Loading...
Cytotoxic Oleanane-Type Saponins from Albizia inundata
Zhang, Huaping Samadi, Abbas K. Rao, Karumanchi V. Cohen, Mark S. Timmermann, Barbara N.
Zhang, Huaping
Samadi, Abbas K.
Rao, Karumanchi V.
Cohen, Mark S.
Timmermann, Barbara N.
Citations
Altmetric:
Abstract
Bioassay-guided fractionation of a CH2Cl2−MeOH extract of the aerial parts of Albizia inundata resulted in the isolation of two new natural oleanane-type triterpene saponins {3-O-[α-l-arabinopyranosyl(1→6)]-2-acetamido-2-deoxy-β-d-glucopyranosyl oleanolic acid (1) and 3-O-[α-l-arabinopyranosyl(1→2)-α-l-arabinopyranosyl(1→6)]-2-acetamido-2-deoxy-β-d-glucopyranosyl acacic acid lactone (2)} along with seven known saponins {3-O-[α-l-arabinopyranosyl(1→6)]-2-acetamido-2-deoxy-β-d-glucopyranosyl echinocystic acid (3), 3-O-[β-d-xylopyranosyl (l→2)-α-l-arabinopyranosyl(l→6)]-2-acetamido-2-deoxy-β-d-glucopyranosyl acacic acid lactone (concinnoside D) (4), 3-O-[β-d-glucopyranosyl(l→2)]-β-d-glucopyranosyl oleanolic acid (5), 3-O-[α-l-arabinopyranosyl(1→2)-α-l-arabinopyranosyl(l→6)]-β-d-glucopyranosyl oleanolic acid (6), 3-O-[β-d-xylopyranosyl(1→2)-α-l-arabinopyranosyl(l→6)]-β-d-glucopyranosyl oleanolic acid (7), 3-O-[α-l-arabinopyranosyl(l→2)-α-l-arabinopyranosyl(1→6)-[β-d-glucopyranosyl(l→2)]-β-d-glucopyranoside echinocystic acid (8), and 3-O-[β-d-xylopyranosyl(l→2)-α-l-arabinopyranosyl(1→6)-[β-d-glucopyranosyl(l→2)]-β-d-glucopyranoside echinocystic acid (9)}. The structures of 1 and 2 were established on the basis of extensive 2D NMR (1H−1H COSY or DQF-COSY, HSQC, HMBC, TOCSY, and HSQC-TOCSY) spectroscopic, ESIMS, and chemical methods. Saponins 1, 3, 6, and 7 showed cytotoxicity against human head and neck squamous cells (JMAR, MDA1986) and melanoma cells (B16F10, SKMEL28) with IC50 values in the range 1.8−12.4 μM, using the MTS assay.
Description
Date
2011-02-11
Journal Title
Journal ISSN
Volume Title
Publisher
Journal of Natural Products
Collections
Files
Loading...
timmerman_cytotoxic.pdf
Adobe PDF, 843.3 KB
Research Projects
Organizational Units
Journal Issue
Keywords
Citation
Zhang, Huaping, Abbas K. Samadi, Karumanchi V. Rao, Mark S. Cohen, and Barbara N. Timmermann. "Cytotoxic Oleanane-Type Saponins FromAlbizia Inundata." Journal of Natural Products 74.3 (2011): 477-82.