Abstract
From dried whole plants of Glechoma hederacea L. (Labiatae), seven known glycosides were isolated and identified: (6R,7E,9R)-megastigma-4,7-dien-3-one 9-O-β-d-glucopyranoside (1), apigenin 7-O-neohesperidoside (2), chrysoeriol 7-O-neohesperidoside (3), (+)-pinoresinol 4,4′-bis-O-β-d-glucopyranoside (4), (+)-syringaresinol 4,4′-bis-O-β-d-glucopyranoside (5), (+)-lariciresinol 4,4′-bis-O-β-d-glucopyranoside (6), and (7R,8R)-threo-7,9,9′-trihydroxy-3,3′-dimethoxy-8-O-4′-neolignan 4-O-β-d-glucopyranoside (7).
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Kumarasamy Y, Cox PJ, Jaspars M, Nahar L, Sarker SD (2003) Isolation, structure elucidation and biological activity of hederacine A and B, two unique alkaloids from Glechoma hederaceae. Tetrahedron 59:6403–6407
Takemoto T, Kusano G, Hikino H (1966) Constituents of ground-ivy. Yakugaku Zasshi 86:1162–1165
Stahl E, Datta SN (1972) New sesquiterpenoids of the ground ivy (Glechoma hederacea L.). Liebigs Ann Chem 757:23–32
Okuyama E, Yamazaki M, Ishii Y (1983) Isolation and identification of ursolic acid-related compounds as the principles of Glechoma hederacea having an anti-ulcerogenic activity. Shoyakugaku Zasshi 37:52–55
Okuda T, Hatano T, Agata I, Nishibe S (1986) The components of tannic activities in labiatae plants. I. Rosmarinic acid from labiatae plants in Japan. Yakugaku Zasshi 106:1108–1111
Yamauchi H, Kakuda R, Yaoita Y, Machida K, Kikuchi M (2007) Two new glycosides from the whole plants of Glechoma hederacea L. Chem Pharm Bull 55:346–347
Sueyoshi E, Liu H, Matsunami K, Otsuka H, Shinzato T, Aramoto M, Takeda Y (2006) Bridelionosides A–F: megastigmane glucosides from Bridelia glauca f. balansae. Phytochemistry 67:2483–2493
Pabst A, Barron D, Semon E, Schreier P (1992) Two diastereomeric 3-oxo-α-ionol β-d-glucosides from raspberry fruit. Phytochemistry 31:1649–1652
Coussio JD (1964) Isolation of rhoifolin from Chorisia species. Experientia 20:562
Markham KR, Geiger H (1994) 1H nuclear magnetic resonance spectroscopy of flavonoids and their glycosides in hexadeuterodimethylsulfoxide. In: Harborne JB (ed) The flavonoids: advances in research, since 1986. Chapman & Hall, London, pp 448–449
Cimanga K, Bruyne TD, Lasure A, Li Q, Pieters L, Claeys M, Berghe DV, Kambu K, Tona L, Vlietinck A (1995) Flavonoid O-glycosides from the leaves of Morinda morindoides. Phytochemistry 38:1301–1303
Deyama T (1983) The constituents of Eucommia ulmoides Oliv. I. Isolation of (+)-medioresinol di-O-β-d-glucopyranoside. Chem Pharm Bull 31:2993–2997
Jung H, Park H, Kim R, Shin K, Ha J, Choi J, Kim H, Lee Y, Lee K (2003) In vivo anti-inflammatory and antinociceptive effect of liriodendrin isolated from the stem bark of Acanthopanax senticosus. Planta Med 69:610–616
Kizu H, Shimana H, Tomimori T (1995) Studies on the constituents of Clematis species. VI. The constituents of Clematis stans Sieb. et Zucc. Chem Pharm Bull 43:2187–2194
Hou C, Liang H, Zhao Y, Wang B, Zhang Q (2008) Neolignan glycosides from Symplocos caudata. Phytochemistry 69:788–795
Acknowledgments
We are grateful to Mr. S. Sato and Mr. T. Matsuki of Tohoku Pharmaceutical University for measurement of the mass and NMR spectra.
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Kikuchi, M., Goto, J., Noguchi, S. et al. Glycosides from whole plants of Glechoma hederacea L.. J Nat Med 62, 479–480 (2008). https://doi.org/10.1007/s11418-008-0264-x
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DOI: https://doi.org/10.1007/s11418-008-0264-x