatment of various illnesses that involve inflammation and which are caused by oxidative stress. Although gingerols and shogaols are the major bioactive compounds present in Zingiber officinale, their molecular mechanisms of actions and the relationship between their structural features and the activity have not been well studied.Aim of the study: The aim of the present study was to examine and compare the antioxidant and anti-inflammatory activities of gingerols and their natural analogues to determine their structure-activity relationship and molecular mechanisms.Materials and methods: The in vitro activities of the compounds [6]-gingerol, [8]-gingerol, [10]-gingerol and [6]-shogaol were evaluated for scavenging of 1,1-diphenyl-2-picyrlhydrazyl (DPPH), superoxide and hydroxyl radicals, inhibition of N-formyl-methionyl-leucyl-phenylalanine (f-MLP) induced reactive oxygen species (ROS) production in human polymorphonuclear neutrophils (PMN), inhibition of lipopolysaccharide induced nitrite and prostaglandin E-2 production in RAW 264.7 cells.Results: In the antioxidant activity assay, [6]-gingerol, [8]-gingerol, [10]-gingerol and [6]-shogaot exhibited substantial scavenging activities with IC50 values of 26.3, 19.47, 10.47 and 8.05 mu M against DPPH radical, IC50 values of 4.05, 2.5,1.68 and 0.85 mu M against superoxide radical and IC50 values of 4.62, 1.97, 1.35 and 0.72 mu M against hydroxyl radical, respectively. The free radical scavenging activity of these compounds also enhanced with increasing concentration (P < 0.05). On the other hand, all the compounds at a concentration of 6 mu M have significantly inhibited (P < 0.05) f-MLP-stimulated oxidative burst in PMN. In addition, production of inflammatory mediators (NO and PGE(2)) has been inhibited significantly (P < 0.05) and dose-dependently.Conclusions: 6-Shogaol has exhibited the most potent antioxidant and anti-inflammatory properties which can be attributed to the presence of alpha,beta-unsaturated ketone moiety. The carbon chain length has also played a significant role in making 10-gingerol as the most potent among all the gingerols. This study justifies the use of dry ginger in traditional systems of medicine. (C) 2009 Elsevier Ireland Ltd. All rights reserved.