Stereoselective Solid-State Synthesis of Biologically Active Cyclobutane and Dicyclobutane Isomers via Conformation Blocking and Transference.

通过构象封闭和转移立体选择性固态合成生物活性环丁烷和二环丁烷异构体。

• 影响指数: 4.927
• 发表时间: 2024 Jun 19
• 来源期刊: Molecules
• DOI: 10.3390/molecules29122909
• PMID: 38930974
• 文章类型: Journal Article
• 中科院分区: Q3
• 作者列表: Qin Z,Gu Y,Young D,Hu F,Luo Z

关键词: anti-cancer; isomers; photodimerization; solid state

Mesh: Cyclobutanes / chemistry pharmacology chemical synthesis; Humans; Molecular Conformation; Antineoplastic Agents / pharmacology chemistry chemical synthesis; Stereoisomerism; Cell Line, Tumor; HeLa Cells; Hep G2 Cells; Isomerism

Abstract

Conformations in the solid state are typically fixed during crystallization. Transference of \"frozen\" C=C conformations in 3,5-bis((E)-2-(pyridin-4-yl)vinyl)methylbenzene (CH3-3,5-bpeb) by photodimerization selectively yielded cyclobutane and dicyclobutane isomers, one of which (Isomer 2) exhibited excellent in vitro anti-cancer activity towards T-24, 7402, MGC803, HepG-2, and HeLa cells.

摘要

固态的构象在结晶过程中通常是固定的。3,5-双（（E）-2-（吡啶-4-基）乙烯基）甲基苯（CH3-3,5-bpeb）中的“冷冻”C=C构象的转移通过光二聚选择性产生环丁烷和二环丁烷异构体，其中一种(异构体2)对T-24、7402、MGC803、HepG-2和HeLa细胞表现出优异的体外抗癌活性。