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Synthesis of mono Mannich bases of 2-(4-hydroxybenzylidene)-2,3-dihydroinden-1-one and evaluation of their cytotoxicities.

Authors :
Tugrak M
Yamali C
Sakagami H
Gul HI
Source :
Journal of enzyme inhibition and medicinal chemistry [J Enzyme Inhib Med Chem] 2016 Oct; Vol. 31 (5), pp. 818-23. Date of Electronic Publication: 2015 Aug 06.
Publication Year :
2016

Abstract

Chalcones and Mannich bases are a group of compounds known for their cytotoxicities. In this study restricted chalcone analogue, compound 2-(4-hydroxybenzylidene)-2,3-dihydroinden-1-one MT1, was used as a starting compound to synthesize new mono Mannich bases since Mannich bases may induce more cytotoxicity than chalcone analogue that they are derived from by producing additional alkylating center for cellular thiols. In this study, cyclic and acyclic amines were used to synthesize Mannich bases. All compounds were tested against Ca9-22 (gingival carcinoma), HSC-2, HSC-3 and HSC-4 (oral squamous cell carcinoma) as tumour cell lines and HGF (gingival fibroblasts), HPC (pulp cells) and HPLF (periodontal ligament fibroblasts) human normal oral cells as non tumour cell lines. Cytotoxicity, selectivity index (SI) values and potency selectivity expression (PSE) values expressed as a percentage were determined for the compounds. According to data obtained, the compound MT8 with the highest PSE value bearing N-methylpiperazine moiety seems to be a good candidate to develop new cytotoxic compounds and is suited for further investigation.

Details

Language :
English
ISSN :
1475-6374
Volume :
31
Issue :
5
Database :
MEDLINE
Journal :
Journal of enzyme inhibition and medicinal chemistry
Publication Type :
Academic Journal
Accession number :
26247355
Full Text :
https://doi.org/10.3109/14756366.2015.1070263