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1. (Article ID: 12848)
Yamasaki K
Bioactive saponins in Vietnamese ginseng, Panax vietnamensis
Pharmaceutical Biology (2000)
16-24
Vietnamese ginseng, Panax vietnamensis was recently found in central Vietnam, and regarded as a new botanical species. It was used in traditional folk medicine in hill tribes for the purpose of anti-fatigue and life saving. From the rhizome and root of this plant, 37 saponins including 14 new compounds were isolated. Some of them were common to other Panax spp., but the general yields in this species were very high. Among them, an ocotillol-type saponin majonoside-R2 (MR2) was remarkable in its yield (5.3%). Structural features of new saponins were briefly introduced. The biological effects of these saponins were studied in two ways, anti-stress effect and anti-tumor promoting effect; both activities were based upon the traditional usage of this crude drug. In psychologically stressed mice, the saponin fraction of Vietnamese ginseng significantly reduced stress-related disorders (reducing sleeping time, formation of gastric lesions) and MR2 was responsible for this effect. A possible mechanism for this effect was proposed. MR2 exhibited a significant inhibitory effect on Epstein-Barr virus early antigen (EBV-EA) induced by the tumor promoter phorbol acetate. MR2 also showed potent anti-tumor-promoting activity on mouse skin and hepatic tumors.
Vietnamese Ginseng, Panax vietnamensis, dammarane saponin, majonoside-R2, cancer chemoprevention, adaptogen, antistress, anti-tumor promotion, ocotillol, vinaginsenoside
NCBI PubMed ID: 23531134Publication DOI: 10.1076/phbi.38.6.16.5956Journal NLM ID: 9812552Publisher: Lisse, the Netherlands: Swets & Zeitlinger
Correspondence: yamasaki
pharm.hiroshima-u.ac.jp
Institutions: Institute of Pharmaceutical Sciences, Faculty of Medicine, Hiroshima University, Hiroshima, Japan
The publication contains the following compound(s):
- Compound ID: 23837
|
b-D-Glcp-(1-2)-b-D-Glcp-(1-3)-+
|
b-D-Glcp-(1-6)-b-D-Glcp-(1-20)-Protopanaxadiol20s |
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Structure type: oligomer
Trivial name: ginsenoside-Rb1, ginsenoside Rb1, ginsenoside Re, ginsenoside Rc, ginsenoside
Compound class: saponin glycoside, glycoside, flavonoid glycoside, triterpenoid glycoside
Reference(s) to other database(s): CCSD:
45438, CBank-STR:11119
- Compound ID: 23838
|
b-D-Glcp-(1-2)-b-D-Glcp-(1-3)-+
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a-L-Arap-(1-6)-b-D-Glcp-(1-20)-Protopanaxadiol20s |
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Structure type: oligomer
Trivial name: ginsenoside-Rb2, ginsenoside Rb2, ginsenoside Rd, ginsenoside Rg1, ginsenoside
Compound class: saponin glycoside, glycoside, flavonoid glycoside, triterpenoid glycoside
Reference(s) to other database(s): CCSD:
45433, CBank-STR:10762
- Compound ID: 23839
|
b-D-Glcp-(1-2)-b-D-Glcp-(1-3)-+
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b-D-Xylp-(1-6)-b-D-Glcp-(1-20)-Protopanaxadiol20s |
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Structure type: oligomer
Trivial name: ginsenoside-Rb3, ginsenoside Rb3, ginsenoside
Compound class: saponin glycoside, glycoside, triterpenoid glycoside
Reference(s) to other database(s): CCSD:
40233, CBank-STR:11091
- Compound ID: 23840
|
b-D-Glcp-(1-2)-b-D-Glcp-(1-3)-+
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a-L-Araf-(1-6)-b-D-Glcp-(1-20)-Protopanaxadiol20s |
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Structure type: oligomer
Trivial name: ginsenoside-Rc, ginsenoside Rf, ginsenoside Rc, ginsenoside
Compound class: saponin glycoside, glycoside, flavonoid glycoside, triterpenoid glycoside
Reference(s) to other database(s): CCSD:
45437, CBank-STR:10761
