Synthesis of Nitrogen-Containing Oleanolic Acid Derivatives as Carbonic Anhydrase and Acetylcholinesterase Inhibitors
| dc.contributor.author | Senol, Halil | |
| dc.contributor.author | Turgut, Gurbet Celik | |
| dc.contributor.author | Sen, Alaattin | |
| dc.contributor.author | Saglamtas, Rueya | |
| dc.contributor.author | Tuncay, Salih | |
| dc.contributor.author | Gulcin, Ilhami | |
| dc.contributor.author | Topcu, Guelacti | |
| dc.date.accessioned | 2025-09-25T10:58:35Z | |
| dc.date.available | 2025-09-25T10:58:35Z | |
| dc.date.issued | 2023 | |
| dc.description | Senol, Halil/0000-0002-8333-035X; Celik Turgut, Gurbet/0000-0002-2306-6972; | en_US |
| dc.description.abstract | In this study, a total of 13 compounds (5-17) were synthesized starting from oleanolic acid (OA), a natural triterpenoid. Five new compounds (10, 11, 12, 15 and 17), are the main targets of the study, which were synthesized for the first time in this work as oxime, imine and hydrazone derivatives of OA. Other compounds were previously obtained as natural or semi-synthetically. NMR and HRMS analyses were carried out to determine of structures of all the synthesized molecules. The inhibitory effects of the synthesized compounds on acetylcholinesterase (AChE), human carbonic anhydrase I (hCA I) and II (hCA II) were evaluated. Compounds 13 and 15 showed better inhibitory activity than the other compounds against both hCA I and hCA II isoenzymes, which are competing with AZA. In addition, compound 15 showed the strongest AChE inhibitory activity among all the tested compounds, with an IC50 value of 34.46 mu M. | en_US |
| dc.description.sponsorship | [113Z694] | en_US |
| dc.description.sponsorship | AcknowledgementsThis study was financially supported by TUBITAK, Project Number: 113Z694, and we would like to thank Ayse Nur Baspinar for her contributions. | en_US |
| dc.identifier.doi | 10.1007/s00044-023-03031-z | |
| dc.identifier.issn | 1054-2523 | |
| dc.identifier.issn | 1554-8120 | |
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| dc.identifier.uri | https://doi.org/10.1007/s00044-023-03031-z | |
| dc.identifier.uri | https://hdl.handle.net/20.500.12573/4733 | |
| dc.language.iso | en | en_US |
| dc.publisher | Springer Birkhauser | en_US |
| dc.relation.ispartof | Medicinal Chemistry Research | en_US |
| dc.rights | info:eu-repo/semantics/closedAccess | en_US |
| dc.subject | Oleanolic Acid | en_US |
| dc.subject | Acetylcholinesterase | en_US |
| dc.subject | Oxime | en_US |
| dc.subject | Imine | en_US |
| dc.subject | Hydrazone | en_US |
| dc.subject | Carbonic Anhydrase | en_US |
| dc.title | Synthesis of Nitrogen-Containing Oleanolic Acid Derivatives as Carbonic Anhydrase and Acetylcholinesterase Inhibitors | en_US |
| dc.type | Article | en_US |
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| gdc.author.id | Senol, Halil/0000-0002-8333-035X | |
| gdc.author.id | Celik Turgut, Gurbet/0000-0002-2306-6972 | |
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| gdc.author.wosid | Senol, Halil/B-5803-2018 | |
| gdc.author.wosid | Sağlamtaş, Rüya/Abc-8186-2021 | |
| gdc.author.wosid | Gulcin, Ilhami/F-1428-2014 | |
| gdc.author.wosid | Çeli̇k Turgut, Gurbet/Kud-3956-2024 | |
| gdc.author.wosid | Sen, Alaattin/H-3463-2011 | |
| gdc.author.wosid | Topcu, Gulacti/C-8344-2015 | |
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| gdc.description.department | Abdullah Gül University | en_US |
| gdc.description.departmenttemp | [Senol, Halil] Bezmialem Vakif Univ, Fac Pharm, Dept Pharmaceut Chem, TR-34093 Istanbul, Turkiye; [Turgut, Gurbet Celik] Pamukkale Univ, Fac Appl Sci, Dept Organ Farming Business Management, TR-20600 Denizli, Turkiye; [Sen, Alaattin] Pamukkale Univ, Fac Sci, Dept Biol, TR-20070 Denizli, Turkiye; [Sen, Alaattin] Abdullah Gul Univ, Fac Life & Nat Sci, Dept Mol Biol & Genet, TR-38080 Kayseri, Turkiye; [Saglamtas, Rueya] Agri Ibrahim Cecen Univ, Vocat Sch Hlth Serv, Dept Med Serv & Technol, TR-04100 Agri, Turkiye; [Tuncay, Salih] Uskudar Univ, Vocat Sch Hlth Serv, Dept Food Technol, TR-34664 Istanbul, Turkiye; [Gulcin, Ilhami] Ataturk Univ, Fac Sci, Dept Chem, TR-25240 Erzurum, Turkiye; [Topcu, Guelacti] Bezmialem Vakif Univ, Fac Pharm, Dept Phytochem & Pharmacognosy, TR-34093 Istanbul, Turkiye | en_US |
| gdc.description.endpage | 704 | en_US |
| gdc.description.issue | 4 | en_US |
| gdc.description.publicationcategory | Makale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı | en_US |
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| gdc.description.volume | 32 | en_US |
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