Total Synthesis, Revised Structure, and Biological Evaluation of Elgonene B and Analogues

被引:3
|
作者
Mandal, Sudip [1 ]
Mahananda, Dora [1 ]
Dey, Sourav [2 ]
Bharathavikru, Ruthrotha Selvi [2 ]
Thirupathi, Barla [1 ]
机构
[1] Indian Inst Sci Educ & Res Berhampur, Dept Chem Sci, Transit Campus,Govt ITI Bldg, Berhampur 760010, Odisha, India
[2] Indian Inst Sci Educ & Res Berhampur, Dept Biol Sci, Transit Campus,Govt ITI Bldg, Berhampur 760010, Odisha, India
来源
JOURNAL OF NATURAL PRODUCTS | 2023年 / 87卷 / 01期
关键词
SELECTIVE SYNTHESIS; REAGENTS; CHLORIDE;
D O I
10.1021/acs.jnatprod.3c00988
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Herein, we report the first total synthesis of elgonene B and its congeners, thus resulting in a revision of the configuration at the C-6 carbon of the originally proposed structure of elgonene B. This synthetic approach demonstrates the utility of several important reactions such as the chiral oxazaborolidinium ion-catalyzed Diels-Alder reaction, Ando's Horner-Wadsworth-Emmons olefination, and the intermolecular Nozaki-Hiyama-Kishi reaction as key steps. Additionally, the study explores the cytotoxic and antibacterial activities of elgonene B and its congeners (1-4).
引用
收藏
页码:152 / 159
页数:8
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