New Δ-tocotrienol derivatives from Colombian propolis

Nat Prod Res. 2020 Oct;34(19):2779-2786. doi: 10.1080/14786419.2019.1590710. Epub 2019 Apr 2.

Abstract

Two new δ-tocotrienol derivatives with oxidized terminal chain: 5,6-dioxo-garcinoic acid (trans-13'-carboxy-5,6-dioxo-tocotrienol) (2) and 5-hydroxy-8b-oxo garcinoic acid (trans-13'-carboxy-5-hydroxy-8b-oxo-tocotrienol) (3), together with one known derivative garcinoic acid (trans-13'-carboxy-δ-tocotrienol) (1) were isolated from a Colombian propolis. Garcinoic acid was found as a propolis constituent for the first time. The isolated compounds and crude ethanolic extract demonstrated high antimicrobial activity against Staphylococcus aureus and Candida albicans (MICs range: 10-39 μg/ml) as well as promising antioxidant potential in DPPH assay. Compound 3 displayed highest radical scavenging activity, even higher than that of dl-α-tocopherol, used as a positive control.

Keywords: DPPH scavenging activity; Propolis; antimicrobial activity; garcinoic acid; δ-tocotrienol derivatives.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Anti-Infective Agents / chemistry*
  • Anti-Infective Agents / pharmacology*
  • Antioxidants / chemistry
  • Antioxidants / pharmacology
  • Benzopyrans / analysis
  • Benzopyrans / pharmacology
  • Candida albicans / drug effects
  • Colombia
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Propolis / chemistry*
  • Staphylococcus aureus / drug effects
  • Vitamin E / analogs & derivatives*
  • Vitamin E / chemistry

Substances

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antioxidants
  • Benzopyrans
  • garcinoic acid
  • Vitamin E
  • tocotrienol, delta
  • Propolis