Synthesis and cancer cell cytotoxicity of 2-aryl-4-(4-aryl-2-oxobut-3-en-1-ylidene)-substituted benzothiazepanes

被引：2

作者：

Magdalenic, Katarina ^{[1
]}

Ronse, Ulrike ^{[1
]}

De Jonghe, Steven ^{[2
]}

Persoons, Leentje ^{[2
]}

Schols, Dominique ^{[2
]}

De Munck, Julie ^{[3
]}

Grootaert, Charlotte ^{[3
]}

Van Camp, John ^{[3
]}

D'hooghe, Matthias ^{[1
]}

机构：

[1] Univ Ghent, Fac Biosci Engn, Dept Green Chem & Technol, SynBioC Res Grp, Coupure Links 653, B-9000 Ghent, Belgium

[2] Katholieke Univ Leuven, Rega Inst, Dept Microbiol Immunol & Transplantat, Lab Virol & Chemotherapy, Herestr 49 box 1043, B-3000 Leuven, Belgium

[3] Univ Ghent, Fac Biosci Engn, Dept Food Technol Safety & Hlth, Lab Food Chem & Human Nutr, Coupure Links 653, B-9000 Ghent, Belgium

来源：

PHYTOCHEMISTRY LETTERS | 2023年 / 55卷

关键词：

Anticancer agents; Benzothiazepanes; Curcumin; Cytotoxicity; CROSS-COUPLING REACTION; MEDICINAL CHEMISTRY; CURCUMIN; ACID;

D O I：

10.1016/j.phytol.2023.04.008

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Curcumin is a natural product displaying a broad range of biological activities, including anticancer properties. It is, however, poorly absorbed by the human body and, as a so-called pan-assay interference compound, it exhibits non-specific activity leading to false positive results in biological assays. Nonetheless, different structural modifications of the curcumin scaffold have previously shown to lead to an improved biological and specificity profile without losing antiproliferative activity. In that respect, recent research in our group culminated in unprecedented benzothiazepane-based hit molecules with promising biological and drug-like properties. In the present hit expansion study, 14 new 2-aryl-4-(4-aryl-2-oxobut-3-en-1-ylidene)benzothiazepanes were successfully synthesized through the implementation of various aromatic ring modifications and subsequently tested for cancer cell cytotoxicity using eight different cancer cell lines, revealing useful structure-activity relationship insights for this new class of compounds.

引用

页码：117 / 123

页数：7

共 37 条

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