Synthesis of Thiazole Linked Imidazo[2,1-b]Thiazoles as Anticancer Agents

被引:28
作者
Mahmoud, Huda K. [1 ]
Gomha, Sobhi M. [1 ,2 ]
Farghaly, Thoraya A. [1 ,3 ]
Awad, Hanem M. [4 ]
机构
[1] Cairo Univ, Dept Chem, Fac Sci, Giza 12613, Egypt
[2] Islamic Univ Almadinah Almonawara, Dept Chem, Fac Sci, Almadinah Almonawara, Saudi Arabia
[3] Umm Al Qura Univ, Fac Appl Sci, Dept Chem, Makkah El Mukarramah, Saudi Arabia
[4] Natl Res Ctr, Dept Tanning Mat & Leather Technol, Cairo, Egypt
关键词
Antitumor agents; Imidazo[21-b]thiazole; Thiazole; Thiosemicarbazones; Thiocarbohydrazide; BIOLOGICAL EVALUATION; POTENTIAL ANTICANCER; MOLECULAR DOCKING; DERIVATIVES SYNTHESIS; ANTITUMOR AGENTS; DESIGN; IMIDAZOLE; IMIDAZOTHIAZOLE; CHALCONE; MOIETY;
D O I
10.1080/10406638.2019.1689514
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Based on the search for new heterocyclic drugs suitable as anticancer agents and our knowledge of the efficacy of thiazol and imidazothiazole derivatives as anticancer drugs, we have created four new series of thiazolylimidazothiazole derivatives from the reaction of each of imidazothiazole-thiosemicabazone and imidazothiazole-thicarbohydrazone derivatives with acetyl-hydrazonoyl chlorides and ester-hydrazonoyl chlorides in dioxane/drops of Et3N. The structure of the four novel series of thiazolylimidazothiazoles was characterized by physical and spectroscopic tools. In addition, all the newly synthesized derivatives were examined in vitro for their activity against HCT-116 and MCF-7 human cancer cells using the MTT assay to evaluate their pharmaceutical importance. The encouraging potent results observed from anticancer elusidation studies on the newly prepared thiazolylimidazothiazole derivatives make the design and synthesis of novel series of these systems and studying of their pharmaceutical importance an active zone for more and more investigations.
引用
收藏
页码:1608 / 1622
页数:15
相关论文
共 43 条
[1]   Synthesis and biological evaluation of new pyridines containing imidazole moiety as antimicrobial and anticancer agents [J].
Abbas, Ikhlass ;
Gomha, Sobhi ;
Elaasser, Mahmoud ;
Bauomi, Mohammed .
TURKISH JOURNAL OF CHEMISTRY, 2015, 39 (02) :334-346
[2]   Microwave-assisted and thermal synthesis of nanosized thiazolyl-phenothiazine derivatives and their biological activities [J].
Alsharekh, Manal M. ;
Althagafi, Ismail I. ;
Shaaban, Mohamed R. ;
Farghaly, Thoraya A. .
RESEARCH ON CHEMICAL INTERMEDIATES, 2019, 45 (02) :127-154
[3]   Potential antitumor agents. Part 29: Synthesis and potential coanthracyclinic activity of imidazo[2,1-b]thiazole guanylhydrazones [J].
Andreani, A ;
Leoni, A ;
Locatelli, A ;
Morigi, R ;
Rambaldi, M ;
Recanatini, M ;
Garaliene, V .
BIOORGANIC & MEDICINAL CHEMISTRY, 2000, 8 (09) :2359-2366
[4]  
[Anonymous], 2014, ADV NUTR
[5]  
[Anonymous], 2018, BIOINORGANIC CHEM AP
[6]  
[Anonymous], MOLECULES
[7]   A NEW CHALCONE AND ANTIOXIDANT CONSTITUENTS OF Glycyrrhiza glabra [J].
Chen, Jih-Jung ;
Cheng, Ming-Jen ;
Shu, Chih-Wen ;
Sung, Ping-Jyun ;
Lim, Yun-Ping ;
Cheng, Lin-Yang ;
Wang, Sin-Ling ;
Chen, Li-Chai .
CHEMISTRY OF NATURAL COMPOUNDS, 2017, 53 (04) :632-634
[8]   ZnO Nanoparticles Catalyst in the Synthesis of Bioactive Fused Pyrimidines as Anti-breast Cancer Agents Targeting VEGFR-2 [J].
Dawood, Dina H. ;
Abbas, Eman M. H. ;
Farghaly, Thoraya A. ;
Ali, Mamdouh M. ;
Ibrahim, Mohammed F. .
MEDICINAL CHEMISTRY, 2019, 15 (03) :277-286
[9]   Synthesis and antitumor activity of novel steroidal imidazolium salt derivatives [J].
Deng, Guogang ;
Zhou, Bei ;
Wang, Jing ;
Chen, Zhuo ;
Gong, Liang ;
Gong, Yaxiao ;
Wu, Dongmei ;
Li, Yan ;
Zhang, Hongbin ;
Yang, Xiaodong .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2019, 168 :232-252
[10]   Eco-Friendly Synthesis, Characterization and Biological Evaluation of Some Novel Pyrazolines Containing Thiazole Moiety as Potential Anticancer and Antimicrobial Agents [J].
Edrees, Mastoura M. ;
Abu-Melha, Sraa ;
Saad, Amirah M. ;
Kheder, Nabila A. ;
Gomha, Sobhi M. ;
Muhammad, Zeinab A. .
MOLECULES, 2018, 23 (11)