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1. (Article ID: 11542)
Elgamal M, Soliman H, Elmunajjed D, Toth G, Simon A, Duddeck H
Two triterpene saponins from Arenaria filicaulis
Phytochemistry 49(1) (1998)
189-193
Two novel triterpenoid saponins, Snatzkein C, (3β,20-dihydroxylupan- 28-oic acid 3-O-[β-D-gal-actopyranosyl-(1 → 2)-β-D-glucopyranosyl]-28-O- β-D-glucopyranoside) and SnatzkeinD, (3β,20-dihydroxy-lupan-28-oic acid 3- O-[β-D-glucopyranosyl-(1 → 2)-β-D-glucopyranosyl]-28-O-β-D- glucopyranoside), have been isolated from Arenaria filicaulis. Their structure and conformational behaviour were elucidated by one- and two- dimensional 1H NMR and 13C NMR spectroscopy.
NMR, HMBC, TOCSY, ROESY, stereochemistry, triterpene, saponin, Arenaria filicaulis, Caryophyllacae
Publication DOI: 10.1016/S0031-9422(97)01058-3Journal NLM ID: 0151434Publisher: Elsevier
Institutions: National Research Centre, Laboratory of Natural Products, Dokki-cairo, Egypt, Helwan University, Faculty of Pharmacy, Department of Pharmacognosy, Helwan, Egypt, Damascus University, Faculty of Pharmacy, Damascus, Syria, Technical University Budapest, Technical Analytical Research Group of the Hungarian Academy of Sciences, Institute for General and Analytical Chemsitry, Budapest, Hungary, Universität Hannover, Institut für Organische Chemie, Hannover, Germany
Methods: 13C NMR, 1H NMR, IR, FAB-MS, extraction, optical rotation measurement, ROESY, TOCSY, CC, melting point determination, HMBC, HMQC, COSY, HMQC-TOCSY
The publication contains the following compound(s):
- Compound ID: 29607
|
b-D-Glcp-(1-28)-+
|
b-D-Galp-(1-2)-b-D-Glcp-(1-3)-Subst
Subst = 3β,20-dihydroxylupan-28-oic acid = SMILES C{20}C(C)(O)[C@@H]4CCC5({28}C(=O)O)CCC3(C)C(CCC2C1(C)CC{3}[C@H](O)[C@](C)(C)C1CCC23C)C45 |
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Structure type: oligomer
; 984 [M+Na]+
C48H80O19
Trivial name: snatzkein C
Compound class: triterpenoid glycoside
- Compound ID: 29608
|
b-D-Glcp-(1-28)-+
|
b-D-Glcp-(1-2)-b-D-Glcp-(1-3)-Subst
Subst = 3β,20-dihydroxylupan-28-oic acid = SMILES C{20}C(C)(O)[C@@H]4CCC5({28}C(=O)O)CCC3(C)C(CCC2C1(C)CC{3}[C@H](O)[C@](C)(C)C1CCC23C)C45 |
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Structure type: oligomer
; 984 [M+Na]+
C48H80O19
Trivial name: snatzkein C
Compound class: triterpenoid glycoside
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2. (Article ID: 11832)
Soliman HSM, Elgamal MHA, Simon A, Toth G, Horváth G, Duddeck H
A new gypsogenin saponin from Arenaria filicaulis
Journal of Natural Products 62(6) (1999)
885-888
The structure elucidation of a new saponin from Arenaria filicaulis (Boiss.), Caryophyllaceae, Snatzkein F (1), containing gypsogenin with a tetrasaccharide moiety was accomplished by use of 1D and 2D NMR methods.
structure elucidation, Arenaria filicaulis, gypsogenin saponin
NCBI PubMed ID: 10395509Publication DOI: 10.1021/np9803676Journal NLM ID: 7906882Publisher: American Society of Pharmacognosy
Correspondence: Tóth G
chem.bme.hu>; Soliman HSM hotmail.com>
Institutions: Pharmacognosy Department, Faculty of Pharmacy, Helwan University, Ain-Helwan, Cairo, Egypt, Laboratory of Natural Products, National Research Centre, Dokki-Cairo, Egypt, Technical Analytical Research Group of the Hungarian Academy of Sciences, Institute for General and Analytical Chemistry, Technical University of Budapest, H-1111 Budapest, Hungary, Institute for Drug Research Ltd., Berlini u. 47−49, H-1045 Budapest, Hungary, and Institut für Organische Chemie, Universität Hannover, Hannover, Germany
Methods: 1H NMR, NOE, FAB-MS, optical rotation measurement, ROESY, TOCSY, HMBC, HMQC, DEPT, COSY, 14C NMR
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