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可调谐发光的 Ir(III)苯并咪唑-喹啉杂化物作为有前途的治疗诊断联合应用的先导化合物。

Tunable Emissive Ir(III) Benzimidazole-quinoline Hybrids as Promising Theranostic Lead Compounds.

机构信息

Departamento de Química Inorgánica, Instituto de Síntesis Química y Catálisis Homogénea (ISQCH), CSIC-Universidad de Zaragoza, Pedro Cerbuna 12, 50009, Zaragoza, Spain.

Department of Chemistry, Lancaster University, LA1 4YB, Lancaster, UK.

出版信息

ChemMedChem. 2022 Sep 16;17(18):e202200244. doi: 10.1002/cmdc.202200244. Epub 2022 Jul 13.

DOI:10.1002/cmdc.202200244
PMID:35767349
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9796238/
Abstract

Bioactive and luminescent cyclometallated Ir(III) complexes [Ir(ppy) L1]Cl (1) and [Ir(ppy) L2]Cl (2) containing a benzimidazole derivative (L1/L2) as auxiliary mimic of a nucleotide have been synthesised. The emissive properties of both complexes are conditioned by the nature of L1 and L2, rendering an orange and a green emitter respectively. Both are highly emissive with quantum yield increasing in absence of oxygen up to 0.26 (1) and 0.36 (2), suggesting their phosphorescent character. Antiproliferative activity against lung cancer A549 cells increased up to 15 times upon irradiation conditions, reaching IC values in the nanomolar range (0.3±0.09 μM (1) and 0.26±0.14 μM (2)) and pointing them as good PSs candidates for photodynamic therapy via O generation. Cellular biodistribution analysis by fluorescence microscopy suggest the lysosomes as the preferential accumulation organelle. Time-resolved studies showed a greatly increased cellular emission lifetime compared to the solution values, indicating binding to macromolecules or cellular structures and restriction of collision and vibrational quenching.

摘要

合成了含有苯并咪唑衍生物（L1/L2）作为核苷酸辅助模拟物的生物活性和发光的环金属化 Ir(III) 配合物 [Ir(ppy)L1]Cl（1）和[Ir(ppy)L2]Cl（2）。两种配合物的发光性质均由 L1 和 L2 的性质决定，分别呈现橙色和绿色发射体。在没有氧气的情况下，两种配合物的量子产率均增加到 0.26（1）和 0.36（2），表明其具有磷光特性。在照射条件下，对肺癌 A549 细胞的抗增殖活性增加了 15 倍，达到纳摩尔范围的 IC 值（0.3±0.09μM（1）和 0.26±0.14μM（2）），表明它们是通过生成 O 进行光动力治疗的良好 PS 候选物。荧光显微镜的细胞分布分析表明溶酶体是优先积累的细胞器。时间分辨研究表明，与溶液值相比，细胞发射寿命大大增加，表明与大分子或细胞结构结合，并限制了碰撞和振动猝灭。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2c79/9796238/6e6b21e70069/CMDC-17-0-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2c79/9796238/569060348704/CMDC-17-0-g001.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2c79/9796238/421deb3fab17/CMDC-17-0-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2c79/9796238/75ebe508ef1b/CMDC-17-0-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2c79/9796238/8635ca58c640/CMDC-17-0-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2c79/9796238/6e6b21e70069/CMDC-17-0-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2c79/9796238/569060348704/CMDC-17-0-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2c79/9796238/0c9a6abb7588/CMDC-17-0-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2c79/9796238/c890dd3fbae9/CMDC-17-0-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2c79/9796238/421deb3fab17/CMDC-17-0-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2c79/9796238/75ebe508ef1b/CMDC-17-0-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2c79/9796238/8635ca58c640/CMDC-17-0-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2c79/9796238/6e6b21e70069/CMDC-17-0-g008.jpg

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