Microwave Synthesis, Evaluation, and Docking Study of Amino Acid Derivatives of 7-Chloroquinoline: Exploring Cytotoxic and Antioxidant Potentials

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dc.contributor.authorEzugwu, James A.
dc.contributor.authorKucukbay, Fatumetuzzehra
dc.contributor.authorOz, Samet
dc.contributor.authorKeskin, Tuba
dc.contributor.authorBoulebd, Houssem
dc.contributor.authorTekin, Suat
dc.contributor.authorKucukbay, Hasan
dc.date.accessioned2026-04-04T13:34:42Z
dc.date.available2026-04-04T13:34:42Z
dc.date.issued2026
dc.departmentİnönü Üniversitesi
dc.description.abstractNew carbamate and amino acid derivatives of 7-chloroquinoline were synthesized and characterized using FTIR, 1H NMR, 13C NMR, and HRMS analysis. The synthesized compounds were obtained through a benzotriazole-mediated approach via microwave synthesis and evaluated for antioxidant and anticancer activities. All the synthesized compounds have antioxidant properties though less than those of the standard. Cytotoxic activities of new 7-chloroquinolinyl benzyl amino carbamate derivatives were accessed using LNCaP (Lymph Node Carcinoma of the Prostate), A2780 (human ovarian cancer), and MCF-7 (breast cancer) cell lines. For cytotoxicity research, the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay was used. The synthesized compounds were subjected to a cell viability assay, and following a 24 h treatment, the IC50 values were determined. Among all the tested compounds, compound 4b demonstrated comparable antitumor activity against LNCaP, A2780, and MCF-7 cell lines when compared to the standard drug docetaxel with IC50 values of 6.61, 2.81, and 5.69 mu g/mL for LNCaP, A2780, and MCF-7 cell lines, respectively. A molecular docking study targeting the beta-tubulin enzyme revealed that compounds 4a, 4b, and 5b exhibit a high affinity for the taxane binding site and may mimic the action of docetaxel.
dc.description.sponsorshipT?rkiye Bilimsel ve Teknolojik Arastirma Kurumu [E-21514107-115.02-612434/ 2221]; In?n? ?niversitesi [FBG- 2024-3240]
dc.description.sponsorshipThe authors thank TUBITAK (The Scientific and Technological Research Council of Turkey) Project No: E-21514107-115.02-612434/2221 Program 2024/1 and Inonu University, Turkey (BAPB-Grand No-FBG-2024-3240).
dc.identifier.doi10.1021/acsomega.5c09882
dc.identifier.endpage3194
dc.identifier.issn2470-1343
dc.identifier.issue2
dc.identifier.orcid0000-0002-9212-4021
dc.identifier.orcid0000-0002-7180-9486
dc.identifier.pmid41585705
dc.identifier.scopus2-s2.0-105027766187
dc.identifier.scopusqualityQ1
dc.identifier.startpage3184
dc.identifier.urihttps://doi.org/10.1021/acsomega.5c09882
dc.identifier.urihttps://hdl.handle.net/11616/109353
dc.identifier.volume11
dc.identifier.wosWOS:001653550900001
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.indekslendigikaynakPubMed
dc.language.isoen
dc.publisherAmer Chemical Soc
dc.relation.ispartofAcs Omega
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/openAccess
dc.snmzKA_WOS_20250329
dc.subjectCancer
dc.subjectBurden
dc.titleMicrowave Synthesis, Evaluation, and Docking Study of Amino Acid Derivatives of 7-Chloroquinoline: Exploring Cytotoxic and Antioxidant Potentials
dc.typeArticle

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