dc.contributor.author | Bulut, Nilufer | |
dc.contributor.author | Kocyigit, Umit M. | |
dc.contributor.author | Gecibesler, Ibrahim H. | |
dc.contributor.author | Dastan, Taner | |
dc.contributor.author | Karci, Huseyin | |
dc.contributor.author | Taslimi, Parham | |
dc.contributor.author | Dastan, Sevgi Durna | |
dc.contributor.author | Gulcin, Ilhami | |
dc.contributor.author | Cetin, Ahmet | |
dc.date.accessioned | 2019-07-27T12:10:23Z | |
dc.date.accessioned | 2019-07-28T09:39:00Z | |
dc.date.available | 2019-07-27T12:10:23Z | |
dc.date.available | 2019-07-28T09:39:00Z | |
dc.date.issued | 2018 | |
dc.identifier.issn | 1095-6670 | |
dc.identifier.issn | 1099-0461 | |
dc.identifier.uri | https://dx.doi.org/10.1002/jbt.22006 | |
dc.identifier.uri | https://hdl.handle.net/20.500.12418/6453 | |
dc.description | WOS: 000419943200008 | en_US |
dc.description | PubMed ID: 29131470 | en_US |
dc.description.abstract | Some novel derivatives of thiosemicarbazide and 1,2,4-triazole-3-thiol were synthesized and evaluated for their biological activities. The title compounds were prepared starting from readily available pyridine-2,5-dicarboxylic acid. The reaction carboxylic acid with absolute ethanol afforded the corresponding dimethyl pyridine-2,5-dicarboxylate (1). The reaction of dimethyl-2,5-pyridinedicarboxylate (1) with hydrazine hydrate good yielded pyridine-2,5-dicarbohydrazide (2). Refluxing compound 2 with alkyl/aryl isothiocyanate derivatives for 3-8 h afforded 1,4-disubstituted thiosemicarbazides (3a-e). Base-catalyzed intra-molecular dehydrative cyclization of these intermediates furnished the 4,5-disubstituted bis-mercaptotriazoles (4a-e) in good yield (85%-95%). Among the target compounds, 2,2'-(pyridine-2,5-diyldicarbonyl)bis[N-(p-methoxyphenyl)hydrazinecarbothioamide] (3c) showed very high activity with value of 72.93% against 1,1-diphenyl-2-picrylhydrazyl free radical at the concentration of 25 mu g/mL. The inhibitory effects of the target compounds against acetylcholinesterase (AChE), hCA I, and II were studied. AChE, cytosolic hCA I and II isoforms were potently inhibited by synthesized these derivatives with K(i)s in the range of 3.07 +/- 0.76-87.26 +/- 29.25 nM against AChE, in the range of 1.47 +/- 0.37-10.06 +/- 2.96 nM against hCA I, and in the range of 3.55 +/- 0.57-7.66 +/- 2.06 nM against hCA II, respectively. | en_US |
dc.description.sponsorship | Bingol University Scientific Research Projects Coordination Unit (BUBAP) [2010-013, BAP136-104-2011] | en_US |
dc.description.sponsorship | We acknowledge with great pleasure the financial support provided by Bingol University Scientific Research Projects Coordination Unit (BUBAP), project no: 2010-013 and BAP136-104-2011. | en_US |
dc.language.iso | eng | en_US |
dc.publisher | WILEY | en_US |
dc.relation.isversionof | 10.1002/jbt.22006 | en_US |
dc.rights | info:eu-repo/semantics/openAccess | en_US |
dc.subject | 1,2,4-triazoles | en_US |
dc.subject | antioxidant activity | en_US |
dc.subject | carbonic anhydrase | en_US |
dc.subject | enzyme inhibition | en_US |
dc.subject | pyridine | en_US |
dc.title | Synthesis of some novel pyridine compounds containing bis-1,2,4-triazole/thiosemicarbazide moiety and investigation of their antioxidant properties, carbonic anhydrase, and acetylcholinesterase enzymes inhibition profiles | en_US |
dc.type | article | en_US |
dc.relation.journal | JOURNAL OF BIOCHEMICAL AND MOLECULAR TOXICOLOGY | en_US |
dc.contributor.department | [Bulut, Nilufer -- Dastan, Taner -- Karci, Huseyin -- Cetin, Ahmet] Bingol Univ, Fac Sci & Art, Dept Chem, TR-12000 Bingol, Turkey -- [Kocyigit, Umit M.] Cumhuriyet Univ, Vocat Sch Hlth Serv, TR-58140 Sivas, Turkey -- [Gecibesler, Ibrahim H.] Bingol Univ, Lab Nat Prod Res, Fac Hlth Sci, TR-12000 Bingol, Turkey -- [Taslimi, Parham -- Gulcin, Ilhami] Ataturk Univ, Dept Chem, Fac Sci, TR-25240 Erzurum, Turkey -- [Dastan, Sevgi Durna] Cumhuriyet Univ, Dept Biometr & Genet, Fac Vet Med, TR-58140 Sivas, Turkey | en_US |
dc.contributor.authorID | GULCIN, Ilhami -- 0000-0001-5993-1668; gecibesler, ibrahim -- 0000-0002-4473-2671 | en_US |
dc.identifier.volume | 32 | en_US |
dc.identifier.issue | 1 | en_US |
dc.relation.publicationcategory | Makale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı | en_US |