Synthesis and antitumor activity of novel 6-aryl and 6-alkylpyrazolo[3,4-d] pyrimidin-4-one derivatives

被引：32

作者：

El-Enany, Mervat M. ^{[1
]}

Kamel, Mona M. ^{[1
]}

Khalil, Omneya M. ^{[1
]}

El-Nassan, Hala B. ^{[1
]}

机构：

[1] Cairo Univ, Fac Pharm, Dept Organ Chem, Cairo 11562, Egypt

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2010年 / 45卷 / 11期

关键词：

Pyrazolo[3,4-d]pyrimidin-4-one; Antitumor activity; HCT116; INHIBITORS; ANTICANCER; POTENT;

D O I：

10.1016/j.ejmech.2010.08.048

中图分类号：

R914 [药物化学];

学科分类号：

100705 [微生物与生化药学];

摘要：

A series of new 6-arylpyrazolo[3,4-d]pyrimidin-4-ones and 6-alkylpyrazolo[3,4-d]pyrimidin-4-ones were synthesized. Some of the newly synthesized compounds were tested in vitro on human colon tumor cell line (HCT116). Most of the test compounds exploited potent antitumor activity, especially compound 10a which displayed the highest activity among the test compounds with IC50 equal to 0.47 mu g/mL (C) 2010 Elsevier Masson SAS. All rights reserved.

引用

页码：5286 / 5291

页数：6

共 13 条

[1]

Pyrazolopyrimidines as highly potent and selective, ATP-competitive inhibitors of the mammalian target of rapamycin (mTOR): Optimization of the 1-substituent [J].

Curran, Kevin J. ;

Verheijen, Jeroen C. ;

Kaplan, Joshua ;

Richard, David J. ;

Toral-Barza, Lourdes ;

Hollander, Irwin ;

Lucas, Judy ;

Ayral-Kaloustian, Semiramis ;

Yu, Ker ;

Zask, Arie .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (04) :1440-1444

[2]

Synthesis of some new pyrazolo[3,4-d]pyrimidine derivatives of expected anticancer and radioprotective activity [J].

Ghorab, Mostafa M. ;

Ragab, Fatma A. ;

Alqasoumi, Saleh I. ;

Alafeefy, Ahmed M. ;

Aboulmagd, Sarah A. .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (01) :171-178

[3]

Synthesis of N-aryl-5-amino-4-cyanopyrazole derivatives as potent xanthine oxidase inhibitors [J].

Gupta, Sanjay ;

Rodrigues, Ligia M. ;

Esteves, Ana P. ;

Oliveira-Campos, Ana M. F. ;

Jose Nascimento, M. Sao ;

Nazareth, N. ;

Cidade, Honorina ;

Neves, Marta P. ;

Fernandes, Eduarda ;

Pinto, Madalena ;

Cerqueira, Nuno M. F. S. A. ;

Bras, Natercia .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2008, 43 (04) :771-780

[4]

Synthesis and biological evaluations of pyrazolo[3,4-d] pyrimidines as cyclin-dependent kinase 2 inhibitors [J].

Kim, DC ;

Lee, YR ;

Yang, BS ;

Shin, KJ ;

Kim, DJ ;

Chung, BY ;

Yoo, KH .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2003, 38 (05) :525-532

[5]

Synthesis and biological evaluation of 1-aryl-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-4-one inhibitors of cyclin-dependent kinases [J].

Markwalder, JA ;

Arnone, MR ;

Benfield, PA ;

Boisclair, M ;

Burton, CR ;

Chang, CH ;

Cox, SS ;

Czerniak, PM ;

Dean, CL ;

Doleniak, D ;

Grafstrom, R ;

Harrison, BA ;

Kaltenbach, RF ;

Nugiel, DA ;

Rossi, KA ;

Sherk, SR ;

Sisk, LM ;

Stouten, P ;

Trainor, GL ;

Worland, P ;

Seitz, SP .

JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (24) :5894-5911

[6]

MARKWALDER JA, 1998, Patent No. 103957

[7]

MARKWALDER JA, 2001, Patent No. 304084

[8]

MARKWALDER JA, 2003, Patent No. 0363764

[9]

MARKWALDER JA, 2000, Patent No. 0021926

[10]

Antiproliferative activity of new 1-aryl-4-amino-1H-pyrazolo[3,4-d]pyrimidine derivatives toward the human epidermoid carcinoma A431 cell line [J].

Schenone, S ;

Bruno, O ;

Bondavalli, F ;

Ranise, A ;

Mosti, L ;

Menozzi, G ;

Fossa, P ;

Donnini, S ;

Santoro, A ;

Ziche, M ;

Manetti, F ;

Botta, M .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2004, 39 (11) :939-946

← 1 2 →