Synthesis and biological evaluation of new pyridines containing imidazole moiety as antimicrobial and anticancer agents

被引:74
作者
Abbas, Ikhlass [1 ]
Gomha, Sobhi [1 ]
Elaasser, Mahmoud [2 ]
Bauomi, Mohammed [1 ]
机构
[1] Cairo Univ, Fac Sci, Dept Chem, Giza, Egypt
[2] Al Azhar Univ, Reg Ctr Mycol & Biotechnol, Cairo, Egypt
关键词
5-Acetylimidazole; cyanopyridone; bipyridine; multicomponent reactions; anticancer activity; MULTICOMPONENT REACTIONS; GREEN SYNTHESIS; DERIVATIVES; CYTOTOXICITY; HETEROCYCLES; INHIBITORS; DISCOVERY; BEARING; UTILITY;
D O I
10.3906/kim-1410-25
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis of a novel series of pyridine and bipyridine derivatives is described via one-pot multicomponent reaction of 5-acetylimidazole, malonitrile (or ethylcyanoacetate or diethylmalonate), substituted benzaldehyde (or terephthaldehyde), and ammonium acetate in good yields. The structures of all the new compounds were elucidated on the basis of elemental analysis and spectral data. The antimicrobial activities of the synthesized compounds were screened and the results showed that most of such compounds exhibit considerable activities. Furthermore, some of the newly synthesized compounds were screened for their anticancer activity against human breast cell line (MCF-7) and liver carcinoma cell line (HEPG2) in comparison to doxorubicin. Most of the tested compounds exhibited promising activity.
引用
收藏
页码:334 / 346
页数:13
相关论文
共 40 条
[1]   Design, synthesis and biological evaluation of novel pyridine derivatives as anticancer agents and phosphodiesterase 3 inhibitors [J].
Abadi, Ashraf H. ;
Ibrahim, Tamer M. ;
Abouzid, Khaled M. ;
Lehmann, Jochen ;
Tinsley, Heather N. ;
Gary, Bernard D. ;
Piazza, Gary A. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (16) :5974-5982
[2]   A novel anti-apoptosis gene, survivin, expressed in cancer and lymphoma [J].
Ambrosini, G ;
Adida, C ;
Altieri, DC .
NATURE MEDICINE, 1997, 3 (08) :917-921
[3]   Anti-inflammatory profile of some synthesized heterocyclic pyridone and pyridine derivatives fused with steroidal structure [J].
Amr, Abdel-Galil E. ;
Abdulla, Mohamed M. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (13) :4341-4352
[4]  
[Anonymous], 2013, INT J PHARM PHARM SC
[5]  
Aqui N. A., 2008, CANCER BIOL THER, V7, P1888
[6]   DIELS-ALDER REACTIONS OF N-SULFONYL-1-AZA-1,3-BUTADIENES - DEVELOPMENT OF A SYNTHETIC APPROACH TO THE STREPTONIGRONE C RING [J].
BOGER, DL ;
NAKAHARA, S .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (02) :880-884
[7]  
Borowski E, 2005, ACTA BIOCHIM POL, V52, P609
[8]   The total synthesis of streptonigrin and related antitumor antibiotic natural products [J].
Bringmann, G ;
Reichert, Y ;
Kane, VV .
TETRAHEDRON, 2004, 60 (16) :3539-3574
[9]   Novel anticancer drug discovery [J].
Buolamwini, JK .
CURRENT OPINION IN CHEMICAL BIOLOGY, 1999, 3 (04) :500-509
[10]   Identification and structure-activity relationships of substituted pyridones as inhibitors of Pim-1 kinase [J].
Cheney, I. Wayne ;
Yan, Shunqi ;
Appleby, Todd ;
Walker, Hell ;
Vo, Todd ;
Yao, Nanhua ;
Hamatake, Robert ;
Hong, Zhi ;
Wu, Jim Z. .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (06) :1679-1683