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Literature DB >> 20047009

Synthesis of the Chlorofusin Cyclic Peptide.

Abstract

An efficient and convergent solution-phase synthesis of the cyclic peptide of the natural product chlorofusin, a reported inhibitor of the MDM2-p53 interaction, is detailed.

Entities: Chemical Gene Species

Year: 2009 PMID： 20047009 PMCID： PMC2665043 DOI： 10.1016/j.tet.2008.09.029

Source DB: PubMed Journal: Tetrahedron ISSN： 0040-4020 Impact factor: 2.457

12 in total

1. Binding of an inhibitor of the p53/MDM2 interaction to MDM2.

Authors: Sara J Duncan; Matthew A Cooper; Dudley H Williams
Journal: Chem Commun (Camb) Date: 2003-02-07 Impact factor: 6.222

Review 2. Solution-phase combinatorial libraries: modulating cellular signaling by targeting protein-protein or protein-DNA interactions.

Authors: Dale L Boger; Joel Desharnais; Kevin Capps
Journal: Angew Chem Int Ed Engl Date: 2003-09-15 Impact factor: 15.336

Review 3. Small-molecule inhibitors of the p53 suppressor HDM2: have protein-protein interactions come of age as drug targets?

Authors: Peter M Fischer; David P Lane
Journal: Trends Pharmacol Sci Date: 2004-07 Impact factor: 14.819

Synthesis of the Chlorofusin Cyclic Peptide.

1. Binding of an inhibitor of the p53/MDM2 interaction to MDM2.

Review 2. Solution-phase combinatorial libraries: modulating cellular signaling by targeting protein-protein or protein-DNA interactions.

Review 3. Small-molecule inhibitors of the p53 suppressor HDM2: have protein-protein interactions come of age as drug targets?

4. Solid-phase synthesis of chlorofusin analogues.

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

6. Total synthesis, assignment of absolute stereochemistry, and structural revision of chlorofusin.

7. Carboxyl-catalyzed intramolecular aminolysis. A side reaction in solid-phase peptide synthesis.

8. Synthesis of the chlorofusin cyclic peptide: assignment of the asparagine stereochemistry.

9. Solid-phase synthesis of the cyclic peptide portion of chlorofusin, an inhibitor of p53-MDM2 interactions.

10. Total synthesis of chlorofusin, its seven chromophore diastereomers, and key partial structures.

1. Evaluation of Chlorofusin, its Seven Chromophore Diastereomers, and Key Analogues.