Synthesis molecular modeling in vivo study and anticancer activity of 124-triazole containing hydrazide-hydrazones derived from (S)-naproxen

dc.contributor.authorYelekçi, Kemal
dc.contributor.authorBekçi, Hatice
dc.contributor.authorUba, Abdullahi İbrahim
dc.contributor.authorYıldırım, Yeliz
dc.contributor.authorKarasulu, Ercüment
dc.contributor.authorCumaoğlu, Ahmet
dc.contributor.authorKarasulu, Hatice Y.
dc.contributor.authorYelekçi, Kemal
dc.contributor.authorYılmaz, Ozguer
dc.contributor.authorKüçükgüzel, Şükriye Güniz
dc.date.accessioned2019-06-27T08:02:50Z
dc.date.available2019-06-27T08:02:50Z
dc.date.issued2019
dc.departmentFakülteler, Mühendislik ve Doğa Bilimleri Fakültesi, Biyoinformatik ve Genetik Bölümüen_US
dc.description.abstractA new series of 124-triazole containing hydrazide-hydrazones derived from (S)-naproxen (7a-m) was synthesized in this study. The structures of these compounds were characterized by spectral (Fourier-transform infrared spectroscopy H-1-nuclear magnetic resonance (NMR) C-13-NMR and high-resolution electron ionization mass spectrometry) methods. Furthermore molecular modeling of these compounds was studied on human methionine aminopeptidase-2. All synthesized compounds were screened for anticancer activity against three prostate cancer cell lines (PC3 DU-145 and LNCaP) using the 3-(45-dimethylthiazol-2-yl)-5-(3-carboxymethoxyphenyl)-2-(4-sulfophenyl)-2H-tetrazolium colorimetric method. Compound 7a showed the best activity against the PC3 DU-145 and LNCaP cancer cell lines with IC50 values of 26.0 34.5 and 48.8 mu M respectively. Compounds 7b 7k and 7m showed anticancer activity against cancer cell lines PC3 and DU-145 with IC50 values of 43.0 36.5 29.3 mu M and 49.8 49.1 31.6 mu M respectively. Compounds 7f and 7g showed anticancer activity against PC3 cells with IC50 values of 43.4 and 34.5 mu M respectively. To assess the biodistribution in mice of IRDye800 dye-labeled compound 7a or 100 mu M of free dye was injected intravenously into the mice's tail. In vivo images were taken with in vivo imaging system spectrum device at 60 120 180 240 300 and 360 min after injection. At the end of 360 min ex vivo studies were carried out to determine in which organs the dye was accumulated in the urogenital system. Ex vivo studies showed that the accumulation of compound 7a in the prostate is greater than that of the free dye and it is concluded that compound 7a may be promising for the treatment of prostate cancer..en_US]
dc.identifier.citation39
dc.identifier.doi10.1002/ardp.201800365en_US
dc.identifier.issn0365-6233en_US
dc.identifier.issn1521-4184en_US
dc.identifier.issn0365-6233
dc.identifier.issn1521-4184
dc.identifier.issue6
dc.identifier.pmid31115928en_US
dc.identifier.scopus2-s2.0-85066304754en_US
dc.identifier.scopusqualityQ2
dc.identifier.urihttps://hdl.handle.net/20.500.12469/692
dc.identifier.urihttps://doi.org/10.1002/ardp.201800365
dc.identifier.volume352en_US
dc.identifier.wosWOS:000470905700004en_US
dc.identifier.wosqualityN/A
dc.institutionauthorYelekçi, Kemalen_US
dc.language.isoenen_US
dc.publisherWiley-VCH Verlag GmbHen_US
dc.relation.journalMaster Journal List Surveyen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subject(S)-naproxenen_US
dc.subject124-triazoleen_US
dc.subjectHydrazide-hydrazoneen_US
dc.subjectMethionine aminopeptidaseen_US
dc.subjectProstate canceren_US
dc.titleSynthesis molecular modeling in vivo study and anticancer activity of 124-triazole containing hydrazide-hydrazones derived from (S)-naproxenen_US
dc.typeArticleen_US
dspace.entity.typePublication
relation.isAuthorOfPublication9407938e-3d31-453b-9199-aaa8280a66c5
relation.isAuthorOfPublication.latestForDiscovery9407938e-3d31-453b-9199-aaa8280a66c5

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