Zealpeptaibolin, an 11-mer cytotoxic peptaibol group with 3 Aib-Pro motifs isolated from Trichoderma sp. RK10-F026

J Antibiot (Tokyo). 2021 Aug;74(8):485-495. doi: 10.1038/s41429-021-00429-y. Epub 2021 Jun 23.

Abstract

Six new 11-mer peptaibols designed as zealpeptaibolins, A - F were isolated from the soil fungus, Trichoderma sp. RK10-F026, based on the principal component analysis of the MS data from five different culture compositions. Previously, 20-mer peptaibols from the same fungal strain were identified; 11-mer peptaibols in contrast were discovered from a different culture condition, signifying peptaibol production was culture condition-dependent. These peptaibols contained three Aib-Pro motifs in the sequence. The structures were established by NMR and HR-MS experiments including detailed MS/MS fragmentations. The absolute configurations were determined by Marfey's analysis. Zealpeptaibolin F exhibited the strongest cytotoxicity toward K562 leukemia cells with an IC50 value of 0.91 µM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antibiotics, Antineoplastic / biosynthesis
  • Antibiotics, Antineoplastic / chemistry*
  • Antibiotics, Antineoplastic / pharmacology
  • Antimalarials / pharmacology
  • Cell Line, Tumor
  • Culture Media
  • Fermentation
  • Humans
  • K562 Cells
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Plasmodium falciparum / drug effects
  • Soil Microbiology
  • Spectrometry, Mass, Electrospray Ionization
  • Trichoderma / metabolism*

Substances

  • Antibiotics, Antineoplastic
  • Antimalarials
  • Culture Media