Constituents from Dendrobium aphyllum: Bibenzyls, furfurals, phenanthrenes, and phenylpropanoids and their antioxidant and anti-inflammatory potentials

Fitoterapia. 2024 Sep:177:106122. doi: 10.1016/j.fitote.2024.106122. Epub 2024 Jul 9.

Abstract

Chemical investigation on the aqueous extract of Dendrobium aphyllum led to the isolation of thirty-one constituents with structures identified by analysis of the extensive spectroscopic data (1D/2D NMR, MS, UV, and ECD), including previously undescribed two bibenzyls, one furfural, and one phenolic acid, namely trigonopol D (1), trigonopol C (2), dendrofunan A (10), and 6-(4-hydroxy-3-methoxyphenyl)-3,6-dioxohexyl acetate (30), respectively, as well as twenty-seven known ones. Among them, there were one new natural product (11), seven compounds (6-7, 9, 12, 20, 28, 31) described from the genus Dendrobium for the first time, and fifteen compounds (8, 13-17, 19, 21-27, 29) isolated from D. aphyllum for the first time. Further, the antioxidant and anti-inflammatory potentials of fifteen compounds (4-5, 8, 11-12, 14-19, 22, 24, 26, and 29) with significant scavenging capacities against DPPH and hydroxyl radicals, and virtual docking activities inhibiting COX-2 and 5-LOX, respectively. Our study may draw the attention of medicinal plant taxonomists and supply potential quality markers for discrimination of D. aphyllum from other species in Dendrobium genus.

Keywords: Antioxidant; Bibenzyl; Dendrobium aphyllum; Furfural; Phenanthrene; Phenylpropanoid.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents* / chemistry
  • Anti-Inflammatory Agents* / isolation & purification
  • Anti-Inflammatory Agents* / pharmacology
  • Antioxidants* / isolation & purification
  • Antioxidants* / pharmacology
  • Arachidonate 5-Lipoxygenase / metabolism
  • Bibenzyls* / chemistry
  • Bibenzyls* / isolation & purification
  • Bibenzyls* / pharmacology
  • China
  • Cyclooxygenase 2 / metabolism
  • Dendrobium* / chemistry
  • Furans / chemistry
  • Furans / isolation & purification
  • Furans / pharmacology
  • Mice
  • Molecular Docking Simulation
  • Molecular Structure
  • Phenanthrenes / chemistry
  • Phenanthrenes / isolation & purification
  • Phenanthrenes / pharmacology
  • Phenylpropionates / chemistry
  • Phenylpropionates / isolation & purification
  • Phenylpropionates / pharmacology
  • Phytochemicals* / isolation & purification
  • Phytochemicals* / pharmacology
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology

Substances

  • Antioxidants
  • Anti-Inflammatory Agents
  • Bibenzyls
  • Phytochemicals
  • Phenanthrenes
  • Phenylpropionates
  • Arachidonate 5-Lipoxygenase
  • Furans
  • Plant Extracts
  • Cyclooxygenase 2