New ursolic and betulinic derivatives as potential cytotoxic agents.

6533b7d5fe1ef96bd1264881

RESEARCH PRODUCT

New ursolic and betulinic derivatives as potential cytotoxic agents.

Marie-aleth Lacaille-dubois B. Chauffert K. Tan Mohammed Nour Christian Cavé I. Baglin A. Poumaroux Anne Claire Mitaine-offer

subject

Pharmacology Molecular Structure Stereochemistry Cell Survival Antineoplastic Agents General Medicine Triterpenes chemistry.chemical_compound Inhibitory Concentration 50 Structure-Activity Relationship Triterpenoid Ursolic acid chemistry Betulinic acid Drug Discovery Cytotoxic T cell Humans Drug Screening Assays Antitumor Betulinic Acid Cytotoxicity Pentacyclic Triterpenes HT29 Cells

description

Fifteen new ursolic and betulinic triterpenoids, bearing various functionalities at C-3 and C-28 were synthesized as potential cytotoxic agents. All compounds were obtained by a hemisynthetic route via ursolic and betulinic acids. Preliminary screening of these compounds on human HT 29 colon cancer cells revealed inhibitory activity for three of them. Beta-D-Glucopyranosyl-3beta-hydroxyurs-12(13)-en-28-oate 1c, 3beta-3-(3-pyridyl)-prop-2-enoyloxyurs-12(13)-en-28-oic acid 1i and the potassium salt of 3beta-cinnamoyloxylup-20(29)-en-28-oic acid 2d demonstrated cytotoxic activity in the micromolar range: 8.0, 45.0 and 8.0 microM, respectively.

year	journal	country	edition	language
2003-04-01	Journal of enzyme inhibition and medicinal chemistry

10.1080/1475636031000093543 https://pubmed.ncbi.nlm.nih.gov/12943194

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