Hit Identification and Biological Evaluation of Anticancer Pyrazolopyrimidines Endowed with Anti-inflammatory Activity

被引：28

作者：

Alcaro, Stefano ^{[1
]}

Artese, Anna ^{[1
]}

Botta, Maurizio ^{[2
]}

Zizzari, Alessandra T. ^{[2
]}

Orallo, Francisco ^{[3
,4
]}

Ortuso, Francesco ^{[1
]}

Schenone, Silvia ^{[5
]}

Brullo, Chiara ^{[5
]}

Yanez, Matilde ^{[3
,4
]}

机构：

[1] Magna Graecia Univ Catanzaro, Dipartimento Sci Farmacobiol, I-88021 Catanzaro, Italy

[2] Univ Siena, Dipartimento Farmaco Chim Tecnol, I-53100 Siena, Italy

[3] Univ Santiago de Compostela, Dept Farmacol, Santiago De Compostela 15782, Spain

[4] Univ Santiago de Compostela, Inst Farm Ind, Santiago De Compostela 15782, Spain

[5] Univ Genoa, Dipartimento Sci Farmaceut, I-16132 Genoa, Italy

来源：

CHEMMEDCHEM | 2010年 / 5卷 / 08期

关键词：

COX; dual activity; enantiomeric separation; pyrazolopyrimidines; virtual screening; ANTIPROLIFERATIVE ACTIVITY; SRC PHOSPHORYLATION; CARCINOMA-CELLS; GASTRIC-CANCER; BREAST-CANCER; COLON-CANCER; ASPIRIN USE; IN-VITRO; CYCLOOXYGENASE-2; DRUGS;

D O I：

10.1002/cmdc.201000165

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

(Chemical Equation Presented) Inhibiting COX: A small library of pyrazolopyriminines endowed with antiproliferative action was submitted to virtual screening against two COX isoforms. Three compounds were identified in silico as potentially selective COX-2 inhibitors. The biological assay confirmed one of them to be a COX-2 inhibitor with potency and selectivity comparable to known drugs. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：1242 / 1246

页数：5

共 37 条

[1]

[Anonymous], GLID COMPL SOL LIG R

[2] INDUCTION OF VASCULAR ENDOTHELIAL GROWTH-FACTOR EXPRESSION IN SYNOVIAL FIBROBLASTS BY PROSTAGLANDIN-E AND INTERLEUKIN-1 - A POTENTIAL MECHANISM FOR INFLAMMATORY ANGIOGENESIS [J].

BENAV, P ;

CROFFORD, LJ ;

WILDER, RL ;

HLA, T .

FEBS LETTERS, 1995, 372 (01) :83-87

[3] The Protein Data Bank [J].

Berman, HM ;

Westbrook, J ;

Feng, Z ;

Gilliland, G ;

Bhat, TN ;

Weissig, H ;

Shindyalov, IN ;

Bourne, PE .

NUCLEIC ACIDS RESEARCH, 2000, 28 (01) :235-242

[4]

BOTTA M, UNPUB

[5] The apparent lipophilicity of quaternary ammonium ions is influenced by Galvani potential difference, not ion-pairing: A cyclic voltammetry study [J].

Bouchard, G ;

Carrupt, PA ;

Testa, B ;

Gobry, V ;

Girault, HH .

PHARMACEUTICAL RESEARCH, 2001, 18 (05) :702-708

[6] Pyrazolo[3,4-d]pyrimidines as potent antiproliferative and proapoptotic agents toward A431 and 8701-BC cells in culture via inhibition of c-Src phosphorylation [J].

Carraro, F ;

Naldini, A ;

Pucci, A ;

Locatelli, GA ;

Maga, G ;

Schenone, S ;

Bruno, O ;

Ranise, A ;

Bondavalli, F ;

Brullo, C ;

Fossa, P ;

Menozzi, G ;

Mosti, L ;

Modugno, M ;

Tintori, C ;

Manetti, F ;

Botta, M .

JOURNAL OF MEDICINAL CHEMISTRY, 2006, 49 (05) :1549-1561

[7] Pyrazolo[3,4-d]pyrimidines endowed with antiproliferative activity on ductal infiltrating carcinoma cells [J].

Carraro, F ;

Pucci, A ;

Naldini, A ;

Schenone, S ;

Bruno, O ;

Ranise, A ;

Bondavalli, F ;

Brullo, C ;

Fossa, P ;

Menozzi, G ;

Mosti, L ;

Manetti, F ;

Botta, M .

JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (07) :1595-1598

[8]

*CHEMAXON LTD, INST JCHEM VERS 1 0

[9] Prediction of distribution coefficient from structure .1. Estimation method [J].

Csizmadia, F ;

TsantiliKakoulidou, A ;

Panderi, I ;

Darvas, F .

JOURNAL OF PHARMACEUTICAL SCIENCES, 1997, 86 (07) :865-871

[10] Novel, highly potent adenosine deaminase inhibitors containing the pyrazolo[3,4-d]pyrimidine ring system.: Synthesis, structure-activity relationships, and molecular modeling studies [J].

Da Settimo, F ;

Primofiore, G ;

La Motta, C ;

Taliani, S ;

Simorini, F ;

Marini, AM ;

Mugnaini, L ;

Lavecchia, A ;

Novellino, E ;

Tuscano, D ;

Martini, C .

JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (16) :5162-5174

← 1 2 3 4 →