Carbonic anhydrase and matrix metalloproteinase inhibitors. Inhibition of human tumor-associated isozymes IX and cytosolic isozyme I and II with sulfonylated hydroxamates
A series of sulfonylated hydroxamates were synthesized and evaluated as dual inhibitors of both human carbonic anhydrases (hCAs) and matrix metalloproteinases (MMPs), two metalloenzyme families involved in carcinogenesis and tumor invasion processes. The
Nuti, Elisa,Orlandini, Elisabetta,Nencetti, Susanna,Rossello, Armando,Innocenti, Alessio,Scozzafava, Andrea,Supuran, Claudiu T.
p. 2298 - 2311
(2007/10/03)
α-N-HYDROXYAMINO ACID DERIVATIVES
Reactions of organolithium reagents with glyoxylate derived oximes provided a direct route to α-N-hydroxyamino acids.The process required direct attachment of an ionizable group to the glyoxylate carbonyl to prevent competitive reactions.The procedure allowed for direct formation of the α-chiral center of the newly formed α-N-hydroxyamino acid derivative.Introduction of potential chiral auxiliaries on the oxime oxygen resulted in modest diastereoselection.In most instances, use of chiral glyoxylamides also gave low diastereoselectivity.
Kolasa, Teodozyj,Sharma, Sushil K.,Miller, Marvin J.
p. 5431 - 5440
(2007/10/02)
REACTION OF ORGANOMETALLICS WITH OXIMES. SYNTHESIS OF α-N-HYDROXY AMINO ACIDS
Reaction of organolithium reagents with glyoxylate and pyruvate derived oximes provides a direct ruote for the synthesis of unusual α-N-hydroxy amino acids.
Kolasa, Teodozyj,Sharma, Sushil,Miller, Marvin J.
p. 4973 - 4976
(2007/10/02)
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