Synthesis of argentatin A derivatives as growth inhibitors of human cancer cell lines in vitro.

Abstract

The syntheses of nine argentatin A analogs are described. These compounds were assessed for their ability to inhibit growth in vitro in four human cancer cell lines. Our results showed that the presence of either a double bond at C-1/C-2, or a bromine atom or formyl moiety at C-2 as well as the presence of an isoxazol ring in argentatin A enhanced its potency in all cell lines tested. In addition, an X-ray study of (16S,17R,20S,24R)-3-oxime-20,24-epoxy-16,25-dihydroxy-cycloartan-3-one led to the determination of the correct stereochemistry of argentatin A.

• Authors: Hortensia Parra-Delgado, Teresa Ramírez-Apan, Mariano Martínez-Vázquez
• Journal: Bioorganic & medicinal chemistry letters (Bioorg Med Chem Lett) Vol. 15 Issue 4 Pg. 1005-8 (Feb 15 2005) ISSN: 0960-894X [Print] England
• PMID: 15686901 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Antineoplastic Agents
• Triterpenes
• argentatin A

Topics

• Antineoplastic Agents (chemical synthesis, pharmacology)
• Cell Line, Tumor
• Cell Proliferation (drug effects)
• Humans
• Inhibitory Concentration 50
• Molecular Structure
• Triterpenes (chemical synthesis, pharmacology)