Synthesis of Sulfanoquinoxaline-2,3-Dione Hydrazones Derivatives as a Selective Inhibitor for Acetylcholinesterase and Butyryl Cholinesterase
F. O. Taiwo *
Department of Chemistry, Obafemi Awolowo University, Nigeria.
C. A. Obafemi
Department of Chemistry, Obafemi Awolowo University, Nigeria.
E. M. Obuotor
Department of Biochemistry and Molecular Biology, Obafemi Awolowo University, Nigeria.
I. J. Olawuni
Department of Biochemistry and Molecular Biology, Obafemi Awolowo University, Nigeria.
*Author to whom correspondence should be addressed.
Abstract
Some Sulfanoquinoxaline-2,3-diones hydrazone derivatives (1-8) were synthesized from the reactions of 2,3-dioxoquinoxaline-6-sulfonohydrazine with seven substituted benzaldehydes and acetophenone. All the synthesized compounds were biologically evaluated against cholinesterase’s (acetylcholinesterase and butyryl cholinesterase). Compounds 1-8 were found to be a good selective inhibitor for acetylcholinesterase and butyryl cholinesterase. Among the series, compounds 3 (IC50 = 75 ± 10 µg/mL) and 5 (IC50 = 80 ± 10 µg/mL) were found to be the most active inhibitors against acetylcholinesterase, while compounds 6 (IC50 = 110 ± 10 µg/mL), 8 (IC50 = 130 ± 10 µg/mL) and 7 (IC50 = 150 ± 10 µg/mL), were found to be most active inhibitor against butyryl cholinesterase. The IC50 values for all the synthesized compounds were lower than standard, eserine (IC50 = 70 ± 20 µg/mL). Their considerable acetylcholinesterase and butyryl cholinesterase inhibitory activities make them a good candidate for the development of selective acetylcholinesterase and butyryl cholinesterase inhibitors.
Keywords: Alzheimer's disease, acetylcholine, quinoxaline, acetylcholinesterase, butyrylcholinesterase, serine, hydrazone