ISOLATION, STRUCTURE, AND SYNTHESIS OF DOLASTATIN-C, A NEW DEPSIPEPTIDE FROM THE SEA HARE DOLABELLA-AURICULARIA

被引:33
作者
SONE, H [1 ]
NEMOTO, T [1 ]
OJIKA, M [1 ]
YAMADA, K [1 ]
机构
[1] NAGOYA UNIV,FAC SCI,DEPT CHEM,NAGOYA 464,JAPAN
关键词
D O I
10.1016/S0040-4039(00)61355-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Dolastatin C (1), a new depsipeptide exhibiting weak cytotoxicity, has been isolated from the Japanese sea hare Dolabella auricularia. The structure of 1 was elucidated by spectroscopic analysis and chemical degradation. The synthesis of 1 was carried out to confirm the structure unambiguously.
引用
收藏
页码:8445 / 8448
页数:4
相关论文
共 17 条
[1]   N-SUBSTITUTED AMINO-ACIDS .1. A NEW METHOD OF PREPARATION OF DIMETHYLAMINO-ACIDS [J].
BOWMAN, RE ;
STROUD, HH .
JOURNAL OF THE CHEMICAL SOCIETY, 1950, (MAY) :1342-1345
[2]   N-METHYLAMINO ACIDS IN PEPTIDE-SYNTHESIS .5. SYNTHESIS OF N-TERT-BUTYLOXYCARBONYL, N-METHYLAMINO ACIDS BY N-METHYLATION [J].
CHEUNG, ST ;
BENOITON, NL .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1977, 55 (05) :906-910
[3]   EFFICIENT TOTAL SYNTHESIS OF DIDEMNINS A AND B [J].
HAMADA, Y ;
KONDO, Y ;
SHIBATA, M ;
SHIOIRI, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (02) :669-673
[4]  
Kobayashi J., 1992, ALKALOIDS, V41, P41
[5]  
LUTZ O, 1932, CHEM BER, V65, P784
[6]   DOLICULOL-A AND DOLICULOL-B, THE NONHALOGENATED C-15 ACETOGENINS WITH CYCLIC ETHER FROM THE SEA HARE DOLABELLA-AURICULARIA [J].
OJIKA, M ;
NEMOTO, T ;
YAMADA, K .
TETRAHEDRON LETTERS, 1993, 34 (21) :3461-3462
[7]  
PETIT GR, 1992, 7TH INT S MAR NAT PR
[8]   ANTINEOPLASTIC AGENTS .189. THE ABSOLUTE-CONFIGURATION AND SYNTHESIS OF NATURAL (-)-DOLASTATIN-10 [J].
PETTIT, GR ;
SINGH, SB ;
HOGAN, F ;
LLOYDWILLIAMS, P ;
HERALD, DL ;
BURKETT, DD ;
CLEWLOW, PJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (14) :5463-5465
[9]   ANTINEOPLASTIC AGENTS .136. THE ISOLATION AND STRUCTURE OF A REMARKABLE MARINE ANIMAL ANTINEOPLASTIC CONSTITUENT - DOLASTATIN 10 [J].
PETTIT, GR ;
KAMANO, Y ;
HERALD, CL ;
TUINMAN, AA ;
BOETTNER, FE ;
KIZU, H ;
SCHMIDT, JM ;
BACZYNSKYJ, L ;
TOMER, KB ;
BONTEMS, RJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (22) :6883-6885
[10]   ANTINEOPLASTIC AGENTS .187. ISOLATION AND STRUCTURE OF THE CYTOSTATIC LINEAR DEPSIPEPTIDE DOLASTATIN-15 [J].
PETTIT, GR ;
KAMANO, Y ;
DUFRESNE, C ;
CERNY, RL ;
HERALD, CL ;
SCHMIDT, JM .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (26) :6005-6006