Total Synthesis of Theonellapeptolide Id

Theonellapeptolide Id is a tridecapeptide containing a 37-membered lactone, originally isolated from the marine sponge Theonella swinhoei. In addition to moderate cytotoxicity, immunosuppressive activity had been reported for this natural cyclodepsipeptide. However, the synthetic material to verify...

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Veröffentlicht in:Organic letters 2017-03, Vol.19 (6), p.1366-1369
Hauptverfasser: Kuranaga, Takefumi, Enomoto, Ayumu, Tan, Hui, Fujita, Kazuto, Wakimoto, Toshiyuki
Format: Artikel
Sprache:eng
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Zusammenfassung:Theonellapeptolide Id is a tridecapeptide containing a 37-membered lactone, originally isolated from the marine sponge Theonella swinhoei. In addition to moderate cytotoxicity, immunosuppressive activity had been reported for this natural cyclodepsipeptide. However, the synthetic material to verify its unique biological activity has not been available thus far. In this study, the first total synthesis of theonellapeptolide Id has been performed by solid phase peptide synthesis, and the biological activity has been confirmed in comparison with cyclosporin A.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b00249