The synthesis and evaluation of cyclic ureas as HIV protease inhibitors:: Modifications of the P1/P1′ residues

被引：29
|
作者：
Patel, M
Bacheler, LT
Rayner, MM
Cordova, BC
Klabe, RM
Erickson-Viitanen, S
Seitz, SP
机构：
[1] Dupont Merck Pharmaceut Co, Expt Stn, Dept Chem & Phys Sci, Wilmington, DE 19880 USA
[2] Dupont Merck Pharmaceut Co, Expt Stn, Dept Virol, Wilmington, DE 19880 USA
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1998年 / 8卷 / 07期
关键词：
D O I：
10.1016/S0960-894X(98)00119-X
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Two series of cyclic ureas modified at the P1/P1' residue were prepared and evaluated for HIV protease inhibition and whole cell antiviral activity. Compounds 8b, 10 (3- and 4-pyridylmethyl analogs) and 6b (4-methoxy analog) showed significant improvement in antiviral activity relative to lead compounds DMP323 and DMP 450. (C) 1998 The DuPont Merck Pharmaceutical Company. Published by Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：823 / 828
页数：6
相关论文
共 50 条
  • [31] SYNTHESIS AND ANTIVIRAL ACTIVITY OF A SERIES OF HIV-1 PROTEASE INHIBITORS WITH FUNCTIONALITY TETHERED TO THE P1 OR P1' PHENYL SUBSTITUENTS - X-RAY CRYSTAL-STRUCTURE ASSISTED DESIGN
    THOMPSON, WJ
    FITZGERALD, PMD
    HOLLOWAY, MK
    EMINI, EA
    DARKE, PL
    MCKEEVER, BM
    SCHLEIF, WA
    QUINTERO, JC
    ZUGAY, JA
    TUCKER, TJ
    SCHWERING, JE
    HOMNICK, CF
    NUNBERG, J
    SPRINGER, JP
    HUFF, JR
    JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (10) : 1685 - 1701
  • [32] Exploration of the P1 residue in 3CL protease inhibitors leading to the discovery of a 2-tetrahydrofuran P1 replacement
    Barton, Linda S.
    Callahan, James F.
    Cantizani, Juan
    Concha, Nestor O.
    Torrejon, Ignacio Cotillo
    Goodwin, Nicole C.
    Joshi-Pangu, Amruta
    Kiesow, Terry J.
    McAtee, Jeff J.
    Mellinger, Mark
    Nixon, Christopher J.
    Padron-Barthe, Laura
    Patterson, Jaclyn R.
    Pearson, Neil D.
    Pouliot, Jeffrey J.
    Rendina, Alan R.
    Santanilla, Alexander Buitrago
    Schneck, Jessica L.
    Sanz, Olalla
    Thalji, Reema K.
    Ward, Paris
    Williams, Shawn P.
    King, Bryan W.
    BIOORGANIC & MEDICINAL CHEMISTRY, 2024, 100
  • [33] Orbifold del Pezzo Surfaces in P1 x P1 x P1 Format
    Qureshi, Muhammad Imran
    EXPERIMENTAL MATHEMATICS, 2024,
  • [34] P1 and P1′ optimization of [3,4]-bicycloproline P2 incorporated tetrapeptidyl α-ketoamide based HCV protease inhibitors
    Chen, SH
    Lamar, J
    Yip, Y
    Victor, F
    Johnson, RB
    Wang, QM
    Glass, JI
    Heinz, B
    Colacino, J
    Guo, DQ
    Tebbe, M
    Munroe, JE
    LETTERS IN DRUG DESIGN & DISCOVERY, 2005, 2 (02) : 118 - 123
  • [35] ORGANIZATION OF THE IMMUNITY REGION IMMI OF BACTERIOPHAGE P1 AND SYNTHESIS OF THE P1 ANTIREPRESSOR
    HEISIG, A
    RIEDEL, HD
    DOBRINSKI, B
    LURZ, R
    SCHUSTER, H
    JOURNAL OF MOLECULAR BIOLOGY, 1989, 209 (04) : 525 - 538
  • [36] Preparation and structure-activity relationship of novel P1/P1'-substituted cyclic urea-based human immunodeficiency virus type-1 protease inhibitors
    Nugiel, DA
    Jacobs, K
    Worley, T
    Patel, M
    Kaltenbach, RF
    Meyer, DT
    Jadhav, PK
    DeLucca, GV
    Smyser, TE
    Klabe, RM
    Bacheler, LT
    Rayner, MM
    Seitz, SP
    JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (11) : 2156 - 2169
  • [37] Virtual resolutions of points in P1 x P1
    Harada, Megumi
    Nowroozi, Maryam
    Van Tuyl, Adam
    JOURNAL OF PURE AND APPLIED ALGEBRA, 2022, 226 (12)
  • [38] Good reduction of certain covers P1 → P1
    Umberto Zannier
    Israel Journal of Mathematics, 2001, 124 : 93 - 114
  • [39] On syzygies of Segre embeddings of P1 x P1
    Lemmens, Alexander
    COMMUNICATIONS IN ALGEBRA, 2021, 49 (03) : 1235 - 1254
  • [40] Osculating varieties and their joins: P1 x P1
    Ballico, Edoardo
    CUBO-A MATHEMATICAL JOURNAL, 2023, 25 (02): : 331 - 347
12345