Co. Okoro et al., SYNTHESIS AND ANTIINFLAMMATORY ACTIVITY DETERMINATIONS OF SOME N-(SUBSTITUTED 1-HYDROXYMETHYLPHENYL)-1,2,3,6-TETRAHYDROPYRIDINES, Medicinal chemistry research, 7(1), 1997, pp. 1-15
Several novel N-(substituted 1-hydroxymethylphenyl)-1,2,3,6-tetrahydro
pyridines were synthesized via sodium borohydride reduction of the cor
responding N-(substituted phenylcarbonylimino)-4-benzoylpyridinium yli
des in absolute ethanol. The anti-inflammatory activities using the ca
rrageenan-induced rat paw edema assay and hyperglycemic effects measur
ed by determining the rat blood glucose levels of these compounds were
investigated. The unsubstituted derivative, (1-hydroxymethylphenyl)-1
,2,3,6-tetrahydropyridine (6a) and 1-hydroxymethyl-phenyl)-1,2,3,6-tet
rahydropyridine (6e) were found to be the most active anti-inflammator
y agents and their effects were comparable to that of indomethacin, th
e reference compound. AU the compounds tested displayed moderate to go
od hyperglycemic activities.