Synthesis and antioxidant activity of new analogs of Quin-C1

Synthesis of 2-Amino-N′-aroyl(het)arylhydrazides, DNA Photocleavage, Molecular Docking and Cytotoxicity Studies against Melanoma CarB Cell Lines

“…Apart from the compounds 1-4, the rest are novel. All compounds were fully characterized with 1 H-NMR, 13 C-NMR, IR and HRMS, and all data are in accordance with the proposed structure (Section 3 and Supplementary Materials S.1). The two NH moieties appear as two broad singlet peaks between 10.11 and 10.88 ppm except for the derivatives 13 and 21 where both hydrogens give a broad singlet integrated for two protons.…”

“…UV-Visible (UV-Vis) spectra were recorded on a Hitachi U-2001 dual beam UV-Vis spectrophotometer (Hitachi, Tokyo, Japan). NMR spectra were recorded on an Agilent 500/54 (Agilent Technologies, Santa Clara, CA, USA) (500 MHz and 125 MHz for 1 H and 13 C, respectively) or on a Bruker 300 AM (Bruker, Billerica, MA, USA) (300 MHz and 75 MHz for 1 H and 13 C, respectively) spectrometer using DMSO-d 6 as a solvent. J values are reported in Hz.…”

“…The attachment of Anthranilic acid DACHZs (AA DACHZs, Figure 2, G, H) bear an additional functional amine group which contributes to their chemistry, biology and technology. Derivatives such as G may give rise to 1,3,4-oxadiazoles [7][8][9][10], 1,2,3-benzotriazine-4-ones [11], 3-amido-1,2dihydro substituted quinazolinones [12][13][14][15][16][17], 3-amido substituted quinazolinones [10,18], quinazolinone containing fused polycyclic compounds [19,20] or N-N axially chiral 3,3 ′bisquinazolinones [21]. Furthermore, their well-positioned electron-donating atoms allow metal complexation which, depending on the metal and the conditions applied, range from the formation of simple metal complexes [22][23][24] to the important metal-organic macrocycles (MOMs) [25,26] with Mn, Ga and In [27][28][29].…”

Synthesis and Antioxidant Properties of Novel Quinazoline Derivatives

“…Only compounds 4e and 4f exhibited a weak scavenging activity against DPPH; unfortunately, the antiradical activity of imine containing substituents exact as for protocatechuic aldehyde 4f was surprisingly low in comparison with other compounds containing moiety of 3,4-dihydroxybenzaldehyde, e.g., caffeic acid esters or their hydrogenated derivatives are well-known antioxidants [10], [11]. Also compounds 5c and 5d demonstrated a slight antiradical activity; their antiradical activity is nearly 50 % of the antiradical activity demonstrated by widely used antioxidant butylated hydroxytoluene (nearly 38 % [12]). It seems that Schiff bases 4 and 5 containing quinolinone moiety are not promising antiradical agents.…”

“…The absorption of the solutions (for DPPH test) was measured with Camspec M501 Single Beam Scanning UV/Visible spectrophotometer. The DPPH test was carried out as described previously [12]. The results are presented as the mean of two independent measurements ± standard deviation.…”