Portal de Periódicos da CAPES

Turpinionosides A-E: Megastigmane Glucosides from Leaves of Turpinia ternata Nakai.

2002; Pharmaceutical Society of Japan; Volume: 50; Issue: 5 Linguagem: Inglês

10.1248/cpb.50.640

1347-5223

Yu Qian, Hideaki Otsuka, Eiji Hirata, Takakazu Shinzato, Yoshio Takeda,

Natural product bioactivities and synthesis

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).