Antioxidative meroterpenoids from the brown alga Cystoseira crinita

J Nat Prod. 2003 Jul;66(7):968-75. doi: 10.1021/np030082f.

Abstract

Six new tetraprenyltoluquinol derivatives (1-6), two new triprenyltoluquinol derivatives (7 and 8), and two new tetraprenyltoluquinone derivatives (9 and 10) were isolated from the brown alga Cystoseira crinita Duby together with four known tetraprenyltoluquinol derivatives (11-14). All structures were elucidated by employing spectroscopic techniques (NMR, MS, UV, and IR). Each compound was evaluated for its antioxidative properties in the TBARS and DPPH assay, and compounds 1, 2, 6, and 10-14 were additionally assessed in the TEAC and PCL assay. Hydroquinones were found to have powerful antioxidant activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Algorithms
  • Antioxidants* / chemistry
  • Antioxidants* / isolation & purification
  • Antioxidants* / pharmacology
  • Bacillus megaterium / drug effects
  • Biphenyl Compounds
  • Chlorella / drug effects
  • Escherichia coli / drug effects
  • Fungi / drug effects
  • HIV Reverse Transcriptase / antagonists & inhibitors
  • Hydroquinones / chemistry
  • Hydroquinones / isolation & purification
  • Hydroquinones / pharmacology
  • Italy
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Phaeophyceae / chemistry*
  • Picrates / pharmacology
  • Reverse Transcriptase Inhibitors / chemistry
  • Reverse Transcriptase Inhibitors / isolation & purification*
  • Reverse Transcriptase Inhibitors / pharmacology
  • Stereoisomerism
  • Terpenes* / chemistry
  • Terpenes* / isolation & purification
  • Terpenes* / pharmacology

Substances

  • Antioxidants
  • Biphenyl Compounds
  • Hydroquinones
  • Picrates
  • Reverse Transcriptase Inhibitors
  • Terpenes
  • 1,1-diphenyl-2-picrylhydrazyl
  • HIV Reverse Transcriptase