New dimeric macrolide glycosides from the marine sponge Myriastra clavosa

被引:53
作者
Erickson, KL [1 ]
Gustafson, KR [1 ]
Pannell, LK [1 ]
Beutler, JA [1 ]
Boyd, MR [1 ]
机构
[1] NCI, Mol Targets Drug Discovery Program, Ctr Canc Res, Frederick, MD 21701 USA
来源
JOURNAL OF NATURAL PRODUCTS | 2002年 / 65卷 / 09期
关键词
D O I
10.1021/np020193z
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Clavosolides A-D (1-4), dimeric macrolides incorporating cyclopropyl, tetrahydropyranyl, and glycosidic ring systems, were isolated from the cytotoxic extract of a Philippines collection of the marine sponge Myriastra clavosa. The structures of the clavosolides, which occurred as only trace metabolites, were elucidated through extensive NMR spectroscopic analyses. Clavosolides A (1) and B (2) were recently reported metabolites from M. clavosa, while the unsymmetrical dimers clavosolides C (3) and D (4) had new structures.
引用
收藏
页码:1303 / 1306
页数:4
相关论文
共 23 条
[1]   Alertenone, a dimer of suberosenone from Alertigorgia sp. [J].
Bokesch, HR ;
Blunt, JW ;
Westergaard, CK ;
Cardellina, JH ;
Johnson, TR ;
Michael, JA ;
McKee, TC ;
Hollingshead, MG ;
Boyd, MR .
JOURNAL OF NATURAL PRODUCTS, 1999, 62 (04) :633-635
[2]  
Boyd M. R., 1993, CURRENT THERAPY ONCO, P11
[3]  
Boyd MR, 2001, J PHARMACOL EXP THER, V297, P114
[4]   SOME PRACTICAL CONSIDERATIONS AND APPLICATIONS OF THE NATIONAL-CANCER-INSTITUTE IN-VITRO ANTICANCER DRUG DISCOVERY SCREEN [J].
BOYD, MR ;
PAULI, KD .
DRUG DEVELOPMENT RESEARCH, 1995, 34 (02) :91-109
[5]  
Breitmaier E., 1987, CARBON 13 NMR SPECTR, P379
[6]   Isolation of calyculins, calyculinamides, and swinholide H from the New Zealand deep-water marine sponge Lamellomorpha strongylata [J].
Dumdei, EJ ;
Blunt, JW ;
Munro, MHG ;
Pannell, LK .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (08) :2636-2639
[7]   Clavosines A-C from the marine sponge Myriastra clavosa:: Potent cytotoxins and inhibitors of protein phosphatases 1 and 2A [J].
Fu, X ;
Schmitz, FJ ;
Kelly-Borges, M ;
McCready, TL ;
Holmes, CFB .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (22) :7957-7963
[8]   THE MACROLACTINS, A NOVEL CLASS OF ANTIVIRAL AND CYTO-TOXIC MACROLIDES FROM A DEEP-SEA MARINE BACTERIUM [J].
GUSTAFSON, K ;
ROMAN, M ;
FENICAL, W .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (19) :7519-7524
[9]   THE BIOACTIVE MARINE METABOLITES .16. CALYCULIN-A, A NOVEL ANTITUMOR METABOLITE FROM THE MARINE SPONGE DISCODERMIA-CALYX [J].
KATO, Y ;
FUSETANI, N ;
MATSUNAGA, S ;
HASHIMOTO, K ;
FUJITA, S ;
FURUYA, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (10) :2780-2781
[10]   ISOLATION AND STRUCTURE ELUCIDATION OF CALYCULIN-B, CALYCULIN-C, AND CALYCULIN-D, NOVEL ANTITUMOR METABOLITES, FROM THE MARINE SPONGE DISCODERMIA-CALYX [J].
KATO, Y ;
FUSETANI, N ;
MATSUNAGA, S ;
HASHIMOTO, K ;
KOSEKI, K .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (17) :3930-3932