The synthesis of symmetrical and unsymmetrical P1/P1′ cyclic ureas as HIV protease inhibitors

被引：28
|
作者：
Patel, M
Kaltenbach, RF
Nugiel, DA
McHugh, RJ
Jadhav, PK
Bacheler, LT
Cordova, BC
Klabe, RM
Erickson-Viitanen, S
Garber, S
Reid, C
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 / 09期
关键词：
D O I：
10.1016/S0960-894X(98)00175-9
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Cyclic urea SD146, a potent HIV protease inhibitor bearing a flat resistance profile, possessed poor solubility and bioavailability, which precluded further development of the compound. In an effort to improve upon the pharmacokinetic profile of the compound, several analogs modified at the P1/P1' residues were prepared and evaluated. Several of those compounds displayed significant improvement of physical properties. (C) 1998 The DuPont Merck Pharmaceutical Company. Published by Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：1077 / 1082
页数：6
相关论文
共 50 条
  • [31] 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
  • [32] 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
  • [33] Good reduction of certain covers P1 → P1
    Umberto Zannier
    Israel Journal of Mathematics, 2001, 124 : 93 - 114
  • [34] Virtual resolutions of points in P1 x P1
    Harada, Megumi
    Nowroozi, Maryam
    Van Tuyl, Adam
    JOURNAL OF PURE AND APPLIED ALGEBRA, 2022, 226 (12)
  • [35] On syzygies of Segre embeddings of P1 x P1
    Lemmens, Alexander
    COMMUNICATIONS IN ALGEBRA, 2021, 49 (03) : 1235 - 1254
  • [36] Osculating varieties and their joins: P1 x P1
    Ballico, Edoardo
    CUBO-A MATHEMATICAL JOURNAL, 2023, 25 (02): : 331 - 347
  • [37] Virtual complete intersections in P1 x P1
    Gao, Jiyang
    Li, Yutong
    Loper, Michael C.
    Mattoo, Amal
    JOURNAL OF PURE AND APPLIED ALGEBRA, 2021, 225 (01)
  • [38] P1′ oxadiazole protease inhibitors with excellent activity against native and protease inhibitor-resistant HIV-1
    Kim, RM
    Rouse, EA
    Chapman, KT
    Schleif, WA
    Olsen, DB
    Stahlhut, M
    Rutkowski, CA
    Emini, EA
    Tata, JR
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (18) : 4651 - 4654
  • [39] Invariant curves for endomorphisms of P1 x p1
    Pakovich, Fedor
    MATHEMATISCHE ANNALEN, 2023, 385 (1-2) : 259 - 307
  • [40] Good reduction of certain covers P1→P1
    Zannier, U
    ISRAEL JOURNAL OF MATHEMATICS, 2001, 124 (1) : 93 - 114
12345