Synthesis and biological evaluation of novel benzothiazole-2-thiol derivatives as potential anticancer agents

Molecules

Volumn 17, Issue 4, 2012, Pages 3933-3944

  Shi, Xuan Hong ^a   Wang, Zhao ^a   Xia, Yong ^a   Ye, Ting Hong ^a   Deng, Mei ^a   Xu, You Zhi ^a   Wei, Yu Quan ^a   Yu, Luo Ting ^a  

^a SICHUAN UNIVERSITY   (China)

Author keywords

Anticancer; Apoptosis; Benzothiazole 2 thiol derivatives; Synthesis

Indexed keywords

ANTINEOPLASTIC AGENT; BENZOTHIAZOLE DERIVATIVE;

APOPTOSIS; ARTICLE; CELL PROLIFERATION; CHEMISTRY; DOSE RESPONSE; DRUG EFFECT; HUMAN; SYNTHESIS; TUMOR CELL LINE;

ANTINEOPLASTIC AGENTS; APOPTOSIS; BENZOTHIAZOLES; CELL LINE, TUMOR; CELL PROLIFERATION; DOSE-RESPONSE RELATIONSHIP, DRUG; HUMANS;

EID: 84860261476     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules17043933     Document Type: Article

References (11)

1. Quiroga, J.; Hernandez, P.; Insuasty, B.; Abonia, R.; Cobo, J.; Sanchez, A.; Nogueras, M.; Low, J.N. Control of the reaction between 2- aminobenzothiazoles and Mannich bases. Synthesis of pyrido[2, 1-b][1, 3]benzothiazoles versus [1, 3]benzothiazolo[2, 3-b]quinazolines. J. Chem. Soc. Perkin Trans. I 2002, 1, 555-559.
2. Kok, S.H.L.; Chui, C.H.; Lam, W.S.; Chen, J.; Lau, F.Y.; Wong, R.S.M.; Cheng, G.Y.M.; Lai, P.B.S.; Leung, R.W.T.; Tang, J.C.O.; et al. Synthesis and structure evaluation of a novel cantharimide and its cytotoxicity on SK-Hep-1 hepatoma cells. Bioorg. Med. Chem. Lett. 2007, 17, 1155-1159.
3. Kok, S.H.L.; Chui, C.H.; Lam, W.S.; Chen, J.; Lau, F.Y.; Wong, R.S.M.; Cheng, G.Y.M.; Tang, W.K.; Teo, I.T.N.; Cheung, F.; et al. Apoptogenic activity of a synthetic cantharimide in leukaemia: Implication on its structural activity relationship. Int. J. Mol. Med. 2006, 18, 1217-1221.
4. Kok, S.H.L.; Gambari, R.; Chui, C.H.; Yuen, M.C.W.; Lin, E.; Wong, R.S.M.; Lau, F.Y.; Cheng, G.Y.M.; Lam, W.S.; Chan, S.H.; et al. Synthesis and anti-cancer activity of benzothiazole containing phthalimide on human carcinoma cell lines. Bioorg. Med. Chem. 2008, 16, 3626-3631.
5. Song, E.Y.; Kau, R.N.; Park, M.Y.; Jin, Y.L.; Lee, K.; Kim, G.; Lee, K.Y.; Yang, J.S.; Shin, J.H.; Nam, K.Y.; et al. Synthesis of amide and urea derivatives of benzothiazole as Raf-1 inhibitor. Eur. J. Med. Chem. 2008, 43, 1519-1524.
6. Wang, Z.; Shi, X.H.; Wang, J.; Zhou, T.; Xu, Y.Z.; Huang, T.T.; Li, Y.F.; Zhao, Y.L.; Yang, L.; Yang, S.Y.; et al. Synthesis, structure-activity relationships and preliminary antitumor evaluation of benzothiazole-2-thiol derivatives as novel apoptosis inducers. Bioorg. Med. Chem. Lett. 2011, 21, 1097-1101.
7. Guo, X.Z.; Shi, L.; Wang, R.; Liu, X.X.; Li, B.G.; Lu, X.X. Synthesis and biological activities of novel nonpeptide angiotensin II receptor antagonists based on benzimidazole derivatives bearing a heterocyclic ring. Bioorg. Med. Chem. Lett. 2008, 16, 10301-10310.
8. Liu, Y.; Gerald, N.L. Activation of heterocyclic amines by combinations of prostaglandin H synthase-1 and-2 with N-acetyltransferase 1 and 2. Cancer Lett. 1998, 133, 115-123.
9. Peng, F.; Wei, Y.Q.; Tian, L.; Yang, L.; Zhao, X.; Lu, Y.; Mao, Y.Q.; Kan, B.; Lei, S.; Wang, G.S.; et al. Induction of apoptosis by norcantharidin in human colorectal carcinoma cell lines: Involvement of the CD95 receptor/ligand. Cancer Res. Clin. Oncol. 2002, 128, 223-230.
10. Baraldi, P.G.; Preti, D.; Tabrizi, M.A.; Fruttarolo, F.; Saponaro, G.; Baraldi, S.; Romagnoli, R.; Moorman, A.R.; Gessi, S.; Varani, K.; et al. Hybrid molecules between distamycin A and active moieties of antitumor agents. Bioorg. Med. Chem. 2007, 15, 17-35.
11. Musso, D.L.; Cochran, F.R.; Kelley, J.L.; McLean, E.W.; Selph, J.L.; Rigdon, G.C.; Orr, G.F.; Davis, R.G.; Cooper, B.R.; Styles, V.L.; et al. Indanylidenes. 1. Design and synthesis of (E)-2-(4, 6-difluoro-1-indanylidene) acetamide, a potent, centrally acting muscle relaxant with antiinflammatory and analgesic activity. J. Med. Chem. 2003, 46, 399-408.