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Syntheses of 25-Adamantyl-25-alkyl-2-methylidene-1α,25-dihydroxyvitamin D₃ Derivatives with Structure-Function Studies of Antagonistic and Agonistic Active Vitamin D Analogs.

ABSTRACT: The active form of vitamin D₃, 1α,25-dihydroxyvitamin D₃ [1,25(OH)₂D₃], is a major regulator of calcium homeostasis through activation of the vitamin D receptor (VDR). We have previously synthesized vitamin D derivatives with large adamantane (AD) rings at position 24, 25, or 26 of the side chain to study VDR agonist and/or antagonist properties. One of them-ADTK1, with an AD ring and 23,24-triple bond-shows a high VDR affinity and cell-selective VDR activity. In this study, we synthesized novel vitamin D derivatives (ADKM1-6) with an alkyl group substituted at position 25 of ADTK1 to develop more cell-selective VDR ligands. ADKM2, ADKM4, and ADKM6 had VDR transcriptional activity comparable to 1,25(OH)₂D₃ and ADTK1, althoug

SUBMITTER: Maekawa K

PROVIDER: S-EPMC10377034 | biostudies-literature | 2023 Jul

REPOSITORIES: biostudies-literature

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Syntheses of 25-Adamantyl-25-alkyl-2-methylidene-1α,25-dihydroxyvitamin D₃ Derivatives with Structure-Function Studies of Antagonistic and Agonistic Active Vitamin D Analogs.

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Syntheses of 25-Adamantyl-25-alkyl-2-methylidene-1α,25-dihydroxyvitamin D3 Derivatives with Structure-Function Studies of Antagonistic and Agonistic Active Vitamin D Analogs.

OmicsDI is part of the ELIXIR infrastructure

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Syntheses of 25-Adamantyl-25-alkyl-2-methylidene-1α,25-dihydroxyvitamin D₃ Derivatives with Structure-Function Studies of Antagonistic and Agonistic Active Vitamin D Analogs.