- Compound ID: 23841
|
b-D-Glcp-(1-20)-+
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b-D-Glcp-(1-2)-b-D-Glcp-(1-3)-Protopanaxadiol20s |
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Structure type: oligomer
Trivial name: ginsenoside-Rd, ginsenoside Rb1, ginsenoside Rd, ginsenoside Re, ginsenoside
Compound class: saponin glycoside, glycoside, flavonoid glycoside, triterpenoid glycoside
Reference(s) to other database(s): CCSD:
45434, CBank-STR:187
- Compound ID: 23845
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b-D-Glcp-(1-20)-+
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a-L-Rhap-(1-2)-b-D-Glcp-(1-6)-Protopanaxatriol20s |
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Structure type: oligomer
Trivial name: ginsenoside-Re, ginsenoside Rb2, ginsenoside Re, ginsenoside Rc, ginsenoside
Compound class: saponin glycoside, glycoside, flavonoid glycoside, triterpenoid glycoside
Reference(s) to other database(s): CCSD:
45436, CBank-STR:6753
- Compound ID: 23847
Structure type: oligomer
Trivial name: ginsenoside-Rg1, ginsenoside Rb1, ginsenoside Rb2, ginsenoside Rg1, ginsenoside
Compound class: saponin glycoside, glycoside, triterpenoid glycoside
Reference(s) to other database(s): CCSD:
45432, CBank-STR:2957
- Compound ID: 23857
|
b-D-Glcp-(1-20)-+
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b-D-Glcp-(1-2)-b-D-Glcp-(1-3)-Subst
Subst = betulafolienetetrol B = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])C{12}[C@@H](O)[C@]4([H])[C@@H]({20}[C@@](C)(O)C/C=C/{25}C(C)(O)C)CC[C@](C)4[C@@](C)3CC[C@@]12[H] |
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Structure type: oligomer
Trivial name: ginsenoside M6-a, vina-ginsenoside R8
Compound class: saponin glycoside, glycoside, triterpenoid glycoside
- Compound ID: 24399
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b-D-Glcp-(1-20)-+
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b-D-Xylp-(1-2)-b-D-Glcp-(1-6)-Protopanaxatriol20s |
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Structure type: oligomer
Trivial name: notoginsenoside-R1, notoginsenoside R1
Compound class: saponin glycoside, glycoside, triterpenoid glycoside
Reference(s) to other database(s): CCSD:
40079, CBank-STR:7433
- Compound ID: 24400
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b-D-Glcp-(1-3)-+
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b-D-Glcp-(1-6)-b-D-Glcp-(1-20)-Protopanaxadiol20s |
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Structure type: oligomer
Trivial name: gypenoside XVII, notoginsenoside-R3, gypenoside-XVII, ginsenoside XVII
Compound class: saponin glycoside, glycoside, triterpenoid glycoside
Reference(s) to other database(s): CCSD:
31846, CBank-STR:6889
- Compound ID: 25329
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b-D-Glcp-(1-20)-+
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b-D-Glcp-(1-2)-b-D-Glcp-(1-6)-Protopanaxatriol20s |
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Structure type: oligomer
Trivial name: 20-gluco-ginsenoside-Rf, 20-O-notoginsenoside-Rf
Compound class: saponin glycoside, glycoside, triterpenoid glycoside, gluco-ginsenoside-Rf
Reference(s) to other database(s): CCSD:
31853, CBank-STR:7485
- Compound ID: 25335
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b-D-Glcp-(1-6)-b-D-Glcp-(1-20)-+
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b-D-Xylp-(1-2)-b-D-Glcp-(1-2)-b-D-Glcp-(1-3)-Protopanaxadiol20s |
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Structure type: oligomer
Trivial name: notoginsenoside-Fa, notoginsenoside Fa
Compound class: saponin glycoside, glycoside, triterpenoid glycoside
Reference(s) to other database(s): CCSD:
40084, CBank-STR:13784
- Compound ID: 25342
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b-D-Glcp-(1-2)-b-D-Glcp-(1-6)-Subst
