Synthesis, characterization and evaluation of anticancer and antioxidant activity of new azo dye derivatives from tryptamine and complexes

Abstract

This new azo dye 3-((2-(1H-indol-3-yl) ethyl) diazenyl) quinoline-2-ol was subsequently used to prepare a series of complexes with the metal ions of Cr⁺³, Cu⁺², VO⁺², Mn⁺²and Mo⁺⁶. The compounds identified by ¹H and ¹³C-NMR, FT-IR, UV-Vis, mass spectroscopy, as well as TGA, DSC, and C.H.N., conductivity, magnetic susceptibility, metal and chlorine content. The results showed that the ligand behaves in a bidantate, and that the complexes gave octahedral, excepting for VO⁺² square pyramid was given, that all complexes are non-electrolytes. The effectiveness of mention the compounds in inhibiting free radicals was evaluated by the ability to act as an antioxidant was measured using DPPH as a free radical and gallic acid as a standard substance, the IC₅₀ value was determined, because the ligand was found to have a higher ability to inhibit free radicals, and the ability to inhibit the complexes varied according to the IC₅₀ value. The anti-breast cancer efficacy of the compounds was evaluated at five concentrations each, the results showed that the IC₅₀ value for ligand was 49.86 µg/mL, while the Mo complex gave 25.48 µg/mL, Cu complex gave 123.8 µg/mL, meaning that the Mo-complex gave a higher inhibition value than ligand and Cu.

KEY WORDS: Antioxidant (DPPH), Azo dye complexes, Tryptamine, Thermal analysis, Anticancer

Bull. Chem. Soc. Ethiop. 2025, 39(7), 1317-1334.                                                        

DOI: https://dx.doi.org/10.4314/bcse.v39i7.7