Ru(II)- and Os(II)-Induced Cycloisomerization of Phenol-Tethered Alkyne for Functional Chromene and Chromone Complexes,Organometallics

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Ru(II)- and Os(II)-Induced Cycloisomerization of Phenol-Tethered Alkyne for Functional Chromene and Chromone Complexes
Organometallics ( IF 2.5 ) Pub Date : 2020-03-13 , DOI: 10.1021/acs.organomet.0c00048
Sze-Wing Ng _{1,

2} , Sheung-Ying Tse ₁ , Chi-Fung Yeung _{1,

2} , Lai-Hon Chung ₁ , Man-Kit Tse ₁ , Shek-Man Yiu ₁ , Chun-Yuen Wong _{1,

2}

Affiliation

Diphosphine-containing Ru(II)/Os(II)–chromene and −chromone complexes were synthesized from reactions between phenol ynone HC≡C(C═O)(o-C₆H₄OH) and cis-[Ru/Os(dppm)₂Cl₂] (dppm = 1,1-bis(diphenylphosphino)methane). The structures of these complexes in the solid state along with their pH-dependent chromene/chromone equilibrium behavior in aqueous medium were investigated. The cis–trans equilibration in solution demonstrated by chloride-ligated Ru–chromene and −chromone series represents a rare example for Ru complexes bearing dppm auxiliary ligands. More importantly, these metalated chromene and chromone complexes exhibit moderate to strong cytotoxicity against several human cancer cell lines and stronger antioxidative activities in comparison with their organic counterpart. Overall, these findings highlight the potential applications of metalated chromenes and chromones as anticancer agents and antioxidants.

中文翻译：

Ru（II）和Os（II）诱导的酚系链炔烃的功能性Chromene和Chromone配合物的环异构化

苯二酚HC≡C（C═O）（o -C ₆ H ₄ OH）与顺式-[Ru / Os（）的反应合成了含二膦的Ru（II）/ Os（II）-苯并二甲酮和色酮。dppm）₂ Cl ₂ ]（dppm ＝ 1，1-双（二苯基膦基）甲烷）。研究了这些配合物在固态中的结构，以及它们在水性介质中依赖于pH的色烯/色酮平衡行为。在顺-反式氯化物连接的Ru-色烯和-色酮系列证明了溶液中的平衡，这是带有dppm辅助配体的Ru配合物的罕见例子。更重要的是，这些金属化的色烯和色酮配合物与几种有机癌细胞相比，对几种人类癌细胞系具有中等至强的细胞毒性，并且具有较强的抗氧化活性。总的来说，这些发现突出了金属色酮和色酮作为抗癌剂和抗氧化剂的潜在应用。

更新日期：2020-03-13

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