Synthesis of an L-proline modified mimetic of the A83586C antitumour cyclodepsipeptide.
A mimetic of the A83586C cyclodepsipeptide has been synthesised via a three-segment coupling protocol involving dipeptides 9, 8 and 7; in contrast to our previous synthesis of A83586C, where the HATU-mediated macrolactamisation proceeded in 25% yield, the corresponding macro-lactamisation of seco-amino acid 18 occurred in ca. 78% yield.
Hale
Karl J
KJ
Christopher Ingold Laboratories, Department of Chemistry, University College London, 20 Gordon Street, London, UK WC1H 0AJ. k.j.hale@ucl.ac.uk
Lazarides
Linos
L
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry*; D047630:Depsipeptides; D004151:Dipeptides / Q000737:chemistry; D015394:Molecular Structure; D010455:Peptides; D011392:Proline / Q000737:chemistry*
D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D047630:Depsipeptides; D004151:Dipeptides; D010455:Peptides; C056791:A 83586C; D011392:Proline