Variations of the chemical composition and bioactivity of essential oils from leaves and stems of Liquidambar styraciflua (Altingiaceae)

J Pharm Pharmacol. 2013 Nov;65(11):1653-63. doi: 10.1111/jphp.12142. Epub 2013 Sep 30.

Abstract

Objectives: This study aimed to evaluate the variations of the chemical composition and bioactivity of essential oils of Liquidambar styraciflua L. (Altingiaceae) collected in different seasons.

Methods: The oils were analysed by GLC/FID and GLC/MS. The antioxidant activity was investigated by diphenylpicrylhydrazyl (DPPH) and superoxide anion radical scavenging assays and the deoxyribose degradation assay. Inhibition of both 5-lipoxygenase (5-LOX) and prostaglandin E2 (PGE2) production in hepatic cancer (HepG-2) cells were used to assess the anti-inflammatory activity. The cytotoxic activity was investigated using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay.

Key findings: Altogether, 64 volatile secondary metabolites were identified. The major components of the leaf oil were d-limonene, α-pinene and β-pinene, and of the stem oil were germacrine D, α-cadinol, d-limonene, α-pinene, and β-pinene. Leaf and stem oils collected in spring could reduce DPPH● (IC50 = 3.17 and 2.19 mg/ml) and prevent the degradation of the deoxyribose sugar (IC50 = 17.55 and 14.29 μg/ml). The stem oil exhibited a higher inhibition of both 5-LOX and PGE2 than the leaf oil. The cytotoxic activity of leaf and stem oils was low in cancer cell lines (IC50 = 136.27 and 119.78 μg/ml in cervical cancer (HeLa) cells).

Conclusions: Essential oils of L. styraciflua exhibited an interesting anti-inflammatory activity with low cytotoxicity, supporting its traditional use to treat inflammation.

Keywords: Liquidambar styraciflua; anti-inflammatory; cytotoxicity; essential oils; seasonal variation.

MeSH terms

  • Anti-Inflammatory Agents / analysis
  • Anti-Inflammatory Agents / pharmacology*
  • Antioxidants / analysis
  • Antioxidants / pharmacology*
  • Arachidonate 5-Lipoxygenase / metabolism
  • Bicyclic Monoterpenes
  • Biphenyl Compounds / metabolism
  • Bridged Bicyclo Compounds / analysis
  • Bridged Bicyclo Compounds / pharmacology
  • Cyclohexenes / analysis
  • Cyclohexenes / pharmacology
  • Deoxyribose / metabolism
  • Dinoprostone / metabolism
  • HeLa Cells
  • Hep G2 Cells
  • Humans
  • Limonene
  • Liquidambar / chemistry*
  • Monoterpenes / analysis
  • Monoterpenes / pharmacology
  • Neoplasms / drug therapy
  • Oils, Volatile / chemistry
  • Oils, Volatile / pharmacology*
  • Picrates / metabolism
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology*
  • Plant Leaves / chemistry
  • Plant Stems / chemistry
  • Sesquiterpenes, Germacrane / analysis
  • Sesquiterpenes, Germacrane / pharmacology
  • Superoxides / metabolism
  • Terpenes / analysis
  • Terpenes / pharmacology

Substances

  • Anti-Inflammatory Agents
  • Antioxidants
  • Bicyclic Monoterpenes
  • Biphenyl Compounds
  • Bridged Bicyclo Compounds
  • Cyclohexenes
  • Monoterpenes
  • Oils, Volatile
  • Picrates
  • Plant Extracts
  • Sesquiterpenes, Germacrane
  • Terpenes
  • cadinol
  • Superoxides
  • beta-pinene
  • Deoxyribose
  • Limonene
  • 1,1-diphenyl-2-picrylhydrazyl
  • Arachidonate 5-Lipoxygenase
  • Dinoprostone
  • germacrene D