Synthesis, Anti-Inflammatory, and Anticancer Activity Evaluation of Some Heterocyclic Amidine and Bis-Amidine Derivatives

被引：13

作者：

Sondhi, Sham M. ^{[1
]}

Rani, Reshma ^{[1
]}

Roy, Partha ^{[2
]}

Agrawal, S. K. ^{[3
]}

Saxena, A. K. ^{[3
]}

机构：

[1] Indian Inst Technol Roorkee, Dept Chem, Roorkee 247667, Uttarakhand, India

[2] Indian Inst Technol Roorkee, Dept Biotechnol, Roorkee 247667, Uttarakhand, India

[3] Indian Inst Integrat Med, Div Pharmacol, Jammu 180001, India

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2011年 / 48卷 / 04期

关键词：

EFFICIENT SYNTHESIS; ANTITUMOR; BENZIMIDAZOLE; AGENTS; DIAMIDINES; INHIBITORS; ASSAY;

D O I：

10.1002/jhet.658

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Heterocyclic amidine derivatives of benzothiazole (6a-c), benzimidazole (6d-f), benzoxazole (6g-i), and bis-amidine derivatives of pyrimidine, (7a, 7b) & triazole (7c-e) ring system have been synthesized by nucleophilic addition reaction. All these compounds were screened for anti-inflammatory and anticancer activities. At a dose of 50 mg/kg p.o., compounds 6c (39%), 6e (39%), and 6f (39%) exhibited anti-inflammatory activity comparable to standard drug ibuprofen, which showed 39% activity and compounds 6b, 6e, 7a, and 7c exhibited moderate anticancer activity against cervix (HELA); neuroblastoma (IMR-32); breast (MCF-7), leukemia (THP-1); and cervix (HELA) human cancer cell lines, respectively.

引用

页码：921 / 926

页数：6

共 33 条

[1] Potential Antitumor Agents.: 42.: New antitumor imidazo[2,1-b]thiazole guanylhydrazones and analogues' [J].

Andreani, Aldo ;

Burnelli, Silvia ;

Granaiola, Massimiliano ;

Leoni, Alberto ;

Locatelli, Alessandra ;

Morigi, Rita ;

Rambaldi, Mirella ;

Varoli, Lucilla ;

Calonghi, Natalia ;

Cappadone, Concettina ;

Farruggia, Giovanna ;

Zini, Maddalena ;

Stefanelli, Claudio ;

Masotti, Lanfranco ;

Radin, Norman S. ;

Shoemaker, Robert H. .

JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (04) :809-816

[2] Synthesis and Biological Evaluation of Amidine, Guanidine, and Thiourea Derivatives of 2-Amino(6-trifluoromethoxy)benzothiazole as Neuroprotective Agents Potentially Useful in Brain Diseases [J].

Anzini, Maurizio ;

Chelini, Alessia ;

Mancini, Alessandra ;

Cappelli, Andrea ;

Frosini, Maria ;

Ricci, Lorenzo ;

Valoti, Massimo ;

Magistretti, Jacopo ;

Castelli, Loretta ;

Giordani, Antonio ;

Makovec, Francesco ;

Vomero, Salvatore .

JOURNAL OF MEDICINAL CHEMISTRY, 2010, 53 (02) :734-744

[3] Antitumor Carbazoles [J].

Asche, Christian ;

Demeunynck, Martine .

ANTI-CANCER AGENTS IN MEDICINAL CHEMISTRY, 2007, 7 (02) :247-267

[4] Synthesis and anti-inflammatory activity of some [4,6-(4-substituted aryl)-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]-acetic acid derivatives [J].

Bahekar, SS ;

Shinde, DB .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (07) :1733-1736

[5] Hybrid molecules between distamycin A and active moieties of antitumor agents [J].

Baraldi, Pier Giovanni ;

Preti, Delia ;

Fruttarolo, Francesca ;

Tabrizi, Mojgan Aghazadeh ;

Romagnoli, Romeo .

BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (01) :17-35

[6] Targeting the DNA minor groove with fused ring dicationic compounds: Comparison of in silico screening and a high-resolution crystal structure [J].

Campbell, NH ;

Evans, DA ;

Lee, MPH ;

Parkinson, GN ;

Neidle, S .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (01) :15-19

[7]

Cetinkaya E, 1999, J CHEMOTHERAPY, V11, P83

[8]

CORY JG, 1994, ANTICANCER RES, V14, P875

[9] In vitro and in vivo studies of the trypanocidal activity of a diarylthiophene diamidine against Trypanosoma cruzi [J].

da Silva, Cristiane Franca ;

Batista, Marcos Meuser ;

Jaen Batista, Denise da Gama ;

de Souza, Elen Mello ;

da Silva, Patricia Bernardino ;

de Oliveira, Gabriel Melo ;

Meuser, Andrea Souza ;

Shareef, Abdur-Rafay ;

Boykin, David W. ;

Soeiro, Maria de Nazare C. .

ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 2008, 52 (09) :3307-3314

[10]

Di Pietro L. V., 2004, US, Patent No. [804,915, 2009, 2004804915]

← 1 2 3 4 →