Document Detail


Cytotoxic steroidal saponins from the rhizomes of Tacca integrifolia.
MedLine Citation:
PMID:  20232323     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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 compounds was evaluated in HeLa cells and showed the highest cytotoxicity value for compound 2 with an IC(50) of 1.2+/-0.4 muM. Intriguingly, while compounds 1-5 exhibited similar cytotoxic properties between 1.2+/-0.4 (2) and 4.0+/-0.6 muM (5), only compound 2 showed a significant microtubule-stabilizing activity in vitro.
Authors:
Htay Htay Shwe; Mye Aye; Myint Myint Sein; Khin Than Htay; Peter Kreitmeier; J?rg Gertsch; Oliver Reiser; J?rg Heilmann
Related Documents :
17347453 - Measurement of liver collagen synthesis by heavy water labeling: effects of profibrotic...
15023383 - A type xi collagen mutation leads to increased degradation of type ii collagen in artic...
21400113 - Outcomes in mice with abdominal angiostrongyliasis treated with enoxaparin.
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Chemistry & biodiversity     Volume:  7     ISSN:  1612-1880     ISO Abbreviation:  Chem. Biodivers.     Publication Date:  2010 Mar 
Date Detail:
Created Date:  2010-03-22     Completed Date:  2010-06-22     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101197449     Medline TA:  Chem Biodivers     Country:  Switzerland    
Other Details:
Languages:  eng     Pagination:  610-22     Citation Subset:  IM    
Affiliation:
Institute of Organic Chemistry, University of Regensburg, DE-Regensburg.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:
Dioscoreaceae / chemistry*
Glycosides / chemistry,  isolation & purification,  toxicity
Hela Cells
Humans
Magnetic Resonance Spectroscopy
Rhizome / chemistry
Saponins / chemistry*,  isolation & purification,  toxicity
Chemical
Reg. No./Substance:
0/Glycosides; 0/Saponins

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


Previous Document:  Oligonucleotide N3'-->P5' Phosphoramidates and Thio-Phoshoramidates as Potential Therapeutic Agen...
Next Document:  Locked Nucleic Acids: Promising Nucleic Acid Analogs for Therapeutic Applications.