GASTROPROTECTIVE EFFECT OF STEREOISOMERIC CIS-2-(1-PYRROLIDINYL) AND TRANS-2-(1-PYRROLIDINYL) AND 2-(1-PYRROLIDINYLMETHYL)CYCLOHEXYL ALKOXYCARBANILATES IN RATS
V. Nosalova et al., GASTROPROTECTIVE EFFECT OF STEREOISOMERIC CIS-2-(1-PYRROLIDINYL) AND TRANS-2-(1-PYRROLIDINYL) AND 2-(1-PYRROLIDINYLMETHYL)CYCLOHEXYL ALKOXYCARBANILATES IN RATS, Die Pharmazie, 52(12), 1997, pp. 950-952
The effect of cis-and trans-isomers of 2-(1-pyrrolidinyl) and of 2-(1-
pyrrolidinylmethyl)cyclohexyl alkoxycarbanilates was tested in acute g
astric injury induced by phenylbutazone and/or 96% ethanol administrat
ion in rats. In both models a more pronounced antiulcer and gastroprot
ective activity was observed after pretreatment with the trans-isomer
of 2-(1-pyrrolidinyl)cyclohexyl ester of 3(n)-pentyloxycarbanilic acid
. Its cis-isomer, by comparison, was less effective against ethanol-in
duced gastric injury and failed to prevent the gastric damage induced
by phenylbutazone. After introducing a methylene group into the hydrop
hilic part of the molecule, there was a loss of sterospecific differen
ce, with both stereoisomers exerting a similar gastroprotective activi
ty.