Structures and biochemical evaluation of silver(I) 5,5-diethylbarbiturate complexes with bis(diphenylphosphino)alkanes as potential antimicrobial and anticancer agents

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dc.contributor.authorAygün, Muhittin
dc.contributor.buuauthorYılmaz, Veysel T.
dc.contributor.buuauthorİçsel, Ceyda
dc.contributor.buuauthorBatur, Jenaidullah
dc.contributor.buuauthorAydınlık, Şeyma
dc.contributor.buuauthorŞahintürk, Pınar
dc.contributor.departmentUludağ Üniversitesi/Fen-Edebiyet Fakültesi/Kimya Bölümü.tr_TR
dc.contributor.departmentUludağ Üniversitesi/Fen-Edebiyat Fakültesi/Biyoloji Bölümü.tr_TR
dc.contributor.departmentUludağ Üniversitesi/Veteriner Fakültesi/Farmakoloji ve Toksikoloji Anabilim Dalı.tr_TR
dc.contributor.orcid0000-0002-2849-3332tr_TR
dc.contributor.orcid0000-0002-2717-2430tr_TR
dc.contributor.orcid0000-0001-5238-2432tr_TR
dc.contributor.researcheridL-7238-2018tr_TR
dc.contributor.researcheridAAI-3342-2021tr_TR
dc.contributor.researcheridAHD-1718-2022tr_TR
dc.contributor.researcheridABI-2909-2020tr_TR
dc.contributor.scopusid56441123900tr_TR
dc.contributor.scopusid55551960400tr_TR
dc.contributor.scopusid57194706926tr_TR
dc.contributor.scopusid57190280044tr_TR
dc.contributor.scopusid55342852700tr_TR
dc.date.accessioned2022-11-01T05:35:27Z
dc.date.available2022-11-01T05:35:27Z
dc.date.issued2017-08-28
dc.description.abstractNew silver(I) 5,5-diethylbarbiturate (barb) complexes with a series of bis(diphenylphosphino)alkanes such as 1,1-bis(diphenylphosphino)methane (dppm), 1,2-bis(diphenylphosphino)ethane (dppe), 1,3-bis-(diphenylphosphino)propane (dppp) and 1,4-bis(diphenylphosphino)butane (dppb) were synthesized and characterized. [Ag-2(barb)(2)(mu-dppm)(2) (1), [Ag-2(barb)(2)(mu-dppe)(DMSO)(2)] (2) and [Ag-2(barb)(2)( dppp)2](3) were binuclear, while [Ag(barb)(mu-dppb)] (4) was a coordination polymer. 1-4 effectively bind to the G/C rich region of the major groove of DNA and interact with BSA via hydrophobic interactions in accordance with molecular docking studies. All complexes displayed significant DNA cleavage in the presence of H2O2. 1-4 exhibited more specificity against Gram-positive bacteria than Gram-negative bacteria, but 2 targets both bacterial strains, being comparable to AgNO3 and silver sulfadiazine. Complex 1 has a strong growth inhibitory effect on A549 cells, while 2 and 3 exhibit considerable cytotoxicity against MCF-7 cells. The complexes showed high accumulation in the cytosol fraction of the cells. Mechanistic studies showed that 1 and 2 display effective cell growth inhibition by triggering S and G2/M phase arrest, induce apoptosis via mitochondrial pathways and also damage to DNA due to the overproduction of ROS.en_US
dc.identifier.citationYılmaz, V. T. vd. (2017). ''Structures and biochemical evaluation of silver(I) 5,5-diethylbarbiturate complexes with bis(diphenylphosphino)alkanes as potential antimicrobial and anticancer agents''. European Journal of Medicinal Chemistry, 139, 901-916.en_US
dc.identifier.endpage916tr_TR
dc.identifier.issn0223-5234
dc.identifier.pubmed28881285tr_TR
dc.identifier.scopus2-s2.0-85028697123tr_TR
dc.identifier.startpage901tr_TR
dc.identifier.urihttps://doi.org/10.1016/j.ejmech.2017.08.062
dc.identifier.urihttps://www.sciencedirect.com/science/article/pii/S0223523417306748
dc.identifier.uri1768-3254
dc.identifier.urihttp://hdl.handle.net/11452/29283
dc.identifier.volume139tr_TR
dc.identifier.wos000412788200069tr_TR
dc.indexed.pubmedPubMeden_US
dc.indexed.scopusScopusen_US
dc.indexed.wosSCIEen_US
dc.language.isoenen_US
dc.publisherElsevieren_US
dc.relation.bapOUAP (F-2016/9)tr_TR
dc.relation.collaborationYurt içitr_TR
dc.relation.journalEuropean Journal of Medicinal Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergitr_TR
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectPharmacology & pharmacyen_US
dc.subject5,5-Diethylbarbiturateen_US
dc.subjectAnticanceren_US
dc.subjectAntimicrobialen_US
dc.subjectApoptosis mechanismen_US
dc.subjectBis(diphenylphosphino)alkaneen_US
dc.subjectSilver(I)en_US
dc.subjectBreast-cancer cellsen_US
dc.subjectCrystal-structuresen_US
