Design and synthesis of a potent phorboxazole C(11-15) acetal analogue.

Abstract

[structure: see text] We disclose here the design, synthesis, and biological evaluation of simplified Z- and E-C(2-3) alkynyl phorboxazole C(11-15) acetals (+)-7Z and (+)-7E, wherein the Z-isomer proved to be a potent nanomolar cytotoxic agent. Reevaluation of (+)-C(45-46) E-chloroalkenyl phorboxazole A (6) confirms subnanomolar activity across a broad panel of human cancer cell lines.

• Authors: Amos B Smith 3rd, Thomas M Razler, Regina M Meis, George R Pettit
• Journal: Organic letters (Org Lett) Vol. 8 Issue 4 Pg. 797-9 (Feb 16 2006) ISSN: 1523-7060 [Print] United States
• PMID: 16468770 (Publication Type: Journal Article, Research Support, N.I.H., Extramural)

Chemical References

• Heterocyclic Compounds, 4 or More Rings
• Oxazoles
• phorboxazole A

Topics

• Cell Line, Tumor
• Drug Screening Assays, Antitumor
• Heterocyclic Compounds, 4 or More Rings (chemical synthesis, chemistry, pharmacology)
• Humans
• Molecular Structure
• Oxazoles (chemical synthesis, chemistry, pharmacology)
• Stereoisomerism