Synthesis and biological activity of 3 beta-hydroxy-9,10-secopregna-5,7,10[19]-triene-20-one: a side chain analogue of vitamin D3.
The synthesis, biological and antagonistic activity of 3 beta-hydroxy-9,10-secopregna-5,7,10[19]-triene-20-one (20-oxopregnacalciferol, 7) a shortened side chain analogue of vitamin D3, are described. At the highest dose tested the analogue was found to have small though significant bone and soft tissue mobilization activity; no significant increase in intestinal calcium transport was noted. The compound was found to possess no antagonistic activity against vitamin D3.
D000818:Animals; D001681:Biological Assay; D001842:Bone and Bones / Q000187:drug effects; D002118:Calcium / Q000378:metabolism; D002762:Cholecalciferol / Q000494:pharmacology; D007202:Indicators and Reagents; D007408:Intestinal Absorption / Q000187:drug effects*; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D013058:Mass Spectrometry; D011281:Pregnatrienes / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats; D012632:Secosteroids / Q000138:chemical synthesis* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014808:Vitamin D Deficiency / Q000378:metabolism
D007202:Indicators and Reagents; D011281:Pregnatrienes; D012632:Secosteroids; D002762:Cholecalciferol; C036880:20-oxopregnacalciferol; D002118:Calcium