Novel phenyl-1-benzoxepinols from butcher's broom (Rusci rhizoma).
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.
Institute of Pharmacy, Pharmaceutical Biology, University of Regensburg, Universitätsstr. 31, D-93053 Regensburg.
Matej
M
Barbič
Thomas J
TJ
Schmidt
Guido
G
Jürgenliemk
D001584:Benzoxepins / Q000737:chemistry* / Q000302:isolation & purification; D002942:Circular Dichroism; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D027343:Rhizome / Q000737:chemistry; D031443:Ruscus / Q000737:chemistry*
C575699:(3S)-2,3-dihydro-3-(4-hydroxyphenyl)-1-benzoxepin-8-ol; C575700:(3S)-2,3-dihydro-3-(4-hydroxyphenyl)-8-methoxy-1-benzoxepin-7-ol; D001584:Benzoxepins