Synthesis of antioxidant agents based on improvement of hydroxyl groups prepared from lawsone compounds

A. H. Cahyana, A. Mafazi, A. R. Liandi

Research output: Chapter in Book/Report/Conference proceedingConference contributionpeer-review

Abstract

Phenolic compounds are important group of plant-based biologically active compounds that have a particularly antioxidant capacity, which is closely related to the health effects. Based on the beneficial effect of phenolic compounds in humans, it is appropriate to perform the preparation of antioxidant agents by focusing on the structure-activity relationship study based on hydroxyl groups. This research aims to enrich the hydroxyl groups preparation from naphthoquinone (lawsone) to enhance the power of antioxidant activity. The synthesis of naphthoquinones dimeric derivative compounds was conducted by varying aromatic aldehydes: lawsone (1: 2 mmol) using l-proline as the catalyst. The synthesized products were confirmed for its absorbance, vibration of the functional group, and molecular weight using UV-Vis, FTIR, and GC-MS. The results of the analysis showed three lawsone derivatives named as: 2,2'- (Phenylmethylene)bis(3-hydroxy-1,4-naphthoquinone); 2,2'-[(4-hydroxy-phenyl)-methyl]bis(3-hydroxy-1,4-naphtho quino- ne); and 2,2'-(3-phenyl-allyl)bis(3-hydroxy-1,4-naphthoquinone) as compound 1, 2, and 3, respectively. The compound 2 has the best antioxidant scavenging activity among the two other compounds. The percent inhibition of compounds 1, 2, and 3 has an IC50 amount of 1452.90; 664.25; and 1504.03, respectively.

Original languageEnglish
Title of host publicationProceedings of the 5th International Symposium on Current Progress in Mathematics and Sciences, ISCPMS 2019
EditorsTerry Mart, Djoko Triyono, Tribidasari Anggraningrum Ivandini
PublisherAmerican Institute of Physics Inc.
ISBN (Electronic)9780735420014
DOIs
Publication statusPublished - 1 Jun 2020
Event5th International Symposium on Current Progress in Mathematics and Sciences, ISCPMS 2019 - Depok, Indonesia
Duration: 9 Jul 201910 Jul 2019

Publication series

NameAIP Conference Proceedings
Volume2242
ISSN (Print)0094-243X
ISSN (Electronic)1551-7616

Conference

Conference5th International Symposium on Current Progress in Mathematics and Sciences, ISCPMS 2019
Country/TerritoryIndonesia
CityDepok
Period9/07/1910/07/19

Keywords

  • antioxidant
  • aromatic aldehyde
  • bis-naphthoquinone
  • L-proline catalyst
  • Lawsone

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