Synthesis of amphiphilic polyhydroxylated pyrrolidines as potential glycosidase inhibitors

被引:16
|
作者
Esposito, A [1 ]
Falorni, M [1 ]
Taddei, M [1 ]
机构
[1] Univ Sassari, Dipartimento Chim, I-07100 Sassari, Italy
关键词
pyrrolidines; antivirals; enzyme inhibitors; cyclisation;
D O I
10.1016/S0040-4039(98)01361-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several polyhydroxylated pyrrolidines with an aliphatic long chain on the ring nitrogen were prepared starting from D-mannitol. An amphiphilic bis-azasugar scaffold has been also prepared. These products behave as cationic surfactants and show a promising anti HIV-I activity. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6543 / 6546
页数:4
相关论文
共 50 条
  • [1] SYNTHESIS OF POLYHYDROXYLATED PYRROLIDINES, PIPERIDINES, AND OCTAHYDROINDOLIZINES AS GLYCOSIDASE INHIBITORS
    FLEET, GWJ
    SWAINSONINE AND RELATED GLYCOSIDASE INHIBITORS, 1989, : 382 - 395
  • [2] Synthesis of polyhydroxylated piperidines and evaluation as glycosidase inhibitors
    Tite, T
    Lallemand, MC
    Poupon, E
    Kunesch, N
    Tillequin, F
    Gravier-Pelletier, C
    Le Merrer, Y
    Husson, HP
    BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (19) : 5091 - 5097
  • [3] SYNTHESIS OF POLYHYDROXYLATED AMINO-COMPOUNDS AS GLYCOSIDASE INHIBITORS
    FLEET, GWJ
    GLYCOCONJUGATE JOURNAL, 1988, 5 (03) : 338 - 338
  • [4] Improvements to the synthesis of polyhydroxylated pyrrolidines
    Greco, NJ
    Liotta, LJ
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 223 : U267 - U267
  • [5] Improvements to the synthesis of polyhydroxylated pyrrolidines
    Leone, EM
    Liotta, LJ
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 223 : U267 - U267
  • [6] The synthesis of polyhydroxylated pyrrolidines.
    Xavier, JL
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1998, 215 : U310 - U310
  • [7] IOOC route to substituted chiral pyrrolidines. Potential glycosidase inhibitors
    Falb, E
    Bechor, Y
    Nudelman, A
    Hassner, A
    Albeck, A
    Gottlieb, HE
    JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (02): : 498 - 506
  • [8] Synthesis and study of polyhydroxylated pyrrolidines.
    Comita, JM
    Liotta, L
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 221 : U148 - U148
  • [9] Stereoselective synthesis of derivatives of polyhydroxylated pyrrolidines
    Li, XL
    Tian, J
    Xu, XM
    Hou, YJ
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2006, 27 (04): : 660 - 665
  • [10] Asymmetric synthesis of 3-amino-4-hydroxy-2-(hydroxymethyl) pyrrolidines as potential glycosidase inhibitors
    Curtis, Kim L.
    Evinson, Emma L.
    Handa, Sandeep
    Singh, Kuldip
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2007, 5 (21) : 3544 - 3553