Dolastatins .26. Synthesis and stereochemistry of dolastatin 11

被引:46
作者
Bates, RB
Brusoe, KG
Burns, JJ
Caldera, S
Cui, W
Gangwar, S
Gramme, MR
McClure, KJ
Rouen, GP
Schadow, H
Stessman, CC
Taylor, SR
Vu, VH
Yarick, GV
Zhang, JX
Pettit, GR
Bontems, R
机构
[1] ARIZONA STATE UNIV,CANC RES INST,TEMPE,AZ 85287
[2] ARIZONA STATE UNIV,DEPT CHEM,TEMPE,AZ 85287
关键词
D O I
10.1021/ja963857y
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first synthesis of dolastatin 11, a potent antineoplastic agent from the sea hare Dolabella auricularia, confirmed the proposed structure and established the last configuration in this natural product and in dolastatin 12, majusculamide C, and 57-normajusculamide C.
引用
收藏
页码:2111 / 2113
页数:3
相关论文
共 14 条
[1]   ASYMMETRIC SYNTHESES OF 3-AMINO-2-METHYLPENTANOIC ACIDS - CONFIGURATIONS OF THE BETA-AMINO ACID IN MAJUSCULAMIDE C, 57-NORMAJUSCULAMIDE-C AND DOLASTATINS 11 AND 12 [J].
BATES, RB ;
GANGWAR, S .
TETRAHEDRON-ASYMMETRY, 1993, 4 (01) :69-72
[2]   STRUCTURE OF MAJUSCULAMIDE-C, A CYCLIC DEPSIPEPTIDE FROM LYNGBYA-MAJUSCULA [J].
CARTER, DC ;
MOORE, RE ;
MYNDERSE, JS ;
NIEMCZURA, WP ;
TODD, JS .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (02) :236-241
[3]  
DAVIES SG, 1994, SYNLETT, P117
[4]   O-BENZOTRIAZOLYL-N,N,N',N'-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE AS COUPLING REAGENT FOR THE SYNTHESIS OF PEPTIDES OF BIOLOGICAL INTEREST [J].
DOURTOGLOU, V ;
GROSS, B ;
LAMBROPOULOU, V ;
ZIOUDROU, C .
SYNTHESIS-STUTTGART, 1984, (07) :572-574
[5]  
ERLICH A, 1993, TETRAHEDRON LETT, V34, P4781
[6]   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
[7]   A PRACTICAL SYNTHESIS OF (2S,3R)-3-AMINO-2-METHYLPENTANOIC ACID FROM L-ASPARTIC ACID [J].
JEFFORD, CW ;
MCNULTY, J .
HELVETICA CHIMICA ACTA, 1994, 77 (08) :2142-2146
[8]  
KALEMKERIAN GP, UNPUB
[9]   57-NORMAJUSCULAMIDE-C, A MINOR CYCLIC DEPSIPEPTIDE ISOLATED FROM LYNGBYA-MAJUSCULA [J].
MYNDERSE, JS ;
HUNT, AH ;
MOORE, RE .
JOURNAL OF NATURAL PRODUCTS, 1988, 51 (06) :1299-1301
[10]  
PETTIT GR, 1989, HETEROCYCLES, V28, P553