Abstract
[structure: see text] Hydroxyaromatic aldehydes and ketones were used as building blocks to prepare ether oligomers. An iterative two-step protocol involving Mitsunobu coupling and carbonyl reduction provided a protecting-group-free route with high yields. Activity screening of an 84-member library against proteases led to the discovery of micromolar inhibitors for trypsin, chymotrypsin, and subtilisin.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Aldehydes / chemistry
-
Chymotrypsin / antagonists & inhibitors
-
Ethers / chemistry*
-
Ketones / chemistry
-
Models, Molecular
-
Molecular Conformation
-
Oximes / chemistry*
-
Protease Inhibitors / chemical synthesis*
-
Protease Inhibitors / chemistry
-
Protease Inhibitors / pharmacology*
-
Subtilisin / antagonists & inhibitors
-
Trypsin / metabolism
Substances
-
Aldehydes
-
Ethers
-
Ketones
-
Oximes
-
Protease Inhibitors
-
Chymotrypsin
-
Trypsin
-
Subtilisin