Subst = 20S,24S-epoxy-dammaran-3β,6α,12β,25-tetrol = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])C{12}[C@@H](O)[C@]4([H])[C@@H]([C@@](C)(O5)CC[C@H]5{25}C(C)(O)C)CC[C@](C)4[C@@](C)3C{6}[C@H](O)C12 |
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Structure type: oligomer
Trivial name: majonoside-R1, majonoside R1
Compound class: saponin glycoside, glycoside, triterpenoid glycoside
Reference(s) to other database(s): CCSD:
40090, CBank-STR:4200
- Compound ID: 25813
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b-D-Glcp-(1-6)-b-D-Glcp-(1-20)-+
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b-D-Glcp6Ac-(1-2)-b-D-Glcp-(1-3)-Protopanaxadiol20s |
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Structure type: oligomer
Trivial name: quinquenoside-R1, quinquenoside R1
Compound class: saponin glycoside, glycoside, triterpenoid glycoside
Reference(s) to other database(s): CCSD:
40246, CBank-STR:11126
- Compound ID: 25825
|
b-D-Xylp-(1-2)-b-D-Glcp-(1-6)-Subst
Subst = 20S,24S-epoxy-dammaran-3β,6α,12β,25-tetrol = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])C{12}[C@@H](O)[C@]4([H])[C@@H]([C@@](C)(O5)CC[C@H]5{25}C(C)(O)C)CC[C@](C)4[C@@](C)3C{6}[C@H](O)C12 |
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Structure type: oligomer
Trivial name: majonoside-R2, majonoside R2
Compound class: saponin glycoside, glycoside, triterpenoid glycoside
Reference(s) to other database(s): CCSD:
40115, CBank-STR:4040
- Compound ID: 26620
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b-D-Glcp-(1-20)-+
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a-L-Rhap-(1-2)-b-D-Glcp6Ac-(1-6)-Protopanaxatriol20s |
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Structure type: oligomer
Trivial name: monoacetyl ginsenoside-Re (pseudo-ginsenoside-RS1), pseudoginsenoside RS1
Compound class: saponin glycoside, glycoside, triterpenoid glycoside
Reference(s) to other database(s): CCSD:
40078, CBank-STR:6769
- Compound ID: 26621
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b-D-Glcp-(1-6)-Subst
Subst = 20S,24S-epoxy-dammaran-3β,6α,12β,25-tetrol = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])C{12}[C@@H](O)[C@]4([H])[C@@H]([C@@](C)(O5)CC[C@H]5{25}C(C)(O)C)CC[C@](C)4[C@@](C)3C{6}[C@H](O)C12 |
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Structure type: monomer
Trivial name: pseudo-ginsenoside-RT4, pseudoginsenoside RT4
Compound class: saponin glycoside, glycoside, triterpenoid glycoside
Reference(s) to other database(s): CCSD:
40085, CBank-STR:1291
- Compound ID: 26622
|
a-L-Rhap-(1-2)-b-D-Glcp-(1-6)-Subst
Subst = 20S,24S-epoxy-dammaran-3β,6α,12β,25-tetrol = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])C{12}[C@@H](O)[C@]4([H])[C@@H]([C@@](C)(O5)CC[C@H]5{25}C(C)(O)C)CC[C@](C)4[C@@](C)3C{6}[C@H](O)C12 |
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Structure type: oligomer
Trivial name: pseudoginsenoside F11, pseudo-ginsenoside-F11, 24(R)-pseudo-ginsenoside F11, (24S)-pseudo-ginsenoside-F11, 24(S)-pseudoginsenoside F11
Compound class: saponin glycoside, glycoside, triterpenoid glycoside
Reference(s) to other database(s): CCSD:
40086, CBank-STR:3454
- Compound ID: 27784
Structure type: monomer
Trivial name: ginsenoside-Rh1, ginsenoside Rh1, (20S)-ginsenoside Rh1, ginsenoside
Compound class: saponin glycoside, glycoside, triterpenoid glycoside
- Compound ID: 27786
|
b-D-Glcp-(1-6)-+
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a-D-Glcp-(1-6)-b-D-Glcp-(1-20)-Protopanaxatriol20s |
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Structure type: oligomer
Trivial name: notoginsenoside-R6, notoginsenoside R6
Compound class: saponin glycoside, glycoside, triterpenoid glycoside
- Compound ID: 29578
|
b-D-Glcp-(1-20)-+
|
