خاصیت آنتی اکسیدانت هیدروکسی سینامیک اسیدها: مروری بر رابطه ساختار شیمیائی-اثر بیولوژیک

رزاقی اصل, نیما and گاریدو, جورج and خزرائی, هاجر and بورجس, فرناندو and فیروزی, امیدرضا (1392) خاصیت آنتی اکسیدانت هیدروکسی سینامیک اسیدها: مروری بر رابطه ساختار شیمیائی-اثر بیولوژیک. Current Medicinal Chemistry ــ 20 (36). pp. 4436-4450. شاپا 0929-8673

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Antioxidant activity of hydroxycinnamic acids: A review of structure-activity relationships

English Abstract

Hydroxycinnamic acids (HCAs) are important phytochemicals possessing significant biological properties. Several investigators have studied in vitro antioxidant activity of HCAs in detail. In this review, we have gathered the studies focused on the structure-activity relationships (SARs) of these compounds that have used medicinal chemistry to generate more potent antioxidant molecules. Most of the reports indicated that the presence of an unsaturated bond on the side chain of HCAs is vital to their activity. The structural features that were reported to be of importance to the antioxidant activity were categorized as follows: modifications of the aromatic ring, which include alterations in the number and position of hydroxy groups and insertion of electron donating or withdrawing moieties as well as modifications of the carboxylic function that include esterification and amidation process. Furthermore, reports that have addressed the influence of physicochemical properties including redox potential, lipid solubility and dissociation constant on the antioxidant activity were also summarized. Finally, the pro-oxidant effect of HCAs in some test systems was addressed. Most of the investigations concluded that the presence of ortho-dihydroxy phenyl group (catechol moiety) is of significant importance to the antioxidant activity, while, the presence of three hydroxy groups does not necessarily improve the activity. Optimization of the structure of molecular leads is an important task of modern medicinal chemistry and its accomplishment relies on the careful assessment of SARs. SAR studies on HCAs can identify the most successful antioxidants that could be useful for management of oxidative stress-related diseases.

Item Type:Article
زبان سند : انگلیسی
نویسنده اول :نیما رزاقی اصل
نویسنده :جورج گاریدو
نویسنده :هاجر خزرائی
نویسنده :فرناندو بورجس
نویسنده مسئول :امیدرضا فیروزی
Additional Information:IF: 4.859 Indexing in: Science Citation Index , Science Citation Index Expanded , Current Contents - Life Sciences , BIOSIS Previews
Uncontrolled Keywords:آنتی اکسیدانت ، هیدروکسی سینامیک اسید ، برون تنی ، اجزاء اکسیژن دار فعال، رابطه ساختار و اثر
کلیدواژه ها (انگلیسی):Antioxidant ، Hydroxycinnamic acids ، In vitro-ROS ، Structure activity relationships
Subjects:QV pharmacology > QV 744 Medicinal Chemistry
Divisions:School of Pharmacy > Department of Medicinal Chemistry
ID Code:5395
Deposited By: Dr Nima Razzaghi-Asl
Deposited On:14 Dec 1392 13:57
Last Modified:14 Dec 1392 13:57

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