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

GÓMEZ-BOUZÓ, UXÍA; BELORUSOVA, ANNA Y.; RIVADULLA, MARCOS L.; SANTALLA, HUGO; VERLINDEN, LIEVE; VERSTUYF, ANNEMIEKE; FERRONATO, MARIA J; CURINO, ALEJANDRO C.; FACCHINETTI, MARIA M.; FALL, YAGAMARE; GÓMEZ, GENEROSA; ROCHEL, NATACHA

BIOORGANIC CHEMISTRY

ACADEMIC PRESS INC ELSEVIER SCIENCE

Lugar: Amsterdam; Año: 2023 vol. 136

0045-2068

Intense synthetic efforts have been directed towards the development of noncalcemic analogs of 1,25-dihydroxyvitamin D3. We describe here the structural analysis and biological evaluation of two derivatives of 1,25-dihydroxyvitamin D3 with modifications limited to the replacement of the 25-hydroxyl group by a 25-amino or 25-nitro groups. Both compounds are agonists of the vitamin D receptor. They mediate biological effects similar to 1,25-dihydroxyvitamin D3, the 25-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 potential therapeutic value.