Abstract
Fontanesia fortunei was found to contain the new secoiridoid glucoside 7- E/ Z-( p-coumaroyl)-5-hydroxysecologanol together with the known compounds secologanic acid, secologanol, secologanoside, fontanesioside, verbascoside and chlorogenic acid. This secoiridoid profile is different from that found in other known genera of the Oleaceae, since no oleoside-derived compounds were present. Deuterium labelled deoxyloganic acid, 7- epi-loganic acid and loganic acid were administered to F. fortunei and F. phillyreoides and the incorporations into secologanic acid in both plants measured by 2H NMR. Feeding experiments with specifically labelled compounds showed that the hydroxylation of deoxyloganic acid to give loganic acid takes place with retention of the 7α-hydrogen and that the latter also is retained during the ring cleavage to secologanic acid.
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