The Effect of Substituents and Functional Groups on Enhancing the Antioxidant Activity of Benzoin Derivatives

2-phenyl hydrazine-1-hydroxy, 1-[2-chlorophenyl] -2-4’-methoxyphenyl]
ethane and 2-oxime-1-hydroxy, 1-[2-chlorophenyl] -2-4’-methoxyphenyl] ethane derivatives of benzo
in have been synthesized from 2’chloro-4-methoxy benzoin by addition reaction. Structural elucida
tion of the synthesized compounds was carried out through FT-IR, FT-NMR studies. The presence of
electron-withdrawing and electron-donating groups enhanced the antioxidant activity, which was ana
lyzed by 2,2-diphenyl-1-picrylhydrazyl assay, 2,2'-azino-bis (3-ethylbenzothiazoline-6
A R T I C L E H I S T O R Y
Received: December 14, 2021
Revised: February 17, 2022
Accepted: February 17, 2022
DOI:
10.2174/2212796816666220517103230
Current Chemical Biology
sulfonic acid) scavenging assay, hydrogen peroxide radical scavenging assay, and Ferric reducing an
tioxidant power assay methods. The effect of functional groups and substituents in the core structure
was studied and compared with its parent compound.
Aim and Objective: In this manuscript, two derivatives of benzoin viz. 2-phenyl hydrazine-1-hydroxy,
1-[2-chlorophenyl] -2-[4’-methoxyphenyl] ethane and 2-oxime-1-hydroxy, 1-[2-chlorophenyl]-2-[4’
methoxyphenyl] ethane (HA) derivatives were synthesized by benzoin condensation and followed by
addition reaction to find a potential anti-oxidant agent.
Materials and Methods: Qualitative analyses were determined by FT-IR and FT-NMR studies. Anti
oxidant activities were tested by DPPH assay, ABTS assay, and FRAP assay H2O2 methods.
Results: From the obtained results, it is confirmed that the effect of withdrawing and electron releas
ing groups as a substituent in the core structure of parent compounds enhances the activity of anti
oxidant. The role of substituents is discussed in detail.
Conclusion: The results of the biochemical assay reveal that the synthesized compounds serve as
good free radical inhibitors and scavengers, which inhibit the oxidative reactions, and are responsible
for cell damage, food spoilage, etc. The promising anti-oxidant activities are because of the effective
substituents which play a prominent role in the drug industries