Synthesis, Biological Evaluation, Molecular Docking, and Acid Dissociation Constant of New Bis-1,2,3-triazole Compounds
Nural, Yahya | Ozdemir, Sadin | Yalcin, Mustafa Serkan | Demir, Bunyamin
In this study, new bis-1,2,3-triazole derivatives, N,N '-(1,3-phenylene)bis(2-(4-R-1H-1,2,3-triazol-1-yl)acetamide), were synthesized by copper-catalyzed azide-alkyne cycloaddition click chemistry in 84-96 % yield. A wide range bioactivity screening was performed to determine DNA cleavage, antioxidant, antibacterial and antifungal activities. All of the synthesized bis-1,2,3-triazoles showed excellent DNA cleavage activity and 4 e, bearing 2-bromoethyl moiety as a substituent, was almost degraded all of the plasmid DNA. Molecular docking simulations suggest that the synthesized compounds act as minor groove binders of DNA. The antioxidant activities of the bis-1,2,3-triazoles were determined based on the radical scavenging effect of the stable 2,2-diphenyl-1-picrylhydrazyl (DPPH) free...
A new mechanism for selective recognition of cyanide in organic and aqueous solution
Nural Yahya
A simple colorimetric and fluorimetric chemosensor 3,5-dinitro-(N-phenyl)benzamide (DNBA), was synthesized for selective determination of cyanide anion in organic and aqueous solutions via novel chemodosimeter approach. The chemosensorDNBAshowed a chromogenic and fluorogenic selective response to CN(-)against competing anions such as F-, AcO-, and H(2)PO(4)(-)in organic (DMSO and ACN) and in aqueous solutions (in DMSO/H2O: 8:2, v/v). The intensive colorimetric and fluorimetric color changes were observed in ambient light and UV-light (lambda(ex). 365 nm) after cyanide interacted withDNBA. A method that can be used in the synthesis of new biologically active benzisoxazole compound was described by the reaction ofDNBAwith TBACN and KCN in DMSO or DMSO/H2O, respectively. All interaction mecha...
Investigation of The Effect of Acylthiourea Derivatives on Diabetes-Associated Enzymes
Nural Yahya
One of the most prevalent chronic metabolic disorders, diabetes mellitus, is defined by chronic hyperglycemia and the emergence of microvascular and macrovascular pathology unique to diabetes. Several diabetes problems are primarily caused by persistent hyperglycemia. In this study, aldose reductase (AR) and sorbitol dehydrogenase (SDH) enzymes were purified using chromatographic techniques from sheep kidneys and alpha-glycosidase purchased commercially. The inhibitory effect of seven acylthiourea compounds on the activity of these enzymes associated with diabetes was investigated. As a result of the studies, the acyl thioureas showed an inhibition effect at the micromolar level on the activity of studied enzymes. The most active compound dimethyl 1-((4-methoxybenzoyl)carbamothioyl)-5,5-di...
Synthesis of New Bis-1,2,3-Triazoles Possessing High Anti-Proliferative Activities and Electrochemical Interaction Studies With dsDNA
Efeoglu, Cagla | Nural, Yahya
In this study, new bis-1,2,3-triazole derivatives (4a–h) were synthesized with 60%–95% yield by reacting N,N'-(4,5-dichloro-1,2-phenylene)bis(2-azidoacetamide) with various alkyne compounds in the presence of CuSO4.5H2O and sodium ascorbate. The in vitro anti-proliferative activity of the products was evaluated against prostate (PC3 cells) and breast cancer (SKBR3 cells), along with normal retinal pigment epithelial ARPE-19 cells to assess their cytotoxic effects. 4e, 4f, and 4a showed notable anti-proliferative activities against PC3 cells, with IC50 values of 10.89, 12.49, and 36.13 µM, respectively, while the reference drug cisplatin showed anti-proliferative activity with IC50 value of 10.5 µM. 4e also showed remarkable anti-proliferative activity compared with the reference drug ...
Synthesis of γ,δ-Aziridino α-Amino Acid Derivatives and their Stereoselective Ring Transformation to 2-(Aminomethyl)-1-aminocyclopropanecarboxylic Acid Derivatives
Nural, Yahya
1-Benzyl-2-(bromomethyl)aziridine was successfully substituted with protected glycine esters to afford alkyl 3-(N-benzylaziridin-2-yl)-2-aminopropanoates, as constrained heterocyclic diamino acid derivatives, in good isolated yields. These new aziridines proved to be excellent building blocks for ring transformation to the corresponding stereochemically defined 2-(aminomethyl)-1-aminocyclopropanecarboxylic acid derivatives, including methyl esters, piperidyl amides, and free carboxylic acids.
Anti-inflammatory Potential of 1,4-Naphthoquinone Acyl Thiourea Hybrids on Lipopolysaccharide-Activated Mammalian Macrophages, and Their Acid Dissociation Constants
Canatar, Ceren | Türkben, Havva | Efeoglu, Cagla | Karasu, Elize | Nural, Yahya | Ayaz, Furkan
In this study, seven new and known 1,4-naphthoquinone acyl thiourea hybrids were synthesized and their molecular structures were confirmed by various analytical methods. These derivatives were tested for their anti-inflammatory potential on the murine macrophages. Pro-inflammatory cytokine production levels and cell viabilities were compared between the groups and with LPS positive control groups to determine the most potent anti-inflammatory drug candidate. Our results suggest that these derivatives had anti-inflammatory activity without exerting major cytotoxicity. Their future evaluation in inflammatory and autoimmune disease settings will be crucial for their possible utilization in the clinical setting. The acid dissociation constants of synthesized hybrids 1-7 were determined potenti...