Synthesis and biological evaluation of phosphonate analogues of 1α,25-dihydroxyvitamin D3

被引：1
|
作者：
Han, G [1 ]
机构：
[1] Johns Hopkins Univ, Dept Chem, Baltimore, MD 21218 USA
来源：
ARCHIVES OF PHARMACAL RESEARCH | 2000年 / 23卷 / 03期
关键词：
vitamin D-3; calcitriol; analogue; phosphonate; antiproliferative activity;
D O I：
10.1007/BF02976446
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A new series of phosphonate side chain analogues of 1 alpha,25-dihydroxyvitamin D-3 (1) have been synthesized. Antiproliferative activities of theses analogues (8a,b and 9a,b) using human keratinocyte cell shows that analogues which have natural A-ring show higher activity than unnatural A-ring series and almost equally active to 1 alpha,25-Dihydroxyvitamin D-3 (1) at 1 mu M level.
引用
收藏
页码：206 / 210
页数：5
相关论文
共 50 条
  • [1] Synthesis and biological evaluation of phosphonate analogues of 1α, 25-dihydroxyvitamin D3
    Gyoonhee Han
    Archives of Pharmacal Research, 2000, 23 : 206 - 210
  • [2] Synthesis and preliminary biological evaluation of new antiproliferative aromatic analogues of 1α,25-dihydroxyvitamin D3
    Thomas, Emmanuel
    Brion, Jean-Daniel
    Peyrat, Jean-Francois
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2014, 86 : 381 - 393
  • [3] Synthesis and Biological Evaluation of 1α,25-Dihydroxyvitamin D3 Analogues Hydroxymethylated at C-26
    Regueira, Maria A.
    Samanta, Shaonly
    Malloy, Peter J.
    Ordonez-Moran, Paloma
    Resende, Diana
    Sussman, Fredy
    Munoz, Alberto
    Mourino, Antonio
    Feldman, David
    Torneiro, Mercedes
    JOURNAL OF MEDICINAL CHEMISTRY, 2011, 54 (11) : 3950 - 3962
  • [4] Chemoenzymatic synthesis and biological evaluation of C-3 carbamate analogues of 1α,25-dihydroxyvitamin D3
    Gotor-Fernández, V
    Fernández, S
    Ferrero, M
    Gotor, V
    Bouillon, R
    Verstuyf, A
    BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (20) : 5443 - 5451
  • [5] Conformationally restricted hybrid analogues of the hormone 1α,25-dihydroxyvitamin D3:: Design, synthesis, and biological evaluation
    White, MC
    Burke, MD
    Peleg, S
    Brem, H
    Posner, GH
    BIOORGANIC & MEDICINAL CHEMISTRY, 2001, 9 (07) : 1691 - 1699
  • [6] Conceptually new sulfone analogues of the hormone 1α,25-dihydroxyvitamin D3:: Synthesis and preliminary biological evaluation
    Posner, GH
    Wang, Q
    Han, GH
    Lee, JK
    Crawford, K
    Zand, S
    Brem, H
    Peleg, S
    Dolan, P
    Kensler, TW
    JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (18) : 3425 - 3435
  • [7] Methyl-introduced A-ring analogues of 1α,25-dihydroxyvitamin D3:: Synthesis and biological evaluation
    Fujishima, Toshie
    Tsutsumi, Ryuji
    Negishi, Yoichi
    Fujii, Shinya
    Takayama, Hiroaki
    Kittaka, Atsushi
    Kurihara, Masaaki
    ANTICANCER RESEARCH, 2006, 26 (4A) : 2633 - 2636
  • [8] Syntheses and biological evaluation of novel 2α-substituted 1α,25-dihydroxyvitamin D3 analogues
    Suhara, Y
    Nihei, K
    Tanigawa, H
    Fujishima, T
    Konno, K
    Nakagawa, K
    Okano, T
    Takayama, H
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2000, 10 (10) : 1129 - 1132
  • [9] Versatile synthesis and biological evaluation of 1,3-diamino-substituted 1α,25-dihydroxyvitamin D3 analogues
    Oves, D
    Fernández, S
    Ferrero, M
    Bouillon, R
    Verstuyf, A
    Gotor, V
    BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (04) : 928 - 937
  • [10] Synthesis and biological evaluation of 1α,25-dihydroxyvitamin D3 analogues with aromatic side chains attached at C-17
    Liu, Chao
    Zhao, Guo-Dong
    Mao, Xinliang
    Suenaga, Tsutomu
    Fujishima, Toshie
    Zhang, Cheng-Mei
    Liu, Zhao-Peng
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2014, 85 : 569 - 575
12345