Studies on vitamin D (calciferol) and its analogs. 10. Side-chain analogs of 25-hydroxyvitamin D3

Publisher Website
Google Scholar
Abstract
A homologous series of side-chain analogues of 25-hydroxyvitamin D3 (25-hydroxycholecalciferol) in which the length of the side chain is modified while maintaining its characteristic tertiary hydroxyl moiety was synthesized. The following 5 analogues were prepared and characterized: pentanor-25-OH-D3 (2a), trinor-25-OH-D3 (2b), dinor-25-OH-D3 (2c), nor-25-OH-D3 (2d) and homo-25-OH-D3 (2e). Biological assays in vivo of intestinal Ca absorption and bone Ca mobilization in the chick of the 5 analogues revealed that the homo analogue 2e exhibited a significant biological response relative to the -D (-vitamin D3) control. Compared to the natural vitamin D3, 2e is as active in its ability to mobilize bone Ca and is about half as effective in stimulating intestinal Ca transport. The remaining analogues (2a-d) exhibited no significant activity in either assay, although the nor analogue 2d was previously observed to exhibit antimetabolite activity.

This publication has 2 references indexed in Scilit: