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 [J].
AHOND, A ;
ALMOURABIT, A ;
BEDOYAZURITA, M ;
HENG, R ;
BRAGA, RM ;
POUPAT, C ;
POTIER, P .
TETRAHEDRON, 1992, 48 (21) :4327-4346
[2]  
BAYLEY H, 1978, TETRAHEDRON LETT, V19, P3633
[3]   SYNTHESIS OF PARAZOANTHOXANTHINS AND PSEUDOZOANTHOXANTHINS [J].
BRAUN, M ;
BUCHI, G ;
BUSHEY, DF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (13) :4208-4213
[4]   SYNTHESIS OF ZOANTHOXANTHINS [J].
BRAUN, M ;
BUCHI, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (10) :3049-3050
[5]   Dispacamides, anti-histamine alkaloids from Caribbean Agelas sponges [J].
Cafieri, F ;
Fattorusso, E ;
Mangoni, A ;
TaglialatelaScafati, O .
TETRAHEDRON LETTERS, 1996, 37 (20) :3587-3590
[6]   Clathramides, unique bromopyrrole alkaloids from the Caribbean sponge Agelas clathrodes [J].
Cafieri, F ;
Fattorusso, E ;
Mangoni, A ;
TaglialatelaScafati, O .
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