Dokumentenart: | Artikel | ||||
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Titel eines Journals oder einer Zeitschrift: | Chemistry & Biodiversity | ||||
Verlag: | John Wiley & Sons | ||||
Band: | 7 | ||||
Nummer des Zeitschriftenheftes oder des Kapitels: | 3 | ||||
Seitenbereich: | S. 610-622 | ||||
Datum: | 2010 | ||||
Zusätzliche Informationen (Öffentlich): | 11-1 Plant Biochemistry | ||||
Institutionen: | Chemie und Pharmazie > Institut für Pharmazie > Lehrstuhl Pharmazeutische Biologie (Prof. Heilmann) | ||||
Identifikationsnummer: |
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Stichwörter / Keywords: | Tacca integrifolia (cytotoxic steroidal saponins from the rhizomes of Tacca integrifolia) Antitumor agents Human (cytoxootic constituents from the rhizomes of Tacca integrifolia) Nomenclature (new natural products three steroid saponins and one pregnane glycoside) Molecular structure (of 3 steroid saponins and one pregnane glycoside) Saponins Role: NPO (Natural product occurrence), PRP (Properties), PUR (Purification or recovery), BIOL (Biological study), OCCU (Occurrence), PREP (Preparation) (steroidal cytotoxic steroidal saponins from the rhizomes of Tacca integrifolia) steroidal saponin structure Tacca antitumor pregnane glycoside structure Tacca antitumor | ||||
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: | Ja | ||||
Dokumenten-ID: | 17258 |
Zusammenfassung
Three new steroid saponins (3beta ,25R)-spirost-5-en-3-yl 6-deoxy-alpha -L-mannopyranosyl-(1->2)-[beta -D-glucopyranosyl-(1->4)-6-deoxy-alpha -L-mannopyranosyl-(1->3)]-beta -D-glucopyranoside (1), (3beta ,22R,25R)-26-(beta -D-Glucopyranosyloxy)-22-hydroxyfurost-5-en-3-yl 6-deoxy-alpha -L-mannopyranosyl-(1->2)-[6-deoxy-alpha -L-mannopyranosyl-(1->3)]-beta -D-glucopyranoside (3), and (3beta ...
Zusammenfassung
Three new steroid saponins (3beta ,25R)-spirost-5-en-3-yl 6-deoxy-alpha -L-mannopyranosyl-(1->2)-[beta -D-glucopyranosyl-(1->4)-6-deoxy-alpha -L-mannopyranosyl-(1->3)]-beta -D-glucopyranoside (1), (3beta ,22R,25R)-26-(beta -D-Glucopyranosyloxy)-22-hydroxyfurost-5-en-3-yl 6-deoxy-alpha -L-mannopyranosyl-(1->2)-[6-deoxy-alpha -L-mannopyranosyl-(1->3)]-beta -D-glucopyranoside (3), and (3beta ,22R,25R)-26-(beta -D-glucopyranosyloxy)-22-hydroxyfurost-5-en-3-yl 6-deoxy-alpha -L-mannopyranosyl-(1.-+.2)-[beta -D-glucopyranosyl-(1->4)-6-deoxy-alpha -L-mannopyranosyl-(1->3)]-beta -D-glucopyranoside (5), as well as the new pregnane glycoside (3beta ,16beta )-3-{[6-deoxy-alpha -L-mannopyranosyl-(1->2)-[6-deoxy-alpha -L-mannopyranosyl-(1 3)]-beta -D-glucopyranosyl]oxy}-20-oxopregn-5-en-16-yl (4R)-5-(beta -D-glucopyranosyloxy)-4-methylpentanoate (6), were isolated from the rhizomes of Tacca integrifolia together with two known (25R) configurated steroid saponins (3beta ,25R)-spirost-5-en-3-yl 6-deoxy-alpha -L-mannopyranosyl-(1->2)-[6-deoxy-alpha -L-mannopyranosyl-(1->3)]-beta -D-glucopyranoside (2) and (3beta ,22R,25R)-26-(beta -D-glucopyranosyloxy)-22-methoxyfurost-5-en-3-yl 6-deoxy-alpha -L-mannopyranosyl-(1->2)-[6-deoxy-alpha -L-mannopyranosyl-(1->3)]-beta -D-glucopyranoside (4). The cytotoxic activity of the isolated compds. was evaluated in HeLa cells and showed the highest cytotoxicity value for compd. 2 with an IC50 of 1.2+-0.4 micro M. Intriguingly, while compds. 1-5 exhibited similar cytotoxic properties between 1.2+-0.4 (2) and 4.0+-0.6 micro M (5), only compd. 2 showed a significant microtubule-stabilizing activity in vitro.
Metadaten zuletzt geändert: 24 Mai 2018 12:16