Synthesis of simplified tedanolide analogues--connecting tedanolide to myriaporone and gephyronic acid.

Abstract

Southern belles! Simplified analogues of tedanolide, a natural product with picomolar activity against a range of tumor cell lines, were synthesized and evaluated for potency in mammalian cancer cells. The truncated analogues were found to retain significant activity in vitro (23 μmol mL(-1) for the example shown) compared with the parent compound tedanolide (0.33 nmol mL(-1)), and represent potential leads for the development of novel anticancer agents.

• Authors: Nina Diaz, Arun Naini, Yazh Muthukumar, Florenz Sasse, Markus Kalesse
• Journal: ChemMedChem (ChemMedChem) Vol. 7 Issue 5 Pg. 771-5 (May 2012) ISSN: 1860-7187 [Electronic] Germany
• PMID: 22383258 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Chemical References

• Alkenes
• Antineoplastic Agents
• Epoxy Compounds
• Fatty Acids, Monounsaturated
• Macrolides
• gephyronic acid
• myriaporone 1
• tedanolide

Topics

• Alkenes (chemical synthesis, chemistry, pharmacology)
• Animals
• Antineoplastic Agents (chemical synthesis, chemistry, pharmacology)
• Cell Line, Tumor
• Epoxy Compounds (chemical synthesis, chemistry, pharmacology)
• Fatty Acids, Monounsaturated (chemical synthesis, chemistry, pharmacology)
• Humans
• Inhibitory Concentration 50
• Macrolides (chemical synthesis, chemistry, pharmacology)
• Mice
• Molecular Structure
• Neoplasms (drug therapy)