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1. (Article ID: 11872)
Calis I, Kirmizibekmez H, Ruegger H, Sticher O
Phenylethanoid glycosides from Globularia trichosantha
Journal of Natural Products 62(8) (1999)
1165-1168
Five phenylethanoid glycosides, crenatoside (= oraposide) (1), verbascoside (= acteoside) (2), trichosanthoside A (3), rossicaside A (4), and trichosanthoside B (5), were isolated from the aerial parts of Globularia trichosantha. Compounds 3 and 5 are new natural compounds, and their structures were established as 3,4-dihydroxy-β-phenylethoxy-O-β-D-xylopyranosyl-(1→4)-α-L-rhamnopyranosyl(1-→3)-4-O-caffeoyl-β-D-glucopyranoside and 3,4-dihydroxy-β-phenylethoxy-O-[β-D-xylopyranosyl-(1→4)-α-L-rhamnopyranosyl(I→3)]-[β-D-xylopyranosyl-(1→6)]-4-O-caffeoyl-β-D-glucopyranoside, respectively. The structures of all compounds were established by spectral evidence. Compounds 1-5 also demonstrated scavenging properties toward the 2,2-diphenyl-1-picrylhydrazyl radical in TLC autographic assays.
phenylethanoid glycoside, verbascoside, acteoside, Globularia trichosantha, crenatoside, oraposide, trichosanthoside A, rossicaside A, trichosanthoside B
NCBI PubMed ID: 10479329Publication DOI: 10.1021/np9900526Journal NLM ID: 7906882Publisher: American Society of Pharmacognosy
Correspondence: Çalis I
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Institutions: Department of Pharmacognosy, Faculty of Pharmacy, Hacettepe University, Ankara, Turkey, Department of Pharmacy, Swiss Federal Institute of Technology (ETH) Zurich, CH-8057 Zürich, Switzerland, Laboratory for Inorganic Chemistry, ETH Zurich, CH-8092 Zürich, Switzerland
Methods: 13C NMR, 1H NMR, IR, FAB-MS, TLC, ESI-MS, UV, optical rotation measurement, TOCSY, antioxidant activities, HMBC, HMQC, COSY, MPLC
The publication contains the following compound(s):
- Compound ID: 22429
Structure type: oligomer
Trivial name: acteoside, verbascoside, acteoside, verbascoside, trans-verbascoside, verbascoside, acteoside
Compound class: saponin glycoside, glycoside, phenolic glycoside, phenylethanoid glycoside, phenylpropanoid glycoside, iridoid glycoside, lignan glycoside
- Compound ID: 30719
|
Caf-(9-4)-+
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a-L-Rhap-(1-3)-b-D-Glcp-(1-8:2-7)-Subst
Subst = 3,4-dihydroxyphenylglycol = SMILES O{8}C{7}C(O)c1ccc(O)c(O)c1 |
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Structure type: oligomer
; 645 [M+Na]+
Trivial name: oraposide, crenatoside
Compound class: phenylethanoid glycoside
- Compound ID: 30720
|
Caf-(9-4)-+
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b-D-Xylp-(1-4)-a-L-Rhap-(1-3)-b-D-Glcp-(1-8)-3,4,8HOPhet |
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Structure type: oligomer
; 779 [M+Na]+
C34H44O19
Trivial name: trichosanthoside A
Compound class: phenylethanoid glycoside
- Compound ID: 30721
|
Caf-(9-4)-+
|
b-D-Glcp-(1-4)-a-L-Rhap-(1-3)-b-D-Glcp-(1-8)-3,4,8HOPhet |
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Structure type: oligomer
; 785 [M-H]-
Trivial name: rossicaside A
Compound class: phenylethanoid glycoside
- Compound ID: 30722
|
b-D-Xylp-(1-6)-+
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b-D-Xylp-(1-4)-a-L-Rhap-(1-3)-b-D-Glcp-(1-8)-3,4,8HOPhet
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Caf-(9-4)-+ |
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Structure type: oligomer
; 887 [M-H]-
C39H52O23
Trivial name: trichosanthoside B
Compound class: phenylethanoid glycoside
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