Platanic acid derived amides are more cytotoxic than their corresponding oximes

被引：4

作者：

Kozubek, Marie ^{[1
]}

Hoenke, Sophie ^{[1
]}

Schmidt, Theresa ^{[1
]}

Stroehl, Dieter ^{[1
]}

Csuk, Rene ^{[1
]}

机构：

[1] Martin Luther Univ Halle Wittenberg, Organ Chem, Kurt Mothes Str 2, D-06120 Halle, Saale, Germany

来源：

MEDICINAL CHEMISTRY RESEARCH | 2022年 / 31卷 / 06期

关键词：

Platanic acid; cytotoxicity; SRB assay; PARKINSON-DISEASE; XANTHINE-OXIDASE; POTENT INHIBITORS; BETULINIC ACID; RHODAMINE-B; DERIVATIVES; HYPERURICEMIA; MECHANISMS; DEMENTIA; CANCER;

D O I：

10.1007/s00044-022-02902-1

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Albeit platanic acid has been known since 1956, its potential to act as a valuable starting material for the synthesis of cytotoxic agents has been neglected for many years. Hereby we describe the synthesis of a small library of amides and oximes derived from 3-O-acetyl-platanic acid, and the results of their screening as cytotoxic agents for several human tumor cell lines. As a result, while the cytotoxicity of the oximes was diminished as compared to the parent amides, the homopiperazinyl amide 5 held the highest cytoxicity (EC50 = 0.9 mu M for A375 human melanoma cells). Extra FACS and cell cycle measurements showed compound 5 to act onto A375 cells rather by apoptosis than by necrosis. [GRAPHICS] .

引用

页码：1049 / 1059

页数：11

共 46 条

[1]

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