Synthesis of a new cytotoxic cephalostatin/ritterazine analogue from hecogenin and 22-epi-hippuristanol

Bioorganic & Medicinal Chemistry
Javier Jesús PozaCarlos Jiménez

Abstract

A new cephalostatin/ritterazine analogue was prepared from the commercially available hecogenin acetate and the natural cytotoxic steroid 22-epi-hippuristanol. The method involved the reductive dimerization of enaminoketones (condensation of alpha-aminoketones) and condensation between an enaminoketone and an alpha-hydroxyketone. The new analogue showed higher cytotoxic activity than the cytotoxic 22-epi-hippuristanol against MDA-MB-231, A-549 and HT-29 cultured tumor cell lines.

References

May 9, 2002·Steroids·Vladimir A KhripachBernd Schneider

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Citations

Sep 9, 2011·Journal of Natural Products·George R PettitRobin K Pettit
May 23, 2012·Journal of Natural Products·George R PettitFiona Hogan
Apr 14, 2017·Natural Product Research·Aleksandra TalevskaSlavisa Stankovic
Jan 12, 2017·Chembiochem : a European Journal of Chemical Biology·Andrew J AmbroseJames J La Clair
Jun 5, 2015·Journal of Natural Products·George R PettitNoeleen Melody
May 30, 2014·Chemical Reviews·Ranju Bansal, Pratap Chandra Acharya
Dec 21, 2021·Journal of the American Chemical Society·Yu-An ZhangAlison E Wendlandt

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