Synthesis and Evaluation of Saponins with All-Nitrogenated Sugars

被引：0

作者：

Kage, Ayaha ^{[1
]}

Okuyama, Yuya ^{[1
]}

Kato, Erina ^{[1
]}

Matagawa, Tomoe ^{[1
]}

Kawano, Sayaka ^{[1
]}

Simizu, Siro ^{[1
]}

Chida, Noritaka ^{[1
]}

Okamura, Toshitaka ^{[1
]}

Sato, Takaaki ^{[1
]}

机构：

[1] Keio Univ, Fac Sci & Technol, Dept Appl Chem, 3-14-1 Hiyoshi,Kohoku Ku, Yokohama 2238522, Japan

来源：

SYNLETT | 2024年 / 35卷 / 04期

关键词：

aminosugar; all-nitrogenated sugar; saponins; glycosylation; apoptosis; OSW-1; BIOSYNTHESIS; CHOLESTANOLS; GLYCOSIDES; MIMICS; CANCER;

D O I：

10.1055/a-2106-1345

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Saponins exhibit multiple biological and pharmacological activities, and the sugar moiety of saponins is known to play a crucial role in bioactivity. In this report, we focus on the synthesis and evaluation of saponins with all-nitrogenated sugar (ANS), in which all oxygen atoms are replaced with nitrogen atoms. OSW-1 derivative-, cholesterol-, and diosgenin-ANS glycosides are synthesized by glycosylation with ANS in the presence of TMSOTf. As a result, the OSW-1 mimic, with ANS, exhibits good cytotoxic activity (IC50 = 7.31 mu M) and induces apoptosis.

引用

页码：427 / 430

页数：4

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