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.
Copyright © 2010 Elsevier Masson SAS. All rights reserved.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Amebicides / chemical synthesis
-
Amebicides / chemistry
-
Amebicides / pharmacology*
-
Antineoplastic Agents / chemical synthesis
-
Antineoplastic Agents / chemistry
-
Antineoplastic Agents / pharmacology*
-
Cell Line, Tumor
-
Cell Proliferation / drug effects
-
Cyclization
-
Dose-Response Relationship, Drug
-
Drug Screening Assays, Antitumor
-
Entamoeba histolytica / drug effects*
-
Heterocyclic Compounds, 1-Ring / chemical synthesis
-
Heterocyclic Compounds, 1-Ring / chemistry
-
Heterocyclic Compounds, 1-Ring / pharmacology*
-
Humans
-
Hydrazones / chemical synthesis
-
Hydrazones / chemistry
-
Hydrazones / pharmacology*
-
Molecular Structure
-
Organoselenium Compounds / chemical synthesis
-
Organoselenium Compounds / chemistry
-
Organoselenium Compounds / pharmacology*
-
Stereoisomerism
-
Structure-Activity Relationship
-
Thiadiazoles / chemical synthesis
-
Thiadiazoles / chemistry
-
Thiadiazoles / pharmacology*
Substances
-
Amebicides
-
Antineoplastic Agents
-
Heterocyclic Compounds, 1-Ring
-
Hydrazones
-
Organoselenium Compounds
-
Thiadiazoles