Synthesis of 2-aminoimidazole marine metabolites: Hymenidin, oroidin and keramadine

被引:39
作者
DaninosZeghal, S [1 ]
AlMourabit, A [1 ]
Ahond, A [1 ]
Poupat, C [1 ]
Potier, P [1 ]
机构
[1] CNRS,INST CHIM SUBST NAT,F-91198 GIF SUR YVETTE,FRANCE
关键词
marine; 2-aminoimidazole; hymenidin; oroidin; keramadine;
D O I
10.1016/S0040-4020(97)00452-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Through a general synthetic scheme, hymenidin, oroidin and keramadine, all marine 2-aminoimidazole metabolites were prepared. Seven steps from imidazolemethanol provided an improved synthesis of oroidin and the first synthesis of hymenidin and keramadine. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:7605 / 7614
页数:10
相关论文
共 17 条
  • [1] STEREOSELECTIVE SYNTHESIS OF GIROLLINE
    AHOND, A
    ALMOURABIT, A
    BEDOYAZURITA, M
    HENG, R
    BRAGA, RM
    POUPAT, C
    POTIER, P
    [J]. TETRAHEDRON, 1992, 48 (21) : 4327 - 4346
  • [2] BAYLEY H, 1978, TETRAHEDRON LETT, V19, P3633
  • [3] SYNTHESIS OF PARAZOANTHOXANTHINS AND PSEUDOZOANTHOXANTHINS
    BRAUN, M
    BUCHI, G
    BUSHEY, DF
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (13) : 4208 - 4213
  • [4] SYNTHESIS OF ZOANTHOXANTHINS
    BRAUN, M
    BUCHI, G
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (10) : 3049 - 3050
  • [5] Dispacamides, anti-histamine alkaloids from Caribbean Agelas sponges
    Cafieri, F
    Fattorusso, E
    Mangoni, A
    TaglialatelaScafati, O
    [J]. TETRAHEDRON LETTERS, 1996, 37 (20) : 3587 - 3590
  • [6] Clathramides, unique bromopyrrole alkaloids from the Caribbean sponge Agelas clathrodes
    Cafieri, F
    Fattorusso, E
    Mangoni, A
    TaglialatelaScafati, O
    [J]. TETRAHEDRON, 1996, 52 (43) : 13713 - 13720
  • [7] Cornec C., 2015, THESIS U PARIS SUD
  • [8] DANINOS S, 1994, B SOC CHIM FR, V131, P590
  • [9] DENANTEUIL G, 1986, B SOC CHIM FR, P813
  • [10] DEVAULTIER M, 1983, TETRAHEDRON LETT, V24, P763