Literature DB >> 11749604

Efficient and versatile synthesis of novel 2alpha-substituted 1alpha,25-dihydroxyvitamin D(3) analogues and their docking to vitamin D receptors.

Y Suhara1, K I Nihei, M Kurihara, A Kittaka, K Yamaguchi, T Fujishima, K Konno, N Miyata, H Takayama.   

Abstract

Novel 2alpha-substituted 1alpha,25-dihydroxyvitamin D(3) analogues with 2alpha-alkyl and 2alpha-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 2alpha-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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Year:  2001        PMID： 11749604     DOI： 10.1021/jo010375i

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  7 in total

1.  New insights into Vitamin D sterol-VDR proteolysis, allostery, structure-function from the perspective of a conformational ensemble model.

Authors:  Mathew T Mizwicki; Craig M Bula; June E Bishop; Anthony W Norman
Journal:  J Steroid Biochem Mol Biol       Date:  2007-03       Impact factor: 4.292

2.  Evaluation of the potential therapeutic role of a new generation of vitamin D analog, MART-10, in human pancreatic cancer cells in vitro and in vivo.

Authors:  Kun-Chun Chiang; Chun-Nan Yeh; Jun-Te Hsu; Ta-sen Yeh; Yi-yin Jan; Chun-Te Wu; Huang-Yang Chen; Shyh-Chuan Jwo; Masashi Takano; Atsushi Kittaka; Horng-Heng Juang; Tai C Chen
Journal:  Cell Cycle       Date:  2013-04-02       Impact factor: 4.534

3.  Synthesis of 2α-heteroarylalkyl active vitamin d3 with therapeutic effect on enhancing bone mineral density in vivo.

Authors:  Miki Matsuo; Asami Hasegawa; Masashi Takano; Hiroshi Saito; Shinji Kakuda; Takayuki Chida; Ken-Ichiro Takagi; Eiji Ochiai; Kyohei Horie; Yoshifumi Harada; Midori Takimoto-Kamimura; Kazuya Takenouchi; Daisuke Sawada; Atsushi Kittaka
Journal:  ACS Med Chem Lett       Date:  2013-05-28       Impact factor: 4.345

Review 4.  Potent 19-norvitamin D analogs for prostate and liver cancer therapy.

Authors:  Atsushi Kittaka; Akihiro Yoshida; Kun-Chun Chiang; Masashi Takano; Daisuke Sawada; Toshiyuki Sakaki; Tai C Chen
Journal:  Future Med Chem       Date:  2012-10       Impact factor: 3.808

5.  MART-10, a newly synthesized vitamin D analog, represses metastatic potential of head and neck squamous carcinoma cells.

Authors:  Shih-Wei Yang; Chi-Ying Tsai; Yi-Chun Pan; Chun-Nan Yeh; Jong-Hwei S Pang; Masashi Takano; Atsushi Kittaka; Horng-Heng Juang; Tai C Chen; Kun-Chun Chiang
Journal:  Drug Des Devel Ther       Date:  2016-06-17       Impact factor: 4.162

Review 6.  Development of In Vitro and In Vivo Evaluation Systems for Vitamin D Derivatives and Their Application to Drug Discovery.

Authors:  Kaori Yasuda; Miyu Nishikawa; Hiroki Mano; Masashi Takano; Atsushi Kittaka; Shinichi Ikushiro; Toshiyuki Sakaki
Journal:  Int J Mol Sci       Date:  2021-10-31       Impact factor: 5.923

7.  MART-10, a New Generation of Vitamin D Analog, Is More Potent than 1α,25-Dihydroxyvitamin D(3) in Inhibiting Cell Proliferation and Inducing Apoptosis in ER+ MCF-7 Breast Cancer Cells.

Authors:  Kun-Chun Chiang; Chun-Nan Yeh; Shin-Cheh Chen; Shih-Che Shen; Jun-Te Hsu; Ta-Sen Yeh; Jong-Hwei S Pang; Li-Jen Su; Masashi Takano; Atsushi Kittaka; Horng-Heng Juang; Tai C Chen
Journal:  Evid Based Complement Alternat Med       Date:  2012-12-11       Impact factor: 2.629
  7 in total

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