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姜黄素类同配体锌配合物的三种新配位几何结构及其高抗增殖潜力。

Three new coordination geometries of homoleptic Zn complexes of curcuminoids and their high antiproliferative potential.

作者信息

Meza-Morales William, Alvarez-Ricardo Yair, Obregón-Mendoza Marco A, Arenaza-Corona Antonino, Ramírez-Apan María Teresa, Toscano Rubén A, Poveda-Jaramillo Juan Carlos, Enríquez Raúl G

机构信息

Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria Mexico City C.P. 04510 Mexico

Department of Chemical Engineering, University of Puerto Rico-Mayaguez Route 108, Mayaguez Puerto Rico USA.

出版信息

RSC Adv. 2023 Mar 15;13(13):8577-8585. doi: 10.1039/d3ra00167a. eCollection 2023 Mar 14.

Abstract

To our previously reported first crystal structure of a homoleptic zinc curcuminoid complex with square pyramidal geometry, we add herein three new geometries of homoleptic type complexes octahedral, trigonal-pyramidal, and trigonal-bipyramidal. Octahedral geometry was observed in the new pseudo-polymorph of the DAC-Zn complex resulting from crystallization in DMF, while square-pyramidal geometry was obtained in DMSO. Improving crystallinity involved suppressing the phenolic interactions by etherification and esterification. The complete characterization of these complexes was carried out using SCXRD, IR, MS, EA, liquid, and solid-state NMR. Moreover, the cytotoxic activity of all complexes was evaluated. The IC values for the DiMeOC-Zn (7) complex were 8 or 22 times higher than for cisplatin in the U251 and HCT-15 cell lines, indicating a high antiproliferative and therapeutic potential.

摘要

在我们之前报道的具有四方锥几何构型的同配型锌姜黄素类配合物的首个晶体结构基础上,我们在此添加了三种新的同配型配合物几何构型——八面体、三角锥和三角双锥。八面体几何构型在由二甲基甲酰胺(DMF)结晶得到的DAC-Zn配合物的新假多晶型物中观察到,而四方锥几何构型是在二甲基亚砜(DMSO)中获得的。提高结晶度涉及通过醚化和酯化抑制酚类相互作用。使用单晶X射线衍射(SCXRD)、红外光谱(IR)、质谱(MS)、元素分析(EA)、液体和固态核磁共振(NMR)对这些配合物进行了全面表征。此外,评估了所有配合物的细胞毒性活性。在U251和HCT-15细胞系中,二甲基氧代锌(7)配合物的半数抑制浓度(IC)值比顺铂高8倍或22倍,表明其具有高抗增殖和治疗潜力。

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