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Watanabe Y, Sanada S, Tada A, Shoji J
Studies on the constituents of Ophiopogonis tuber. IV. On the structures of ophiopogonin A, B', C, C', and D'
Chemical and Pharmaceutical Bulletin 25(11) (1977)
3049-3055
Ophiopogon japonicus var. genuinus
(Ancestor NCBI TaxID 100506,
species name lookup)
Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
The structure was elucidated in this paperJournal NLM ID: 0377775WWW link: http://ci.nii.ac.jp/naid/110003622311Publisher: Pharmaceutical Society Of Japan
Institutions: School of Pharmaceutical Sciences, Showa University, Japan
Ophiopogonin A, B', C, C', and D', the minor oligosides of Ophiopogonis tuber (tuber of Ophiopogon japonicus KER-GAWLER var. genuinus MAXIM.), have been isolated. The structures of these oligosides have been established as follows : ophiopogonin A (III): ruscogenin 1-O-[(3-O-acetyl)-α-L-rhamnopyranosyl(1→2)]-β-D-fucopyranoside, ophiopogonin B'(IV): diosgenin 3-O-[(4-O-acetyl)-α-L-rhamnopyranosyl(1→2)] [β-D-xylopyranosyl(1→3)]-β-D-glucopyranoside, ophiopogonin C (V): mono-O-acetylophiopogonin D, ophiopogonin C'(VI): diosgenin 3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside (=prosapogenin A of dioscin), ophiopogonin D'(VII): diosgenin 3-O-[α-L-rhamnopyranosyl-(1→2)] [β-D-xylopyranosyl(1→3)]-β-D-glucopyranoside.
NMR, column chromatography, diosgenin, Liliaceae, ophiopogonis tuber, Ophiopogon japonicus, spirostanol glycoside, ophiopogonin, ruscogenin, Klyne's rule
Structure type: oligomer
Location inside paper: VII
Trivial name: ophiopogonin D'
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_114701,IEDB_136105,IEDB_142488,IEDB_146664,IEDB_167188,IEDB_174332,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
Methods: IR, partial acid hydrolysis, NMR, TLC, acid hydrolysis, GLC, methylation analysis, melting point determination, PPC, acetylation analysis, Kuhn's method
NCBI Taxonomy refs (TaxIDs): 100506Reference(s) to other database(s): CCSD:
37188, CBank-STR:6941
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There is only one chemically distinct structure:
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Watanabe Y, Sanada S, Tada A, Shoji J
Studies on the constituents of Ophiopogonis tuber. IV. On the structures of ophiopogonin A, B', C, C', and D'
Chemical and Pharmaceutical Bulletin 25(11) (1977)
3049-3055
Ophiopogon japonicus var. genuinus
(Ancestor NCBI TaxID 100506,
species name lookup)
Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
The structure was elucidated in this paperJournal NLM ID: 0377775WWW link: http://ci.nii.ac.jp/naid/110003622311Publisher: Pharmaceutical Society Of Japan
Institutions: School of Pharmaceutical Sciences, Showa University, Japan
Ophiopogonin A, B', C, C', and D', the minor oligosides of Ophiopogonis tuber (tuber of Ophiopogon japonicus KER-GAWLER var. genuinus MAXIM.), have been isolated. The structures of these oligosides have been established as follows : ophiopogonin A (III): ruscogenin 1-O-[(3-O-acetyl)-α-L-rhamnopyranosyl(1→2)]-β-D-fucopyranoside, ophiopogonin B'(IV): diosgenin 3-O-[(4-O-acetyl)-α-L-rhamnopyranosyl(1→2)] [β-D-xylopyranosyl(1→3)]-β-D-glucopyranoside, ophiopogonin C (V): mono-O-acetylophiopogonin D, ophiopogonin C'(VI): diosgenin 3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside (=prosapogenin A of dioscin), ophiopogonin D'(VII): diosgenin 3-O-[α-L-rhamnopyranosyl-(1→2)] [β-D-xylopyranosyl(1→3)]-β-D-glucopyranoside.
