Aa. Abdelhafez et al., POTENT ANTICONVULSANT PAEONIMETABOLIN-I DERIVATIVES OBTAINED BY INCUBATION OF PAEONIFLORIN AND THIOL COMPOUNDS WITH LACTOBACILLUS-BREVIS, Chemical and Pharmaceutical Bulletin, 46(9), 1998, pp. 1486-1487
Seventeen thiopaeonimetabolin-I adducts were obtained as mixtures of d
iastereoisomers after incubation of paeoniflorin with Lactobacillus br
evis in the presence of various thiols. Four compounds, 8-(n-hexylthio
)- (8), 8-cyclopentylthio-, 8-(p-tolyl)thio- and 8-benzoylthio- (18) p
aeonimetabolins, shelved 100% protection against pentylenetetrazole-in
duced convulsions at doses of 0.125, 0.25, or 0.50 mmol/kg, relative t
o valproic acid (100% protection at 1.5 mmol/kg). For 8 and 18, the pr
inciple anticonvulsant activity resided in the (7S)-isomers while (7R)
-isomers showed muscle relaxation effects.