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1. (Article ID: 10078)
Abe F, Mori Y, Yamauchi T
Cardenolide glycosides from the seeds of Asclepias curassavica
Chemical and Pharmaceutical Bulletin 40(11) (1992)
2917-2920
From the seeds of Asclepias curassavica, two cardenolides and twelve glycosides were obtained. Among these, four compounds were determined to be 16α-hydroxycalotropagenin, 16α-hydroxycalotropin and its 3'-O-glucoside and 3'-O-gentiobioside. Normally linked triosides of corotoxigenin, coroglaucigenin and 12β-hydroxycoroglaucigenin were characterized as cellobiosyl-allomethylosides.
Asclepias curassavica, seed cardenolide, 12β-hydroxy-coroglaucigenin, 4'-O-cellobiosyl-12β-hydroxyfrugoside, 4'-O-cellobiosyl-gofruside, doubly linked cardenolide glycoside, 16α-hydroxy-calotropagenin, 3'-O-gentiobiosyl-16α-hydroxy-calotropin
Publication DOI: 10.1248/cpb.40.2917Journal NLM ID: 0377775Publisher: Pharmaceutical Society Of Japan
Institutions: Faculty of Pharmaceutical Sciences, Fukuoka University, Japan
Methods: FAB-MS, NMR
The publication contains the following compound(s):
- Compound ID: 24552
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b-D-Glcp-(1-3)-b-L-Sugp-(1-3:2-2)-Subst
Sug = 2-hydroxy-4,6-dideoxy-b-L-lyxohexapyranose = SMILES O{1}[C@H](O[C@@H](C1)C){2}C({3}[C@H]1O)(O)O;
Subst = calotropagenin = SMILES C[C@]12CC[C@H]3[C@H]({14}[C@]1(CC[C@@H]2C4=CC(OC4)=O)O)CC[C@H]5C{3}[C@H]({2}[C@@H](C[C@]35C=O)O)O |
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Structure type: oligomer
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
1647, CBank-STR:1050
- Compound ID: 24553
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?%b-D-Glcp-(1-6)-b-D-Glcp-(1-3)-b-L-Sugp-(1-3:2-2)-Subst
Sug = 2-hydroxy-4,6-dideoxy-b-L-lyxohexapyranose = SMILES O{1}[C@H](O[C@@H](C1)C){2}C({3}[C@H]1O)(O)O;
Subst = 16α-hydroxy-calotropagenin = SMILES C[C@]12CC[C@H]3[C@H]({14}[C@]1(C{16}[C@@H](O)[C@@H]2C4=CC(OC4)=O)O)CC[C@H]5C{3}[C@H]({2}[C@@H](C[C@]35C=O)O)O |
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Structure type: oligomer
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
1650, CBank-STR:4189
- Compound ID: 24554
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b-D-6dAllp-(1-4)-{{{-b-D-Glcp-(1-4)-}}}/n=0-1/-b-D-Glcp-(1-3)-Subst
Subst = corotoxigenin = SMILES C[C@]12CCC3C({14}[C@]1(CC[C@@H]2C4=CC(OC4)=O)O)CC[C@H]5C{3}[C@H](CC[C@]35C=O)O |
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Structure type: oligomer
Compound class: saponin glycoside
- Compound ID: 24555
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{{{-b-D-Glcp-(1-4)-}}}/n=1-2/-b-D-6dAllp-(1-3)-Subst
Subst = coroglaucigenin = SMILES C[C@]12CCC3C({14}[C@]1(CC[C@@H]2C4=CC(OC4)=O)O)CC[C@H]5C{3}[C@H](CC[C@]35{19}CO)O |
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Structure type: oligomer
Compound class: saponin glycoside
- Compound ID: 24556
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{{{-b-D-Glcp-(1-4)-}}}/n=0-2/-b-D-6dAllp-(1-3)-Subst
Subst = 12β-hydroxy-coroglaucigenin = SMILES C[C@]12{12}[C@H](O)CC3C({14}[C@]1(CC[C@@H]2C4=CC(OC4)=O)O)CC[C@H]5C{3}[C@H](CC[C@]35{19}CO)O |
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Structure type: oligomer
Compound class: saponin glycoside
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2. (Article ID: 11973)
Abe F, Yamauchi T, Honda K, Hayashi N
Conduritol F glucosides and terpenoid glucosides from Cynanchum liukiuense and distribution of conduritol F glucosides in several Asclepiadaceous plants
Chemical and Pharmaceutical Bulletin 48(7) (2000)
1090-1092
Conduritol F 3-0- and 4-O-glucosides were obtained from Cynanchum liukiuense, along with conduritol F which was identified in all Asclepiadaceous plants examined, Tylophora tanakae, Asclepias curassavica and A. fruticosa, as well as in Marsdenia tomentosa. The pattern of the glucosidic linkage to conduritol F differed between individual species, 2-O-glucoside from T tanakae and M. tomentosa, 3-O-glucoside from A. curassavica, but none from A. fruticosa. Along with conduritol F glucosides, an 11-glucosyloxy-megastigmane and a monoterpenoid glucoside were isolated from C. liukiuense.
Asclepias curassavica, Tylophora tanakae, Asclepias fruticosa, Cynanchum liukiuense, conduritol F glucoside, 11-glucosyloxy-megastigmane
NCBI PubMed ID: 10923848Publication DOI: 10.1248/cpb.48.1090Journal NLM ID: 0377775Publisher: Pharmaceutical Society Of Japan
Correspondence: abefumi
fukuoka-u.ac.jp
Institutions: Faculty of Pharmaceutical Sciences, Fukuoka University, Fukuoka, Japan, Faculty of Integrated Arts and Sciences, Hiroshima University, Higashihiroshima, Japan
Methods: 13C NMR, 1H NMR, TLC, enzymatic hydrolysis, acid hydrolysis, GC, HPLC, extraction, optical rotation measurement, CD, CC, derivatization, evaporation, HR-FAB-MS, HR-EI-MS
The publication contains the following compound(s):
- Compound ID: 31138
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b-D-Glcp-(1-3)-Subst
Subst = conduritol F = SMILES O{1}[C@H]1/C=C\{4}[C@@H](O){3}[C@H](O){2}[C@H]1O |
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Structure type: monomer
Compound class: glycoside
- Compound ID: 31137
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b-D-Glcp-(1-2)-Subst
Subst = conduritol F = SMILES O{1}[C@H]1/C=C\{4}[C@@H](O){3}[C@H](O){2}[C@H]1O |
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Structure type: monomer
Compound class: glycoside
- Compound ID: 31139
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b-D-Glcp-(1-4)-Subst
Subst = conduritol F = SMILES O{1}[C@H]1/C=C\{4}[C@@H](O){3}[C@H](O){2}[C@H]1O |
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Structure type: monomer
Compound class: glycoside
- Compound ID: 31140
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b-D-Glcp-(1-11)-Subst
Subst = (1R,6R,9R)-6,9,11-trihydroxy-4-megastigmen-3-one = SMILES CC1=CC(C[C@](C)({11}CO){6}[C@@]1(O)/C=C/{9}[C@H](O)C)=O |
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Structure type: monomer
Compound class: glycoside
- Compound ID: 31141
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b-D-Glcp-(1-6)-Subst
Subst = 3,7-dimethyloct-1-ene-3,6,7-triol = SMILES C=C{3}C(C)(O)CC{6}C({7}C(C)(O)C)O |
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Structure type: monomer
Compound class: glycoside
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