Synthesis of new spiro-naphthoquinone prepared from lawsone compound and test of antioxidant activity

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Abstract

The spiro substances gained a lot of attention in serving as scaffolds in modern drug discovery. Spiro compounds present in natural products such as analgesic morphine, the antibiotic monensin, cannabispirenone A, and alkaloid citrinalin A. In regards to the spiro compound's properties of pharmacological, the synthetic method development which enables a simple access toward these substances are preferable. The spiro naphthol derivatives were synthesized through a hydroxyl naphthoquinone and isatin condensation process in non-solvent reaction, a good condition, in relation to the impact to the environment and waste production reduction. The synthesized product showed a radical scavenging capacity as tested with DPPH method and are expected to be potential for pharmacological interest. New Spiro-naphthoquinone compounds were synthesized buy using isatin and lawsone as the main precursor with hydrazine and malononitrile as the third combination precursor. Combination between isatin, lawsone, and hydrazine is not produced but the combination between isatin, lawsone, and malononitrile is produced under the same condition. Antioxidant of the new spiro- naphthoquinone compound produced is categorized as weak with IC50 is 266.87 mg/L.

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
  • condensation reaction
  • isatin
  • Spiro-naphthoquinone

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