Chemical Diversity of Codium bursa (Olivi) C. Agardh Headspace Compounds, Volatiles, Fatty Acids and Insight into Its Antifungal Activity

Molecules. 2019 Feb 27;24(5):842. doi: 10.3390/molecules24050842.

Abstract

The focus of present study is on Codium bursa collected from the Adriatic Sea. C. bursa volatiles were identified by gas chromatography and mass spectrometry (GC-FID; GC-MS) after headspace solid-phase microextraction (HS-SPME), hydrodistillation (HD), and supercritical CO₂ extraction (SC-CO₂). The headspace composition of dried (HS-D) and fresh (HS-F) C. bursa was remarkably different. Dimethyl sulfide, the major HS-F compound was present in HS-D only as a minor constituent and heptadecane percentage was raised in HS-D. The distillate of fresh C. bursa contained heptadecane and docosane among the major compounds. After air-drying, a significantly different composition of the volatile oil was obtained with (E)-phytol as the predominant compound. It was also found in SC-CO₂ extract of freeze-dried C. bursa (FD-CB) as the major constituent. Loliolide (3.51%) was only identified in SC-CO₂ extract. Fatty acids were determined from FD-CB after derivatisation as methyl esters by GC-FID. The most dominant acids were palmitic (25.4%), oleic (36.5%), linoleic (11.6%), and stearic (9.0%). FD-CB H₂O extract exhibited better antifungal effects against Fusarium spp., while dimethyl sulfoxide (DMSO) extract was better for the inhibition of Penicillium expansum, Aspergillus flavus, and Rhizophus spp. The extracts showed relatively good antifungal activity, especially against P. expansum (for DMSO extract MIC50 was at 50 µg/mL).

Keywords: distillation; gas chromatography and mass spectrometry (GC-MS); headspace solid-phase microextraction (HS-SPME); supercritical CO2 extraction.

MeSH terms

  • Antifungal Agents / analysis
  • Antifungal Agents / isolation & purification
  • Antifungal Agents / pharmacology*
  • Chlorophyta / chemistry*
  • Fatty Acids / analysis
  • Fatty Acids / isolation & purification
  • Fatty Acids / pharmacology*
  • Fungi / drug effects*
  • Gas Chromatography-Mass Spectrometry
  • Solid Phase Microextraction
  • Volatile Organic Compounds / analysis
  • Volatile Organic Compounds / isolation & purification
  • Volatile Organic Compounds / pharmacology*

Substances

  • Antifungal Agents
  • Fatty Acids
  • Volatile Organic Compounds