184360-05-2Relevant academic research and scientific papers
Synthesis and biological activities of 26-hydroxy-27-nor-derivatives of 1α,25-dihydroxyvitamin D3
Scheddin, Dietmar,Mayer, Hubert,Wittann, Steffen,Schoenecker, Bruno,Gliesing, Sabine,Reichenbaecher, Manfred
, p. 598 - 608 (1996)
Starting with (20S)-20-(p-toluenesulfonyl)oxymethyl-pregna-1,5-dien-3- α-ol (4), we synthesized three vitamin D analogs in 10 to 11 steps: 1α,26- dihydroxy-27-nor-vitamin D3 (1), its 3-epi analog (2), and 2β-methoxy- 1α,26-dihydroxy-27-nor-vitamin D3 (3). We tested the derivatives in the murine mesenchymal cell line C3H10T 1/4 . All substances were less potent in inhibition of cell proliferation, inhibition of adipocyte differentiation, and induction of gene activation, and had a lower affinity to the vitamin D receptor than the native vitamin D3 metabolite 1,25(OH)2D3. The affinity of 1 to the vitamin D binding protein was about three times higher than that of 1,25(OH)2D3.
