- Note
- Published:
Dihydroroseoside, a new cyclohexanone glucoside, from the leaves of shirakamba (Betula platyphylla Sukatchev var.japonica Hara)
Journal of Wood Science volume 47, pages 145–148 (2001)
Abstract
A new cyclohexanone glucoside (II) and a known cyclohexenone glucoside roseoside [I, (6S, 9S)-6-hydroxy-6-(9-β-D-glucopyranosyloxy-trans-7-butenyl)-1,5,5-trimethyl-1-cyclohexenone] were isolated from an ethanol extract of shirakamba (Betula platyphylla Sukatchev var.japonica Hara) leaves. The structure ofII was determined to be (6S, 9R)-6-hydroxy-6-(9-O-β-D-glucopyranosyloxy-trans-7-butenyl)-1, 5,5-trimethyl-1-cyclohexanone by1H-NMR and13C-NMR spectroscopic analyses. It was named dihydroroseoside.
References
Shen YB, Kojima Y, Terazawa M (1999) Two lignan rhamnosides from birch leaves. J Wood Sci 45:326–331
Shen YB, Kojima Y, Terazawa M (1999) Four giucosides ofp- hydroxyphenyl derivatives from birch leaves. J Wood Sci 45:332–336
Andersson R. Lundgren LN (1988) Monoaryi and cyclohexenone glucosides from needles ofPinus sylvestris. Phytochemistry 27:559–562
Bhakuni DS, Joshi PP, Uprety H, Kapil RS (1974) Roseoside-A C13 glycoside fromVinca rosea. Phytochemistry 13:2541–2543
Cui BL, Nakamura M, Kinjo J, Nohara T (1993) Chemical constituents ofAstragali Semen, Chem Pharm Bull (Tokyo) 41:178–182
Otsuka H, Yao M, Kamada K, Takeda N (1995) Agangliosides G-M: glycosides of megastigmane derivatives from the leaves ofAlangium premnifolium. Chem Pharm Bull (Tokyo) 43:754–759
Iida T, Noro Y, Ito K (1982) Magnostellin A and B, novel lignans fromMagnolia stellata. Phytochemistry 22:1990–1991
Tschesche R, Ciper F, Harz A (1976) Roseosid ausBetula alba undCydonia oblonga. Phytochemistry 15:1423–1428
Pousset JL, Poisson J (1969) Vomifoliol: alcool terpenique isole des feuilles duRauwolfia vomitoria afz. Tetrahed Lett 15:1173–1174
Pabst A, Barron D, Semon E, Schreier P (1992) Two diastereomeric 3-oxo-α-ionol-D-glucosides from raspberry fruit. Phytochemistry 31:1649–1652
Weiss G, Koreeda M, Nakanishi K (1973) Stereochemistry of theaspirone and the blumenols. J Chem Soc Chem Commun 16:565–566
Coke LB, Stuart KL, Whittle YG (1975) Further effects of vomifoliol on stomatal aperture and on the germination of lettuce and the growth of cucumber seedings. Planta 127:21–25
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Shen, Y., Terazawa, M. Dihydroroseoside, a new cyclohexanone glucoside, from the leaves of shirakamba (Betula platyphylla Sukatchev var.japonica Hara). J Wood Sci 47, 145–148 (2001). https://doi.org/10.1007/BF00780564
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/BF00780564