Synthesis-Driven Stereochemical Assignment of Marine Polycyclic Ether Natural Products

被引：3
|
作者：
Fuwa, Haruhiko [1 ]
机构：
[1] Chuo Univ, Dept Appl Chem, Fac Sci & Engn, Bunkyo Ku, 1-13-27 Kasuga, Tokyo 1128551, Japan
来源：
MARINE DRUGS | 2021年 / 19卷 / 05期
关键词：
polycyclic ethers; dinoflagellates; secondary metabolites; neurotoxins; total synthesis; partial synthesis; NMR spectroscopic analysis; chemical shift deviation analysis; POTENT ANTIFUNGAL SUBSTANCES; UNIVERSAL NMR DATABASES; ABSOLUTE-CONFIGURATION; GAMBIERIC ACIDS; RING-SYSTEM; DESERTOMYCIN/OASOMYCIN CLASS; STEREOSELECTIVE-SYNTHESIS; CHEMICAL-SYNTHESIS; STEREOCONTROLLED SYNTHESIS; RELATIVE CONFIGURATION;
D O I：
10.3390/md19050257
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Marine polycyclic ether natural products have gained significant interest from the chemical community due to their impressively huge molecular architecture and diverse biological functions. The structure assignment of this class of extraordinarily complex natural products has mainly relied on NMR spectroscopic analysis. However, NMR spectroscopic analysis has its own limitations, including configurational assignment of stereogenic centers within conformationally flexible systems. Chemical shift deviation analysis of synthetic model compounds is a reliable means to assign the relative configuration of "difficult" stereogenic centers. The complete configurational assignment must be ultimately established through total synthesis. The aim of this review is to summarize the indispensable role of organic synthesis in stereochemical assignment of marine polycyclic ethers.
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页数：40
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