Structural revision of some recently published iridoid glucosides.
作者： Søren R. Jensen , İhsan Çalış , Charlotte H. Gotfredsen , Inger Søtofte
DOI: 10.1021/NP060452A
关键词: Galactosides 、 Buddleja 、 Iridoid Glucosides 、 Glucoside 、 Glycoside 、 Stereochemistry 、 Chemistry 、 Iridoid 、 Scrophularia 、 Agnuside
摘要: The structures of six different iridoid glucosides have been revised. Three compounds isolated from Eremostachys glabra and designated 6,9-epi-8-O-acetylshanziside (1), 5,9-epi-penstemoside (2), 5,9-epi-7,8-didehydropenstemoside (3) shown to be identical the known iridoids barlerin (4, 8-O-acetylshanziside), penstemoside (5), 7,8-didehydropenstemoside (6), respectively. Another compound named harpagoside-B, Scrophularia deserti proposed 9-epi-6-O-methylharpagoside (11), was demonstrated spectroscopic data given harpagoside (10b). Finally, two alleged galactosides Buddleja crispa buddlejosides A B (12a 12b) corresponding glucosides; former is agnuside (13a), while latter 3,4-dihydroxybenzoylaucubin (13b), an glucoside not previously published. This clearly showed that care should taken with interpretation NOEs involving bridgehead protons in because they can capricious lead erroneous structural assignments.
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