Please use this identifier to cite or link to this item: https://hdl.handle.net/10216/120430
Author(s): Fernandes C.
Palmeira A.
Ramos I.I.
Carneiro C.
Afonso C.
Tiritan M.E.
Cidade H.
Pinto P.C.A.G.
Saraiva M.L.M.F.S.
Reis S.
Pinto M.M.M.
Title: Chiral derivatives of xanthones: Investigation of the effect of enantioselectivity on inhibition of cyclooxygenases (COX-1 and COX-2) and binding interaction with human serum albumin
Publisher: MDPI
Issue Date: 2017
Abstract: Searching of new enantiomerically pure chiral derivatives of xanthones (CDXs) with potential pharmacological properties, particularly those with anti-inflammatory activity, has remained an area of interest of our group. Herein, we describe in silico studies and in vitro inhibitory assays of cyclooxygenases (COX-1 and COX-2) for different enantiomeric pairs of CDXs. The evaluation of the inhibitory activities was performed by using the COX Inhibitor Screening Assay Kit. Docking simulations between the small molecules (CDXs; known ligands and decoys) and the enzyme targets were undertaken with AutoDock Vina embedded in PyRx—Virtual Screening Tool software. All the CDXs evaluated exhibited COX-1 and COX-2 inhibition potential as predicted. Considering that the (S)-(−)-enantiomer of the nonsteroidal anti-inflammatory drug ketoprofen preferentially binds to albumin, resulting in lower free plasma concentration than (R)-(+)-enantiomer, protein binding affinity for CDXs was also evaluated by spectrofluorimetry as well as in in silico. For some CDXs enantioselectivity was observed. © 2017 by the authors. Licensee MDPI, Basel, Switzerland.
Subject: albumin
azapropazone
celecoxib
cyclooxygenase 1
cyclooxygenase 2
diazepam
diclofenac
fusidic acid
ibuprofen
indometacin
iophenoxic acid
ketoprofen
naproxen
piroxicam
valdecoxib
warfarin
xanthone derivative
albumin blood level
Article
binding affinity
chirality
computer model
controlled study
drug mechanism
drug protein binding
drug structure
enantioselectivity
enzyme inhibition
fluorescence
human
immunoassay
ligand binding
molecular docking
protein protein interaction
spectrofluorometry
URI: https://hdl.handle.net/10216/120430
Source: Pharmaceuticals, vol. 10(2):50
Related Information: info:eu-repo/grantAgreement/FCT/5876/147268/PT
Document Type: Artigo em Revista Científica Internacional
Rights: openAccess
Appears in Collections:CIIMAR - Artigo em Revista Científica Internacional

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