New coumarins and monoterpene galloylglycoside from the stem bark of Sapium baccatum

Fitoterapia. 2019 Apr:134:435-442. doi: 10.1016/j.fitote.2019.03.011. Epub 2019 Mar 18.

Abstract

Sapium baccatum has been traditionally used as therapeutic remedies. To support its medicinal benefits, our current phytochemical investigation attempted to further discover novel bioactive compounds from S. baccatum. Eight new phenolic compounds, namely, seven coumarins (1-7) and one monoterpene galloylglycoside (8), together with 23 (9-31) known compounds were isolated. Their structures were determined by extensive spectroscopic methods and comparison with literatures. The three pairs of enantiomers of 1, 2 and 7 were confirmed on the basis of HPLC chiral analysis, electronic circular dichroism data and optical rotations. Two coumarins (1-2) were proven to be artifacts through HPLC analysis. The inhibitory effects on TNF-α secretion were examined biologically in LPS-induced BV2 microglia cells and all of the tested compounds exhibited significant inhibitory activity, especially new compound 1 possessed stronger inhibitory effects compared to the positive control quercetin. In addition, compounds 14 and 15 showed weak antifungal activity against Candida albicans SC5314 with MIC values both at 64 μg/mL. The results laid a solid foundation for additional research on S.baccatum related to its anti-inflammatory and antifungal medicinal value.

Keywords: Anti-inflammatory; Antifungal activity; Coumarins; Monoterpene galloylglycoside; Sapium baccatum.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology
  • Antifungal Agents / isolation & purification
  • Antifungal Agents / pharmacology
  • Candida albicans / drug effects
  • Cell Line
  • China
  • Coumarins / isolation & purification
  • Coumarins / pharmacology*
  • Mice
  • Molecular Structure
  • Monoterpenes / isolation & purification
  • Monoterpenes / pharmacology*
  • Phytochemicals / isolation & purification
  • Phytochemicals / pharmacology
  • Plant Bark / chemistry
  • Sapium / chemistry*

Substances

  • Anti-Inflammatory Agents
  • Antifungal Agents
  • Coumarins
  • Monoterpenes
  • Phytochemicals