Efficient and versatile synthesis of novel 2α-substituted 1α,25-dihydroxyvitamin D3 analogues and their docking to vitamin D receptors

Y. Suhara; K. I. Nihei; M. Kurihara; A. Kittaka; K. Yamaguchi; T. Fujishima; K. Konno; N. Miyata; H. Takayama

doi:10.1021/jo010375i

Efficient and versatile synthesis of novel 2α-substituted 1α,25-dihydroxyvitamin D₃ analogues and their docking to vitamin D receptors

Y. Suhara, K. I. Nihei, M. Kurihara, A. Kittaka, K. Yamaguchi, T. Fujishima, K. Konno, N. Miyata, H. Takayama

研究成果: Article › 査読

98 被引用数 (Scopus)

抄録

Novel 2α-substituted 1α,25-dihydroxyvitamin D₃ analogues with 2α-alkyl and 2α-hydroxyalkyl groups were systematically synthesized from D-xylose. Their conformation on binding to the ligand binding domain (LBD) of the vitamin D receptor was analyzed. It has been found that the 2α-hydroxypropyl group best fits the cavity of the LBD, and the binding activity is three times higher than that for the natural hormone.

本文言語	English
ページ（範囲）	8760-8771
ページ数	12
ジャーナル	Journal of Organic Chemistry
巻	66
号	26
DOI	https://doi.org/10.1021/jo010375i
出版ステータス	Published - 2001 12月 28
外部発表	はい

ASJC Scopus subject areas

有機化学

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10.1021/jo010375i

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引用スタイル

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AU - Kittaka, A.

AU - Yamaguchi, K.

AU - Fujishima, T.

AU - Konno, K.

AU - Miyata, N.

AU - Takayama, H.

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AB - Novel 2α-substituted 1α,25-dihydroxyvitamin D3 analogues with 2α-alkyl and 2α-hydroxyalkyl groups were systematically synthesized from D-xylose. Their conformation on binding to the ligand binding domain (LBD) of the vitamin D receptor was analyzed. It has been found that the 2α-hydroxypropyl group best fits the cavity of the LBD, and the binding activity is three times higher than that for the natural hormone.

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