[Amides of simple and complex ethers of glycolic acid--inhibitors of alcohol dehydrogenase in rat and human liver].
Amides of glycolic ethers and esters have been synthesized and studied as the inhibitors of rat and human liver alcohol dehydrogenase. Amides of glycolic ethers inhibit the rat liver alcohol dehydrogenase activity by 50-85%, amides of esters by 10-40%. An analogous regularity has been established for human liver alcohol dehydrogenase. The inhibiting capacity of the compound for glycolic acid aromatic esters diamides increases depending on the position of two residua of glycolic acid: ortho < meta < para. A decrease in activity of the isoforms of rat liver aldehyde dehydrogenase does not exceed 40%. It is shown that glycolic acid ether amides are noncompetitive inhibitors, amides of aromatic esters in case of the substituent presence in the ortho- and para-positions are competitive or in the meta-position noncompetitive inhibitors. Linear correlation under the comparison of the inhibition constants with the corresponding parameters of hydrophobicity of butyl, 2-methylbutyl and 3-methylbutyl esters of glycolic acid have been found.
Konoplitskaia
K L
KL
Vinogradova
E G
EG
Zakashun
T E
TE
Mnyshenko
T I
TI
Kuznestov
N V
NV
Pirozhkov
S V
SV
D000426:Alcohol Dehydrogenase / Q000378:metabolism*; D000444:Aldehyde Dehydrogenase / Q000378:metabolism*; D000577:Amides / Q000737:chemistry / Q000494:pharmacology*; D000818:Animals; D002755:Choice Behavior / Q000502:physiology; D004361:Drug Tolerance; D004952:Esters; D004987:Ethers / Q000737:chemistry / Q000494:pharmacology*; D006016:Glycolates / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D007700:Kinetics; D008099:Liver / Q000201:enzymology*; D008297:Male; D009042:Motivation; D051381:Rats
D000577:Amides; D004952:Esters; D004987:Ethers; D006016:Glycolates; C031149:glycolic acid; D000426:Alcohol Dehydrogenase; D000444:Aldehyde Dehydrogenase
Amidy prostykh i slozhnykh efirov glikolevoĭ kisloty--ingibitory alkogol'degidrogenazy pecheni krys i cheloveka.