Document Detail

New ionic derivatives of betulinic acid as highly potent anti-cancer agents.
MedLine Citation:
PMID:  22264477     Owner:  NLM     Status:  MEDLINE    
Betulinic acid is a natural compound with high in vitro cytotoxicity toward many cancer cells. However, the poor water solubility of this compound hampers an effective in vivo cancer study. We prepared new ionic derivatives of betulinic acid with higher water solubilities, without losing the structural integrity and functionality of this compound. As a result, these new ionic derivatives have shown much higher inhibitory effects against different cancer cell lines such as melanoma A375, neuroblastoma SH-SY5Y and breast adenocarcinoma MCF7. For A375 cell lines, the derivative 5 exhibited a low IC(50) value of 36 μM (vs 154 μM for betulinic acid); for MCF7 cell lines, the derivative 5 also exhibited a low IC(50) value of 25 μM (vs 112 μM for betulinic acid). The high cytotoxicity of these new derivatives can be linked to their greatly improved water solubility. Our assay method used little DMSO in aiding the dissolution of these derivatives to demonstrate the advantage of improved water solubility and to mimic the in vivo study conditions. The cell viability studies based on both MTT and LDH assay methods have confirmed the high inhibitory effect of our ionic derivatives of betulinic acid (particularly 4 and 5) against different cancer cells.
Challa Suresh; Hua Zhao; Angelique Gumbs; Chellu S Chetty; Himangshu S Bose
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Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural     Date:  2011-12-28
Journal Detail:
Title:  Bioorganic & medicinal chemistry letters     Volume:  22     ISSN:  1464-3405     ISO Abbreviation:  Bioorg. Med. Chem. Lett.     Publication Date:  2012 Feb 
Date Detail:
Created Date:  2012-02-07     Completed Date:  2012-05-31     Revised Date:  2013-06-26    
Medline Journal Info:
Nlm Unique ID:  9107377     Medline TA:  Bioorg Med Chem Lett     Country:  England    
Other Details:
Languages:  eng     Pagination:  1734-8     Citation Subset:  IM    
Copyright Information:
Copyright © 2011 Elsevier Ltd. All rights reserved.
Department of Natural Sciences, Savannah State University, Savannah, GA 31404, USA.
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MeSH Terms
Antineoplastic Agents / chemistry*,  pharmacology*
Cell Line, Tumor
Cell Survival / drug effects
Inhibitory Concentration 50
Molecular Structure
Triterpenes / chemistry*,  pharmacology*
Water / chemistry*
Grant Support
Reg. No./Substance:
0/Antineoplastic Agents; 0/Ions; 0/Triterpenes; 4G6A18707N/betulinic acid; 7732-18-5/Water

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

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