Chiral Pyclen-Based Heptadentate Chelates as Highly Stable MRI Contrast Agents

化学 体内分布 磁共振造影剂 核磁共振 磁共振成像 配体(生物化学) 体内 螯合作用 受体 放射科 体外 无机化学 物理 有机化学 医学 生物化学 生物技术 生物
作者
Yong Jian,Gengshen Mo,Weiyuan Xu,Y. Liu,Zhichao Zhang,Yinghui Ding,Ruonan Gao,Jiao Xu,Jiang Zhu,Kun Shu,Zhihan Yan,Fabio Carniato,Carlos Platas‐Iglesias,Fangfu Ye,Mauro Botta,Lixiong Dai
出处
期刊:Inorganic Chemistry [American Chemical Society]
卷期号:63 (18): 8462-8475 被引量:4
标识
DOI:10.1021/acs.inorgchem.4c01028
摘要

In recent years, pyclen-based complexes have attracted a great deal of interest as magnetic resonance imaging (MRI) contrast agents (CAs) and luminescent materials, as well as radiopharmaceuticals. Remarkably, gadopiclenol, a Gd(III) bishydrated complex featuring a pyclen-based heptadentate ligand, received approval as a novel contrast agent for clinical MRI application in 2022. To maximize stability and efficiency, two novel chiral pyclen-based chelators and their complexes were developed in this study. Gd-X-PCTA-2 showed significant enhancements in both thermodynamic and kinetic stabilities compared to those of the achiral parent derivative Gd-PCTA. 1H NMRD profiles reveal that both chiral gadolinium complexes (Gd-X-PCTA-1 and Gd-X-PCTA-2) have a higher relaxivity than Gd-PCTA, while variable-temperature 17O NMR studies show that the two inner-sphere water molecules have distinct residence times τMa and τMb. Furthermore, in vivo imaging demonstrates that Gd-X-PCTA-2 enhances the signal in the heart and kidneys of the mice, and the chiral Gd complexes exhibit the ability to distinguish between tumors and normal tissues in a 4T1 mouse model more efficiently than that of the clinical agent gadobutrol. Biodistribution studies show that Gd-PCTA and Gd-X-PCTA-2 are primarily cleared by a renal pathway, with 24 h residues of Gd-X-PCTA-2 in the liver and kidney being lower than those of Gd-PCTA.
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