Diterpenoids from the freshwater green algae Rhizoclonium hieroglyphicum with antibacterial activity

J Asian Nat Prod Res. 2011 Oct;13(10):934-41. doi: 10.1080/10286020.2011.601744.

Abstract

Three new isopimarane diterpenes 7β-hydroxy-19α-methylmalonyloxy-isopimara-8(14),15-diene (1), 7β-hydroxy-14-oxo-isopimara-8(9),15-dien-19oic acid (2), and 7β-hydroxy-14-oxo-19α-methylmalonyloxy-isopimara-9(11),15-diene (3) in addition to the known compounds isopimaric acid (4), 7oxo-13-epi-pimara-14,15-dien-18oic acid (5), 7oxo-13-epi-pimara-8,15-dien-18oic acid (6), and 6β-hydroxyisopimaric acid (7) were isolated from the hexane extract of Rhizoclonium hieroglyphicum. The structures of compounds 1-7 were established by 1D and 2D NMR techniques. The isolated diterpenoids were screened for antimicrobial activity against gram-positive and gram-negative bacteria and yeast strains.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification*
  • Anti-Bacterial Agents / pharmacology*
  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification*
  • Antifungal Agents / pharmacology
  • Candida albicans / drug effects
  • Candida tropicalis / drug effects
  • Chlorophyta / chemistry*
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Diterpenes / pharmacology*
  • Gram-Negative Bacteria / drug effects
  • Gram-Positive Bacteria / drug effects
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Stereoisomerism

Substances

  • 7beta-hydroxy-14-oxo-19alpha-methylmalonyloxy-isopimara-9(11),15-diene
  • 7beta-hydroxy-14-oxo-isopimara-8(9),15-dien-19oic acid
  • 7beta-hydroxy-19alpha-methylmalonyloxy-isopimara-8(14),15-diene
  • Anti-Bacterial Agents
  • Antifungal Agents
  • Diterpenes