Novel Alkynylphosphonate Analogue of Calcitriol with Potent Antiproliferative Effects in Cancer Cells and Lack of Calcemic Activity

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.

Palabras clave: 1Α,25-(OH) 2 VITAMIN D 3 , ALKYNYLPHOSPHONATE ANALOGUES , CANCER , CELLULAR PROLIFERATION , HYPERCALCEMIA

Ver el registro completo

Archivos asociados

Tamaño: 2.117Mb

Formato: PDF

Descargar

Licencia

Excepto donde se diga explícitamente, este item se publica bajo la siguiente descripción: Creative Commons Attribution-NonCommercial-ShareAlike 2.5 Unported (CC BY-NC-SA 2.5)

Identificadores

URI: http://hdl.handle.net/11336/224479

URL: http://pubs.acs.org/doi/abs/10.1021/ml200034w

DOI: http://dx.doi.org/10.1021/ml200034w

Colecciones

Articulos(INIBIBB)
Articulos de INST.DE INVEST.BIOQUIMICAS BAHIA BLANCA (I)

Articulos(INQUISUR)
Articulos de INST.DE QUIMICA DEL SUR

Citación

Salomón, Débora Gisele; Grioli, Silvina Mariela; Buschiazzo, Maximiliano; Mascaro, Evangelina; Vitale, Cristian Alejandro; et al.; Novel Alkynylphosphonate Analogue of Calcitriol with Potent Antiproliferative Effects in Cancer Cells and Lack of Calcemic Activity; American Chemical Society; ACS Medicinal Chemistry Letters; 2; 7; 11-4-2011; 503-508

Altmétricas