Structural analysis and biological activities of C25-amino and C25-nitro vitamin D analogs

GÓMEZ-BOUZÓ, U.; BELORUSOVA, A.Y.; RIVADULLA, M.L.; SANTALLA, H.; VERLINDEN, L.; VERSTUYF, A.; FERRONATO, M.J.; CURINO, A.C.; FACCHINETTI, M.M.; FALL, Y.; GÓMEZ, G.; ROCHEL, N.

BIOORGANIC CHEMISTRY

ACADEMIC PRESS INC ELSEVIER SCIENCE

Año: 2023

0045-2068

Intense synthetic efforts have been directed towards the development of noncalcemic analogsof 1,25-dihydroxyvitamin D3. We describe here the structural analysis and biological evaluationof two derivatives of 1,25-dihydroxyvitamin D3 with modifications limited to the replacement ofthe 25-hydroxyl group by a 25-amino or 25-nitro groups. Both compounds are agonists of thevitamin D receptor. They mediated biological effects similar to 1,25-dihydroxyvitamin D3, the25-amino derivative being the most potent one while being less calcemic than 1,25-dihydroxyvitamin D3. The in vivo properties of the compounds make them of potentialtherapeutic value.