Absolute stereostructure and total synthesis of leptomycin B

被引：47
|
作者：
Kobayashi, M [1 ]
Wang, WQ [1 ]
Tsutsui, Y [1 ]
Sugimoto, M [1 ]
Murakami, N [1 ]
机构：
[1] Osaka Univ, Grad Sch Pharmaceut Sci, Osaka 5650871, Japan
来源：
TETRAHEDRON LETTERS | 1998年 / 39卷 / 45期
关键词：
leptomycin B; callystatin A; antitumor polyketide; absolute stereostructure; total synthesis; Streptomyces;
D O I：
10.1016/S0040-4039(98)01809-7
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The absolute stereostructure of leptomycin B, an antitumor antibiotic and inhibitor of nuclear protein export, was firstly presumed as 1 having 4S, 5R, 10R, 16R, 18S, 19R, 20S on the basis of NMR comparison with callystatin A (2) and then 1 was asymmetrically synthesized. The synthesized leptomycin B (I) was found identical with the authentic sample in HPLC and CD comparison as well as in other respects. This structural elucidation of the absolute stereostructure and total synthesis are the first example;among the leptomycin family as Streptomyces metabolites. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：8291 / 8294
页数：4
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