dc.contributor.author | Ekiz, Makbule | |
dc.contributor.author | Tutar, Ahmet | |
dc.contributor.author | Okten, Salih | |
dc.contributor.author | Butun, Burcu | |
dc.contributor.author | Kocyigit, Umit M. | |
dc.contributor.author | Taslimi, Parham | |
dc.contributor.author | Topcu, Guelacti | |
dc.date.accessioned | 2019-07-27T12:10:23Z | |
dc.date.accessioned | 2019-07-28T09:37:48Z | |
dc.date.available | 2019-07-27T12:10:23Z | |
dc.date.available | 2019-07-28T09:37:48Z | |
dc.date.issued | 2018 | |
dc.identifier.issn | 0365-6233 | |
dc.identifier.issn | 1521-4184 | |
dc.identifier.uri | https://dx.doi.org/10.1002/ardp.201800167 | |
dc.identifier.uri | https://hdl.handle.net/20.500.12418/6182 | |
dc.description | WOS: 000443379600007 | en_US |
dc.description | PubMed ID: 30079554 | en_US |
dc.description.abstract | We report the synthesis of bromoindenoquinolines (15a-f) by Friedlander reactions in low yields (13-50%) and the conversion of the corresponding phenyl-substituted indenoquinoline derivatives 16-21 in high yields (80-96%) by Suzuki coupling reactions. To explore the structure-activity relationship (SAR), their inhibition potentials to inhibit acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and human carbonic anhydrase cyctosolic (hCA I and II) enzymes were determined. Monophenyl (16-18) indenoquinolines significantly inhibited the AChE and BChE enzymes in ranges of IC50 37-57nM and 84-93nM, respectively, compared with their starting materials 15a-c and reference compounds (galanthamine and tacrine). On the other hand, these novel arylated indenoquinoline-based derivatives were effective inhibitors of the BChE, hCA I and II, BChE and AChE enzymes with K-i values in the range of 37 +/- 2.04 to 88640 +/- 1990nM for AChE, 120.94 +/- 37.06 to 1150.95 +/- 304.48nM for hCA I, 267.58 +/- 98.05 to 1568.16 +/- 438.67nM for hCA II, and 84 +/- 3.86 to 144120 +/- 2910nM for BChE. As a result, monophenyl indenoquinolines 16-18 may have promising anti-Alzheimer drug potential and 3,8-dibromoindenoquinoline amine (15f) can be novel hCA I and hCA II enzyme inhibitors. | en_US |
dc.language.iso | eng | en_US |
dc.publisher | WILEY-V C H VERLAG GMBH | en_US |
dc.relation.isversionof | 10.1002/ardp.201800167 | en_US |
dc.rights | info:eu-repo/semantics/closedAccess | en_US |
dc.subject | acetylcholinesterase | en_US |
dc.subject | bromoindenoquinolines | en_US |
dc.subject | butyrylcholinesterase | en_US |
dc.subject | carbonic anhydrase | en_US |
dc.subject | enzyme inhibition | en_US |
dc.subject | phenyl indenoquinolines | en_US |
dc.subject | SAR | en_US |
dc.title | Synthesis, characterization, and SAR of arylated indenoquinoline-based cholinesterase and carbonic anhydrase inhibitors | en_US |
dc.type | article | en_US |
dc.relation.journal | ARCHIV DER PHARMAZIE | en_US |
dc.contributor.department | [Ekiz, Makbule -- Tutar, Ahmet] Sakarya Univ, Dept Chem, Fac Art & Sci, TR-54187 Serdivan, Sakarya, Turkey -- [Okten, Salih] Kirikkale Univ, Dept Maths & Sci Educ, Fac Educ, Kirikkale, Turkey -- [Butun, Burcu] Bezmialem Vakif Univ, Dept Pharmaceut Chem, Fac Pharm, Istanbul, Turkey -- [Kocyigit, Umit M.] Cumhuriyet Univ, Vocat Sch Hlth Serv, Sivas, Turkey -- [Taslimi, Parham] Ataturk Univ, Dept Chem, Fac Sci, Erzurum, Turkey -- [Topcu, Guelacti] Bezmialem Vakif Univ, Dept Pharmacognosy Phytochem, Fac Pharm, Istanbul, Turkey | en_US |
dc.contributor.authorID | Okten, Salih -- 0000-0001-9656-1803 | en_US |
dc.identifier.volume | 351 | en_US |
dc.identifier.issue | 9 | en_US |
dc.relation.publicationcategory | Makale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı | en_US |