b-D-Glcp-(1-2)-b-D-Glcp-(1-3)-Subst
Subst = damarenediol I = SMILES O{3}[C@H]1CC[C@@]2(C)[C@](CC[C@]3(C)[C@]2([H])CC[C@@]4([H])[C@@]3(C)CC[C@@]4({20}[C@](CC/C=C(C)/C)(C)O)[H])([H])C1(C)C |
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Structure type: oligomer
Trivial name: vina-ginsenoside R3
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 30531
Structure type: oligomer
Trivial name: chikusetsusaponin V, ginsenoside Ro, ginsenoside Ro, chikusetsusaponin V, chikusetsusaponin-V
Compound class: saponin glycoside, glycoside, triterpenoid glycoside
- Compound ID: 33366
|
b-D-Glcp-(1-28)-+
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a-L-Arap-(1-3)-+ |
| |
b-D-Glcp-(1-2)-b-D-GlcpA-(1-3)-Oleanolic |
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Structure type: oligomer
Trivial name: hemsloside Ma3
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33367
|
a-L-Rhap-(1-2)-b-D-Glcp6Ac-(1-6)-Subst
Subst = 20S,24S-epoxy-dammaran-3β,6α,12β,25-tetrol = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])C{12}[C@@H](O)[C@]4([H])[C@@H]([C@@](C)(O5)CC[C@H]5{25}C(C)(O)C)CC[C@](C)4[C@@](C)3C{6}[C@H](O)C12 |
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Structure type: oligomer
Trivial name: vina-ginsenoside R1
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33368
|
b-D-Xylp-(1-2)-b-D-Glcp6Ac-(1-6)-Subst
Subst = 20S,24S-epoxy-dammaran-3β,6α,12β,25-tetrol = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])C{12}[C@@H](O)[C@]4([H])[C@@H]([C@@](C)(O5)CC[C@H]5{25}C(C)(O)C)CC[C@](C)4[C@@](C)3C{6}[C@H](O)C12 |
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Structure type: oligomer
Trivial name: vina-ginsenoside R2
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33369
|
b-D-Glcp-(1-20)-+
|
b-D-Glcp-(1-2)-b-D-Glcp-(1-3)-Protopanaxatriol20s |
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Structure type: oligomer
Trivial name: vina-ginsenoside R4
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33370
|
a-D-Glcp-(1-4)-b-D-Xylp-(1-2)-b-D-Glcp-(1-6)-Subst
Subst = 20S,24S-epoxy-dammaran-3β,6α,12β,25-tetrol = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])C{12}[C@@H](O)[C@]4([H])[C@@H]([C@@](C)(O5)CC[C@H]5{25}C(C)(O)C)CC[C@](C)4[C@@](C)3C{6}[C@H](O)C12 |
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Structure type: oligomer
Trivial name: vina-ginsenoside R5
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33371
|
a-D-Glcp-(1-6)-+
|
b-D-Xylp-(1-2)-b-D-Glcp-(1-6)-Subst
Subst = 20S,24S-epoxy-dammaran-3β,6α,12β,25-tetrol = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])C{12}[C@@H](O)[C@]4([H])[C@@H]([C@@](C)(O5)CC[C@H]5{25}C(C)(O)C)CC[C@](C)4[C@@](C)3C{6}[C@H](O)C12 |
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Structure type: oligomer
Trivial name: vina-ginsenoside R6
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33372
|
b-D-Glcp-(1-20)-+
|
b-D-Xylp-(1-2)-b-D-Glcp-(1-2)-b-D-Glcp-(1-3)-Protopanaxadiol20s |
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Structure type: oligomer
Trivial name: vina-ginsenoside R7
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33373
|
b-D-Glcp-(1-20)-+
|
b-D-Glcp-(1-2)-b-D-Glcp-(1-3)-Subst
Subst = dammar-25-en-3β,12β,20S,24S-tetrol = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])C{12}[C@@H](O)[C@]4([H])[C@@H]({20}[C@@](C)(O)CC{24}[C@H](O)C(C)=C)CC[C@](C)4[C@@](C)3CCC12 |
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Structure type: oligomer
Trivial name: vina-ginsenoside R9
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33374
|
b-D-Glcp-(1-6)-Subst
Subst = 20S,25-epoxy-dammaran-3β,6α,12β,24α-tetrol = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])C{12}[C@@H](O)[C@]4([H])[C@@H]([C@@](C)(O5)CC{24}[C@H](O)C5(C)C)CC[C@](C)4[C@@](C)3C{6}[C@H](O)C12 |
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Structure type: monomer
