Journal
JOURNAL OF NATURAL PRODUCTS
Volume 69, Issue 11, Pages 1582-1586Publisher
AMER CHEMICAL SOC
DOI: 10.1021/np060229d
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Funding
- NCI NIH HHS [R01 CA036622-26, R01 CA036622, CA 36622] Funding Source: Medline
- NCRR NIH HHS [RR13030, RR06262] Funding Source: Medline
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Theopapuamide (1), a new cytotoxic peptide, has been isolated from the lithistid sponge Theonella swinhoei from Papua New Guinea. The structure was established by analysis of NMR, mass spectrometry, and chemical methods. The undecapeptide (1) contains several unusual amino acid residues, of which the occurrence of beta-methoxyasparagine and 4-amino-5-methyl- 2,3,5-trihydroxyhexanoic acid (Amtha) is unprecedented in natural peptides. Compound 1 also contains an amide-linked fatty acid moiety, 3-hydroxy-2,4,6-trimethyloctanoic acid (Htoa). Theopapuamide (1) was cytotoxic against CEM-TART and HCT-116 cell lines, with EC50 values of 0.5 and 0.9 mu M, respectively.
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