Synthesis and Anti-cancer Activity of 1,3,4-Thiadiazole and 1,3-Thiazole Derivatives Having 1,3,4-Oxadiazole Moiety

被引:83
作者
Dawood, Kamal M. [1 ]
Gomha, Sobhi M. [1 ]
机构
[1] Cairo Univ, Fac Sci, Dept Chem, Giza 12613, Egypt
关键词
ANTIMICROBIAL EVALUATION; BIOLOGICAL EVALUATION; TUBULIN POLYMERIZATION; ANTITUMOR-ACTIVITY; ANTICONVULSANT; CYTOTOXICITY; HETEROCYCLES; PRODUCTS; UTILITY;
D O I
10.1002/jhet.2250
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of 1,3,4-oxadiazolyl-phenylthiourea 3 with hydrazonoyl halides gave the corresponding 1,3,4-oxadiazolylimino-1,3,4-thiadiazoles. Also, treatment of 3 with ethyl chloroacetate and -haloketones afforded the corresponding thiazolidinone and thiazole derivatives, respectively. The structures of the synthesized products were confirmed by spectral data. Ten compounds were evaluated for their anti-cancer activity against the colon carcinoma cell line (HCT-116). The results revealed that 1,3,4-thiadiazole derivatives 13d and 19c (IC50=0.73 and 0.86 mu g/mL, respectively) have promising antitumor activity against colon carcinoma (HCT-116), and most of the tested compounds showed moderate anti-cancer activity.
引用
收藏
页码:1400 / 1405
页数:6
相关论文
共 48 条
[1]   Microwave-assisted synthesis and in-vitro anti-tumor activity of 1,3,4-triaryl-5-N-arylpyrazole-carboxamides [J].
Abdel-Aziz, Hatem A. ;
El-Zahabi, Heba S. A. ;
Dawood, Kamal M. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (06) :2427-2432
[2]   Convenient synthesis and antimicrobial evaluation of some novel 2-substituted-3-methylbenzofuran derivatives [J].
Abdel-Aziz, Hatem A. ;
Mekawey, Amal A. I. ;
Dawood, Kamal M. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (09) :3637-3644
[3]  
Abdel-Megid M, 2002, HETEROCYCL COMMUN, V8, P161
[4]  
Ali KA, 2011, ACTA POL PHARM, V68, P237
[5]  
[Anonymous], 2013, INT J PHARM PHARM SC
[6]   Molecular properties prediction, synthesis and antimicrobial activity of some newer oxadiazole derivatives [J].
Bakht, Mohammed Afroz ;
Yar, M. Shahar ;
Abdel-Hamid, Sami Gaber ;
Al Qasoumi, Saleh I. ;
Samad, Abdul .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (12) :5862-5869
[7]   Synthesis of substituted acridinyl pyrazoline derivatives and their evaluation for anti-inflammatory activity [J].
Chandra, Trilok ;
Garg, Neha ;
Lata, Suman ;
Saxena, K. K. ;
Kumar, Ashok .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (05) :1772-1776
[8]   CNS DEPRESSANT ACTIVITY OF PYRIMIDYLTHIAZOLIDONES AND THEIR SELECTIVE-INHIBITION OF NAD-DEPENDENT PYRUVATE OXIDATION [J].
CHAUDHARY, M ;
PARMAR, SS ;
CHAUDHARY, SK ;
CHATURVEDI, AK ;
SASTRY, BVR .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1976, 65 (03) :443-446
[9]   Synthesis, anticonvulsant, and anti-inflammatory evaluation of some new benzotriazole and benzofuran-based heterocycles [J].
Dawood, Kamal M. ;
Abdel-Gawad, Hassan ;
Rageb, Eman A. ;
Ellithey, Mohey ;
Mohamed, Harlan A. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (11) :3672-3680
[10]   Benzofuran derivatives: a patent review [J].
Dawood, Kamal M. .
EXPERT OPINION ON THERAPEUTIC PATENTS, 2013, 23 (09) :1133-1156