Synthesis of cyclic peptides as mimics for the constrained conformation of structural analogues of HIV protease inhibitors

被引:27
作者
Prabhakaran, EN [1 ]
Rajesh, V [1 ]
Dubey, S [1 ]
Iqbal, J [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India
关键词
D O I
10.1016/S0040-4039(00)01951-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A gamma -turn induced cyclisation of tripeptides 4 can be performed in a ring-closing metathesis reaction using Grubb's catalyst to the corresponding cyclic peptides 5. These cyclic peptides mimic the constrained conformation of structural analogues of potential HIV protease inhibitors. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:339 / 342
页数:4
相关论文
共 17 条
  • [1] BETA-TURN TOPOGRAPHY
    BALL, JB
    HUGHES, RA
    ALEWOOD, PF
    ANDREWS, PR
    [J]. TETRAHEDRON, 1993, 49 (17) : 3467 - 3478
  • [2] Polyaniline supported cobalt(II)-salen catalyst: One pot synthesis of beta-phenylisoserine derivatives from cinnamoyl amide
    Das, BC
    Iqbal, J
    [J]. TETRAHEDRON LETTERS, 1997, 38 (16) : 2903 - 2906
  • [3] Polyaniline supported cobalt catalysed one pot stereoselective synthesis of the structural analogues of aminopeptidase inhibitor Bestatin
    De, A
    Basak, P
    Iqbal, J
    [J]. TETRAHEDRON LETTERS, 1997, 38 (48) : 8383 - 8386
  • [4] Design, synthesis, and conformational analysis of a proposed type I β-turn mimic
    Fink, BE
    Kym, PR
    Katzenellenbogen, JA
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (18) : 4334 - 4344
  • [5] Organic chemistry on solid supports
    Fruchtel, JS
    Jung, G
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (01): : 17 - 42
  • [6] GLEE DH, 1995, J AM CHEM SOC, V117, P11867
  • [7] Haubner R., 1997, ANGEW CHEM INT EDIT, V36, P1374
  • [8] Conformational analysis of peptides and pseudopeptides incorporating an endo-(2S,3R)-norborn-5-ene residue as a turn inducer
    Jones, IG
    Jones, W
    North, M
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (05) : 1505 - 1513
  • [9] Peptides constrained to type VI beta-turns .2. Antiparallel beta-ladder formation
    Kim, K
    Germanas, JP
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (09) : 2853 - 2860
  • [10] Antiparallel sheet formation in beta-peptide foldamers: Effects of beta-amino acid substitution on conformational preference
    Krauthauser, S
    Christianson, LA
    Powell, DR
    Gellman, SH
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (48) : 11719 - 11720