Effect of degree of acidity and solvent on structural analysis of 1-(2,5-dihydroxyphenyl)-3-pyridine-2-yl-propenone and cytotoxic activity on T47D cells

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Andy Eko Wibowo, Citra Ariani Edityaningrum, Hari Widada, Sabtanti Harimurti, Siti Khoirunnisa

2023 Journal of Applied Pharmaceutical Science Vol. 13 Issue 12 Article Cited by 0 Quartile

Abstract

The cytotoxic activity of chalcone and flavone compounds against cancer cells is influenced by the position and type of substituents attached to their chemical framework. However, because chalcones and flavones are derived from flavonoid derivatives, which have almost the same chemical structural characteristics, a method is needed to analyze early indicators of the success of flavone synthesis. This method was identified by the parameters of chromophore changes and differences in UV and IR spectra in ethanol and dimethyl sulfoxide (DMSO) solvents under acidic, alkaline, and neutral conditions. 1-(2,5-Dihydroxyphenyl)-3-pyridine-2-yl-propenone receptor showed a darker color change with increasing acidity, whereas different solvents showed bathochromic shifts in DMSO. UV-Vis spectrum analysis of that receptor and its flavone derivatives revealed a difference in maximum wavelength with the number of two peaks, first (260 and 309.5 nm, respectively) and second (309.5 nm). Absorption bands indicate the presence of missing structural groups at a wavelength of 1,651 cm−1 (specific groups in the starting material compound), and the appearance of new absorption bands of 2,712.15 and 1,139.87 cm−1 indicates specific groups. Microtetrazolium assay method showed weak cytotoxic activity (IC50: 180 μm/ml) against T47D cancer cells. © 2023 Andy Eko Wibowo et al. This is an open access article distributed under the terms of the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0/).

Affiliations

Department of Pharmacy, Muhammadiyah University of Yogyakarta, Yogyakarta, Indonesia; Department of Pharmacy, Ahmad Dahlan University, Yogyakarta, Indonesia; Department of Chemistry, State University of Malang, Malang, Indonesia