Mohamed L.W.Taher A.T.Rady G.S.Ali M.M.Mahmoud A.E.Pharmaceutical Organic Chemistry DepartmentFaculty of PharmacyCairo UniversityCairoEgypt; Pharmaceutical Organic Chemistry DepartmentFaculty of PharmacyOctober University for Modern Sciences and Arts (MSA) UniversityCairoEgypt; Directorate of Health AffairsMinistry of HealthGizaEgypt; Biochemistry DepartmentDivision of Genetic Engineering and BiotechnologyNational Research CentreGizaEgypt2020-01-092020-01-09201717470277https://doi.org/10.1111/cbdd.12879PubMed ID 27700014https://t.ly/xRmJmScopusA new series of benzothiazole has been synthesized as cytotoxic agents. The new derivatives were tested for their cytotoxic activity toward the human breast cancer MCF-7 cell line against cisplatin as the reference drug. Many derivatives revealed good cytotoxic effect, whereas four of them, 4, 5c, 5d, and 6b, were more potent than cisplatin, with IC50 values being 8.64, 7.39, 7.56, and 5.15�?m compared to 13.33�?m of cisplatin. The four derivatives� cytotoxic activity was accompanied by regulating free radicals production, by increasing the activity of superoxide dismutase and depletion of intracellular reduced glutathione, catalase, and glutathione peroxidase activities, accordingly, the high production of hydrogen peroxide, nitric oxide, and other free radicals causing tumor cell death as monitored by reduction in the synthesis of protein and nucleic acids. Most of the tested compounds showed potent to moderate growth inhibitory activity; in particular, compound 6b exhibited the highest activity suggesting it is a lead compound in cytotoxic activity. � 2016 John Wiley & Sons A/S.EnglishOctober University for Modern Sciences and Artsجامعة أكتوبر للعلوم الحديثة والآدابUniversity of Modern Sciences and ArtsMSA UniversityanticancerantioxidantbenzothiazolecytotoxicMCF-72 (1,3 benzothiazol 2 yl) 2 [3 phenyl 3,3a dihydro thiazolo[4,5-b](1,4)benzothiazin 2 ylidene]acetonitrile2 (1,3 benzothiazol 2 yl) 2 [3 phenyl(1,3)thiazolidin 2 ylidene]acetonitrile2 (1,3 benzothiazol 2 yl) 2 [3 phenylthiazolo[4,5-b]quinoxalin 2(3h) ylidene]acetonitrile2 (1,3 benzothiazol 2 yl) 2 [4 (2 hydroxybenzylidene) 5 oxo 3 phenyl thiazolidin 2 ylidene]acetonitrile2 (1,3 benzothiazol 2 yl) 2 [4 (3 hydroxybenzylidene) 5 oxo 3 phenyl thiazolidin 2 ylidene]acetonitrile2 (1,3 benzothiazol 2 yl) 2 [4 (4 chlorobenzylidene) 5 oxo 3 phenyl thiazolidin 2 ylidene]acetonitrile2 (1,3 benzothiazol 2 yl) 2 [4 (4 hyrdoxybenzylidene) 5 oxo 3 phenyl thiazolidin 2 ylidene]acetonitrile2 (1,3 benzothiazol 2 yl) 2 [4 methyl 5 oxo 3 phenyl(1,3)thiazolidin 2 ylidene]acetonitrile2 (1,3 benzothiazol 2 yl) 2 [4,5 dioxo 3 phenyl(1,3)thiazolidin 2 ylidene]acetonitrile2 (1,3 benzothiazol 2 yl) 2 [5 oxo 3 phenyl(1,3)thiazolidin 2 ylidene]acetonitrile2 (1,3 benzothiazol 2 yl) 2 [[4 (furan 2 yl)methyl] 5 oxo 3 phenyl thiazolidin 2 yli dene]acetonitrile4 [2 (1,2 dihydro 1,5 dimethyl 2 phenylpyrazol 3 one 4 yl)diazen 1 yl] 5 ox 3 phenylthiazolidin 2 ylidene 2 1,3 benzothiazol 2 yl acenotrile4 [2 (3 hydroxyphenyl)diazen 1 yl]5 oxo 3 phenylthiaazolidin 2 ylidene 2 1,3 benzothiazol 2 yl acenotrile4 [2 (3 methylphenyl)diazen 1 yl]5 oxo 3 phenylthiazolidin 2 ylidene 2 1,3 benzothiazol 2 yl acenotrile4 [2 (4 chlorophenyl)diazen 1 yl]5 oxo 3 phenylthiaazolidin 2 ylidene 2 1,3 benzothiazol 2 yl acenotrile4 [2 (4 hydroxyphenyl)diazen 1 yl]5 oxo 3 phenylthiaazolidin 2 ylidene 2 1,3 benzothiazol 2 yl acenotrile4 [2 [1 phenyl 1h pyrazol 5(4h) one 3 yl]diazen 1 yl] 5 oxo 3 phenylthiazo lidin 2 ylidene 2 1,3 benzothiazol 2 yl acenotrile4 [2 [1h pyrazol 5(4h) one 3 yl]diazen 1 yl] 5 oxo 3 phenylthiazo lidin 2 ylidene 2 1,3 benzothiazol 2 yl acenotrilebenzothiazole derivativecatalasecisplatincytotoxic agentglutathioneglutathione peroxidasehydrogen peroxidenitric oxidesuperoxide dismutaseunclassified drugantioxidantbenzothiazole derivativeantineoplastic activityantioxidant activityArticlecontrolled studydrug effectdrug synthesisenzyme activityIC50MCF-7 cell linepriority journalcarbon nuclear magnetic resonancedrug screeninghumanmass spectrometryproton nuclear magnetic resonanceAntioxidantsBenzothiazolesCarbon-13 Magnetic Resonance SpectroscopyDrug Screening Assays, AntitumorHumansInhibitory Concentration 50Mass SpectrometryMCF-7 CellsProton Magnetic Resonance SpectroscopyArticlehttps://doi.org/10.1111/cbdd.12879PubMed ID 27700014