Design and synthesis of a 1 alpha,25-dihydroxyvitamin D3 dimer as a potential chemical inducer of vitamin D receptor dimerization.
[formula: see text] A dimer comprising two 1 alpha,25-dihydroxyvitamin D3 units linked by an alkyl side chain at C-11 was synthesized with a view to the simultaneous binding of two vitamin D receptor (VDR) molecules and the consequent induction of VDR dimerization. The short, convergent synthesis uses a stereoselective cuprate addition to introduce the linking side chain and a key ruthenlum olefin metathesis as the dimerization step.
Pérez Sestelo
J
J
Departamento de Química Fundamental e Industrial, Universidade da Coruña, Spain.
Mouriño
A
A
Sarandeses
L A
LA
D002117:Calcitriol / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D019281:Dimerization; D011485:Protein Binding; D018167:Receptors, Calcitriol / Q000737:chemistry* / Q000378:metabolism
D018167:Receptors, Calcitriol; D002117:Calcitriol