BIOACTIVE MARINE METABOLITES .48. CINACHYROLIDE-A - A POTENT CYTOTOXIC MACROLIDE POSSESSING 2 SPIRO KETALS FROM MARINE SPONGE CINACHYRA SP

被引:137
作者
FUSETANI, N
SHIMODA, K
MATSUNAGA, S
机构
[1] Laboratory of Marine Biochemistry, Faculty of Agriculture, University of Tokyo, Tokyo 113, Bunkyo-ku
关键词
D O I
10.1021/ja00063a017
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly cytotoxic macrolide, cinachyrolide A, has been isolated from marine sponge Cinachyra sp. The gross structure was determined mainly by extensive 2D NMR experiments. The relative stereochemistry of the six oxane rings is proposed on the basis of NOESY data.
引用
收藏
页码:3977 / 3981
页数:5
相关论文
共 18 条
[1]   AVERMECTINS - STRUCTURE DETERMINATION [J].
ALBERSSCHONBERG, G ;
ARISON, BH ;
CHABALA, JC ;
DOUGLAS, AW ;
ESKOLA, P ;
FISHER, MH ;
LUSI, A ;
MROZIK, H ;
SMITH, JL ;
TOLMAN, RL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (14) :4216-4221
[2]   NEW PHOSPHOLIPID FATTY-ACIDS FROM THE MARINE SPONGE CINACHYRELLA-ALLOCLADA ULICZKA [J].
BARNATHAN, G ;
MIRALLES, J ;
GAYDOU, EM ;
BOURYESNAULT, N ;
KORNPROBST, JM .
LIPIDS, 1992, 27 (10) :779-784
[3]   STRUCTURE ELUCIDATION OF THE ANTIBIOTIC DESERTOMYCIN THROUGH THE USE OF NEW TWO-DIMENSIONAL NMR TECHNIQUES [J].
BAX, A ;
ASZALOS, A ;
DINYA, Z ;
SUDO, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (25) :8056-8063
[4]   SWINHOLIDE-A, A NEW MARINE MACROLIDE - COMPLETE ASSIGNMENT OF H-1 AND C-13 SPECTRA BY 2D NMR TECHNIQUES [J].
CARMELY, S ;
ROTEM, M ;
KASHMAN, Y .
MAGNETIC RESONANCE IN CHEMISTRY, 1986, 24 (04) :343-349
[5]  
DAURIA MV, 1991, TETRAHEDRON LETT, V32, P2149
[6]  
Deslongchamps P., 1983, STEREOELECTRONIC EFF
[7]   COMPLETE PROTON AND C-13 NMR ASSIGNMENT OF THE ALKALOID GEPHYROTOXIN THROUGH THE USE OF HOMONUCLEAR HARTMANN-HAHN AND TWO-DIMENSIONAL NMR-SPECTROSCOPY [J].
EDWARDS, MW ;
BAX, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (05) :918-923
[8]   TOTAL SYNTHESIS OF THE MACROLIDE ANTIBIOTIC CYTOVARICIN [J].
EVANS, DA ;
KALDOR, SW ;
JONES, TK ;
CLARDY, J ;
STOUT, TJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (19) :7001-7031
[9]   BIOACTIVE MARINE METABOLITES .35. CYTOTOXIC METABOLITES OF THE MARINE SPONGE MYCALE-ADHAERENS LAMBE [J].
FUSETANI, N ;
SUGAWARA, T ;
MATSUNAGA, S ;
HIROTA, H .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (16) :4971-4974
[10]   PRACTICAL ASPECTS OF THE E-COSY TECHNIQUE - MEASUREMENT OF SCALAR SPIN SPIN COUPLING-CONSTANTS IN PEPTIDES [J].
GRIESINGER, C ;
SORENSEN, OW ;
ERNST, RR .
JOURNAL OF MAGNETIC RESONANCE, 1987, 75 (03) :474-492