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Salomon D.G.,Institute Investigaciones Bioquimicas Bahia Blanca INIBIBB | Grioli S.M.,Institute Investigaciones Bioquimicas Bahia Blanca INIBIBB | Buschiazzo M.,Institute Investigaciones Bioquimicas Bahia Blanca INIBIBB | Mascaro E.,CONICET | And 7 more authors.
ACS Medicinal Chemistry Letters | Year: 2011

Here, we describe the design and synthesis of diethyl [(5Z,7E)-(1S,3R)-1,3- dihydroxy-9,10-secochola-5,7,10(19)-trien-23-in-24-yl] phosphonate (compound 10), which combines the low calcemic properties of phosphonates with the decreased metabolic inactivation due to the presence of a triple bond in C-24 and studied its in vitro effects on several cancer cell lines and its in vivo effects on blood calcium levels. We demonstrate that this compound is a potent antiproliferative vitamin D analogue, showing lack of calcemic effects in vivo. © 2011 American Chemical Society.

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