Synthesis and biological evaluation of some pyrazoline derivatives bearing a dithiocarbamate moiety as new cholinesterase inhibitors.

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Tytuł:: Synthesis and biological evaluation of some pyrazoline derivatives bearing a dithiocarbamate moiety as new cholinesterase inhibitors.
Autorzy:: Altintop MD; Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Anadolu University, Eskişehir, Turkey. />Özdemir A
Kaplancikli ZA
Turan-Zitouni G
Temel HE
Çiftçi GA
Źródło:: Archiv der Pharmazie [Arch Pharm (Weinheim)] 2013 Mar; Vol. 346 (3), pp. 189-99. Date of Electronic Publication: 2013 Feb 07.
Typ publikacji:: Journal Article
Język:: English
Imprint Name(s):: Publication: <2005->: Weinheim Germany : Wiley-VCH Verlag GmbH & Co. KGaA
Original Publication: Weinheim, Verlag Chemie GmbH.
MeSH Terms:: Cholinesterase Inhibitors/*chemical synthesis
Pyrazoles/*chemical synthesis
Thiocarbamates/*chemistry
Acetylcholinesterase/metabolism ; Animals ; Butyrylcholinesterase/metabolism ; Cell Culture Techniques ; Cell Survival/drug effects ; Cholinesterase Inhibitors/adverse effects ; Cholinesterase Inhibitors/chemistry ; Cholinesterase Inhibitors/pharmacology ; Drug Design ; Inhibitory Concentration 50 ; Mice ; Molecular Structure ; NIH 3T3 Cells ; Pyrazoles/adverse effects ; Pyrazoles/chemistry ; Pyrazoles/pharmacology ; Tetrazolium Salts/chemistry ; Thiazoles/chemistry
Substance Nomenclature:: 0 (Cholinesterase Inhibitors)
0 (Pyrazoles)
0 (Tetrazolium Salts)
0 (Thiazoles)
0 (Thiocarbamates)
EC 3.1.1.7 (Acetylcholinesterase)
EC 3.1.1.8 (Butyrylcholinesterase)
EUY85H477I (thiazolyl blue)
Entry Date(s):: Date Created: 20130208 Date Completed: 20131202 Latest Revision: 20171116
Update Code:: 20240104
DOI:: 10.1002/ardp.201200384
PMID:: 23389781
: Czasopismo naukowe

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In the present study, new pyrazoline derivatives were synthesized via the reaction of 1-(chloroacetyl)-3-(2-furyl)-5-aryl-2-pyrazolines with sodium salts of N,N-disubstituted dithiocarbamic acids. Each derivative was evaluated for its ability to inhibit acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) using a modification of Ellman's spectrophotometric method. The compounds were also investigated for their cytotoxic properties using the MTT assay. The most potent AChE inhibitor was found as compound 7 followed by compounds 27 and 17, when compared with eserine. Compounds effective on AChE carry the 2-dimethylaminoethyl moiety, which resembles the trimethylammonium group and the ethylene bridge of acetylcholine. Among all compounds, compound 7 bearing 2-dimethylaminoethyl and 3,4-methylenedioxyphenyl moieties was also found to be the most effective inhibitor of BuChE. The MTT assay indicated that the effective concentration of compound 7 was lower than its cytotoxic concentration.
(Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)

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