Investigation of Chemosensing and Color Properties of Schiff Base Compounds Containing a 1,2,3-triazole Group

Bal, Mustafa; Tümer, Mehmet; Köse, Muhammet

doi:10.1007/s10895-022-03007-z

Cited by 4 publications

(3 citation statements)

References 36 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Singlet signals at δ values of 11.46, 9.74, and 5.33 ppm correspond to the protons for (−OH), (−CHO), and (−CH 2 −), respectively. The aromatic protons appear as doublets at the δ values of 6.56, 6.64, 7.47, 7.62, and 7.91 ppm. ,, …”

Section: Resultsmentioning

confidence: 99%

“…The aromatic protons appear as doublets at the δ values of 6.56, 6.64, 7.47, 7.62, and 7.91 ppm. 25,27,28 The 13 C NMR was applied as attached proton test (APT), where the signals belong to the CH/CH 3 yield positive and signals belong to the C/CH 2 yield negative. 13 C NMR spectra of the compound showed peaks at δ values of 119.66 and 144.38 ppm, which were attributed to the C-5 and C-4 carbon atoms of the 1,2,3-triazole ring, respectively.…”

Section: Results Andmentioning

confidence: 99%

“…The aromatic protons appear as doublets at the δ values of 6.56, 6.64, 7.47, 7.62, and 7.91 ppm. 25 , 27 , 28 …”

Section: Resultsmentioning

confidence: 99%

See 2 more Smart Citations

Synthesis, Structural Investigations, DNA/BSA Interactions, Molecular Docking Studies, and Anticancer Activity of a New 1,4-Disubstituted 1,2,3-Triazole Derivative

Göktürk,

Sakallı Çetin,

Hökelek

et al. 2023

ACS Omega

View full text Add to dashboard Cite

We report herein a new 1,2,3-triazole derivative, namely, 4-((1-(3,4-dichlorophenyl)-1H-1,2,3-triazol-4-yl)methoxy)-2-hydroxybenzaldehyde, which was synthesized by copper(I)-catalyzed azide−alkyne cycloaddition (CuAAC). The structure of the compound was analyzed using Fourier transform infrared spectroscopy (FTIR), 1 H NMR, 13 C NMR, UV−vis, and elemental analyses. Moreover, X-ray crystallography studies demonstrated that the compound adapted a monoclinic crystal system with the P2 1 /c space group. The dominant interactions formed in the crystal packing were found to be hydrogen bonding and van der Waals interactions according to Hirshfeld surface (HS) analysis. The volume of the crystal voids and the percentage of free spaces in the unit cell were calculated as 152.10 Å 3 and 9.80%, respectively. The evaluation of energy frameworks showed that stabilization of the compound was dominated by dispersion energy contributions. Both in vitro and in silico investigations on the DNA/bovine serum albumin (BSA) binding activity of the compound showed that the CT-DNA binding activity of the compound was mediated via intercalation and BSA binding activity was mediated via both polar and hydrophobic interactions. The anticancer activity of the compound was also tested by the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay using human cell lines including MDA-MB-231, LNCaP, Caco-2, and HEK-293. The compound exhibited more cytotoxic activity than cisplatin and etoposide on Caco-2 cancer cell lines with an IC 50 value of 16.63 ± 0.27 μM after 48 h. Annexin V suggests the induction of cell death by apoptosis. Compound 3 significantly increased the loss of mitochondrial membrane potential (MMP) levels in Caco-2 cells, and the reactive oxygen species (ROS) assay proved that compound 3 could induce apoptosis by ROS generation.

show abstract

Section: Resultsmentioning

confidence: 99%