Lysidrhodosides A-I, acylphloroglucinol glucosides with anti-inflammatory activities from the leaves of Lysidice rhodostegia

Fitoterapia. 2024 Jan:172:105768. doi: 10.1016/j.fitote.2023.105768. Epub 2023 Dec 5.

Abstract

Lysidrhodosides A-I (1-9), nine acylphloroglucinol glucoside derivatives along with three known analogues (10-12) were isolated from the leaves of Lysidice rhodostegia. Their structures and absolute configuration were elucidated by spectroscopic data analysis (NMR, UV, IR, HR-ESI-MS), single-crystal X-ray diffraction, and acid hydrolysis with HPLC analysis. Notably, compounds 7-9 represent the first examples of 3-methylbutyryl phloroglucinol glucoside dimers isolated from this plant. Additionally, compounds 1-12 were assessed for their inhibitory effects on nitric oxide (NO) in the LPS-induced BV-2 cells. The results showed that compounds 6 and 12 significantly inhibited the production of the inflammatory mediator NO, with an inhibitory rate of 95.96 and 91.13% at a concentration of 50 μM, respectively.

Keywords: Acylphloroglucinol glucoside; Acylphloroglucinol glucoside dimer; Anti-inflammatory activity; Lysidice rhodostegia.

MeSH terms

  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology
  • Fabaceae* / chemistry
  • Glucosides* / pharmacology
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Nitric Oxide
  • Phloroglucinol / chemistry

Substances

  • Glucosides
  • Phloroglucinol
  • Anti-Inflammatory Agents
  • Nitric Oxide