Synthesis, characterization, antiamoebic activity and cytotoxicity of novel 2-(quinolin-8-yloxy) acetohydrazones and their cyclized products (1,2,3-thiadiazole and 1,2,3-selenadiazole derivatives)

European Journal of Medicinal Chemistry
2010.0

Abstract

A series of 1,2,3-thiadiazole and 1,2,3-selenadiazole derivatives were synthesized by the cyclization of novel 2-(quinolin-8-yloxy) acetohydrazones. In vitro antiamoebic activity was performed against HM1: IMSS strain of Entamoeba histolytica. The results showed that all the 2-(quinolin-8-yloxy) acetohydrazones were more active than their cyclized products (1,2,3-thiadiazole and 1,2,3-selenadiazole derivatives). SAR showed that the compounds having quinoline ring and hydrazone linkage with free N-H group are responsible for higher antiamoebic activity. The cytotoxic studies of these compounds on human breast cancer MCF-7 cell line showed that all the compounds were nontoxic at the concentration range of 1.56-50 μM.

Knowledge Graph

Similar Paper

Synthesis, characterization, antiamoebic activity and cytotoxicity of novel 2-(quinolin-8-yloxy) acetohydrazones and their cyclized products (1,2,3-thiadiazole and 1,2,3-selenadiazole derivatives)
European Journal of Medicinal Chemistry 2010.0
Synthesis, characterization, antiamoebic activity and cytotoxicity of novel series of pyrazoline derivatives bearing quinoline tail
European Journal of Medicinal Chemistry 2010.0
Synthesis, characterization and antiamoebic activity of some hydrazone and azole derivatives bearing pyridyl moiety as a promising heterocyclic scaffold
European Journal of Medicinal Chemistry 2012.0
Synthesis of new 2-(5-substituted-3-phenyl-2-pyrazolinyl)-1,3-thiazolino[5,4-b]quinoxaline derivatives and evaluation of their antiamoebic activity
European Journal of Medicinal Chemistry 2009.0
Synthesis of some 1,3,4-thiadiazole derivatives as inhibitors of Entamoeba histolytica
Medicinal Chemistry Research 2013.0
Syntheses and evaluation of 3-(3-bromo phenyl)-5-phenyl-1-(thiazolo [4,5-b] quinoxaline-2-yl)-2-pyrazoline derivatives
European Journal of Medicinal Chemistry 2008.0
Synthesis, characterization and antiamoebic activity of 1-(thiazolo[4,5-b]quinoxaline-2-yl)-3-phenyl-2-pyrazoline derivatives
Bioorganic & Medicinal Chemistry Letters 2006.0
Synthesis, characterization and structure optimization of a series of thiazolidinone derivatives as Entamoeba histolytica inhibitors
European Journal of Medicinal Chemistry 2012.0
Probing the antiamoebic and cytotoxicity potency of novel tetrazole and triazine derivatives
European Journal of Medicinal Chemistry 2012.0
Synthesis, characterization and evaluation of the substituent effect on the amoebicide activity of new hydrazone derivatives
Med. Chem. Commun. 2014.0