Document Detail


Glycoside modification of oleanolic acid derivatives as a novel class of anti-osteoclast formation agents.
MedLine Citation:
PMID:  19217081     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Oleanolic acid, a natural product, possesses an anti-osteoclast formation activity. Targeting at discovery of novel and potent anti-bone resorption agents, 22 glycosides of oleanolic acid derivatives (including d-galactopyranosides, d-glucopyranosides, d-xylopyranoses, d-arabopyranoses and d-glycuronic acids) were synthesized at phase-transfer-catalyzed conditions (K(2)CO(3), Bu(4)NBr, CH(2)Cl(2)-H(2)O) and their inhibitory activity on the formation of osteoclast-like multinucleated cells (OCLs) induced by 1alpha, 25-dihydroxy vitamin D(3) was evaluated in a co-culture assay system. The structure-activity relationships of these compounds were also discussed.
Authors:
Jun-Feng Li; Song-Jie Chen; Yu Zhao; Jian-Xin Li
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2009-01-23
Journal Detail:
Title:  Carbohydrate research     Volume:  344     ISSN:  1873-426X     ISO Abbreviation:  Carbohydr. Res.     Publication Date:  2009 Mar 
Date Detail:
Created Date:  2009-03-24     Completed Date:  2009-05-12     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0043535     Medline TA:  Carbohydr Res     Country:  Netherlands    
Other Details:
Languages:  eng     Pagination:  599-605     Citation Subset:  IM    
Affiliation:
Key Lab of Analytical Chemistry for Life Science, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, PR China.
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MeSH Terms
Descriptor/Qualifier:
Animals
Bone Marrow Cells / drug effects
Cells, Cultured
Galactose / chemistry
Glucosides / chemistry
Glycoconjugates / chemical synthesis*,  chemistry,  pharmacology*
Glycosylation
Magnetic Resonance Spectroscopy
Male
Mice
Mice, Inbred ICR
Molecular Structure
Oleanolic Acid / analogs & derivatives*,  chemistry*
Osteoclasts / drug effects*
Structure-Activity Relationship
Vitamin D / analogs & derivatives,  pharmacology
Xylose / analogs & derivatives,  chemistry
Chemical
Reg. No./Substance:
0/Glucosides; 0/Glycoconjugates; 0/Xylose; 0/xylopyranose; 1406-16-2/Vitamin D; 26566-61-0/Galactose; 508-02-1/Oleanolic Acid

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