Assessing cytotoxic activities, theoretical and in silico molecular docking calculations of phthalocyanines bearing cinnamyloxy-groups

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dc.authoridZengin Kurt, Belma/0000-0002-4663-5402
dc.authoridOZTEN, OZGE/0000-0001-6690-537X
dc.authoridGokce, Mustafa/0000-0003-4996-7370
dc.authoridBULUT, Emrah/0000-0002-7623-8088
dc.authoridGuzel, Emre/0000-0002-1142-3936
dc.contributor.authorOzten, Ozge
dc.contributor.authorKuznetsov, Aleksey E.
dc.contributor.authorGokce, Mustafa
dc.contributor.authorErkan, Sultan
dc.contributor.authorBulut, Emrah
dc.contributor.authorTaskin, Omer Suat
dc.contributor.authorKurt, Belma Zengin
dc.date.accessioned2024-10-26T18:11:23Z
dc.date.available2024-10-26T18:11:23Z
dc.date.issued2023
dc.departmentSivas Cumhuriyet Üniversitesi
dc.description.abstractCancer has been recognized as one of the deadliest diseases in the world in recent years. By chemically tailoring specific properties, anticancer agents can be prepared very effectively for the treatment of various cancer types. In this manner, as anticancer agents, a series of soluble metal-free and metallophthalocyanines carrying cinnamyloxy-groups at peripheral beta-positions have been prepared. All synthesized phthalocyanines were characterized by various spectroscopic approaches such as ultraviolet - visible (UV - Vis), Fourier transform infrared (FT-IR), and matrix-assisted laser deionization/ionization time-of-flight mass spectroscopy (MALDI-TOF MS) techniques. These compounds are highly soluble in dimethyl sulfoxide (DMSO) and soluble in common organic solvents. The spectroscopic properties, cytotoxicity, and theoretical calculations of these complexes have been investigated. In cytotoxicity tests, compounds 1, 4, and 7 are the most active against HT-29 cell lines with IC50 values of 36.9 mu M, 32.5 mu M, and 51.1 mu M, respectively. Also, the most and the least cytotoxic compounds against healthy CCD cell line is compounds 5 and 6 with the IC50 value of 13.4 mu M and >250 mu M, respectively. The PDB ID:4BQG target protein representing the HT-29 cancer cell line and the anti-cancer activities of phthalonitrile and its phthalocyanines were supported by molecular docking studies. Density Functional Theory (DFT) study supported the experimental results, including the spectral data, and implied that the compounds 5-7 are comparable by their characteristics, such as electronic properties, optical properties, electrostatic potentials, reactivity parameters, with the earlier studied compounds 2-4, which were successfully proved to be good candidates for cancer treatment. [GRAPHICS]
dc.description.sponsorshipResearch Fund of Sakarya University of Applied Sciences [073-2022]; high-performance computing system of PIDi-UTEM [SCC-PIDi-UTEM FONDEQUIP-EQM180180]; UTFSM
dc.description.sponsorshipThis research was supported by the Research Fund of Sakarya University of Applied Sciences (Project Number: 073-2022) and the high-performance computing system of PIDi-UTEM (SCC-PIDi-UTEM FONDEQUIP-EQM180180). Also, Aleksey Kuznetsov acknowledges the financial support of UTFSM.
dc.identifier.doi10.1080/07391102.2023.2265503
dc.identifier.issn0739-1102
dc.identifier.issn1538-0254
dc.identifier.pmid37794772
dc.identifier.scopus2-s2.0-85173786746
dc.identifier.scopusqualityQ2
dc.identifier.urihttps://doi.org/10.1080/07391102.2023.2265503
dc.identifier.urihttps://hdl.handle.net/20.500.12418/30652
dc.identifier.wosWOS:001081634800001
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.indekslendigikaynakPubMed
dc.language.isoen
dc.publisherTaylor & Francis Inc
dc.relation.ispartofJournal of Biomolecular Structure & Dynamics
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.subjectPhthalocyanine
dc.subjectanticancer agents
dc.subjectcytotoxicity
dc.subjectin silico molecular docking
dc.subjecttheoretical
dc.titleAssessing cytotoxic activities, theoretical and in silico molecular docking calculations of phthalocyanines bearing cinnamyloxy-groups
dc.typeArticle

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