Please use this identifier to cite or link to this item: https://hdl.handle.net/20.500.13087/2554
Title: Synthesis, density functional theory calculation, molecular docking studies, and evaluation of novel 5-nitrothiophene derivatives for anticancer activity
Authors: Nuha, Demokrat
Evren, Asaf E.
Çıyancı, Zennure Şevval
Temel, Halide Edip
Akalın Çiftçi, Gülsen
Yurttaş, Leyla
Keywords: anticancer activity
DFT calculation
molecular docking
thiazole
thiophene
Biological Evaluation
Thiazole Derivatives
In-Vitro
Cancer
Design
Identification
Apoptosis
Analogs
Hybrids
Agents
Issue Date: 2022
Publisher: Wiley-V C H Verlag Gmbh
Abstract: Within the scope of this study, new 2-{2-[(5-nitrothiophen-2-yl)methylene]hydrazinyl}thiazole derivatives (2a-j) were synthesized and investigated for their potential anticancer and enzyme inhibition activities. Spectroscopic techniques were used to determine the structures of substances. The anticancer activities of compounds were detected in A549 human lung carcinoma and L929 murine fibroblast cell lines, determining cytotoxicity, apoptosis, mitochondrial membrane integrity, and caspase-3 activation. Compounds 2b bearing 4-nitrophenyl, 2c bearing phenyl, and 2d bearing 4-cyanophenyl moieties were specified with high anticancer activity, acting through an apoptotic pathway with an apoptosis ratio of 9.61%-15.59%. Mitochondrial membrane depolarization was determined to be 25.53% and 22.33% for compounds 2b and 2c, respectively. Furthermore, compound 2c exhibited excellent caspase-3 activation. A molecular docking study was realized with compound 2c on the caspase-3 enzyme. Furthermore, the electronic characteristics of the active compounds were investigated using density functional theory (DFT) at the B3LYP/6-31G (d, p) level. The frontier molecular orbital energy and atomic net charges were examined.
URI: https://doi.org/10.1002/ardp.202200105
https://hdl.handle.net/20.500.13087/2554
ISSN: 0365-6233
1521-4184
Appears in Collections:PubMed İndeksli Yayınlar Koleksiyonu
Scopus İndeksli Yayınlar Koleksiyonu
WoS İndeksli Yayınlar Koleksiyonu

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