Isariotins E and F, spirocyclic and bicyclic hemiacetals from the entomopathogenic fungus Isaria tenuipes BCC 12625

J Nat Prod. 2009 Apr;72(4):756-9. doi: 10.1021/np800702c.

Abstract

New spirocyclic and bicyclic hemiacetals, isariotins E (1) and F (2), together with TK-57-164A (3) were isolated from the entomopathogenic fungus Isaria tenuipes BCC 12625. The absolute configuration of 3 was addressed by application of the modified Mosher's method. Isariotin F (2) exhibited activity against the malaria parasite Plasmodium falciparum K1 with an IC(50) value of 5.1 microM and cytotoxic activities against cancer cell lines (KB, BC, and NCI-H187) and nonmalignant (Vero) cells with respective IC(50) values of 15.8, 2.4, 1.6, and 2.9 microM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antimalarials / chemistry
  • Antimalarials / isolation & purification*
  • Antimalarials / pharmacology
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Antitubercular Agents / chemistry
  • Antitubercular Agents / isolation & purification*
  • Antitubercular Agents / pharmacology
  • Bridged Bicyclo Compounds, Heterocyclic / chemistry
  • Bridged Bicyclo Compounds, Heterocyclic / isolation & purification*
  • Bridged Bicyclo Compounds, Heterocyclic / pharmacology
  • Candida albicans / drug effects
  • Chlorocebus aethiops
  • Drug Screening Assays, Antitumor
  • Epoxy Compounds / chemistry
  • Epoxy Compounds / isolation & purification*
  • Heterocyclic Compounds, Bridged-Ring / chemistry
  • Heterocyclic Compounds, Bridged-Ring / isolation & purification*
  • Humans
  • Hypocreales / chemistry*
  • Inhibitory Concentration 50
  • Molecular Structure
  • Mycobacterium tuberculosis / drug effects
  • Parasitic Sensitivity Tests
  • Plasmodium falciparum / drug effects*
  • Spiro Compounds / chemistry
  • Spiro Compounds / isolation & purification*
  • Spiro Compounds / pharmacology
  • Thailand
  • Vero Cells

Substances

  • Antimalarials
  • Antineoplastic Agents
  • Antitubercular Agents
  • Bridged Bicyclo Compounds, Heterocyclic
  • Epoxy Compounds
  • Heterocyclic Compounds, Bridged-Ring
  • Spiro Compounds
  • TK-57-164A
  • isariotin E
  • isariotin F