Ligustrazine derivatives. Part 5: Design, synthesis and biological evaluation of novel ligustrazinyloxy-cinnamic acid derivatives as potent cardiovascular agents

被引：50

作者：

Chen, Hongfei ^{[1
]}

Li, Guoning ^{[1
]}

Zhan, Peng ^{[1
]}

Liu, Xinyong ^{[1
]}

机构：

[1] Shandong Univ, Dept Med Chem, Sch Pharmaceut Sci, Jinan 250012, Peoples R China

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2011年 / 46卷 / 11期

关键词：

Ligustrazine; Cinnamic acid; Synthesis; Cardiovascular disease; Platelet aggregation; Oxidative damage; HYDROGEN-PEROXIDE; CORONARY-ARTERY; IN-VITRO; ATHEROTHROMBOSIS; MECHANISMS; PLATELETS; THERAPY; OZAGREL; INJURY;

D O I：

10.1016/j.ejmech.2011.09.030

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of novel ligustrazinyloxy-cinnamic acid derivatives were designed, synthesized and evaluated for their inhibitory effect on adenosine diphosphate (ADP)-induced platelet aggregation in vitro, and also assayed for their protective effect against hydrogen peroxide (H2O2)-induced oxidative damage on ECV-304 cells. Some compounds exhibited high activity in one or both of the assays, of which, compound 2e displayed the highest protective effect on the proliferation of the damaged ECV-304 cells (EC50=0.020 mM), and compound 2f was the most active anti-platelet aggregation agent (EC50=0.054 mM). Structure activity relationships were briefly discussed. (C) 2011 Elsevier Masson SAS. All rights reserved.

引用

页码：5609 / 5615

页数：7

共 22 条

[1] The effect of ozagrel sodium on photochemical thrombosis in rat: Therapeutic window and combined therapy with heparin sodium [J].

Arii, K ;

Igarashi, H ;

Arii, T ;

Katayama, Y .

LIFE SCIENCES, 2002, 71 (25) :2983-2994

[2] Mechanisms responsible for the in vitro relaxation of ligustrazine on porcine left anterior descending coronary artery [J].

Au, ALS ;

Kwan, YW ;

Kwok, CC ;

Zhang, RZ ;

He, GW .

EUROPEAN JOURNAL OF PHARMACOLOGY, 2003, 468 (03) :199-207

[3] Design, synthesis, and biological activities of novel Ligustrazine derivatives [J].

Cheng, Xian-Chao ;

Liu, Xin-Yong ;

Xu, Wen-Fang ;

Guo, Xiu-Li ;

Ou, Yang .

BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (10) :3315-3320

[4] Ligustrazine derivatives. Part 3: Design, synthesis and evaluation of novel acylpiperazinyl derivatives as potential cerebrocardiac vascular agents [J].

Cheng, Xian-Chao ;

Liu, Xin-Yong ;

Xu, Wen-Fang ;

Guo, Xiu-Li ;

Zhang, Ning ;

Song, Yu-Ning .

BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (08) :3018-3024

[5] Triple antiplatelet therapy for preventing vascular events: a systematic review and meta-analysis [J].

Geeganage, Chamila ;

Wilcox, Robert ;

Bath, Philip M. W. .

BMC MEDICINE, 2010, 8

[6] A Selective Thromboxane A2 (TXA2) Synthase Inhibitor, Ozagrel, Attenuates Lung Injury and Decreases Monocyte Chemoattractant Protein-1 and Interleukin-8 mRNA Expression in Oleic Acid-Induced Lung Injury in Guinea Pigs [J].

Ishitsuka, Yoichi ;

Moriuchi, Hiroshi ;

Isohama, Yoichiro ;

Tokunaga, Hidehiro ;

Hatamoto, Keita ;

Kurita, Sumika ;

Irikura, Mitsuru ;

Iyama, Ken-ichi ;

Irie, Tetsumi .

JOURNAL OF PHARMACOLOGICAL SCIENCES, 2009, 111 (02) :211-215

[7] Role of Platelets in Atherothrombosis [J].

Jennings, Lisa K. .

AMERICAN JOURNAL OF CARDIOLOGY, 2009, 103 (3A) :4A-10A

[8]

Lakhey M, 2005, Kathmandu Univ Med J (KUMJ), V3, P11

[9]

Li JM, 2008, CHINESE J ORG CHEM, V28, P1578

[10] Synthesis of the novel liqustrazine derivatives and their protective effect on injured vascular endothelial cell damaged by hydrogen peroxide [J].

Liu, XY ;

Zhang, R ;

Xu, WF ;

Li, CW ;

Zhao, QQ ;

Wang, XP .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (13) :2123-2126

← 1 2 3 →