A New 1,3-Benzodioxole Compound from Hypecoum erectum and Its Antioxidant Activity

Molecules. 2022 Oct 7;27(19):6657. doi: 10.3390/molecules27196657.

Abstract

The purpose of this study was to identify the chemical components in aerial parts of Hypecoum erectum. A new 1,3-benzodioxole derivative, identified as Hypecoumic acid (1), was isolated, together with the three known compounds: protopine (2), coptisine (3), and cryptopine (4). Their structures were identified based on extensive spectroscopic experiments, including nuclear magnetic resonance (NMR) and high-resolution electrospray ionization mass spectra (HR-ESI-MS), as well as comparison with those reported in the literature. Meanwhile, the in vitro antioxidative activity of all compounds was determined using a DPPH-scavenging assay, and compound 1 (IC50 = 86.3 ± 0.2 μM) was shown to have moderate antioxidative activity.

Keywords: 1,3-benzodioxole; Hypecoum erectum; antioxidative activity; spectral analysis.

MeSH terms

  • Antioxidants* / chemistry
  • Antioxidants* / pharmacology
  • Dioxoles
  • Magnetic Resonance Spectroscopy / methods
  • Plant Extracts / chemistry
  • Spectrometry, Mass, Electrospray Ionization* / methods

Substances

  • Antioxidants
  • Dioxoles
  • Plant Extracts
  • 1,3-benzodioxole