Anti-biofilm, nitric oxide inhibition and wound healing potential of purpurin-18 phytyl ester isolated from Clinacanthus nutans leaves

Biomed Pharmacother. 2019 May:113:108724. doi: 10.1016/j.biopha.2019.108724. Epub 2019 Mar 14.

Abstract

Aims: Clinacanthus nutans (C. nutans) has demonstrated anti-inflammatory activity, however, the active compound generating this activity remains unknown. The aim of this study was to identify the bioactive compound in C. nutans responsible for its anti-inflammatory, in-vitro wound healing, and anti-biofilm activities.

Main methods: A pure compound was isolated from the chloroform extract (CE) of C. nutans leaves by chromatographic techniques and bioassay-guided fractionation. This compound's structure was determined by spectroscopic analyses (FTIR/NMR/HRES-MS). Biological activities were evaluated using cytotoxicity, nitric oxide (NO), wound scratch, anti-microbial activity, and anti-biofilm assays; and the compound's bactericidal depth into the biofilm was visualized by confocal laser scanning microscopy.

Key findings: CE and its pure isolated compound, purpurin-18 phytyl ester (P18PE), significantly inhibited lipopolysaccharide (LPS)-induced NO production in RAW 264.7 cells at concentrations of 100 μg/ml and 10-100 μg/ml, respectively. These concentrations significantly induced wound closure by human gingival fibroblasts. CE (100-1000μg/ml) and P18PE (1-500 μg/ml) did not inhibit Streptococcus (S.) mutans growth. However, these concentrations significantly reduced S. mutans biofilm formation below 50% at 250 μg/ml for CE, and 25 μg/ml for P18PE (p<0.05).

Significance: C. nutans contains a bioactive compound, P18PE, which exhibits anti-inflammatory, in-vitro wound healing, and anti-biofilm activities.

Keywords: Anti-biofilm; Anti-inflammation; Clinacanthus nutans; In-vitro wound healing activity; Purpurin-18 phytyl ester.

Publication types

  • Comparative Study

MeSH terms

  • Acanthaceae / chemistry
  • Animals
  • Anti-Inflammatory Agents / administration & dosage
  • Anti-Inflammatory Agents / pharmacology
  • Biofilms / drug effects*
  • Cells, Cultured
  • Dose-Response Relationship, Drug
  • Esters
  • Fibroblasts / drug effects
  • Fibroblasts / metabolism
  • Gingiva / cytology
  • Humans
  • Lipopolysaccharides / administration & dosage
  • Mice
  • Nitric Oxide / antagonists & inhibitors*
  • Plant Extracts / pharmacology
  • Plant Leaves
  • Porphyrins / chemistry
  • Porphyrins / isolation & purification
  • Porphyrins / pharmacology*
  • RAW 264.7 Cells
  • Streptococcus mutans / drug effects
  • Wound Healing / drug effects*

Substances

  • Anti-Inflammatory Agents
  • Esters
  • Lipopolysaccharides
  • Plant Extracts
  • Porphyrins
  • purpurin 18
  • Nitric Oxide