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1. (Article ID: 11482)
Wada H, Tachibana H, Fuchino H, Tanaka N
Three new diarylheptanoid glycosides from Alnus japonica
Chemical and Pharmaceutical Bulletin 46(6) (1998)
1054-1055
Two new diarylheptanoid glycosides, hirsutanonol 5-O-(6-O-galloyl)-β- D-glucopyranoside and 3-deoxohirsutanonol 5-O-β-D-glucopyranoside, were isolated from fresh leaves of Alnus japonica together with three known diarylheptanoids [hirsutanonol, hirsutanonol 5-O-β-D-glucopyranoside and hirsutenone], five known triterpenes [β-amyrin, 3-O-acetyl-β-amyrin, 3-O- acetyltaraxerol, glutinone and lupenone] and quercitrin. One more new diarylheptanoid glycoside, 3-deoxohirsutanonol 5-O-(6-O-β-D-apiosyl)-β-D- glucopyranoside, was also isolated from bark together with 3- deoxohirsutanonol 5-O-β-D-glucopyranoside, two known diarylheptanoids [hirsutoside and hirsutanonol 5-O-β-D-glucopyranoside] and four known triterpenes [glutinol, glutinone, lupenone and taraxerone]. Their structures were determined on the basis of spectroscopic and chemical evidence.
triterpene, Alnus japonica, diarylheptanoid glycoside, hirsulanonol, 3-deoxohirsutanonol
Publication DOI: 10.1248/cpb.46.1054Journal NLM ID: 0377775Publisher: Pharmaceutical Society Of Japan
Institutions: Faculty of Pharmaceutical Sciences, Science University of Tokyo, Ichigaya, Shinjuku-ku, Tokyo, Japan
Methods: 13C NMR, 1H NMR, enzymatic hydrolysis, acid hydrolysis, UV, extraction, optical rotation measurement, CC, COSY, HR-FAB-MS
The publication contains the following compound(s):
- Compound ID: 29338
|
Gallic-(7-6)-b-D-Glcp-(1-5)-Subst
Subst = hirsutanonol = SMILES O=C(CCc1cc{54}c(O){53}c(O)c1)C{5}[C@@H](O)CCc2cc{104}c(O){103}c(O)c2 |
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Structure type: monomer
; 659.197 [M-H]-
C32H35O15
Compound class: glycoside
- Compound ID: 29339
|
b-D-Glcp-(1-5)-Subst
Subst = rubranol = SMILES O{54}c2ccc(CCCC{5}[C@@H](O)CCc1cc{104}c(O){103}c(O)c1)c{53}c2O |
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Structure type: monomer
; 493.206 [M-H]-
C25H34O10
Compound class: glycoside
- Compound ID: 29340
|
b-D-Glcp-(1-5)-Subst
Subst = hirsutanonol = SMILES O=C(CCc1cc{54}c(O){53}c(O)c1)C{5}[C@@H](O)CCc2cc{104}c(O){103}c(O)c2 |
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Structure type: monomer
C25H35O10
Trivial name: oregonin
Compound class: glycoside, diarylheptanoid glycoside
- Compound ID: 29341
|
b-D-Apif-(1-6)-b-D-Glcp-(1-5)-Subst
Subst = rubranol = SMILES O{54}c2ccc(CCCC{5}[C@@H](O)CCc1cc{104}c(O){103}c(O)c1)c{53}c2O |
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Structure type: oligomer
; 625.250 [M-H]-
C30H41O14
Compound class: glycoside
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