Isolation, Identification and Biological Activity of 24R,25-Dihydroxy-3-epi-vitamin D_3 : A Novel Metabolite of 24R, 25-Dihydroxyvitamin D_3 Produced in Rat Osteosarcoma Cells (UMR 106)

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概要

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• We recently identified 1α, 25-dihydroxy-3-epi-vitamin D3 [1 α, 25(OH)2-3-epi-D3] as a metabolite of 1 α, 25-dihydroxyvitamin D3 [1α, 25(OH)2D3] produced in rat osteosarcoma cells (UMR 106). We now report the isolation of 24R, 25-dihydroxy-3-epi-vitamin D3 [24R, 25 (OH)2-3-epi-D3] as a metabolite of 24R, 25-dihydroxyvitamin D3 [24R, 25(OH)2D3] by high-performance liquid chromatography (HPLC) with chiral column and its structure assignment by proton nuclear magnetic resonance (1H-NMR) and liquid chromatography-mass spectrometry (LC-MS) analysis. We also demonstrated the production of 24R, 25(OH)2-3-epi-D3 in two other cell lines [human colon carcinoma cells (Caco-2) and porcine kidney cells (LLC-PK1)] which were previously shown to convert 1 α, 25(OH)2D3 into 1 α, 25 (OH)2-3-epi-D3. It can be seen that the production of 24R, 25 (OH)2-3-epi-D3 from 24R, 25(OH)2D3 is lower than that of 1 α, 25 (OH)2-3-epi-D3 from 1α, 25(OH)2D3 in all the cells studied. 24R, 25(OH)2-3-epi-D3 was found to be inactive in terms of its ability to bind to the vitamin D receptor (UDR), in inhibiting proliferation and in inducing differentiation of human promyelocytic leukemia cells (HL-60). Thus, our study indicates that the C-3 epimerization pathway is common to both lα, 25(OH)2D3 and 24R, 25(OH)2D3 and may play an important role in modulating the concentration and the biological activity of these two major vitamin D3 metabolites in target tissues.

• 財団法人 学会誌刊行センターの論文
• 2001-04-01

著者

• 畑山 範

  長崎大院薬・薬品製造化学

• 畑山 範

  長崎大学大学院医歯薬学総合研究科

• 畑山 範

  長崎大学薬学部

• Kamao Maya

  Department Of Hygienic Sciences Kobe Pharmaceutical University

• Okano Toshio

  Department Of Hygienic Science Kobe Pharmaceutical University

• Ohashi Noriko

  Pharmaceutical Development Research Laboratory Tanabe Seiyaku Co. Ltd.

• TATEMATSU Syuichiro

  Department of Hygienic Sciences, Kobe Pharmaceutical University

• HATAKEYAMA Susumi

  Faculty of Pharmaceutical Sciences, Nagasaki University

• Kubodera N

  Chugai Pharmaceutical Co. Ltd. Tokyo Jpn

• 畑山 範

  長崎大 大学院医歯薬学総合研究科

• Sugiura Makiko

  Central Analytical Laboratory Kobe Pharmaceutical University

• Reddy G

  Department Of Pediatrics Women And Infants' Hospital Brown University School Of Medicine

• Sugiura M

  Central Analytical Laboratory Kobe Pharmaceutical University

• Reddy G.

  Department Of Pediatrics Women And Infrants' Hospiral Of Rhode Island Brown University School O

• Kubodera Noboru

  Chugai Pharmaceutical Co.

• Tatematsu Syuichiro

  Department Of Hygienic Sciences Kobe Pharmaceutical University

• Hatakeyama Susumi

  Faculty Of Pharmaceutical Sciences Nagasaki University

• kamano Maya

  Department of Hygienic Sciences, Kobe Pharmaceutical University

• Reddy G.

  Department of Electrical Engineering, Indian Institute of Technology, Hauz Khas, New Delhi 110016, India

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