An investigation of the iridoids of Picconia excelsa from Tenerife provided 17 iridoid glucosides together with verbascoside. Major constituents (> 0.5%) were loganin, ketologanin, oleoacteoside and the new picconioside 1-a bisiridoid consisting of loganin esterified with deoxyloganin. Minor constituents were secoxyloganin, 8-epi-kingiside, 8-epi-kingisidic, oleoside 11-methyl ester, excelsioside, ligstroside and loganic acid together with the new compounds ketologanic acid, 6β-hydroxy-7-epi-loganin and picconiosides II-V, the latter four being esters of loganin and menthiafolic, foliamenthic, 6-(Z)-foliamenthic or 6,7-dihydrofoliamenthic acid. The structures were mainly elucidated by NMR spectroscopy.
II, iridoid glucosides, Oleaceae, verbascoside, secoiridoid glucosides, Picconia excelsa, picconiosides I, III, IV, and V, loganic acid, loganin, 7-ketologanic acid, 7-ketologanin, 6β-hydroxy-7-epi-loganin, 8-epi-kingisidic acid, 8-epi-kingiside, secoxyloganin, oleosid, 11 -methyl ester, ligstroside, excelsioside, oleoacteoside
Publication DOI: 10.1016/S0031-9422(97)00023-XJournal NLM ID: 0151434Publisher: Elsevier
Institutions: Department of Organic Chemistry, The Technical University of Denmark, DK-2800 Lyngby, Denmark
Methods: 13C NMR, 1H NMR, sugar analysis, TLC, chemical methods, alkaline hydrolysis, UV, extraction, acetylation, HPLC-RP
Found