Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
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Turpinionosides A—E: Megastigmane Glucosides from Leaves of Turpinia ternata NAKAI
Qian YuHideaki OtsukaEiji HirataTakakazu ShinzatoYoshio Takeda
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2002 Volume 50 Issue 5 Pages 640-644

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Abstract
From leaves of Turpenia ternata (Staphylaceae), one megastigmane and seven of its glucosides (1—8) were isolated. Megastigmane and two of the glucosides were found to be known compounds, namely, 3S,5R,6R,9S-tetrahydroxymegastigmane (1), corchoionoside C (2), and icariside B4 (3). The structures of compounds 4—8 (turpinionosides A—E, respectively) were elucidated by means of spectroscopic analyses, and then their absolute structures were determined by the modified Mosher's method to be (3S,5R,6S,9S)-3,6,9-trihydroxymegastigman-7-ene 3-O- and 9-O-β-D-glucopyranosides (4, 5, respectively), (1S,3S,5R,6S,9R)-3,9,12-trihydroxymegastigmane 3-O-β-D-glucopyranoside (6), (3S,4R,9R)-3,4,6-trihydroxymegastigman-5-ene 3-O-β-D-glucopyranoside (7), and (2S,9R)-2,9-dihydroxymegastigman-5-en-4-one 2-O-β-D-glucopyranoside (8).
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© 2002 The Pharmaceutical Society of Japan
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