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1. (Article ID: 11038)
Chang SY, Yook CS, Nohara T
Two new lupane-triterpene glycosides from leaves of Acanthopanax koreanum
Chemical and Pharmaceutical Bulletin 46(1) (1998)
163-165
Two new lupane-triterpene glycosides, acankoreoside A (1) and B (2), were isolated from the leaves of Acanthopanax koreanum NAKAI (Araliaceae). Based on spectroscopic data, the chemical structures of 1 and 2 were determined as 3 alpha-hydroxy-lup-20(29)-en-23,28-dioic acid 28-O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl ester and 3 alpha,11 alpha,23-trihydroxy-lup-20(29)-en-28-oic acid 28-O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl ester, respectively.
leaf, araliaceae, Acanthopanax koreanum, lupane-triterpene glycoside, acankoreoside A and B
Publication DOI: 10.1248/cpb.46.163Journal NLM ID: 0377775Publisher: Pharmaceutical Society Of Japan
Institutions: Faculty of Pharmaceutical Sciences, Kumanoto University, Kumamoto, Japan, College of Pharmacy, Kyung-Hee University, Seul, Korea
Methods: 13C NMR, 1H NMR, EI-MS, IR, GLC, extraction, optical rotation measurement, melting point determination, HMBC, HR-FAB-MS, TLS, aid hydrolysis
The publication contains the following compound(s):
- Compound ID: 27496
|
a-L-Rhap-(1-4)-b-D-Glcp-(1-6)-b-D-Glcp-(1-28)-Subst
Subst = lup-20(29)-en-3α-ol-23,28-dioic acid = SMILES C[C@@]1({23}C(O)=O){3}[C@H](O)CC[C@]2(C)[C@@]3([H])CC[C@]4([H])[C@@]5([H])[C@H](C(C)=C)CC[C@@]({28}C(O)=O)5CC[C@](C)4[C@@](C)3CC[C@@]12[H] |
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Structure type: oligomer
; 979.4878 [M+Na]+
C48H76O19
Trivial name: acankoreoside A
Compound class: triterpenoid glycoside
Reference(s) to other database(s): CCSD:
8972, CBank-STR:21885
- Compound ID: 27497
|
a-L-Rhap-(1-4)-b-D-Glcp-(1-6)-b-D-Glcp-(1-28)-Subst
Subst = lup-20(29)-en-3α,11α,23-triol-28-oic acid = SMILES C[C@@]1({23}CO){3}[C@H](O)CC[C@]2(C)[C@@]3([H]){11}[C@H](O)C[C@]4([H])[C@@]5([H])[C@H](C(C)=C)CC[C@@]({28}C(O)=O)5CC[C@](C)4[C@@](C)3CC[C@@]12[H] |
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Structure type: oligomer
; 957 [M-H]-
C48H78O19
Trivial name: acankoreoside B
Compound class: triterpenoid glycoside
Reference(s) to other database(s): CCSD:
8999, CBank-STR:21886
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2. (Article ID: 11591)
Yook C, Kim I, Hahn D, Nohara T, Chang S
A lupane-triterpene glycoside from leaves of two Acanthopanax
Phytochemistry 49(3) (1998)
839-843
A new lupane triterpene glycoside, acantrifoside A, was isolated from the leaves of Acanthopanax trifoliatus and A. koreanum. Based on spectroscopic data, the compound was identified as 3α, 11α-dihydroxy-lup- 20(29)-en-28-oic acid 28-O-α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl- (1→6)-β-D-glucopyranosyl ester.
leaves, araliaceae, lupane-triterpene glycoside, A. koreanum, Acanthopanax trifoliatus, acantrifoside A
Publication DOI: 10.1016/S0031-9422(97)00846-7Journal NLM ID: 0151434Publisher: Elsevier
Institutions: College of Pharmacy, Chung-Ang University, Seoul, South Korea, Faculty of Pharmaceutical Sciences, Kumamoto University, Kumamoto, Japan, College of Pharmacy, Kyung-Hee University, Seoul, South Korea
Methods: 13C NMR, 1H NMR, IR, FAB-MS, acid hydrolysis, alkaline hydrolysis, melting point determination, HR-FAB-MS, optical rotaion measurement
The publication contains the following compound(s):
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3. (Article ID: 11957)
Chang SY, Yook CS, Nohara T
Lupane-triterpene glycosides from leaves of Acanthopanax koreanum
Phytochemistry 50(8) (1999)
1369-1374
Two new lupane-triterpene glycosides named acankoreosides C and D, were isolated from the leaves of Acanthopanax koreanum. Based on spectroscopic data, the chemical structures were determined as 3-O-β-D-glucopyranosyl 3α,11α-dihydroxylup-20(29)-en-28-oic acid 28-O-α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester and 3α,11α-dihydroxylup-23-al-20(29)-en-28-oic acid 28-O-α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester, respectively.
leaf, araliaceae, Acanthopanax koreanum, lupane-triterpene glycoside, acankoreoside C and D
Publication DOI: 10.1016/S0031-9422(98)00402-6Journal NLM ID: 0151434Publisher: Elsevier
Institutions: Faculty of Pharmaceutical Sciences, Kumamoto University, Oe-honmachi 5-1, Kumamoto 862, Japan, College of Pharmacy, Kyung-Hee University, Hoegi-dong 1, Dongdaemun-ku, Seoul 132-702, South Korea
Methods: 13C NMR, 1H NMR, EI-MS, IR, FAB-MS, TLC, GLC, alkaline hydrolysis, optical rotation measurement, HMBC, HMQC, DEPT, COSY, HCl hydrolysis
The publication contains the following compound(s):
- Compound ID: 31066
|
b-D-Glcp-(1-3)-+
|
a-L-Rhap-(1-4)-b-D-Glcp-(1-6)-b-D-Glcp-(1-28)-Subst
Subst = 3α,11α-dihydroxylup-20(29)-en-28-oic acid = SMILES C=C(C)[C@@H]1CC[C@]2({28}C(=O)O)CC[C@]3(C)[C@H](C{11}[C@@H](O)[C@@H]4[C@@]5(C)CC{3}[C@@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12 |
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Structure type: oligomer
; 1103 [M-H]-
C54H88O23
Trivial name: acankoreoside C
Compound class: saponin glycoside
- Compound ID: 31067
|
b-D-Glcp-(1-3)-Subst
Subst = 3α,11α-dihydroxylup-20(29)-en-28-oic acid = SMILES C=C(C)[C@@H]1CC[C@]2({28}C(=O)O)CC[C@]3(C)[C@H](C{11}[C@@H](O)[C@@H]4[C@@]5(C)CC{3}[C@@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12 |
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Structure type: monomer
; 633 [M-H]-
C36H57O9
Compound class: saponin glycoside
- Compound ID: 31068
|
a-L-Rhap-(1-4)-b-D-Glcp-(1-6)-b-D-Glcp-(1-28)-Subst
Subst = 3α,11α-dihydroxylup-23-al-20(29)-en-28-oic acid = SMILES C=C(C)[C@@H]1CC[C@]2({28}C(=O)O)CC[C@]3(C)[C@H](C{11}[C@@H](O)[C@@H]4[C@@]5(C)CC{3}[C@@H](O)[C@@](C)(C=O)[C@@H]5CC[C@]43C)[C@@H]12 |
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Structure type: oligomer
; 955 [M-H]-
C48H75O19
Trivial name: acankoreoside D
Compound class: saponin glycoside
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