Synthesis of the chlorofusin cyclic peptide

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Solid-phase synthesis of chlorofusin analogues.

We report an efficient and versatile solid-phase synthesis through which two series of chlorofusin analogues, one bearing varying chromophores and the other with various amino acid substitutions in the cyclic peptide, were synthesized. These peptides were prepared using a strategy involving side-chain immobilization, on-resin cyclization, and postcyclization modification. The success of these s...

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Total synthesis, stereochemical reassignment, and absolute configuration of chlorofusin.

Chlorofusin (1, Figure 1A) was isolated from the fungal strain Microdochium caespitosum and found to disrupt the MDM2-p53 interaction by binding to the N-terminal domain of MDM2.1 As such, chlorofusin represents an exciting lead for antineoplastic intervention that acts by a rare disruption of a protein-protein interaction.2 On the basis of spectroscopic and degradation studies, the structure w...

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ژورنال

عنوان ژورنال: Tetrahedron

سال: 2009

ISSN: 0040-4020

DOI: 10.1016/j.tet.2008.09.029