《Synthesis, biological properties, and acid dissociation constant of novel naphthoquinone-triazole hybrids》 was written by Nural, Yahya; Ozdemir, Sadin; Doluca, Osman; Demir, Bunyamin; Yalcin, Mustafa Serkan; Atabey, Hasan; Kanat, Beyza; Erat, Selma; Sari, Hayati; Seferoglu, Zeynel. Quality Control of Ethyl propiolate And the article was included in Bioorganic Chemistry in 2020. The article conveys some information:
A series of novel 1,4-naphthoquinone-triazole hybrids, N-(3-amino-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-2-(4-R-1H-1,2,3-triazol-1-yl)acetamide, was synthesized by click chem. in the presence of sodium ascorbate and copper(II) sulfate pentahydrate in 81-94% yield. Various biol. properties of the synthesized compounds including DNA binding/cleavage, antioxidant, antibacterial and antifungal properties were evaluated. The DNA binding study was performed using dsDNA and G-quadruplex DNA. All of the compounds showed fluorescence increase in the presence of DNA, regardless of the structure. Up to 2.9 and 2.5 times fluorescence increase upon incubation with double stranded or G-quadruplex DNA was detected for 5f and 5g, resp. The docking studies performed on dsDNA and G-quadruplex structures suggested compounds mode of interactions were populated around the grooves. All of the compounds showed excellent DNA cleavage activity and 5e was almost degraded the plasmid DNA. The highest radical scavenging activity was obtained as 89.9% at 200 mg/L with 5d. However, the highest ferrous chelating activity was obtained as 68.1% at 200 mg/L with 5g. The compounds exhibited antimicrobial activity against Bacillus cereus, Legionella pneumophila subsp. pneumophila, Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli and Enterococcus hirae as bacteria strains and Candida albicans and Candida tropicalis as microfungus strains. The compounds exhibited antibacterial and antifungal activity in the range of 4-128μg/mL and 16-128μg/mL, resp. The best antimicrobial activity was obtained with 5d and 5e with a MIC value of 4μg/mL against Enterococcus hirae. The acid dissociation constants (pKa) were determined potentiometrically in 20% (volume/volume) DMSO-water hydro-organic solvent at an ionic background of 0.1 mol/L of NaCl, at 25 ± 0.1°C. Five pKa values were obtained for each ligand. In the experiment, the researchers used Ethyl propiolate(cas: 623-47-2Quality Control of Ethyl propiolate)
Ethyl propiolate(cas: 623-47-2) is a clear colorless to pale yellow liquid that is soluble in ethanol, ether and chloroform. It an important organic chemical raw material and pharmaceutical intermediate. Ethyl propargylate is obtained by oxidation of propargyl alcohol to propargylic acid followed by esterification.Quality Control of Ethyl propiolate
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