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Synthesis and biological evaluation of new pyrazolone Schiff bases as monoamine oxidase and cholinesterase inhibitors

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dc.contributor.authorKAYMAKÇIOĞLU, BEDİA
dc.contributor.authorsTok, Fatih; Kocyigit-Kaymakcioglu, Bedia; Saglik, Begum Nurpelin; Levent, Serkan; Ozkay, Yusuf; Kaplancikli, Zafer Asim
dc.date.accessioned2022-03-12T22:38:17Z
dc.date.available2022-03-12T22:38:17Z
dc.date.issued2019
dc.description.abstractIn the current work, Schiff base derivatives of antipyrine were synthesized. The chemical characterization of the compounds was confirmed using IR, H-1 NMR, C-13 NMR and mass spectroscopies. The inhibitory potency of synthesized compounds was investigated towards acetylcholinesterase (AChE), butyrylcholinesterase (BuChE), and monoamine oxidases A and B (MAO-A and MAO-B) enzymes. Some of the compounds displayed significant inhibitory activity against AChE and MAO-B enzymes, respectively. According to AChE enzyme inhibition assay, compounds 3e and 3g were found as the most potent derivatives with IC50 values of 0.285 mu M and 0.057 mu M, respectively. Also, compounds 3a (IC50 = 0.114 mu M), 3h (IC50 = 0.049 mu M), and 3i (IC50 = 0.054 mu M) were the most active derivatives against MAO-B enzyme activity. So as to understand inhibition type, enzyme kinetics studies were carried out. Furthermore, molecular docking studies were performed to define and evaluate the interaction mechanism between compounds 3g and 3h and related enzymes. ADME (Absorption, Distribution, Metabolism, and Excretion) and BBB (Blood, Brain, Barier) permeability predictions were applied to estimate pharmacokinetic profiles of synthesized compounds.
dc.identifier.doi10.1016/j.bioorg.2018.11.016
dc.identifier.eissn1090-2120
dc.identifier.issn0045-2068
dc.identifier.pubmed30481645
dc.identifier.urihttps://hdl.handle.net/11424/235577
dc.identifier.wosWOS:000458112400005
dc.language.isoeng
dc.publisherACADEMIC PRESS INC ELSEVIER SCIENCE
dc.relation.ispartofBIOORGANIC CHEMISTRY
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.subjectSchiff base
dc.subjectAcetylcholinesterase
dc.subjectButyrylcholinesterase
dc.subjectMonoamine oxidase A
dc.subjectMonoamine oxidase B
dc.subjectDocking
dc.subjectACETYLCHOLINESTERASE INHIBITORS
dc.subjectDERIVATIVES
dc.subjectANALOGS
dc.subjectSOLUBILITY
dc.titleSynthesis and biological evaluation of new pyrazolone Schiff bases as monoamine oxidase and cholinesterase inhibitors
dc.typearticle
dspace.entity.typePublication
local.avesis.id6cc29a7f-b880-4bf5-bf78-9040033931e6
local.import.packageSS17
local.indexed.atWOS
local.indexed.atSCOPUS
local.indexed.atPUBMED
local.journal.numberofpages10
local.journal.quartileQ1
oaire.citation.endPage50
oaire.citation.startPage41
oaire.citation.titleBIOORGANIC CHEMISTRY
oaire.citation.volume84
relation.isAuthorOfPublication0f8e7ba6-02e7-4232-84bb-31777a356761
relation.isAuthorOfPublication.latestForDiscovery0f8e7ba6-02e7-4232-84bb-31777a356761

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