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

Uxía Gómez-Bouzó (1) , Anna Y Belorusova (2) , Marcos L Rivadulla (1) , Hugo Santalla (1) , Lieve Verlinden (3) , Annemieke Verstuyf (3) , Maria J Ferronato , Alejandro C Curino , Maria M Facchinetti , Yagamare Fall (1) , Generosa Gómez (1) , Natacha Rochel (2)

1 Universidade de Vigo
2 IGBMC - Institut de Génétique et de Biologie Moléculaire et Cellulaire
3 KU Leuven - Catholic University of Leuven = Katholieke Universiteit Leuven

Intense synthetic efforts have been directed towards the development of noncalcemic analogs of 1,25-dihydroxyvitamin D 3. We describe here the structural analysis and biological evaluation of two derivatives of 1,25-dihydroxyvitamin D 3 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 mediated biological effects similar to 1,25dihydroxyvitamin D 3 , the 25-amino derivative being the most potent one while being less calcemic than 1,25-dihydroxyvitamin D 3. The in vivo properties of the compounds make them of potential therapeutic value.

Domaines: Chimie thérapeutique; Biologie structurale [q-bio.BM]

Uxía Gómez-Bouzó, Anna Y Belorusova, Marcos L Rivadulla, Hugo Santalla, Lieve Verlinden, et al.. Structural analysis and biological activities of C25-amino and C25-nitro vitamin D analogs. Bioorganic Chemistry, 2023, 136, pp.106528. ⟨10.1016/j.bioorg.2023.106528⟩. ⟨hal-04274216⟩