Syntheses, Characterization, Antioxidant Activity, and Toxicity Evaluation of Schiff Base Derivates from O-Vanillin

Hanapi, Ahmad, Ningsih, Rachmawati, Nafiah, Sri Ani, Nadhiroh, Ainun and Oktavianti, Fatin (2024) Syntheses, Characterization, Antioxidant Activity, and Toxicity Evaluation of Schiff Base Derivates from O-Vanillin. The Journal of Pure and Applied Chemistry Research, 13 (1). pp. 1-10. ISSN 2541-0733

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Abstract

Three Schiff bases (1a, 1b, and 1c) have been prepared from the reaction of o-vanillin with
primary amine (aniline, p-toluidine, and p-anisidine). Schiff base derivates from o-vanillin
were synthesized using the grinding method for 20 minutes. Physical properties were
observed based on color, melting point, and solubility. Synthesis products were also
characterized using FTIR, GCMS,
1H-NMR, and 13C-NMR. The antioxidant activity of the
Schiff base was tested using DPPH. While the toxicity test uses the BSLT method. The
result of this synthesis and characterization Schiff base (1a, 1b, and 1c) showed that the
Schiff base compound was formed into 2-methoxy-6 (phenyliminomethyl) phenol; 2-
methoxy-6- (((4-methylphenyl) imino) methyl) phenol; and 2-methoxy-6-(((4-
methoxyphenyl) imino) methyl) phenol. The result of NMR analysis, on 1H-NMR
spectrum showed the shift chemical at 8,5-8,6 ppm which indicates the typical peak of
proton (-HC=N-). Meanwhile, the 13C-NMR spectrum shown the shift chemical at 160-162
ppm which indicates the typical peak of carbon (-C=N-). The result of antioxidant activity
showed that all Schiff base was antioxidant quite low ability with value of EC50 is 106.2-
196.4 ppm. Meanwhile, the result of toxicity test showed that all Schiff base was
anticancer with an LC50 value of 9.99-22.29 ppm.

Item Type:	Journal Article
Keywords:	Schiff Base, synthesis, characterization, antioxidant, toxicity
Subjects:	03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030503 Organic Chemical Synthesis
Divisions:	Faculty of Mathematics and Sciences > Department of Chemistry
Depositing User:	Ahmad Hanapi
Date Deposited:	07 Jun 2024 11:39

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