Total synthesis and revision of absolute configuration of antillatoxin, an ichthyotoxic cyclic lipopeptide of marine origin

被引：26
|
作者：
Yokokawa, F [1 ]
Fujiwara, H [1 ]
Shioiri, T [1 ]
机构：
[1] Nagoya City Univ, Fac Pharmaceut Sci, Mizuho Ku, Nagoya, Aichi 4678603, Japan
来源：
TETRAHEDRON LETTERS | 1999年 / 40卷 / 10期
关键词：
antillatoxin; ichthyoloxicity; cyclic lipopeptide; total synthesis;
D O I：
10.1016/S0040-4039(99)00042-8
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The total synthesis of ichthyotoxic cyclic lipopeptide, antillatoxin, isolated from the cyanobacterium Lyngbya majuscula, elucidates the stereochemistries at C(4) and C(5) as shown in 1 b, but not 1 a. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：1915 / 1916
页数：2
相关论文
共 50 条
  • [41] TOTAL SYNTHESIS OF (5S)-THIOLACTOMYCIN - REVISION OF THE ABSOLUTE-CONFIGURATION OF THE NATURAL PRODUCT
    CHAMBERS, MS
    THOMAS, EJ
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (01) : 23 - 24
  • [42] Total Synthesis of Gobiusxanthin Stereoisomers and Their Application to Determination of Absolute Configurations of Natural Products: Revision of Reported Absolute Configuration of Epigobiusxanthin
    Yamano, Yumiko
    Ematsu, Kotaro
    Kurimoto, Hiromasa
    Maoka, Takashi
    Wada, Akimori
    MARINE DRUGS, 2015, 13 (01): : 159 - 172
  • [43] THE SYNTHESIS AND ABSOLUTE-CONFIGURATION OF THE NOVEL ICHTHYOTOXIC DIACYLGLYCEROLS, UMBRACULUMIN-A AND UMBRACULUMIN-C
    DEMEDEIROS, EF
    HERBERT, JM
    TAYLOR, RJK
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (11): : 2725 - 2730
  • [44] Total Synthesis of (+)-Perophoramidine and Determination of the Absolute Configuration
    Wu, Haoxing
    Xue, Fei
    Xiao, Xue
    Qin, Yong
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (40) : 14052 - 14054
  • [45] Total synthesis and absolute configuration of nocardioazine B
    Wang, Mingzhong
    Feng, Xiangyang
    Cai, Liangzhen
    Xu, Zhengshuang
    Ye, Tao
    CHEMICAL COMMUNICATIONS, 2012, 48 (36) : 4344 - 4346
  • [46] Total Synthesis and Determination of the Absolute Configuration of (-)-Dolabriferol
    Laclef, Sylvain
    Turks, Maris
    Vogel, Pierre
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (45) : 8525 - 8527
  • [47] Total Synthesis and Determination of the Absolute Configuration of (-)-Idesolide
    Yamakoshi, Hiroyuki
    Shibuya, Masatoshi
    Tomizawa, Masaki
    Osada, Yuji
    Kanoh, Naoki
    Iwabuchi, Yoshiharu
    ORGANIC LETTERS, 2010, 12 (05) : 980 - 983
  • [48] Total synthesis and absolute configuration of malyngamide W
    Qi, Xian-Liang
    Zhang, Jun-Tao
    Feng, Jian-Peng
    Cao, Xiao-Ping
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (10) : 3817 - 3824
  • [49] Verticilide: Elucidation of absolute configuration and total synthesis
    Monma, Souichi
    Sunazuka, Toshiaki
    Nagai, Kenichiro
    Arai, Takahiro
    Shiomi, Kazuro
    Matsui, Ryosuke
    Omura, Satoshi
    ORGANIC LETTERS, 2006, 8 (24) : 5601 - 5604
  • [50] Assignment of the Absolute Configuration and Total Synthesis of (+)-Caripyrin
    Andernach, Lars
    Opatz, Till
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (22) : 4780 - 4784
12345