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| Dokumentenart: | Artikel | ||||
|---|---|---|---|---|---|
| Titel eines Journals oder einer Zeitschrift: | Helvetica Chimica Acta | ||||
| Verlag: | John Wiley & Sons | ||||
| Band: | 83 | ||||
| Nummer des Zeitschriftenheftes oder des Kapitels: | 7 | ||||
| Seitenbereich: | S. 1509-1516 | ||||
| Datum: | 2000 | ||||
| Zusätzliche Informationen (Öffentlich): | CAN 133:220155 11-1 Plant Biochemistry 292044-99-6P (Joazeirogenin) Role: PRP (Properties), SPN (Synthetic preparation), PREP (Preparation) (aglycon of joazeirosides A and B); 291756-96-2P Role: PRP (Properties), SPN (Synthetic preparation), PREP (Preparation) (prepn. and properties of); 292044-89-4P (Joazeiroside A); 292044-93-0P (Joazeiroside B); 292044-97-4P (Lotoside A) Role: BOC (Biological occurrence), BSU (Biological study, unclassified), PRP (Properties), PUR (Purification or recovery), BIOL (Biological study), OCCU (Occurrence), PREP (Preparation) (triterpene saponins from Zizyphus joazeiro); 94443-88-6 Role: BAC (Biological activity or effector, except adverse), BOC (Biological occurrence), BSU (Biological study, unclassified), BIOL (Biological study), OCCU (Occurrence) (triterpene sapreonins from Zizyphus joazeiro) | ||||
| Institutionen: | Chemie und Pharmazie > Institut für Pharmazie > Lehrstuhl Pharmazeutische Biologie (Prof. Heilmann) | ||||
| Identifikationsnummer: |
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| Stichwörter / Keywords: | Saponins Role: BOC (Biological occurrence), BSU (Biological study, unclassified), PRP (Properties), PUR (Purification or recovery), BIOL (Biological study), OCCU (Occurrence), PREP (Preparation) (dammarane triterpene saponins from Zizyphus joazeiro) New natural products (joazeirosides A-B and lotoside A (dammarane-type saponins) Molecular structure (of joazeirosides A-B and lotoside A (dammarane-type saponins) Sweetness (triterpene saponin from Zizyphus joazeiro as sweetness inhibitor) Jujube (triterpene saponins from Zizyphus joazeiro) joazeiroside lotoside triterpene saponin Zizyphus | ||||
| Dewey-Dezimal-Klassifikation: | 500 Naturwissenschaften und Mathematik > 570 Biowissenschaften, Biologie 500 Naturwissenschaften und Mathematik > 540 Chemie | ||||
| Status: | Veröffentlicht | ||||
| Begutachtet: | Ja, diese Version wurde begutachtet | ||||
| An der Universität Regensburg entstanden: | Nein | ||||
| Dokumenten-ID: | 17189 |
Zusammenfassung
Two dammarane-type saponins with a novel aglycon derived from the parent 16,22-epoxy-24-methylidenedammarane and lotoside A, a new lotogenin deriv., were isolated from the MeOH ext. of the stem bark of the Brazilian medicinal plant Zizyphus joazeiro, in addn. to the known saponin 3beta -{[O-[O-[alpha -L-arabinofuranosyl-(1 -> 2)]-O-[beta -D-glucopyranosyl-(1 -> 3)]]-alpha ...
Zusammenfassung
Two dammarane-type saponins with a novel aglycon derived from the parent 16,22-epoxy-24-methylidenedammarane and lotoside A, a new lotogenin deriv., were isolated from the MeOH ext. of the stem bark of the Brazilian medicinal plant Zizyphus joazeiro, in addn. to the known saponin 3beta -{[O-[O-[alpha -L-arabinofuranosyl-(1 -> 2)]-O-[beta -D-glucopyranosyl-(1 -> 3)]]-alpha -L-arabinopyranosyl]oxy}jujubogenin. The structures of the new compds. were detd. as 16,22-epoxy-3beta -[(beta -D-glucopyranosyl)oxy]-24-methylidenedammarane-15alpha ,16alpha ,20beta -triol, 16,22-epoxy-3beta -{{O-[O-[beta -D-glucopyranosyl-(1 -> 2)]-O-[beta -D-apiofuranosyl-(1 -> 3)]]-beta -D-glucopyranosyl-(1 -> 2)-alpha -L-arabinopyranosyl}oxy}-24-methylidenedammarane-15alpha ,16alpha ,20beta -triol, and 3beta -{[O-[O-[beta -D-glucopyranosyl-(1 -> 2)]-O-[beta -D-apiofuranosyl-(1 -> 3)]]-beta -D-glucopyranosyl-(1 -> 2)-alpha -L-arabinopyranosyl]oxy}lotogenin by means of 1D- and 2D-NMR spectroscopy, as well as FAB mass spectrometry. For the novel aglycon, we propose the name joazeirogenin and, for the new saponins, joazeiroside A and B. Joazeirogenin was found to be 16,22-epoxy-24-methylidenedammarane-3beta ,15alpha ,16alpha ,20beta -tetrol.
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