ChemInform Abstract: SYNTHESIS AND BIOLOGICAL ACTIVITY OF 3α‐FLUORO‐9,10‐SECOCHOLESTA‐5,7,10(19)‐TRIENE ‐ A FLUORO DERIVATIVE OF VITAMIN D3

Yakhimovich, R. I.; KlimaShevskii, V. M.; Segal, G. M.

doi:10.1002/chin.197629187

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-Fluorinated Vd 3 Analogues2

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2021

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“…The synthesis of 3β-fluoro-3-deoxyvitamin D 3 (35) from 3β-fluorocholesta-5,7-diene (36) via photochemical transformation followed by thermal isomerization was described by Segal et al in 1976 [37]. It was found that 3β-fluoro-3-deoxyvitamin D 3 (35) had an antirachitic effect analogous to VD 3 .…”

Section: -Fluorinated Vd 3 Analoguesmentioning

confidence: 99%

“…It was found that 3β-fluoro-3-deoxyvitamin D 3 (35) had an antirachitic effect analogous to VD 3 . On the other hand, in 1978, Mazur and coworkers designed and synthesized 3β-fluoro-3-deoxy-1α-hydroxyvitamin D 3 (37) to elicit VD 3 activity. The 3β-fluoro group was constructed from (6R)-hydroxy-3,5-cyclovitamin D 3 (38) by treatment with HF (Scheme 14) [38].…”

Section: -Fluorinated Vd 3 Analoguesmentioning

confidence: 99%

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Design and Synthesis of Fluoro Analogues of Vitamin D

Kawagoe

Mototani

Kittaka

2021

IJMS

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The discovery of a large variety of functions of vitamin D3 and its metabolites has led to the design and synthesis of a vast amount of vitamin D3 analogues in order to increase the potency and reduce toxicity. The introduction of highly electronegative fluorine atom(s) into vitamin D3 skeletons alters their physical and chemical properties. To date, many fluorinated vitamin D3 analogues have been designed and synthesized. This review summarizes the molecular structures of fluoro-containing vitamin D3 analogues and their synthetic methodologies.

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Section: -Fluorinated Vd 3 Analoguesmentioning

confidence: 99%