Trivial name: vina-ginsenoside R10
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33375
|
b-D-Xylp-(1-2)-b-D-Glcp-(1-6)-Subst
Subst = 20S,25-epoxy-dammaran-3β,6α,12β,24α-tetrol = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])C{12}[C@@H](O)[C@]4([H])[C@@H]([C@@](C)(O5)CC{24}[C@H](O)C5(C)C)CC[C@](C)4[C@@](C)3C{6}[C@H](O)C12 |
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Structure type: oligomer
Trivial name: vina-ginsenoside R11
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33376
|
b-D-Glcp-(1-6)-Subst
Subst = dammaran-3β,6α,12β,20S,24,25-hexol = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])C{12}[C@@H](O)[C@]4([H])[C@@H]({20}[C@@](C)(O)CC{24}C(O){25}C(C)(O)C)CC[C@](C)4[C@@](C)3C{6}[C@H](O)C12 |
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Structure type: monomer
Trivial name: vina-ginsenoside R12
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33377
|
b-D-Glcp-(1-20)-+
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b-D-Glcp-(1-2)-b-D-Glcp-(1-3)-Subst
Subst = dammaran-3β,12β,20S,24,25-pentol = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])C{12}[C@@H](O)[C@]4([H])[C@@H]({20}[C@@](C)(O)CC{24}C(O){25}C(C)(O)C)CC[C@](C)4[C@@](C)3CCC12 |
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Structure type: oligomer
Trivial name: vina-ginsenoside R13
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33378
|
b-D-Xylp-(1-2)-b-D-Glcp-(1-6)-Subst
Subst = 20S,24S-epoxy-dammaran-3β,6α,12β,25,26-pentol = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])C{12}[C@@H](O)[C@]4([H])[C@@H]([C@@](C)(O5)CC[C@H]5C{25}(C)(O){26}CO)CC[C@](C)4[C@@](C)3C{6}[C@H](O)C12 |
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Structure type: oligomer
Trivial name: vina-ginsenoside R14
Compound class: glycoside, triterpenoid glycoside
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2. (Article ID: 12849)
Yang H, Wang J, Hou A-J, Guo Y-P, Lin Z-W, Sun H-D
New steroids from Clerodendrum colebrookianum
Fitoterapia 71(6) (2000)
641-648
Clerodendrum colebrookianum; steroids; colebrin A-E
NCBI PubMed ID: 11077170Publication DOI: 10.1016/s0367-326x(00)00223-9Journal NLM ID: 16930290RPublisher: Elsevier
Correspondence: hdsun
mail.kib.ac.cn
Institutions: Laboratory of Phytochemistry, Kunming Institute of Botany, Academia Sinica, Kunming, China, Applied Chemistry Department of the College of Life Science and Chemistry, Yunnan University, Kunming, China, Chemistry Group of Kunming Medical College, Kunming, China
Methods: 13C NMR, 1H NMR, NMR-2D, TLC, ESI-MS, acid hydrolysis, HPLC, extraction, CC, HR-ESI-MS, evaporation, centrifugation
The publication contains the following compound(s):
- Compound ID: 33379
|
Mar-(1-6)-b-D-Glcp-(1-3)-Subst
Subst = clerosterol = SMILES CC[C@@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC{3}[C@@H](C4)O)C)C)C(=C)C |
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Structure type: monomer
Trivial name: colebrin C
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33380
|
Mar-(1-6)-b-D-Glcp-(1-3)-Subst
Subst = 7α-hydroxyclerosterol = SMILES CC[C@H](C(C)=C)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]3[C@H]2{7}[C@H](O)C=C4[C@]3(C)CC{3}[C@H](O)C4)C |
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Structure type: monomer
Trivial name: colebrin D
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33381
|
Mar-(1-6)-b-D-Glcp-(1-3)-Subst
Subst = 7β-hydroxyclerosterol = SMILES CC[C@H](C(C)=C)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]3[C@H]2{7}[C@@H](O)C=C4[C@]3(C)CC{3}[C@H](O)C4)C |
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Structure type: monomer
Trivial name: colebrin E
Compound class: glycoside, triterpenoid glycoside
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