Novel A-ring homodimeric C-3-carbamate analogues of 1alpha,25-dihydroxyvitamin D3: synthesis and preliminary biological evaluation.
The synthesis of a new class of vitamin D3 analogues in which two units of 1alpha,25-dihydroxyvitamin D3 are linked at the C-3 position by a dicarbamate functionality of variable length is described. The analogues demonstrated no affinity for the vitamin D receptor and possessed no antiproliferative or transactivating properties.
Oves
Daniel
D
Departamento de Química Orgánica e Inorgánica and Instituto Universitario de Biotecnología de Asturias, Universidad de Oviedo, 33006-Oviedo (Asturias), Spain.
Fernández
Susana
S
Verlinden
Lieve
L
Bouillon
Roger
R
Verstuyf
Annemieke
A
Ferrero
Miguel
M
Gotor
Vicente
V
D000818:Animals; D002219:Carbamates / Q000737:chemistry*; D002460:Cell Line; D049109:Cell Proliferation / Q000187:drug effects; D002522:Chlorocebus aethiops; D019281:Dimerization; D006801:Humans; D015394:Molecular Structure; D018167:Receptors, Calcitriol / Q000378:metabolism; D013329:Structure-Activity Relationship; D013552:Swine; D014807:Vitamin D / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
D002219:Carbamates; D018167:Receptors, Calcitriol; C118756:dihydroxy-vitamin D3; D014807:Vitamin D