Synthesis, antiplatelet and in silico evaluations of novel N-substituted-phenylamino-5-methyl-1H-1,2,3-triazole-4-carbohydrazides

被引：84

作者：

Jordao, Alessandro K. ^{[1
]}

Ferreira, Vitor F. ^{[1
]}

Lima, Emerson S. ^{[2
]}

de Souza, Maria C. B. V. ^{[1
]}

Carlos, Eduardo C. L. ^{[2
]}

Castro, Helena C. ^{[3
]}

Geraldo, Reinaldo B. ^{[3
]}

Rodrigues, Carlos R. ^{[3
]}

Almeida, Maria C. B. ^{[1
]}

Cunha, Anna C. ^{[1
]}

机构：

[1] Univ Fed Fluminense, Dept Quim Organ, BR-24020141 Rio De Janeiro, Brazil

[2] Univ Fed Amazonas, Fac Ciencias Farmaceut, BR-69010300 Manaus, Amazonas, Brazil

[3] Univ Fed Fluminense, Dept Biol Celular & Mol, LABioMol, BR-24020141 Rio De Janeiro, Brazil

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2009年 / 17卷 / 10期

关键词：

Triazoles; Diazo compounds; Antiplatelet properties; In silico evaluation; ACYLHYDRAZONE DERIVATIVES; ASPIRIN RESISTANCE; CARDIOVASCULAR-DISEASE; BLOOD-PLATELETS; AGGREGATION; ANTAGONISTS; MECHANISM; DRUGS;

D O I：

10.1016/j.bmc.2009.03.053

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

This paper describes the synthesis, antiplatelet and theoretical evaluations of 10 N-substituted-phenylamino-5-methyl-1H-1,2,3-triazole-4-carbohydrazides (2a-j). These compounds were synthesized, characterized and screened for their in vitro antiplatelet pro. le against human platelet aggregation using arachidonic acid, adrenaline and ADP as agonists. Among NAH derivatives 2a-j, the compounds 2a, 2c, 2e, 2g and 2h were the most promising molecules with significant antiplatelet activity. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：3713 / 3719

页数：7

共 21 条

[1] Medicinal chemistry of N-acylhydrazones: Novel lead-compounds of analgesic, antinflammatory and antithrombotic drugs. [J].

Barreiro, EJ ;

Fraga, CAM ;

Miranda, ALP ;

Rodrigues, CR .

QUIMICA NOVA, 2002, 25 (01) :129-148

[2] Antiplatelet drugs [J].

Born, G ;

Patrono, C .

BRITISH JOURNAL OF PHARMACOLOGY, 2006, 147 :S241-S251

[3] AGGREGATION OF BLOOD PLATELETS BY ADENOSINE DIPHOSPHATE AND ITS REVERSAL [J].

BORN, GVR .

NATURE, 1962, 194 (4832) :927-&

[4] Antiplatelet properties of novel N-substituted-phenyl-1,2,3-triazole-4-acylhydrazone derivatives [J].

Cunha, AC ;

Figueiredo, JM ;

Tributino, JLM ;

Miranda, ALP ;

Castro, HC ;

Zingali, RB ;

Fraga, CAM ;

de Souza, MCBV ;

Ferreira, VF ;

Barreiro, EJ .

BIOORGANIC & MEDICINAL CHEMISTRY, 2003, 11 (09) :2051-2059

[5] Effect of DT-TX 30, a combined thromboxane synthase inhibitor and thromboxane receptor antagonist, on retinal vascularity in experimental diabetes mellitus [J].

De La Cruz, JP ;

Moreno, A ;

Ruiz-Ruiz, MI ;

De La Cuesta, FS .

THROMBOSIS RESEARCH, 2000, 97 (03) :125-131

[6] Synthesis and pharmacological evaluation of novel heterotricyclic acylhydrazone derivatives, designed as PAF antagonists [J].

Fraga, AGM ;

Rodrigues, CR ;

de Miranda, ALP ;

Barreiro, EJ ;

Fraga, CAM .

EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2000, 11 (04) :285-290

[7] Aspirin resistance [J].

Hankey, GJ ;

Eikelboom, J .

LANCET, 2006, 367 (9510) :606-617

[8] Pharmacology and signaling of prostaglandin receptors: Multiple roles in inflammation and immune modulation [J].

Hata, AN ;

Breyer, RM .

PHARMACOLOGY & THERAPEUTICS, 2004, 103 (02) :147-166

[9]

JORDAO AK, 2007, THESIS I QUIMICA NIT

[10] Synthesis and anti-platelet activity of novel arylsulfonate-acylhydrazone derivatives, designed as antithrombotic candidates [J].

Lima, Lidia M. ;

Frattani, Flavia S. ;

dos Santos, Jean L. ;

Castro, Helena C. ;

Fraga, Carlos Alberto M. ;

Zingali, Russolina B. ;

Barreiro, Eliezer J. .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2008, 43 (02) :348-356

← 1 2 3 →