Glycolipids from sponges.: 6.: Plakoside A and B, two unique prenylated glycosphingolipids with immunosuppressive activity from the marine sponge Plakortis simplex

被引:81
作者
Costantino, V [1 ]
Fattorusso, E [1 ]
Mangoni, A [1 ]
Di Rosa, M [1 ]
Ianaro, A [1 ]
机构
[1] Univ Naples Federico II, Dipartimento Chim Sostanze Nat & Farmacol Sperime, I-80131 Naples, Italy
关键词
D O I
10.1021/ja9727225
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Plakoside A (la) and B (29), two unique glycosphingolipids belonging to a new class of prenylated glycolipid, have been isolated from the marine sponge Plakortis simplex, and their structures have been determined by spectroscopic and chemical means. Plakosides are strongly immunosuppressive on activated T cells and proved to be useful natural models for an improved comprehension of the structural requirements for immunomodulating activity of glycosphingolipids.
引用
收藏
页码:12465 / 12470
页数:6
相关论文
共 17 条
[1]  
CAFIERI F, 1995, LIEBIGS ANN, P1477
[2]  
Cafieri F, 1996, GAZZ CHIM ITAL, V126, P711
[3]  
CAFIERI F, 1994, LIEBIGS ANN CHEM, P1186
[4]   AN UNUSUAL ETHER GLYCOLIPID FROM THE SENEGALESE SPONGE TRIKENTRION-LOEVE CARTER [J].
COSTANTINO, V ;
FATTORUSSO, E ;
MANGONI, A ;
AKNIN, M ;
FALL, A ;
SAMB, A ;
MIRALLES, J .
TETRAHEDRON, 1993, 49 (13) :2711-2716
[5]  
Costantino V, 1995, LIEBIGS ANN-RECL, P2133
[6]  
COSTANTINO V, 1995, LIEBIGS ANN, P1471
[7]   ISOLATION OF 5-MEMBERED CYCLITOL GLYCOLIPIDS, CRASSERIDES - UNIQUE GLYCERIDES FROM THE SPONGE PSEUDOCERATINA-CRASSA [J].
COSTANTINO, V ;
FATTORUSSO, E ;
MANGONI, A .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (01) :186-191
[8]   Glycolipids from sponges .4. Immunomodulating glycosyl ceramides from the marine sponge Agelas dispar. [J].
Costantino, V ;
Fattorusso, E ;
Mangoni, A ;
DiRosa, M ;
Ianaro, A ;
Maffia, P .
TETRAHEDRON, 1996, 52 (05) :1573-1578
[9]  
CRAIG JC, 1970, TETRAHEDRON, V26, P3457
[10]   FATTY-ACIDS PART 50 - C-13-NUCLEAR MAGNETIC-RESONANCE STUDIES OFOLEFINIC FATTY-ACIDS AND ESTERS [J].
GUNSTONE, FD ;
POLLARD, MR ;
SCRIMGEOUR, CM ;
VEDANAYAGAM, HS .
CHEMISTRY AND PHYSICS OF LIPIDS, 1977, 18 (01) :115-129