Synthesis and Antioxidant Activity of Coumarin Schiff Base Derivatives

doi:10.11944/j.issn.1000-0518.2018.05.170279

Chinese Journal of Applied Chemistry ›› 2018, Vol. 35 ›› Issue (5): 538-543.DOI: 10.11944/j.issn.1000-0518.2018.05.170279

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Synthesis and Antioxidant Activity of Coumarin Schiff Base Derivatives

FENG Cui^a,MIN Man^b,XIE Rongrong^a,REN Jianhui^a,CHEN Lin^a^*()

^aSchool of Pharmacy,Guangdong Pharmaceutical University,Guangzhou 510006,China
^bCollege of Traditional Chinese Medicine,Guangdong Pharmaceutical University,Guangzhou 510006,China

Received:2017-08-10 Accepted:2018-01-24 Published:2018-04-23 Online:2018-04-23
Contact: CHEN Lin
Supported by:
Supported by the Science and Technology Planning Project of Guangdong Province, China(No.2012B061700040);the Medical Science and Technology Research Fund Project of Guangdong Province, China(No.201618171249486)

Abstract

Abstract:

Two Coumarin Schiff base derivatives were synthesized from 2,3,4-trimethoxybenzaldehyde by demethylation, Knoevenagel and nucleophilic addition reaction. Structures of the corresponding products were elucidated through the analysis of ¹H NMR and MS spectra. The antioxidant activities of two derivatives were evaluated by quenching 2,2'-diphenyl-1-picrylhydrazyl radical(DPPH), 2,2'-azinobis(3-ethylbenzothiazoline-6-sulphonate) ammonium salt cationic radical(ABTS), and hydroxyl free radical. The result shows that the target compounds can quench the three types of free radicals. Compared to 7,8-dimethoxy-3-aminocoumarin, two coumarin Schiff base derivatives have higher quenching activity for DPPH and hydroxyl free radical and have higher antioxidant activity.

Key words: coumarin Schiff base, antioxidant

FENG Cui,MIN Man,XIE Rongrong,REN Jianhui,CHEN Lin. Synthesis and Antioxidant Activity of Coumarin Schiff Base Derivatives[J]. Chinese Journal of Applied Chemistry, 2018, 35(5): 538-543.

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