Organic Letters · 2007 · 69 citations · 16 references
Life SciencesImmunologyMicrobiologyImmunoregulationMarine MicrobiologyMarine PhysiologyMarine Bioactive CompoundsMarine Natural ProductsPeptide AnalysisPeptide ChemistryPeptide IdentificationAmino AcidsBioactive Compounds From Marine BacteriaBioactive Marine PeptidesCyclic PeptidesImmunomodulatory Marine CompoundsImmunosuppressive CompoundsMarine-derived ImmunomodulatorsPeptide Structure-activity Relationships
[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).
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