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
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 3 条
[1]   The anti-selective boron-mediated asymmetric aldol reaction of carboxylic esters [J].
Abiko, A ;
Liu, JF ;
Masamune, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (10) :2586-2587
[2]   ANTILLATOXIN - AN EXCEPTIONALLY ICHTHYOTOXIC CYCLIC LIPOPEPTIDE FROM THE TROPICAL CYANOBACTERIUM LYNGBYA-MAJUSCULA [J].
ORJALA, J ;
NAGLE, DG ;
HSU, VL ;
GERWICK, WH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (31) :8281-8282
[3]   Total synthesis of antillatoxin, an ichthyotoxic cyclic lipopeptide, having the proposed structure. What is the real structure of antillatoxin? [J].
Yokokawa, F ;
Shioiri, T .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (24) :8638-8639