Stereospecific total syntheses of proteasome inhibitors omuralide and lactacystin.
J Org Chem
; 76(20): 8287-93, 2011 Oct 21.
Article
in En
| MEDLINE
| ID: mdl-21916437
ABSTRACT
Omuralide, a transformation product of the microbial metabolite lactacystin, was the first molecule discovered as a specific inhibitor of the proteasome and is unique in that it specifically inhibits the proteolytic activity of the 20S subunit of the proteasome without inhibiting any other protease activities of the cell. The total syntheses of omuralide and (+)-lactacystin are reported. An important key intermediate is synthesized at an early stage, which allows analogues of these two natural products to be made readily.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Acetylcysteine
/
Cysteine Proteinase Inhibitors
/
Chemistry, Pharmaceutical
/
Lactones
Limits:
Humans
Language:
En
Journal:
J Org Chem
Year:
2011
Document type:
Article
Affiliation country:
United States