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Resorufin enters the photodynamic therapy arena: a monoamine oxidase activatable agent for selective cytotoxicity

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dc.contributor.coauthorAtakan, Gizem
dc.contributor.coauthorGunbas, Gorkem
dc.contributor.departmentDepartment of Chemistry
dc.contributor.departmentN/A
dc.contributor.departmentN/A
dc.contributor.departmentDepartment of Chemistry
dc.contributor.departmentDepartment of Chemistry
dc.contributor.kuauthorAlmammadov, Toghrul
dc.contributor.kuauthorLeylek, Özen
dc.contributor.kuauthorÖzcan, Gülnihal
dc.contributor.kuauthorKölemen, Safacan
dc.contributor.kuprofileResearcher
dc.contributor.kuprofilePhD Student
dc.contributor.kuprofileFaculty Member
dc.contributor.kuprofileFaculty Member
dc.contributor.researchcenterKUYTAM (Koç University Surface Science and Technology Center)
dc.contributor.researchcenterKUBAM (Koç University Boron and Advanced Materials Application and Research Center)
dc.contributor.researchcenterKUTEM (Koç University Tüpraş Energy Center)
dc.contributor.schoolcollegeinstituteCollege of Sciences
dc.contributor.schoolcollegeinstituteGraduate School of Health Sciences
dc.contributor.schoolcollegeinstituteSchool of Medicine
dc.contributor.schoolcollegeinstituteCollege of Sciences
dc.contributor.yokidN/A
dc.contributor.yokidN/A
dc.contributor.yokid185014
dc.contributor.yokid272051
dc.date.accessioned2024-11-09T22:49:41Z
dc.date.issued2020
dc.description.abstractA red-absorbing, water-soluble, and iodinated resorufin derivative (R1) that can be selectively activated with a monoamine oxidase (MAO) enzyme was synthesized, and its potential as a photodynamic therapy (PDT) agent was evaluated. R1 showed high O-1(2) generation yields in aqueous solutions upon addition of MAO isoforms, and it was further tested in cell culture studies. R1 induced photocytotoxicity after being triggered by endogenous MAO enzyme in cancer cells with a much higher efficiency in SH-SYSY neuroblastoma cells with high MAO-A expression. Additionally, R1 displayed differential cytotoxicity between cancer and normal cells, without any considerable dark toxicity. To the best of our knowledge, R1 marks the first example of a resorufin-based photosensitizer (PS) as well as the first anticancer drug that is activated by a MAO enzyme. Remarkably, the target PDT agent was obtained only in three steps as a result of versatile resorufin chemistry.
dc.description.indexedbyWoS
dc.description.indexedbyScopus
dc.description.indexedbyPubMed
dc.description.issue12
dc.description.openaccessNO
dc.description.sponsorshipKoc University
dc.description.sponsorshipMiddle East Technical University-BAP
dc.description.sponsorshipEuropean Research Council (ERC) under the European Union's Horizon 2020 research and innovation program [852614] Koc University Seed Funding, Middle East Technical University-BAP. The research leading to these results has received funding from the European Research Council (ERC) under the European Union's Horizon 2020 research and innovation program (Grant agreement No. [852614]).
dc.description.volume11
dc.identifier.doi10.1021/acsmedchemlett.0c00484
dc.identifier.issn1948-5875
dc.identifier.scopus2-s2.0-85097846704
dc.identifier.urihttp://dx.doi.org/10.1021/acsmedchemlett.0c00484
dc.identifier.urihttps://hdl.handle.net/20.500.14288/6547
dc.identifier.wos599586900017
dc.keywordsPhotodynamic therapy
dc.keywordsActivatable photosensitizers
dc.keywordsResorufin
dc.keywordsCancer cell selectivity
dc.keywordsMnoamine oxidase
dc.languageEnglish
dc.publisherAmer Chemical Soc
dc.sourceAcs Medicinal Chemistry Letters
dc.subjectChemistry
dc.subjectMedicinal
dc.titleResorufin enters the photodynamic therapy arena: a monoamine oxidase activatable agent for selective cytotoxicity
dc.typeJournal Article
dspace.entity.typePublication
local.contributor.authorid0000-0002-1336-4650
local.contributor.authorid0000-0001-5772-725X
local.contributor.authorid0000-0001-5354-0148
local.contributor.authorid0000-0003-4162-5587
local.contributor.kuauthorAlmammadov, Toghrul
local.contributor.kuauthorLeylek, Özen
local.contributor.kuauthorÖzcan, Gülnihal
local.contributor.kuauthorKölemen, Safacan
relation.isOrgUnitOfPublication035d8150-86c9-4107-af16-a6f0a4d538eb
relation.isOrgUnitOfPublication.latestForDiscovery035d8150-86c9-4107-af16-a6f0a4d538eb

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