Design, Synthesis and Anticancer Screening of Novel Benzothiazole-Piperazine-1,2,3-Triazole Hybrids

被引:52
作者
Aouad, Mohamed R. [1 ]
Soliman, Moataz A. [1 ]
Alharbi, Muath O. [1 ]
Bardaweel, Sanaa K. [2 ]
Sahu, Pramod K. [3 ]
Ali, Adeeb A. [1 ]
Messali, Mouslim [1 ]
Rezki, Nadjet [1 ,4 ]
Al-Soud, Yaseen A. [5 ]
机构
[1] Taibah Univ, Fac Sci, Dept Chem, Al Madinah Al Munawarah 30002, Saudi Arabia
[2] Univ Jordan, Sch Pharm, Dept Pharmaceut Sci, Amman 11942, Jordan
[3] Jiwaji Univ, Sch Study Chem, Gwalior 474011, India
[4] Univ Sci & Technol Mohamed Boudiaf, Fac Sci, Dept Chem, Lab Chim & Electrochim Complexes Metall LCECM UST, POB 1505, El Mnouar 31000, Oran, Algeria
[5] Al Al Bayt Univ, Fac Sci, Al Mafraq 25113, Jordan
关键词
Benzothiazole; piperazine; 1,2,3-triazole; anticancer activity; BIOLOGICAL EVALUATION; CLICK SYNTHESIS; DERIVATIVES; 1,2,3-TRIAZOLE; BENZOTHIAZOLE; ANTIFUNGAL; ANALOGS;
D O I
10.3390/molecules23112788
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
A library of novel regioselective 1,4-di and 1,4,5-trisubstituted-1,2,3-triazole based benzothiazole-piperazine conjugates were designed and synthesized using the click synthesis approach in the presence and absence of the Cu(I) catalyst. Some of these 1,2,3-triazole hybrids possess in their structures different heterocyclic scaffold including 1,2,4-triazole, benzothiazole, isatin and/or benzimidazole. The newly designed 1,2,3-triazole hybrids were assessed for their antiproliferative inhibition potency against four selected human cancer cell lines (MCF7, T47D, HCT116 and Caco2). The majority of the synthesized compounds demonstrated moderate to potent activity against all the cancer cell lines examined. Further, we have established a structure activity relationship with respect to the in silico analysis of ADME (adsorption, distribution, metabolism and excretion) analysis and found good agreement with in vitro activity.
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页数:14
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