Synthesis of new 1,3,4-benzotriazepin-5-one derivatives and their biological evaluation as antitumor agents

被引：13

作者：

Taher, Azza T. ^{[1
]}

Mohammed, Lamia W. ^{[1
]}

机构：

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

来源：

ARCHIVES OF PHARMACAL RESEARCH | 2013年 / 36卷 / 06期

关键词：

1,3,4-benzotriazepin-5-one derivatives; Synthesis; Antitumor activity; NATIONAL-CANCER-INSTITUTE; DRUG DISCOVERY; CHOLECYSTOKININ; ANTAGONISTS; LIGANDS; ANALOGS;

D O I：

10.1007/s12272-013-0081-y

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

New derivatives of 1,3,4-benzotriazepin-5-one were designed and synthesized as structural analogues to the antitumor agents devazepide and asperlicin. An efficient and novel approach to the synthesis of 2-amino-1,3,4-benzotriazepin-5-one 2 was developed and its structure was confirmed. The newly synthesized derivatives were evaluated for their in vitro antitumor activity on 60 different cell lines. Compounds 8 and 9 displayed the most potent antitumor activity against several cell lines specifically ovarian cancer, renal cancer and prostate cancer, while compounds 5, 10 and 12 showed significant activities against UO-31 renal cancer cell line.

引用

页码：684 / 693

页数：10

共 31 条

[1] Amino acid derivatives, VIII:: synthesis and antimicrobial evaluation of α-amino acid esters bearing an indole side chain [J].

Abdel-Rahman, Adel A. -H. ;

El-Sayed, Wael A. ;

Abdel-Bary, Hamed M. ;

Abdel-Megied, Ahmed E. -S. ;

Morcy, Emad M. I. .

MONATSHEFTE FUR CHEMIE, 2008, 139 (09) :1095-1101

[2] Antitumor activity and COMPARE analysis of bis-indole derivatives [J].

Andreani, Aldo ;

Burnelli, Silvia ;

Granaiola, Massimiliano ;

Leoni, Alberto ;

Locatelli, Alessandra ;

Morigi, Rita ;

Rambaldi, Mirella ;

Varoli, Lucilla ;

Landi, Laura ;

Prata, Cecilia ;

Dalla Sega, Francesco Vieceli ;

Caliceti, Cristiana ;

Shoemaker, Robert H. .

BIOORGANIC & MEDICINAL CHEMISTRY, 2010, 18 (09) :3004-3011

[3] Synthesis and biological evaluation of novel rigid 1,4-benzodiazepine-2,5-dione chimeric scaffolds [J].

Araujo, Ana C. ;

Nicotra, Francesco ;

Airoldi, Cristina ;

Costa, Barbara ;

Giagnoni, Gabriella ;

Fumagalli, Pietro ;

Cipolla, Laura .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (04) :635-639

[4]

Banu SS, 2010, INT J PHARM TECH RES, V2, P2128

[5] SOME PRACTICAL CONSIDERATIONS AND APPLICATIONS OF THE NATIONAL-CANCER-INSTITUTE IN-VITRO ANTICANCER DRUG DISCOVERY SCREEN [J].

BOYD, MR ;

PAULI, KD .

DRUG DEVELOPMENT RESEARCH, 1995, 34 (02) :91-109

[6]

Bozena G., 1962, ACTA POL PHARM, V19, P293

[7] Synthesis and biological evaluation of cyclic and branched peptide analogues as ligands for cholecystokinin type I receptor [J].

De Luca, Stefania ;

De Capua, Antonia ;

Saviano, Michele ;

Della Moglie, Raffaella ;

Aloj, Luigi ;

Tarallo, Laura ;

Pedone, Carlo ;

Morelli, Giancarlo .

BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (17) :5845-5853

[8]

El-Enany M.M., 2011, Eur. J. Chem, V2, P331, DOI [10.5155/eurjchem.2.3.331-336.319, DOI 10.5155/EURJCHEM.2.3.331-336.319]

[9]

Escherich A, 2001, BIOPOLYMERS, V56, P55, DOI 10.1002/1097-0282(2000)56:2<55::AID-BIP1052>3.0.CO

[10]

2-M

← 1 2 3 4 →