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
    BATES, RB
    GANGWAR, S
    [J]. TETRAHEDRON-ASYMMETRY, 1993, 4 (01) : 69 - 72
  • [2] STRUCTURE OF MAJUSCULAMIDE-C, A CYCLIC DEPSIPEPTIDE FROM LYNGBYA-MAJUSCULA
    CARTER, DC
    MOORE, RE
    MYNDERSE, JS
    NIEMCZURA, WP
    TODD, JS
    [J]. 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
    DOURTOGLOU, V
    GROSS, B
    LAMBROPOULOU, V
    ZIOUDROU, C
    [J]. SYNTHESIS-STUTTGART, 1984, (07): : 572 - 574
  • [5] ERLICH A, 1993, TETRAHEDRON LETT, V34, P4781
  • [6] EFFICIENT TOTAL SYNTHESIS OF DIDEMNINS A AND B
    HAMADA, Y
    KONDO, Y
    SHIBATA, M
    SHIOIRI, T
    [J]. 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
    JEFFORD, CW
    MCNULTY, J
    [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
    MYNDERSE, JS
    HUNT, AH
    MOORE, RE
    [J]. JOURNAL OF NATURAL PRODUCTS, 1988, 51 (06): : 1299 - 1301
  • [10] PETTIT GR, 1989, HETEROCYCLES, V28, P553