Discovery and SAR of benzyl phenyl ethers as inhibitors of bacterial phenylalanyl-tRNA synthetase

被引:16
|
作者
Montgomery, Justin I. [1 ]
Toogood, Peter L. [1 ]
Hutchings, Kim M. [1 ]
Liu, Jia [1 ]
Narasimhan, Lakshmi [1 ]
Braden, Timothy [1 ]
Dermyer, Michael R. [1 ]
Kulynych, Angela D. [1 ]
Smith, Yvonne D. [1 ]
Warmus, Joseph S. [1 ]
Taylor, Clarke [1 ]
机构
[1] Pfizer Global Res & Dev, Michigan Labs, Ann Arbor, MI 48105 USA
关键词
Phenylalanyl-tRNA synthetase; PheRS; FRS; Aminoacyl-tRNA synthetase; Benzyl phenyl ether; Antibacterial; SAR; POTENT; SERIES; AGENTS;
D O I
10.1016/j.bmcl.2008.12.054
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A series of benzyl phenyl ethers (BPEs) is described that displays potent inhibition of bacterial phenylalanyl-tRNA synthetase. The synthesis, SAR, and select ADMET data are provided. (c) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:665 / 669
页数:5
相关论文
共 50 条
  • [1] Phenylalanyl-tRNA synthetase
    Chakraborty, Shruti
    Banerjee, Rajat
    RESEARCH AND REPORTS IN BIOCHEMISTRY, 2016, 6 : 25 - 38
  • [2] The Role of a Novel Auxiliary Pocket in Bacterial Phenylalanyl-tRNA Synthetase Druggability
    Abibi, Ayome
    Ferguson, Andrew D.
    Fleming, Paul R.
    Gao, Ning
    Hajec, Laurel I.
    Hu, Jun
    Laganas, Valerie A.
    McKinney, David C.
    McLeod, Sarah M.
    Prince, D. Bryan
    Shapiro, Adam B.
    Buurman, Ed T.
    JOURNAL OF BIOLOGICAL CHEMISTRY, 2014, 289 (31) : 21651 - 21662
  • [3] Discovery and optimisation of potent, selective, ethanolamine inhibitors of bacterial phenylalanyl tRNA synthetase
    Jarvest, RL
    Erskine, SG
    Forrest, AK
    Fosberry, AP
    Hibbs, MJ
    Jones, JJ
    O'Hanlon, PJ
    Sheppard, RJ
    Worby, A
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (09) : 2305 - 2309
  • [4] Recognition of tRNA(Phe) by phenylalanyl-tRNA synthetase of Thermus thermophilus
    Moor, NA
    Ankilova, VN
    Lavrik, OI
    EUROPEAN JOURNAL OF BIOCHEMISTRY, 1995, 234 (03): : 897 - 902
  • [5] New class of bacterial phenylalanyl-tRNA synthetase inhibitors with high potency and broad-spectrum activity
    Beyer, D
    Kroll, HP
    Endermann, R
    Schiffer, G
    Siegel, S
    Bauser, M
    Pohlmann, J
    Brands, M
    Ziegelbauer, K
    Haebich, D
    Eymann, C
    Brötz-Oesterhelt, H
    ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 2004, 48 (02) : 525 - 532
  • [6] The phenylalanyl-tRNA synthetase specifically binds DNA
    Lechler, A
    Kreutzer, R
    JOURNAL OF MOLECULAR BIOLOGY, 1998, 278 (05) : 897 - 901
  • [7] Evolution of phenylalanyl-tRNA synthetase by domain losing
    Lin, J
    Huang, JF
    ACTA BIOCHIMICA ET BIOPHYSICA SINICA, 2003, 35 (12) : 1061 - 1065
  • [8] A series of spirocyclic analogues as potent inhibitors of bacterial phenylalanyl-tRNA synthetases
    Yu, XY
    Finn, J
    Hill, JM
    Wang, ZG
    Keith, D
    Silverman, J
    Oliver, N
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (05) : 1339 - 1342
  • [9] Developmental Angiogenesis Requires the Mitochondrial Phenylalanyl-tRNA Synthetase
    Li, Bowen
    Chen, Kun
    Liu, Fangfang
    Zhang, Juan
    Chen, Xihui
    Chen, Tangdong
    Chen, Qi
    Yao, Yan
    Hu, Weihong
    Wang, Li
    Wu, Yuanming
    FRONTIERS IN CARDIOVASCULAR MEDICINE, 2021, 8
  • [10] INHIBITION OF PHENYLALANYL-TRNA SYNTHETASE BY AROMATIC GUANIDINES AND AMIDINES
    DANENBERG, PV
    SANTI, DV
    JOURNAL OF MEDICINAL CHEMISTRY, 1975, 18 (05) : 528 - 530