NMR, column chromatography, diosgenin, Liliaceae, ophiopogonis tuber, Ophiopogon japonicus, spirostanol glycoside, ophiopogonin, ruscogenin, Klyne's rule
Structure type: oligomer
Location inside paper: IV
Trivial name: ophiopogonin B'
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_114701,IEDB_136105,IEDB_142488,IEDB_146664,IEDB_167188,IEDB_174332,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
Methods: IR, partial acid hydrolysis, NMR, TLC, acid hydrolysis, GLC, methylation analysis, melting point determination, PPC, acetylation analysis, Kuhn's method
NCBI Taxonomy refs (TaxIDs): 100506Reference(s) to other database(s): CCSD:
10336, CBank-STR:6949
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There is only one chemically distinct structure:
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Watanabe Y, Sanada S, Tada A, Shoji J
Studies on the constituents of Ophiopogonis tuber. IV. On the structures of ophiopogonin A, B', C, C', and D'
Chemical and Pharmaceutical Bulletin 25(11) (1977)
3049-3055
|
b-D-Xylp-(1-3)-+
|
a-L-Rhap3Ac-(1-2)-b-D-Fucp-(1-1)-Subst
Subst = ruscogenin = SMILES [H][C@]1(O[C@@]2(OC[C@H](C)CC2)[C@H]3C)C[C@@]4([H])[C@]5([H])CC=C6C{3}[C@@H](O)C{1}[C@@H](O)[C@]6(C)[C@@]5([H])CC[C@]4(C)[C@]13[H] |
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Ophiopogon japonicus var. genuinus
(Ancestor NCBI TaxID 100506,
species name lookup)
Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: tuber
The structure was elucidated in this paperJournal NLM ID: 0377775WWW link: http://ci.nii.ac.jp/naid/110003622311Publisher: Pharmaceutical Society Of Japan
Institutions: School of Pharmaceutical Sciences, Showa University, Japan
Ophiopogonin A, B', C, C', and D', the minor oligosides of Ophiopogonis tuber (tuber of Ophiopogon japonicus KER-GAWLER var. genuinus MAXIM.), have been isolated. The structures of these oligosides have been established as follows : ophiopogonin A (III): ruscogenin 1-O-[(3-O-acetyl)-α-L-rhamnopyranosyl(1→2)]-β-D-fucopyranoside, ophiopogonin B'(IV): diosgenin 3-O-[(4-O-acetyl)-α-L-rhamnopyranosyl(1→2)] [β-D-xylopyranosyl(1→3)]-β-D-glucopyranoside, ophiopogonin C (V): mono-O-acetylophiopogonin D, ophiopogonin C'(VI): diosgenin 3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside (=prosapogenin A of dioscin), ophiopogonin D'(VII): diosgenin 3-O-[α-L-rhamnopyranosyl-(1→2)] [β-D-xylopyranosyl(1→3)]-β-D-glucopyranoside.
NMR, column chromatography, diosgenin, Liliaceae, ophiopogonis tuber, Ophiopogon japonicus, spirostanol glycoside, ophiopogonin, ruscogenin, Klyne's rule
Structure type: oligomer
Location inside paper: V
Trivial name: ophiopogonin C
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_114701,IEDB_136105,IEDB_142489,IEDB_149135,IEDB_167188,IEDB_174332,IEDB_225177,IEDB_885823,SB_86
Methods: IR, partial acid hydrolysis, NMR, TLC, acid hydrolysis, GLC, methylation analysis, melting point determination, PPC, acetylation analysis, Kuhn's method
NCBI Taxonomy refs (TaxIDs): 100506Reference(s) to other database(s): CCSD:
10335, CBank-STR:8747
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There is only one chemically distinct structure:
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