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Novel phenyl-1-benzoxepinols from butcher's broom (Rusci rhizoma)
Matej Barbič1, Thomas J Schmidt, Guido Jürgenliemk
1Institute of Pharmacy, Pharmaceutical Biology, University of Regensburg, Universitätsstr. 31, D-93053 Regensburg.
Abstract:
Two novel compounds, (3S)-2,3-dihydro-3-(4-hydroxyphenyl)-1-benzoxepin-8-ol (ruscozepine A) and (3S)-2,3-dihydro-3-(4-hydroxyphenyl)-8-methoxy-1-benzoxepin-7-ol (ruscozepine B) were isolated from butcher's broom (Rusci rhizoma) together with a biosynthetically possible phenylethanoid precursor, hydroxytyrosol. The structures were elucidated by spectroscopic methods such as 1D- and 2D-NMR (COSY, HSQC, HMBC, ROESY), and HR-EI-MS experiments. The absolute configuration of the ruscozepines was determined by electronic circular dichroism.
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