Side-chain opening of steroidal sapogenins to form 22-oxocholestanic skeletons. an approach to analogues of the aglycone of the potent anticancer agent osw-1 Report as inadecuate




Side-chain opening of steroidal sapogenins to form 22-oxocholestanic skeletons. an approach to analogues of the aglycone of the potent anticancer agent osw-1 - Download this document for free, or read online. Document in PDF available to download.

Jesús Sandoval-Ramírez ; Socorro Meza-Reyes ; Sara Montiel-Smith ;Journal of the Mexican Chemical Society 2009, 53 (3)

Author: María A. Fernández-Herrera

Source: http://www.redalyc.org/


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Journal of the Mexican Chemical Society ISSN: 1870-249X editor.jmcs@gmail.com Sociedad Química de México México Fernández-Herrera, María A.; Sandoval-Ramírez, Jesús; Meza-Reyes, Socorro; Montiel-Smith, Sara Side-chain opening of steroidal sapogenins to form 22-oxocholestanic skeletons.
An approach to analogues of the aglycone of the potent anticancer agent OSW-1 Journal of the Mexican Chemical Society, vol.
53, núm.
3, julio-septiembre, 2009, pp.
126-130 Sociedad Química de México Distrito Federal, México Available in: http:--www.redalyc.org-articulo.oa?id=47512154007 How to cite Complete issue More information about this article Journals homepage in redalyc.org Scientific Information System Network of Scientific Journals from Latin America, the Caribbean, Spain and Portugal Non-profit academic project, developed under the open access initiative J.
Mex.
Chem.
Soc.
2009, 53(3), 126-130 © 2009, Sociedad Química de México ISSN 1870-249X Article Side-chain opening of steroidal sapogenins to form 22-oxocholestanic skeletons.
An approach to analogues of the aglycone of the potent anticancer agent OSW-1 María A.
Fernández-Herrera, Jesús Sandoval-Ramírez,* Socorro Meza-Reyes, and Sara Montiel-Smith Facultad de Ciencias Químicas, Benemérita Universidad Autónoma de Puebla.
Ciudad Universitaria, San Manuel, 72570 Puebla, Pue., México.
E-mail: jsandova@siu.buap.mx Received June 5, 2009; accepted August 31, 2009 Abstract.
The side-chain opening of 25R and 25S steroidal sapogenins to form 22-oxocholestanic skeletons is described.
The transformation was produced under mild conditions providing high yields (70-87%), in a one pot procedure (some acetylated starting material is recovered).
This methodology yields 17-deoxy-26-oxy analogues of the aglycone of the potent anticancer agent OSW-1.
All products were fully characterized by 1D and 2D NMR; the most representative displacements are briefly discussed. Keywords: steroidal sapogenins, acetolysis, agl...





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