Studies on the Constituents of Gastrodia elata BLUME
A new glucoside, named gastrodioside, was isolated from the tubers of Gastrodia elata BLUME. (Orchidaceae) and its structure was elucidated as bis (4-hydroxybenzyl)-ether mono-β-D-glucopyranoside (6). 4-Hydroxybenzaldehyde (1), 4-hydroxybenzyl alcohol (2), 4-hydroxybenzyl methyl ether (3, possibly a...
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| Published in | Chemical & pharmaceutical bulletin Vol. 29; no. 1; pp. 55 - 62 |
|---|---|
| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
| Published |
Tokyo
The Pharmaceutical Society of Japan
01.01.1981
Japan Science and Technology Agency |
| Subjects | |
| Online Access | Get full text |
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| Abstract | A new glucoside, named gastrodioside, was isolated from the tubers of Gastrodia elata BLUME. (Orchidaceae) and its structure was elucidated as bis (4-hydroxybenzyl)-ether mono-β-D-glucopyranoside (6). 4-Hydroxybenzaldehyde (1), 4-hydroxybenzyl alcohol (2), 4-hydroxybenzyl methyl ether (3, possibly an artifact), 4-(4'-hydroxybenzyloxy)benzyl methyl ether (4), bis (4-hydroxybenzyl) ether (5), 4-(β-D-glucopyranosyloxy) benzyl alcohol (7) and tris [4-(β-D-glucopyranosyloxy)benzyl] citrate (parishin, 8) were also isolated. This is the first time that compounds 4 and 5 have been isolated from natural sources. |
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| AbstractList | A new glucoside, named gastrodioside, was isolated from the tubers of Gastrodia elata BLUME. (Orchidaceae) and its structure was elucidated as bis (4-hydroxybenzyl)-ether mono-β-D-glucopyranoside (6). 4-Hydroxybenzaldehyde (1), 4-hydroxybenzyl alcohol (2), 4-hydroxybenzyl methyl ether (3, possibly an artifact), 4-(4'-hydroxybenzyloxy)benzyl methyl ether (4), bis (4-hydroxybenzyl) ether (5), 4-(β-D-glucopyranosyloxy) benzyl alcohol (7) and tris [4-(β-D-glucopyranosyloxy)benzyl] citrate (parishin, 8) were also isolated. This is the first time that compounds 4 and 5 have been isolated from natural sources. |
| Author | KIM, ILHYUK YOSIOKA, ITIRO YAMASAKI, KAZUO TAGUCHI, HEIHACHIRO |
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| References | 1) "Zhong Yao Zhi (中葯志)," Vol. I, ed. By The Pharmaceutical Institute, Chinese Academy of Medical Sciences, Peking, 1961, p. 88. 4) A. Aasen, D. Behr, and K. Leander, Acta Chem. Scand., B 29, 1002 (1975 R.W. Gray, A. Guggisberg, K.P. Segebarth, M. Hesse, and H. Schmid, Hely. Chim. Acta., 60, 1304 (1977). 5) J. Dahman and K. Leander, Phytochemistry, 15, 1986 (1976). 8) L.K. Semeke, N.S. Thompson, and D.G. Williams, J. Org. Chem., 29, 1041 (1964). 3) S.J. Liu and N. Yang, Journal of Shanghai First Medical College, 1958, 67. 6) Recently, bis(2,3,6-tribromo-4,5-dihydroxybenzyl)ether was isolated from the red alga, Symphyocladia latiuscula (Rodomelaceae); K. Kurata and T. Amiya, Phytochemistry, 19, 141 (1980). 2) G.A. Stuart, "The Chinese Materia Medica," The American Presbyterian Mission Press, Shanghai, 1911, pp. 184-185. 9) Compounds 1, 2, 5-8 were also detected in the acetone extracts of materials collected in Korea and in Hokkaido (Japan) by HPLC and TLC. T.E. Walker, R.E. London, T.W. Whaley, R. Barker, and N.A. Matwiyoff, J. Am. Chem. Soc., 98, 5807 (1976). 7) P.A. J. Gorin and M. Mazurek, Can. J. Chem., 53, 1212 (1975 R.W. Gray, A. Guggisberg, K.P. Segebarth, M. Hesse, and H. Schmid, Hely. Chim. Acta, 59, 645 (1976) |
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