dc.subject2,2'-dipyridylamine synthesisen_US
dc.subjectBarbiturate derivativesen_US
dc.subjectMolecular dockingen_US
dc.subjectCellular uptakeen_US
dc.subjectSerum-albuminen_US
dc.subjectSolid-stateen_US
dc.subjectAntibacterialen_US
dc.subjectDna-bindingen_US
dc.subject.emtree1,1 bis(diphenylphosphino)methaneen_US
dc.subject.emtree1,2 bis(diphenylphosphino)ethaneen_US
dc.subject.emtree1,3 bis(diphenylphosphino)propaneen_US
dc.subject.emtree1,4 bis(diphenylphosphino)butaneen_US
dc.subject.emtreeAlkane derivativeen_US
dc.subject.emtreeAntiinfective agenten_US
dc.subject.emtreeAntineoplastic agenten_US
dc.subject.emtreeBarbituric acid derivativeen_US
dc.subject.emtreeBis(diphenylphosphino)alkane derivativeen_US
dc.subject.emtreeBovine serum albuminen_US
dc.subject.emtreeHydrogen peroxideen_US
dc.subject.emtreePolymeren_US
dc.subject.emtreeReactive oxygen metaboliteen_US
dc.subject.emtreeSilver 5,5 diethylbarbiturate derivativeen_US
dc.subject.emtreeSilver nitrateen_US
dc.subject.emtreeSulfadiazine silveren_US
dc.subject.emtreeUnclassified drugen_US
dc.subject.emtreeAntiinfective agenten_US
dc.subject.emtreeAntineoplastic agenten_US
dc.subject.emtreeBarbituric acid derivativeen_US
dc.subject.emtreeCoordination compounden_US
dc.subject.emtreeSilveren_US
dc.subject.emtreeAntimicrobial activityen_US
dc.subject.emtreeAntineoplastic activityen_US
dc.subject.emtreeApoptosisen_US
dc.subject.emtreeApoptosis assayen_US
dc.subject.emtreeArticleen_US
dc.subject.emtreeBacterial strainen_US
dc.subject.emtreeBinding affinityen_US
dc.subject.emtreeBiochemical analysisen_US
dc.subject.emtreeBiological activityen_US
dc.subject.emtreeCell deathen_US
dc.subject.emtreeCell growthen_US
dc.subject.emtreeCell structureen_US
dc.subject.emtreeComplex formationen_US
dc.subject.emtreeControlled studyen_US
dc.subject.emtreeCrystal structureen_US
dc.subject.emtreeCytosolic fractionen_US
dc.subject.emtreeCytotoxicityen_US
dc.subject.emtreeDNA bindingen_US
dc.subject.emtreeDNA cleavageen_US
dc.subject.emtreeDNA damageen_US
dc.subject.emtreeDrug mechanismen_US
dc.subject.emtreeDrug stabilityen_US
dc.subject.emtreeDrug structureen_US
dc.subject.emtreeDrug synthesisen_US
dc.subject.emtreeG2 phase cell cycle checkpointen_US
dc.subject.emtreeGram negative bacteriumen_US
dc.subject.emtreeGram positive bacteriumen_US
dc.subject.emtreeGrowth inhibitionen_US
dc.subject.emtreeHumanen_US
dc.subject.emtreeHuman cellen_US
dc.subject.emtreeLipophilicityen_US
dc.subject.emtreeMCF cell lineen_US
dc.subject.emtreeMitochondrial membrane potentialen_US
dc.subject.emtreeMolecular dockingen_US
dc.subject.emtreeS phase cell cycle checkpointen_US
dc.subject.emtreeX ray crystallographyen_US
dc.subject.emtreeCell proliferationen_US
dc.subject.emtreeChemical structureen_US
dc.subject.emtreeChemistryen_US
dc.subject.emtreeDose responseen_US
dc.subject.emtreeDrug effectsen_US
dc.subject.emtreeDrug screeningen_US
dc.subject.emtreeMicrobial sensitivity testen_US
dc.subject.emtreeStructure activity relationen_US
dc.subject.emtreeSynthesisen_US
dc.subject.emtreeTumor cell cultureen_US
dc.subject.emtreeNonhumanen_US
dc.subject.meshAnti-bacterial agentsen_US
dc.subject.meshAntineoplastic agentsen_US
dc.subject.meshBarbituratesen_US
dc.subject.meshCell proliferationen_US
dc.subject.meshCoordination complexesen_US
dc.subject.meshDose-response relationship, drugen_US
dc.subject.meshDrug screening assays, Antitumoren_US
dc.subject.meshGram-negative bacteriaen_US
dc.subject.meshGram-positive bacteriaen_US
dc.subject.meshHumansen_US
dc.subject.meshMicrobial sensitivity testsen_US
dc.subject.meshMolecular docking simulationen_US
dc.subject.meshMolecular structureen_US
dc.subject.meshSilveren_US
dc.subject.meshStructure-activity relationshipen_US
dc.subject.meshTumor cells, cultureden_US
dc.subject.scopusThiobarbituric Acid; Crystal Structure; DMVen_US
dc.subject.wosChemistry, medicinalen_US
dc.titleStructures and biochemical evaluation of silver(I) 5,5-diethylbarbiturate complexes with bis(diphenylphosphino)alkanes as potential antimicrobial and anticancer agentsen_US
dc.typeArticle
dc.wos.quartileQ1en_US

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