Nortropinyl-arylsulfonylureas as novel, reversible inhibitors of human steroid sulfatase

被引：21
|
作者：
Nussbaumer, P
Geyl, D
Horvath, A
Lehr, P
Wolff, B
Billich, A
机构：
[1] Novartis Res Inst Vienna, A-1235 Vienna, Austria
[2] Novartis Inst Biomed Res, Basel, Switzerland
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2003年 / 13卷 / 21期
关键词：
D O I：
10.1016/j.bmcl.2003.08.019
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Steroid sulfatase (STS) has emerged as an attractive target for a range of estrogen- and androgen- dependent diseases. Searching for novel chemotypes as STS inhibitors, we identified nortropinyl-arylsulfonylurea 3 as a hit from high-throughput screening. A series of analogues was prepared in order to explore the essential structural elements for STS inhibition, and first structure-activity relationships were established. Mechanistic investigations revealed that the compounds are reversible, competitive inhibitors of STS. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3673 / 3677
页数：5
相关论文
共 50 条
  • [31] First dual aromatase-steroid sulfatase inhibitors
    Woo, LWL
    Sutcliffe, OB
    Bubert, C
    Grasso, A
    Chander, SK
    Purohit, A
    Reed, MJ
    Potter, BVL
    JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (15) : 3193 - 3196
  • [32] Steroid sulfatase inhibitors for the topical treatment of skin disorders
    Reed, M. J.
    Purohit, A.
    Woo, L. W. L.
    Potter, B. V. L.
    DRUGS OF THE FUTURE, 2008, 33 (07) : 597 - 606
  • [33] Structure Based Design of Potential Inhibitors of Steroid Sulfatase
    Costa, Elisangela V.
    Emilia Sousa, M.
    Rocha, J.
    Montanari, Carlos A.
    Madalena Pinto, M.
    ADVANCES IN BIOINFORMATICS, 2010, 74 : 151 - +
  • [34] Synthesis of bicoumarin thiophosphate derivatives as steroid sulfatase inhibitors
    Demkowicz, Sebastian
    Kozak, Witold
    Dasko, Mateusz
    Magyk, Maciej
    Gielniewski, Bartlomiej
    Rachon, Janusz
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 101 : 358 - 366
  • [35] TARGETING STEROID SULFATASE WITH NOVEL INHIBITORS SUPPRESSES CRPC TUMOR GROWTH AND IMPROVES RESPONSE TO ENZALUTAMIDE
    Armstrong, Cameron
    Liu, Chengfei
    Liu, Liangren
    Yang, Joy
    Lou, Wei
    Evans, Christopher
    Li, Pui-Kai
    Gao, Allen
    JOURNAL OF UROLOGY, 2020, 203 : E1208 - E1208
  • [36] STEROID SULFATASE ACTIVITIES IN HUMAN BREAST TUMORS
    DAO, TL
    HAYES, C
    LIBBY, PR
    PROCEEDINGS OF THE SOCIETY FOR EXPERIMENTAL BIOLOGY AND MEDICINE, 1974, 146 (02): : 381 - 384
  • [37] 2-(1-adamantyl)-4-(thio)chromenone-6-carboxylic acids: Potent reversible inhibitors of human steroid sulfatase
    Horvath, A
    Nussbaumer, P
    Wolff, B
    Billich, A
    JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (17) : 4268 - 4276
  • [38] STEROID SULFATASE ACTIVITY IN HUMAN-LEUKOCYTES
    MIYAKAWA, I
    KAWANO, Y
    TANIYAMA, K
    MORI, N
    GYNECOLOGIC AND OBSTETRIC INVESTIGATION, 1994, 38 (03) : 191 - 193
  • [39] Immunohistochemical analysis of steroid sulfatase in human tissues
    Selcer, Kyle W.
    DiFrancesca, Heidi M.
    Chandra, Abhinav B.
    Li, Pui-Kai
    JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, 2007, 105 (1-5): : 115 - 123
  • [40] HUMAN PLACENTAL STEROID SULFATASE - PURIFICATION AND PROPERTIES
    NOEL, H
    PLANTE, L
    BLEAU, G
    CHAPDELAINE, A
    ROBERTS, KD
    JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, 1983, 19 (05): : 1591 - 1598
12345