Arylated quinoline and tetrahydroquinolines: Synthesis, characterization and their metabolic enzyme inhibitory and antimicrobial activities

Basit Öğe Kaydı
dc.authorid0000-0001-8710-2912tr
dc.contributor.authorKoçyiğit,Ümit M.
dc.contributor.authorÖkten,Salih
dc.contributor.authorÇakmak, Osman
dc.contributor.authorGizem, Burhan
dc.contributor.authorAtaş,Mehmet
dc.contributor.authorTaslimi, Parham
dc.contributor.authorGülçin,İlhami
dc.date.accessioned2024-03-07T07:55:14Z
dc.date.available2024-03-07T07:55:14Z
dc.date.issued2022/10/07tr
dc.departmentEczacılık Fakültesitr
dc.description.abstractThe aims of this study are to synthesize and characterize some new phenyl quinoline derivatives and to determine the activities of them and the recently prepared substituted phenyl quinolines against Acetylcholinesterase (AChE) and Charbonic anyhydrase (CA) enzymes and some microorganisms. The 6-phenyl- (3a) and 6,8-diphenyl-(4a) tetrahydroquinolines were prepared by treatment of 6-bromo and 6,8-dibromo-1,2,3,4-tetrahydroquinoline with phenylboronic acids in the presence of Pd catalyze in high yields with respect to our reported procedure. Then, bromination of the 6-phenyl- (3a) and 6,8-diphenyl-(4a) tetrahydroquinolines furnished novel 3-bromo phenyl substituted quinolines 14 and 11 and 8-bromo-6-pheyltetrahydroquinoline (13) in excellent yields (91, 99 and 92 %, respectively). Structures of all prepared compounds were characterized by 1H NMR,13C NMR, FTIR spectroscopy and elemental analysis. Both novel prepared and recent synthesized phenyl substituted tetrahydroquinolines and quinolines were screened for human carbonic anhydrase I, II isoenzymes (hCAs I and II) and AChE inhibitory and antimicrobial activities. Results indicated that all the synthetic compounds exhibited potent inhibitory activities against all targets as compared to the standard inhibitors, revealed by IC50 values. Ki values of novel substituted (trifluoromethoxy, thiomethyl and methoxy) phenyl quinolines 3a–d, 4a–c, 8–12, and 14 for hCA I, hCA II and AChE enzymes were obtained in the ranges 0.31–12.44, 0.92-12.45, and 8.56–27.05 μM, respectively. Moreover, phenyl quinolines 3a–b, 10, 11, 14 displayed antifungal effect against yeasts in the range of 125–15.62 μg/mL.tr
dc.identifier.doi10.1002/slct.202203469en_US
dc.identifier.endpagee202203469tr
dc.identifier.issue37tr
dc.identifier.scopus2-s2.0-85139506086en_US
dc.identifier.scopusqualityN/A
dc.identifier.startpagee202203469tr
dc.identifier.urihttps://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/slct.202203469
dc.identifier.urihttps://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/slct.202203469
dc.identifier.urihttps://hdl.handle.net/20.500.12418/14852
dc.identifier.volume7tr
dc.identifier.wosWOS:000864002300001en_US
dc.identifier.wosqualityQ3
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherChemstry Europatr
dc.relation.ispartofChemistrySelecten_US
dc.relation.publicationcategoryUluslararası Hakemli Dergide Makale - Kurum Öğretim Elemanıtr
dc.rightsinfo:eu-repo/semantics/closedAccesstr
dc.subjectArylated Quinoline ,Tetrahydroquinolinestr
dc.titleArylated quinoline and tetrahydroquinolines: Synthesis, characterization and their metabolic enzyme inhibitory and antimicrobial activitiesen_US
dc.typeArticleen_US

Dosyalar

Orijinal paket
Listeleniyor 1 - 1 / 1
Küçük Resim Yok
İsim:
Abstracat.docx
Boyut:
13.89 KB
Biçim:
Microsoft Word XML
Açıklama:
İndir
Lisans paketi
Listeleniyor 1 - 1 / 1
Küçük Resim Yok
İsim:
license.txt
Boyut:
1.44 KB
Biçim:
Item-specific license agreed upon to submission
Açıklama:
İndir

Koleksiyon

Temel Eczacılık Bilimleri Bölümü Koleksiyonu
Scopus İndeksli Yayınlar Koleksiyonu
WoS İndeksli Yayınlar Koleksiyonu