Synthesis and anticancer activity evaluation of a quinoline-based 1,2,3-triazoles
- 357 Downloads
A small library of methylthio- or methylseleno-quinolyl-linked 1,4-disubstituted 1,2,3-triazole conjugates has been synthesized from the halogenopropargylthio- or halogenopropargylseleno-quinolines through one-pot click reaction. The ability of all of the synthesized compounds to inhibit the proliferation of the C-32, T-47D, and SNB-19 cell lines was determined using the WST-1 assay. The cytotoxic properties of these new, modified derivatives of quinolyl-triazoles were comparable to those of cisplatin. Two of them, 1-benzyl-4-[methylseleno-(6-chloro-4-quinolyl)]-1H-1,2,3-triazole (2e) and 1-benzyl-4-[methylseleno-(8-bromo-4-quinolyl)]-1H-1,2,3-triazole (2j) demonstrated significant activity on the C-32 and SNB-19 cell lines.
Keywords1,2,3-triazole Quinoline Anticancer activity CuAAC
This research was supported by the Medical University of Silesia, grant No. KNW-1–006/K/6/O.
Compliance with ethical standards
Conflict of interest
The authors declare that they have no competing interests.
- Alvarez R, Velazquez S, San-Felix A, Aquaro S, De Clercq E, Perno CF, Karlsson A, Balzarini J, Camarasa MJ (1994) 1,2,3-Triazole-[2,5-Bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-3’-spiro-5”-(4”-amino-1”,2”-oxathiole 2”,2”-dioxide) (TSAO) analogs: synthesis and anti-HIV-1 activity. J Med Chem 37(24):4185–4194CrossRefPubMedGoogle Scholar
- Jordão AK, Afonso PP, Ferreira VF, de Souza MC, Almeida MC, Beltrame CO, Paiva DP, Wardell SM, Wardell JL, Tiekink ER, Damaso CR, Cunha AC (2009) Antiviral evaluation of N-amino-1,2,3-triazoles against Cantagalo virus replication in cell culture. Eur J Med Chem 44:3777–3783CrossRefPubMedGoogle Scholar
- Püsküllü OM, Tekiner B, Suzen S (2013) Recent studies of antioxidant quinoline derivatives. Mini Rev Med Chem 13(3):365–372Google Scholar
- Singhal N, Sharma PK, Dudhe R, Kumar N (2011) Recent advancement of triazole derivatives and their biological significance. J Chem Pharm Res 3(2):126–133Google Scholar