Synthesis, characterization, and cytotoxic activity studies of new N4O complexes derived from 2-({3-[2-morpholinoethylamino]-N3-([pyridine-2-yl]methyl) propylimino} methyl)phenol

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dc.authoridRezaeivala, Majid/0000-0002-4516-4055
dc.authoridSahin-Bolukbasi, Serap/0000-0003-1057-2558
dc.authoridGable, Robert/0000-0002-4626-0217
dc.contributor.authorRezaeivala, Majid
dc.contributor.authorAhmadi, Musa
dc.contributor.authorCaptain, Burjor
dc.contributor.authorSahin-Bolukbasi, Serap
dc.contributor.authorDehghani-Firouzabadi, Ahmad Ali
dc.contributor.authorGable, Robert William
dc.date.accessioned2024-10-26T18:11:17Z
dc.date.available2024-10-26T18:11:17Z
dc.date.issued2020
dc.departmentSivas Cumhuriyet Üniversitesi
dc.description.abstractA new unsymmetrical five-coordinate Schiff base ligand (HL) with an N4O donor set (2) has been prepared by condensation of N1-(2-morpholinoethyl)-N1-([pyridine-2-yl]methyl)propane-1,3-diamine with 2-hydroxy-benzaldehyde. Metal complexes [ML](n+) (M = Zn2+, Cd2+, Mn2+, Cu2+, Ni2+, Ag+, Fe3+, and Co2+ (3-10) were synthesized by the reaction of the ligand and metal salts in ethanol. The resulting products were characterized by elemental analyses, infrared, H-1 and C-13 nuclear magnetic resonance spectra (in the case of Cd and Zn complexes), UV-Vis, electrospray ionization-mass spectrometric, and conductivity measurements. The structure of the complexes [ZnL](ClO4) (3), [CdL](ClO4) (4), and [CuL](ClO4) (7) has been determined by single-crystal X-ray diffraction analysis. The metal complexes were determined to have a distorted trigonal bipyramidal (Zn and Cd) or a distorted square pyramidal (Cu) geometry. The cytotoxic potential of each compound (1-10) against MCF-7 and MDA-MB-231 (breast cancer cells), PC-3 (prostate cancer cells), and WI-38 human normal lung fibroblast cells was evaluated using the MTT (3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyl tetrazolium bromide) assay. Compounds 1, 2, and 10 did not display any activity toward any cell line tested. None of the compounds except compound 8 was cytotoxic toward PC-3. Compounds 4 and 8 showed the highest cytotoxic activity against the MCF-7 and MDA-MB-231 cell lines. Because compounds 3, 6, and 9 have similar half-maximal inhibitory concentration values against cancer cells and normal cells, these compounds displayed poor selectivity between cancer and normal cells. More importantly, it was observed that compound 5 acts differently toward different types of cell lines. For example, it displays lower cytotoxicity against the WI-38 normal cell line than it does against the MDA-MB-231 cell line.
dc.description.sponsorshipIran National Science Foundation (INSF) [97005780]; University of Miami; Hamedan University of Technology [97005780]
dc.description.sponsorshipIran National Science Foundation (INSF), Grant/Award Number: 97005780; University of Miami; Hamedan University of Technology, Grant/Award Number: 97005780
dc.identifier.doi10.1002/aoc.5325
dc.identifier.issn0268-2605
dc.identifier.issn1099-0739
dc.identifier.issue2
dc.identifier.scopus2-s2.0-85076891270
dc.identifier.scopusqualityQ2
dc.identifier.urihttps://doi.org/10.1002/aoc.5325
dc.identifier.urihttps://hdl.handle.net/20.500.12418/30580
dc.identifier.volume34
dc.identifier.wosWOS:000503586700001
dc.identifier.wosqualityQ1
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherWiley
dc.relation.ispartofApplied Organometallic Chemistry
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/openAccess
dc.subjectcytotoxicity
dc.subjectmorpholine
dc.subjectSchiff base
dc.subjectunsymmetrical tripodal amine
dc.subjectX-ray
dc.titleSynthesis, characterization, and cytotoxic activity studies of new N4O complexes derived from 2-({3-[2-morpholinoethylamino]-N3-([pyridine-2-yl]methyl) propylimino} methyl)phenol
dc.typeArticle

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