Natural and synthetic 2′-hydroxy-chalcones and aurones: Synthesis, characterization and evaluation of the antioxidant and soybean lipoxygenase inhibitory activity

被引：289

作者：

Detsi, Anastasia ^{[1
]}

Majdalani, Maya ^{[2
]}

Kontogiorgis, Christos A. ^{[3
]}

Hadjipavlou-Litina, Dimitra ^{[3
]}

Kefalas, Panagiotis ^{[2
]}

机构：

[1] Natl Tech Univ Athens, Sch Chem Engn, Dept Chem Sci, Organ Chem Lab, GR-15773 Athens, Greece

[2] Ctr Int Hautes Etud Agron Mediterraneennes, Mediterranean Agron Inst Chania, Dept Food Qual & Chem Nat Prod, Khania 73100, Crete, Greece

[3] Aristotle Univ Thessaloniki, Sch Pharm, Dept Pharmaceut Chem, Thessaloniki 54124, Greece

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2009年 / 17卷 / 23期

关键词：

2 '-Hydroxy-chalcones; Aurones; Aureusidin; Antioxidant; Lipid peroxidation; Soybean lipoxygenase; BIOLOGICAL EVALUATION; ANTIINFLAMMATORY ACTIVITY; 5-LIPOXYGENASE; FLAVONOIDS; OXIDATION; CHALCONES; DESIGN; ACID; 2-HYDROXYCHALCONES; CYCLOOXYGENASE;

D O I：

10.1016/j.bmc.2009.10.002

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

070307 [化学生物学]; 071010 [生物化学与分子生物学];

摘要：

A series of 2'-hydroxy-chalcones and their oxidative cyclization products, aurones, have been synthesized and tested for their antioxidant and lipoxygenase inhibitory activity. The natural product aureusidin (31) was synthesized in high yield by a new approach. An extensive structure-relationship study was performed and revealed that several chalcones and aurones possess an appealing pharmacological profile combining high antioxidant and lipid peroxidation activity with potent soybean LOX inhibition. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：8073 / 8085

页数：13

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