Abstract
Seven secoiridoid glycosides, secologanin dimethyl acetal (1), n-butyl vogeloside (2), n-butyl epi-vogeloside (3), (7R)-n-butyl morroniside (4), hydrangenoside A (5), hydrangenoside C (6), and hydrangenoside A dimethyl acetal (7), have been isolated from the leaves of Hydrangea macrophylla subsp. serrata (Thunb.) Makino (Saxifragaceae). The structures were elucidated on the basis of spectral data.
Similar content being viewed by others
References
Inouye H, Takeda Y, Uesato S, Uobe K, Hashimoto T (1980) A novel type secoiridoid glucoside, hydrangenoside A from Hydrangea macrophylla. Tetrahedron Lett 21:1059–1062
Uesato S, Hashimoto T, Takeda Y, Uobe K, Inouye H (1981) Novel type secoiridoid glucosides, hydrangenosides B, C, and D from Hydrangea macrophylla. Chem Pharm Bull 29:3421–3424
Uesato S, Takeda Y, Hashimoto T, Uobe K, Inouye H (1984) Studies on monoterpene glucosides and related natural products. Part 51. Absolute structures of hydrangenosides A, B, C, D, E, F, and G. Novel type secoiridoid glucosides from two Hydrangea plants. Helv Chim Acta 67:2111–2127
Yoshikawa M, Ueda T, Matsuda H, Yamahara J, Murakami N (1994) Absolute stereostructures of hydramacrosides A and B, new bioactive secoiridoid glucoside complexes from the leaves of Hydrangea macrophylla Seringe var. thunbergii Makino. Chem Pharm Bull 42:1691–1693
Suzuki H, Ikeda T, Matsumoto T, Noguchi M (1977) Isolation and identification of a new glycoside, phyllodulcin-8-O-β-d-glucose from the cultured cells and fresh leaves of amacha (Hydrangea macrophylla Seringe var. thunbergii Makino). Agric Biol Chem 41:1815–1817
Yoshikawa M, Uchida E, Chatani N, Kobayashi H, Naitoh Y, Okuno Y, Matsuda H, Yamahara J, Murakami N (1992) Thunberginols C, D, and E, new antiallergic and antimicrobial dihydroisocoumarins, and thuberginol G 3′-O-glucoside and (-)-hydrangenol 4′-O-glucoside, new dihydroisocoumarin glycosides, from Hydrangeae Dulcis Folium. Chem Pharm Bull 40:3352–3354
Hashimoto T, Tori M, Asakawa Y (1987) Three dihydroisocoumarin glucosides from Hydrangea macrophylla subsp. serrata. Phytochemistry 26:3323–3330
Kakuda R, Imai M, Yaoita Y, Machida K, Kikuchi M (2000) Secoiridoid glycosides from the flower buds of Lonicera japonica. Phytochemistry 55:879–881
Kakuda R, Yaoita Y, Machida K, Kikuchi M (2000) Structural analysis on the constituents of Lonicera species. XVI. On the chemical constituents of the flower buds of Lonicera japonica Thunb. (3). J Tohoku Pharm Univers 47:55–60
Inouye H, Tobita S, Akiyama Y, Ito K, Shingu T (1973) Über die monoterpenglucoside und verwandte naturstoffe. XXI. Zur stereochemie des morronisids und seiner derivate. Chem Pharm Bull 21:846–854
Acknowledgments
We are grateful to Mr. S. Sato and Mr. T. Matsuki of this university for measurement of the mass and NMR spectra.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Sakai, H., Kakuda, R., Yaoita, Y. et al. Secoiridoid glycosides from the leaves of Hydrangea macrophylla subsp. serrata . J Nat Med 61, 226–228 (2007). https://doi.org/10.1007/s11418-006-0123-6
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11418-006-0123-6