HIGHLY OXIDIZED γ-LACTAM-CONTAINING NATURAL PRODUCTS: TOTAL SYNTHESIS AND BIOLOGICAL EVALUATION

被引：1

作者：

Tanaka, Kosaku, III ^{[1
]}

Kogen, Hiroshi ^{[2
]}

Kobayashi, Kenichi ^{[3
]}

机构：

[1] Showa Pharmaceut Univ, 3-3165 Higashi Tamagawagakuen, Machida, Tokyo 1948543, Japan

[2] Meiji Pharmaceut Univ, Grad Sch Pharmaceut Sci, 2-522-1 Noshio, Kiyose, Tokyo 2048588, Japan

[3] Hlth Sci Univ Hokkaido, Grad Sch Pharmaceut Sci, 1757 Kanazawa, Tobetsu, Hokkaido 0610293, Japan

来源：

HETEROCYCLES | 2021年 / 102卷 / 07期

关键词：

ASYMMETRIC TOTAL-SYNTHESIS; HUMAN NEUROBLASTOMA-CELLS; ENANTIOSELECTIVE MICHAEL ADDITIONS; PSEUDEUROTIUM-OVALIS STOLK; ONE-POT SYNTHESIS; ABSOLUTE-CONFIGURATION; EPOLACTAENE DERIVATIVES; STEREOSELECTIVE-SYNTHESIS; PSEUROTIN-A; 1,3-DICARBONYL COMPOUNDS;

D O I：

10.3987/REV-20-944

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

gamma-Lactam is a ubiquitous structure found in the natural products. A number of highly oxidized gamma-lactam-containing natural products are produced by various fungi. These compounds often show a wide range of biological activities because their multiple internal reaction sites, which arise from the high oxidation state of the compounds, can react with biological nucleophiles. Due to their high reactivity and dense functionality, total syntheses of these molecules require strict control of the inherent reactivity and the appropriate design of synthetic intermediates. This review focuses on the recent total syntheses of some highly oxidized gamma-lactam-containing natural products, including fused bicyclic (epolactaene, NG-391, lucilactaene, L-755,807), spirocyclic (azaspirene, pseurotin A, E, and F-2, cephalimysin A-C, FD-838, and berkeleyamide D), and tricyclic (rubrobramide and talaramide A) skeletons, and on the structure-activity relationship studies of related molecules.

引用

页码：1235 / 1285

页数：51

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