Synthesis Molecular Modeling in Vivo Study and Anticancer Activity of 124-Triazole Containing Hydrazide-Hydrazones Derived From (s)-Naproxen

dc.contributor.author Han, Muhammed İhsan
dc.contributor.author Yelekçi, Kemal
dc.contributor.author Bekçi, Hatice
dc.contributor.author Uba, Abdullahi İbrahim
dc.contributor.author Yıldırım, Yeliz
dc.contributor.author Karasulu, Ercüment
dc.contributor.author Cumaoğlu, Ahmet
dc.contributor.author Karasulu, Hatice Y.
dc.contributor.author Yelekçi, Kemal
dc.contributor.author Yılmaz, Ozguer
dc.contributor.author Küçükgüzel, Şükriye Güniz
dc.contributor.other Molecular Biology and Genetics
dc.date.accessioned 2019-06-27T08:02:50Z
dc.date.available 2019-06-27T08:02:50Z
dc.date.issued 2019
dc.department Fakülteler, Mühendislik ve Doğa Bilimleri Fakültesi, Biyoinformatik ve Genetik Bölümü en_US
dc.description.abstract A 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.citationcount 39
dc.identifier.doi 10.1002/ardp.201800365 en_US
dc.identifier.issn 0365-6233 en_US
dc.identifier.issn 1521-4184 en_US
dc.identifier.issn 0365-6233
dc.identifier.issn 1521-4184
dc.identifier.issue 6
dc.identifier.pmid 31115928 en_US
dc.identifier.scopus 2-s2.0-85066304754 en_US
dc.identifier.scopusquality Q2
dc.identifier.uri https://hdl.handle.net/20.500.12469/692
dc.identifier.uri https://doi.org/10.1002/ardp.201800365
dc.identifier.volume 352 en_US
dc.identifier.wos WOS:000470905700004 en_US
dc.institutionauthor Yelekçi, Kemal en_US
dc.language.iso en en_US
dc.publisher Wiley-VCH Verlag GmbH en_US
dc.relation.journal Master Journal List Survey en_US
dc.relation.publicationcategory Makale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı en_US
dc.rights info:eu-repo/semantics/closedAccess en_US
dc.scopus.citedbyCount 59
dc.subject (S)-naproxen en_US
dc.subject 124-triazole en_US
dc.subject Hydrazide-hydrazone en_US
dc.subject Methionine aminopeptidase en_US
dc.subject Prostate cancer en_US
dc.title Synthesis Molecular Modeling in Vivo Study and Anticancer Activity of 124-Triazole Containing Hydrazide-Hydrazones Derived From (s)-Naproxen en_US
dc.type Article en_US
dc.wos.citedbyCount 50
dspace.entity.type Publication
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relation.isAuthorOfPublication.latestForDiscovery 9407938e-3d31-453b-9199-aaa8280a66c5
relation.isOrgUnitOfPublication 71ce8622-7449-4a6a-8fad-44d881416546
relation.isOrgUnitOfPublication.latestForDiscovery 71ce8622-7449-4a6a-8fad-44d881416546

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