Thalassospiramides A and B, immunosuppressive peptides from the marine bacterium Thalassospira sp

Org Lett. 2007 Apr 12;9(8):1525-8. doi: 10.1021/ol070294u. Epub 2007 Mar 21.

Abstract

[structure: see text] Two new cyclic peptides, thalassospiramides A and B (1 and 2), were isolated from a new member of the marine alpha-proteobacterium Thalassospira. The thalassospiramides, the structures of which were assigned by combined spectral and chemical methods, bear unusual gamma-amino acids and show immunosuppressive activity in an interleukin-5 production inhibition assay (IC50 = 5 muM for thalassospiramide B).

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Amination
  • Animals
  • Hydroxylation
  • Immunosuppressive Agents / chemistry*
  • Immunosuppressive Agents / metabolism
  • Immunosuppressive Agents / pharmacology
  • Lymphocytes / drug effects
  • Magnetic Resonance Spectroscopy
  • Mice
  • Molecular Structure
  • Oceans and Seas
  • Pentanoic Acids / chemistry
  • Peptides, Cyclic / biosynthesis
  • Peptides, Cyclic / chemistry*
  • Peptides, Cyclic / pharmacology
  • Rhodospirillaceae / chemistry*
  • Rhodospirillaceae / metabolism

Substances

  • Immunosuppressive Agents
  • Pentanoic Acids
  • Peptides, Cyclic
  • thalassospiramide A
  • thalassospiramide B