Skip to main content
Erschienen in: Journal of Natural Medicines 1/2010

01.01.2010 | Note

Elaeocarpionoside, a megastigmane glucoside from the leaves of Elaeocarpus japonicus Sieb. et Zucc.

Erschienen in: Journal of Natural Medicines | Ausgabe 1/2010

Einloggen, um Zugang zu erhalten

Abstract

From a 1-BuOH-soluble fraction of an extract of the leaves of Elaeocarpus japonicus, six megastigmane glucosides (16) were isolated. Five were known compounds (26), i.e. amelopsisionoside, citroside A, roseoside, alangionoside A and turpinionoside A, respectively. The structure of the new compound, named elaeocarpionoside, was elucidated to be (3R,4R,5S,6S,7E,9R)-megastigman-7-ene-3,4,9-triol 9-O-β-d-glucopyranoside by spectroscopic analyses and the modified Mosher’s method.
Literatur
1.
Zurück zum Zitat Hatusima S (1975) Flora of Ryukyus, added and corrected. The Biological Society of Okinawa, Okinawa, p 397 Hatusima S (1975) Flora of Ryukyus, added and corrected. The Biological Society of Okinawa, Okinawa, p 397
2.
Zurück zum Zitat Higashi S, Abe M, Ogata S, Tobita H, Yokota K (1976) Traditional medicinal and poisonous plants in the Satsunana Islands. Part II. Amamioshima, Kakeromajima, Ukejima, Yoronjima, Tokunoshima, Okierabujima and Kikaijima. Rep Fac Sci Kagoshima Univ Earth Sci Biol 9:129–150 Higashi S, Abe M, Ogata S, Tobita H, Yokota K (1976) Traditional medicinal and poisonous plants in the Satsunana Islands. Part II. Amamioshima, Kakeromajima, Ukejima, Yoronjima, Tokunoshima, Okierabujima and Kikaijima. Rep Fac Sci Kagoshima Univ Earth Sci Biol 9:129–150
3.
Zurück zum Zitat Inada A, Nakamura Y, Konishi M, Murata H, Kitamura F, Toya H, Natanishi T (1991) A new ionone glucoside and a new phenylpropanoid rhamnoside from stems of Ampelopsis brevipedunculata (Maxim.) Trautv. Chem Parm Bull 39:2437–2439 Inada A, Nakamura Y, Konishi M, Murata H, Kitamura F, Toya H, Natanishi T (1991) A new ionone glucoside and a new phenylpropanoid rhamnoside from stems of Ampelopsis brevipedunculata (Maxim.) Trautv. Chem Parm Bull 39:2437–2439
4.
Zurück zum Zitat Umehara K, Hattori I, Miyase T, Ueno A, Hara S, Kageyama C (1988) Studies on the constituents of leaves of Citrus unshiu Marcov. Chem Pharm Bull 36:5004–5008 Umehara K, Hattori I, Miyase T, Ueno A, Hara S, Kageyama C (1988) Studies on the constituents of leaves of Citrus unshiu Marcov. Chem Pharm Bull 36:5004–5008
5.
Zurück zum Zitat Otsuka H, Yao M, Kamada K, Takeda Y (1995) Alangionoside G–M: glycosides of megastigmane derivatives from the leaves of Alangium premnifolium. Chem Pharm Bull 43:754–759PubMed Otsuka H, Yao M, Kamada K, Takeda Y (1995) Alangionoside G–M: glycosides of megastigmane derivatives from the leaves of Alangium premnifolium. Chem Pharm Bull 43:754–759PubMed
6.
Zurück zum Zitat Otsuka H, Kamada K, Ogimi C, Hirata E, Takushi A, Takeda Y (1994) Alangionosides A and B: ionol glycosides from leaves of Alangium premnifolium. Phytochemistry 35:1331–1334CrossRef Otsuka H, Kamada K, Ogimi C, Hirata E, Takushi A, Takeda Y (1994) Alangionosides A and B: ionol glycosides from leaves of Alangium premnifolium. Phytochemistry 35:1331–1334CrossRef
7.
Zurück zum Zitat Qian Y, Otsuka H, Hirata E, Shinzato T, Takeda Y (2002) Turpinionosides A–E: megastigmane glucosides from leaves of Turpinia ternata Nakai. Chem Pharm Bull 50:640–644CrossRef Qian Y, Otsuka H, Hirata E, Shinzato T, Takeda Y (2002) Turpinionosides A–E: megastigmane glucosides from leaves of Turpinia ternata Nakai. Chem Pharm Bull 50:640–644CrossRef
8.
Zurück zum Zitat Yamamoto M, Akita T, Koyama Y, Sueyoshi E, Matsunami K, Otsuka H, Shinzato T, Takashima A, Aramoto M, Takeda Y (2008) Eudionosides A–G: megastigmane glucosides from leaves of Euodia meliaefolia. Phytochemistry 69:1586–1596CrossRefPubMed Yamamoto M, Akita T, Koyama Y, Sueyoshi E, Matsunami K, Otsuka H, Shinzato T, Takashima A, Aramoto M, Takeda Y (2008) Eudionosides A–G: megastigmane glucosides from leaves of Euodia meliaefolia. Phytochemistry 69:1586–1596CrossRefPubMed
9.
Zurück zum Zitat Qian Y, Matsunami K, Otsuka H, Takeda Y (2005) Staphylionosides A–K: megastigmane glucosides from the leaves of Staphylea bumalda DC. Chem Pharm Bull 53:800–807CrossRef Qian Y, Matsunami K, Otsuka H, Takeda Y (2005) Staphylionosides A–K: megastigmane glucosides from the leaves of Staphylea bumalda DC. Chem Pharm Bull 53:800–807CrossRef
10.
Zurück zum Zitat Ohtani I, Kusumi T, Kashman Y, Kakisawa H (1991) High-field FT NMR application of Mosher’s method. The absolute configurations of marine terpenoids. J Am Chem Soc 113:4092–4096CrossRef Ohtani I, Kusumi T, Kashman Y, Kakisawa H (1991) High-field FT NMR application of Mosher’s method. The absolute configurations of marine terpenoids. J Am Chem Soc 113:4092–4096CrossRef
Metadaten
Titel
Elaeocarpionoside, a megastigmane glucoside from the leaves of Elaeocarpus japonicus Sieb. et Zucc.
Publikationsdatum
01.01.2010
Erschienen in
Journal of Natural Medicines / Ausgabe 1/2010
Print ISSN: 1340-3443
Elektronische ISSN: 1861-0293
DOI
https://doi.org/10.1007/s11418-009-0370-4

Weitere Artikel der Ausgabe 1/2010

Journal of Natural Medicines 1/2010 Zur Ausgabe