Trehangelins A, B and C, novel photo-oxidative hemolysis inhibitors produced by an endophytic actinomycete, Polymorphospora rubra K07-0510

J Antibiot (Tokyo). 2013 Jun;66(6):311-7. doi: 10.1038/ja.2013.17. Epub 2013 Apr 17.

Abstract

Three new natural products, designated trehangelins A, B and C, were isolated by solvent extraction, silica gel and octadecylsilyl silica gel column chromatographies and subsequent preparative HPLC from the cultured broth of an endophytic actinomycete strain, Polymorphospora rubra K07-0510. The trehangelins consisted of a trehalose moiety and two angelic acid moieties. Trehangelins A (IC50 value, 0.1 mg ml(-1)) and C (IC50 value, 0.4 mg ml(-1)), with symmetric structures, showed potent inhibitory activity against hemolysis of red blood cells induced by light-activated pheophorbide a. However, trehangelin B, with an asymmetric structure, displayed only a slight inhibition (IC50 value, 1.0 mg ml(-1)).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Actinobacteria / chemistry*
  • Biological Products / chemistry
  • Biological Products / isolation & purification*
  • Biological Products / pharmacology
  • Cell Survival / drug effects
  • Chemical Phenomena
  • Chlorophyll / adverse effects
  • Chlorophyll / analogs & derivatives
  • Chromatography, High Pressure Liquid
  • Dose-Response Relationship, Drug
  • Endophytes / chemistry
  • Erythrocytes / drug effects
  • HEK293 Cells
  • HT29 Cells
  • Hemolysis / drug effects*
  • Humans
  • Inhibitory Concentration 50
  • Molecular Conformation
  • Orchidaceae / microbiology
  • Oxidative Stress / drug effects*
  • Plant Roots / microbiology
  • Radiation-Protective Agents / chemistry
  • Radiation-Protective Agents / isolation & purification
  • Radiation-Protective Agents / pharmacology
  • Radiation-Sensitizing Agents / adverse effects
  • Trehalose / analogs & derivatives
  • Trehalose / isolation & purification
  • Trehalose / pharmacology

Substances

  • Biological Products
  • Radiation-Protective Agents
  • Radiation-Sensitizing Agents
  • trehangelin A
  • trehangelin B
  • trehangelin C
  • Chlorophyll
  • Trehalose
  • pheophorbide a