Shwe, Htay Htay and Aye, Mye and Sein, Myint Myint and Htay, Khin Than and Kreitmeier, Peter and Gertsch, Juerg and Reiser, Oliver and Heilmann, Joerg (2010) Cytotoxic Steroidal Saponins from the Rhizomes of Tacca integrifolia. CHEMISTRY & BIODIVERSITY, 7 (3). pp. 610-622. ISSN 1612-1872, 1612-1880
Full text not available from this repository. (Request a copy)Abstract
Three new steroid saponins (3 beta.25R)-spirost-5-en-3-y1 6-deoxy-alpha-L-mannopyranosyl-(1 -> 2)-[beta-D-glucopyranosyl-(1 -> 4)-6-deoxy-alpha-L-mannopyranosyl-(1 -> 3)-beta-D -glucopyranoside (1), (3 beta 22R,25R)-26-(beta-D-glucopyranosyloxy)- (1), (3 beta,22R,25R)- 22-hydroxyfurost-5-en-3-y16-deoxy-alpha-L-mannopyranosyl-(1 -> 2)-D-d-deoxya-L-mannopyranosyl-(1 3)]-/I-0-glucopyranoside (3), and (3fi,22R,25R)-260-1.)-glucopyranosyloxy)22-hydroxyfurost-5-en-3-y1 6-deoxy-alpha-L-mannopyranosyl-(1 -> 2)-beta-D-glucopyranosyl-(1 -> 4)-6-deoxya-L-mannopyranosyl-(1,3)1-fi-0-glucopyranoside (5), as well as the new pregnane glycoside (3 beta,16 beta)3-([6-deoxy-alpha-L-mannopyranosyl-(1 2)[6-deoxy-a-L-mannopyranosyl-(1 3)]-fi-u-glucopyranosyl Joxy1-20-oxopregn-5-en-16-y1 (4R)-5-(/3-0-glucopyranosyloxy)-4-methylpentanoate (6), were isolated from the rhizomes of Tacca integrifolia together with two known (25R) configurated steroid saponins (3)6,25R)-spirost-5-en-3-y1 6-deoxy-a-L-mannopyranosyl-(1 2)f6-deoxy-a-L-mannopyranosyl-(1 3)]-13-0-glucopyranoside (2) and (3/3,22R,25R)-260-0-glucopyranosyloxy)-22-methoxyfurost-5-en-3-y1 6-deoxy-a-L-mannopyranosyl-(1 > 2)46-deoxy-a-L-mannopyranosyl-(1 3) I-S-0-glucopyranoside (4). The cytotoxic activity of the isolated compounds was evaluated in HeLa cells and showed the highest cytotoxicity value for compound 2 with an /C50 of 1.2 0.4 1.tm. Intriguingly, while compounds 1-5 exhibited similar cytotoxic properties between 1.2 0.4 (2) and 4.0 0.6 1.1m (5), only compound 2 showed a significant microtubule-stabilizing activity in vitro.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | TUBULIN POLYMERIZATION; CHANTRIERI; TACCALONOLIDES; GLYCOSIDES; GLUCOSIDES; LEAVES; CELLS; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences 600 Technology > 615 Pharmacy |
| Divisions: | Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical Biology (Prof. Heilmann) Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 12 Aug 2020 13:21 |
| Last Modified: | 12 Aug 2020 13:21 |
| URI: | https://pred.uni-regensburg.de/id/eprint/25404 |
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