Abstract
New cyclotetrapeptides, trapoxins A and B were isolated from the culture broth of Helicoma ambiens RF-1023. These compounds exhibit detransformation activities against v-sis oncogene-transformed NIH3T3 cells (sis/NIH3T3) as antitumor agents. The structures were found to be new cyclotetrapeptides, cyclo[(S)-phenylalanyl-(S)-phenylalanyl-(R)-pipecolinyl- (2S,9S)-2-amino-8-oxo-9,10-epoxydecanoyl-] for trapoxin A and cyclo[(S)-phenylalanyl-(S)-phenylalanyl-(R)-prolyl-2- amino-8-oxo-9,10-epoxydecanoyl-] for trapoxin B, by X-ray analysis, mass spectrometric, NMR and chemical studies.
MeSH terms
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Amino Acid Sequence
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Anti-Bacterial Agents*
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Antibiotics, Antineoplastic / biosynthesis
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Antibiotics, Antineoplastic / chemistry*
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Antibiotics, Antineoplastic / isolation & purification
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Antibiotics, Antineoplastic / pharmacology
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Cell Line, Transformed
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Cell Transformation, Neoplastic / drug effects*
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Chromatography, High Pressure Liquid
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Fermentation
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Intercellular Signaling Peptides and Proteins
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Magnetic Resonance Spectroscopy
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Mass Spectrometry
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Mitosporic Fungi / metabolism*
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Molecular Sequence Data
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Molecular Structure
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Peptide Fragments / chemistry
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Peptides*
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Peptides, Cyclic / chemistry
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Protein Conformation
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Spectrophotometry, Infrared
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Spectrophotometry, Ultraviolet
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X-Ray Diffraction
Substances
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Anti-Bacterial Agents
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Antibiotics, Antineoplastic
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Intercellular Signaling Peptides and Proteins
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Peptide Fragments
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Peptides
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Peptides, Cyclic
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trapoxin A
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trapoxin B