On the role of the vinylsulfoxide side chain of dirchromone towards its bioactivities,Organic & Biomolecular Chemistry

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On the role of the vinylsulfoxide side chain of dirchromone towards its bioactivities
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2020-11-23 , DOI: 10.1039/d0ob01783c
Alexis St-Gelais ₁ , Jérôme Alsarraf , Jean Legault , Mouadh Mihoub , André Pichette

Affiliation

Analogs of dirchromone were prepared to shed light on the pivotal role of its peculiar vinylsulfoxide side chain towards its cytotoxic and antimicrobial properties, especially dependant upon the presence and oxidation state of sulfur. The reaction of dirchromone with cysteamine revealed a surprising Michael acceptor behavior with elimination of the methylsulfinyl moiety and redox transformation of the sulfur atom that could be involved in the mode of action of dirchromone within cells.

中文翻译：

地色酮乙烯基亚砜侧链对其生物活性的作用

制备了二色酮类似物，以阐明其独特的乙烯基亚砜侧链对其细胞毒性和抗菌特性的关键作用，特别是取决于硫的存在和氧化态。 dirchromone 与半胱胺的反应揭示了令人惊讶的迈克尔受体行为，消除了甲基亚磺酰基部分和硫原子的氧化还原转化，这可能涉及 dirchromone 在细胞内的作用模式。

更新日期：2020-11-25

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