Cell death-inducing activities via P-glycoprotein inhibition of the constituents isolated from fruits of Nandina domestica

Fitoterapia. 2021 Oct:154:105023. doi: 10.1016/j.fitote.2021.105023. Epub 2021 Aug 21.

Abstract

Two new pyrrole alkaloids methyl-E-mangolamide (1) and methyl-Z-mangolamide (2), four new megastigmane glycosides nandinamegastigmanes I-IV (3-6), and eight known compounds (7-14) were isolated from the methanol extract of the fruits of Nandina domestica. The structures of the new compounds were elucidated based on chemical and spectroscopic evidence. The absolute stereochemistry of nandinamegastigmane I (3) was established upon comparing the experimental and predicted electronic circular dichroism (ECD) data. Among the isolated compounds, 1 and 2 showed cell death-inducing activity on the Adriamycin-treated HeLa cells. In addition, one of the mechanisms for cell death-inducing activity of 1 and 2 was suggested as inhibition of P-glycoprotein.

Keywords: Adriamycin; ECD prediction; Nandina domestica; Nandinamegastigmane; P-glycoprotein; Time-lapse cell imaging.

MeSH terms

  • ATP Binding Cassette Transporter, Subfamily B / antagonists & inhibitors*
  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology*
  • Berberidaceae / chemistry*
  • Cell Death / drug effects*
  • Fruit / chemistry
  • Glycosides / isolation & purification
  • HeLa Cells
  • Humans
  • Japan
  • Molecular Structure
  • Phytochemicals / isolation & purification
  • Phytochemicals / pharmacology

Substances

  • ATP Binding Cassette Transporter, Subfamily B
  • Alkaloids
  • Glycosides
  • Phytochemicals