The Reaction of Cyanoacetylhydrazine with ω-Bromo(4-methyl)acetophenone: Synthesis of Heterocyclic Derivatives with Antitumor Activity

被引:18
作者
Mohareb, Rafat M. [1 ,2 ]
Mohamed, Abeer A. [3 ]
机构
[1] October Univ Modern Sci & Arts, Dept Organ Chem, Fac Pharm, October City, AR, Egypt
[2] Cairo Univ, Fac Sci, Dept Chem, Giza, AR, Egypt
[3] Natl Org Drug Control & Res NODCAR, Cairo, Egypt
关键词
hydrazide-hydrazone; 1,3,4-triazine; pyridine; pyridazine; antitumor; HYDRAZONE DERIVATIVES; ANTICONVULSANT ACTIVITY; HYDRAZIDES; SCHIFF; DESIGN; BASES; CELL;
D O I
10.3390/molecules15053602
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
New approaches for the synthesis of hydrazide-hydrazone derivatives were demonstrated as well as some heterocyclizations of such derivatives to afford 1,3,4-triazine, pyridine and 1,3,4-oxadiazine derivatives. The antitumor evaluation of the newly synthesized products against three cancer cell lines, namely breast adenocarcinoma (MCF-7), non-small cell lung cancer (NCI-H460) and CNS cancer (SF-268) were recorded. Most of the synthesized compounds showed high inhibitory effects.
引用
收藏
页码:3602 / 3617
页数:16
相关论文
共 24 条
[1]   Synthesis, anti-bacterial and anti-fungal activities of some novel Schiff bases containing 2,4-disubstituted thiazole ring [J].
Bharti, S. K. ;
Nath, G. ;
Tilak, R. ;
Singh, S. K. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (02) :651-660
[2]   Characterisation of the conjugate of the (6-maleimidocaproyl)hydrazone derivative of doxorubicin with lactosaminated human albumin by 13C NMR spectroscopy [J].
Boga, Carla ;
Fiume, Luigi ;
Baglioni, Michele ;
Bertucci, Carlo ;
Farina, Claudio ;
Kratz, Felix ;
Manerba, Marcella ;
Naldi, Marina ;
Di Stefano, Giuseppina .
EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2009, 38 (03) :262-269
[3]   Synthesis of new acridines and hydrazones derived from cyclic β-diketone for cytotoxic and antiviral evaluation [J].
El-Sabbagh, Osama I. ;
Rady, Hanala M. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (09) :3680-3686
[4]   Targeted drug conjugates: principles and progress [J].
Garnett, MC .
ADVANCED DRUG DELIVERY REVIEWS, 2001, 53 (02) :171-216
[5]  
Garoufalias S. P., 2002, FARMACO, V57, P973, DOI DOI 10.1016/S0014-827X(02)01273-9
[6]  
GASTON MA, 1996, J PHARM ACTA HELV, V71, P213
[7]   Synthesis and primary cytotoxicity evaluation of new imidazo[2,1-b]thiazole derivatives [J].
Gursoy, Elif ;
Guzeldemirci, Nuray Ulusoy .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2007, 42 (03) :320-326
[8]   Purification of α-sarcin and an antifungal protein from Aspergillus giganteus by blue sepharose CL-6B affinity chromatography [J].
Hao, JJ ;
Xu, YZ ;
Geng, CD ;
Liu, WY ;
Wang, ED ;
Gong, ZZ ;
Ulbrich, N .
PROTEIN EXPRESSION AND PURIFICATION, 1998, 14 (02) :295-301
[9]  
Kaymakçioglu BK, 2002, FARMACO, V57, P595
[10]   Novel 4H-1,3,4-oxadiazin-5(6H)-ones with hydrophobic and long alkyl chains: Design, synthesis, and bioactive diversity on inhibition of monoamine oxidase, chitin biosynthesis and tumor cell [J].
Ke, Shao-Yong ;
Qian, Xu-Hong ;
Liu, Feng-Yi ;
Wang, Ni ;
Yang, Qing ;
Li, Zhong .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (05) :2113-2121