In vitro antioxidant activity evaluation of ferrocenyl chalcones

Abstract

Ferrocene derivatives are known as antioxidants, antiparasitic, antitumor, antiviral, antibacterial and antifungal agents. In addition to applications in medicinal chemistry and drug design, ferrocene derivatives are of exceptional importance in synthetic organic chemistry, especially in catalytic asymmetric transformations. They are also used in electrochemistry and polymer chemistry, as additives in fuels, as chemosensors in agrochemistry and biosensors of glucose and active components in molecular electronics. To design new antioxidant agents, five ferrocenyl chalcones were synthesized, and fully characterized by melting points, FT-IR, 1H and 13C NMR spectroscopic methods. The synthesized chalcones differ in the nature and the position of the substituent attached to the phenyl group in position 1 of the linear unsaturated carbonyl system. The potential antioxidant activity of the synthesized compounds was evaluated using the ABTS (2,2'-azinobis-(3- ethylbenzothiazoline-6-sulfonic acid) method and IC50 values of the most effective compounds were further determined.

Derivati ferocena su poznati antioksidansi, antiparazitici, antitumorni, antivirusni, antibakterijski i antifungalni agensi. Pored primene u medicinskoj hemiji, derivati ferocena su od izuzetnog značaja u sintetičkoj organskoj hemiji, naročito u katalizovanim asimetričnim sintezama. Primenjuju se i u elektrohemiji i hemiji polimera, kao aditivi u gorivima, kao hemosenzori u agrohemiji i biosenzori glukoze i aktivnih komponenata u molekularnoj elektronici. U cilju dizajniranja novih antioksidativnih agenasa, u ovom radu, sintetisano je pet ferocenilhalkona koji su u potpunosti strukturno okarakterisani određivanjem temperature toplenja, FT-IR, 1H i 13C NMR spektroskopskim metodama. Sintetisani halkoni međusobno se razlikuju prema vrsti i položaju supstituenta na fenil-grupi u položaju 1 linearnog nezasićenog karbonilnog sistema. Potencijalna antioksidativna aktivnost ovih jedinjenja procenjena je primenom ABTS (2,2'-azinobis-(3-etilbenzotiazolin-6- sulfonska kiselina) metode i određivanjem IC50 vrednosti najefikasnijih jedinjenja.