THE CHEMISTRY AND CONFORMATIONAL AND BIOLOGICAL ANALYSIS OF VITAMIN D3, ITS METABOLITES AND ANALOGUES
- 1 February 1976
- journal article
- review article
- Published by Wiley in Clinical Endocrinology
- Vol. 5 (s1) , s121-s143
- https://doi.org/10.1111/j.1365-2265.1976.tb03821.x
Abstract
The chemical properties, stereochemical relationships and solution conformation, as assessed in part by proton NMR spectroscopy, for vitamin D3, its major metabolites [including 1alpha,25-(OH)2D3, its hormonally active form] and a number of A-ring and side chain analogues are evaluated and discussed in relation to their biological activity. In particular the relative ability of many of these seco-steroids to compete both with 25-OHD3 for its chick serum binding protein and 1alpha,25-(OH)2-D3 for its chick intestinal cytosol-chromatin receptor system was quantitated, in vitro. Further, the relative effectiveness of all these metabolites and analogues to mediate in vivo intestinal calcium absorption and bone calcium mobilization was determined. Collectively these chemical and biological studies constitute a "systems analysis" of the various steroid structural parameters both required and tolerated by the multi-stepped endocrine system associated with the biological actions of vitamin D.Keywords
This publication has 24 references indexed in Scilit:
- Studies on vitamin D and its analogs. VIII. 3-deoxy-1α,25-dihydroxyvitamin D3, a potent new analog of 1α,25-(OH)2-D3Biochemical and Biophysical Research Communications, 1975
- Vitamin D: 3-Deoxy-1α-Hydroxyvitamin D 3 , Biologically Active Analog of 1α-Dihydroxyvitamin D 3Science, 1975
- Hydroboration. XXXVI. Direct route to 9-borabicyclo[3.3.1]nonane via the cyclic hydroboration of 1,5-cyclooctadiene. 9-Borabicyclo[3.3.1]nonane as a uniquely selective reagent for the hydroboration of olefinsJournal of the American Chemical Society, 1974
- Chemical synthesis and biological activity of 3-deoxy-1α-hydroxyvitamin D3 an analog of 1α,25-(OH)2-D3, the active form of vitamin D3Biochemical and Biophysical Research Communications, 1974
- Vitamin D and its analogs. I. Synthesis of 1.alpha.-hydroxycholest-5-eneThe Journal of Organic Chemistry, 1974
- Chemicobiological interactions and the use of partition coefficients in their correlationChemico-Biological Interactions, 1974
- Synthesis and biological activity of 3-deoxy-1α-hydroxyvitamin D3+Biochemical and Biophysical Research Communications, 1974
- lα,25-dihydroxyvitamin D3 receptor: competitive binding of vitamin D analogsLife Sciences, 1973
- The conformation of non-aromatic ring compounds. LXXV. The crystal and molecular structure of the 3,20-bis(ethylenedioxy) analogue of vitamin DActa Crystallographica Section B: Structural Science, Crystal Engineering and Materials, 1972
- Relation of steroid structure to enzyme induction in hepatoma tissue culture cellsJournal of Molecular Biology, 1970