Colutellin A, an immunosuppressive peptide from Colletotrichum dematium

Microbiology (Reading). 2008 Jul;154(Pt 7):1973-1979. doi: 10.1099/mic.0.2008/017954-0.

Abstract

Colletotrichum dematium is an endophytic fungus recovered from a Pteromischum sp. growing in a tropical forest in Costa Rica. This fungus makes a novel peptide antimycotic, colutellin A, with a MIC of 3.6 microg ml(-1) (48 h) against Botrytis cinerea and Sclerotinia sclerotiorum. Collutellin A has a mass of 1127.7 Da and contains residues of Ile, Val, Ser, N-methyl-Val and beta-aminoisobutryic acid in nominal molar ratios of 3 : 2 : 1 : 1 : 1, respectively. Independent lines of evidence suggest that the peptide is cyclic and sequences of Val-Ile-Ser-Ile and Ile-Pro-Val have been deduced by MS/MS as well as Edman degradation methods. Colutellin A inhibited CD4(+) T-cell activation of interleukin 2 (IL-2) production with an IC(50) of 167.3+/-0.38 nM, whereas cyclosporin A in the same test yielded a value of 61.8 nM. Inhibition of IL-2 production by collutellin A at such a low concentration indicates the potential immunosuppressive activity of this compound. In repeated experiments, cyclosporin A at or above 8 microg ml(-1) exhibited high levels of cytotoxicity on human peripheral blood mononuclear cells, whereas collutellin A or DMSO (carrier) alone, after 24 and 48 h of culture, exhibited no toxicity. Because of these properties collutellin A has potential as a novel immunosuppressive drug.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Animals
  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification*
  • Antifungal Agents / pharmacology
  • Araceae / microbiology*
  • Bacteria / drug effects
  • Biological Assay
  • Blood Cells / drug effects
  • Colletotrichum / immunology*
  • Colletotrichum / isolation & purification
  • Colletotrichum / ultrastructure
  • Cyclosporine / pharmacology
  • Fungi / drug effects
  • Humans
  • Immunosuppressive Agents / chemistry
  • Immunosuppressive Agents / isolation & purification*
  • Immunosuppressive Agents / pharmacology
  • Intercellular Signaling Peptides and Proteins
  • Interleukin-2 / immunology
  • Mass Spectrometry
  • Mice
  • Mice, Inbred C57BL
  • Molecular Sequence Data
  • Mycoses / drug therapy
  • Mycoses / microbiology*
  • Peptides / chemistry
  • Peptides / isolation & purification*
  • Peptides / pharmacology
  • T-Lymphocytes / drug effects
  • T-Lymphocytes / immunology

Substances

  • Antifungal Agents
  • Immunosuppressive Agents
  • Intercellular Signaling Peptides and Proteins
  • Interleukin-2
  • Peptides
  • colutellin A
  • Cyclosporine

Associated data

  • GENBANK/EU330193