Asymmetric π‐Extension Design of Long Wavelength Rhodamine Derivatives for Imaging and Phototherapy

IF 3 4区 化学 Q3 CHEMISTRY, PHYSICAL ChemPhotoChem Pub Date : 2024-08-01 DOI:10.1002/cptc.202400191
Long He, Jing Huang, Xingxing Zhang, Tianbing Ren, Lin Yuan
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Abstract

Rhodamine dyes have been extensively explored for bioimaging and therapeutic applications over the past few decades. However, it remains a challenge to design long‐wavelength and large Stokes shift rhodamine derivatives to meet the requirements of fluorescence imaging and phototherapy in deep living tissues. In this work, a pyridine aromatic unit was inserted into the ACF skeleton to prepare a series of stable rhodamine derivatives, ACFPs, to achieve long emission wavelength (> 650 nm) and large Stokes shift (~ 60 nm) by tuning the conjugated systems and electronic symmetry. More significantly, ACFPs are capable of continuously producing superoxide radical (O2‐•) under long wavelength irradiation. This study presents a novel paradigm for improving the optical properties of rhodamine, which has led to the development of a novel tool for image‐guided phototherapy for cancer treatment.
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用于成像和光疗的长波长罗丹明衍生物的不对称 π 延伸设计
过去几十年来,罗丹明染料在生物成像和治疗应用方面得到了广泛的探索。然而,如何设计长波长和大斯托克斯位移的罗丹明衍生物,以满足深部活体组织的荧光成像和光疗要求,仍然是一个挑战。在这项工作中,通过调整共轭体系和电子对称性,在 ACF 骨架中插入吡啶芳香单元,制备出一系列稳定的罗丹明衍生物--ACFPs,从而实现长发射波长(> 650 nm)和大斯托克斯位移(~ 60 nm)。更重要的是,ACFPs 能够在长波长照射下持续产生超氧自由基(O2--)。这项研究为改善罗丹明的光学特性提供了一种新的范例,从而开发出一种用于癌症治疗的图像引导光疗的新型工具。
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来源期刊
ChemPhotoChem
ChemPhotoChem Chemistry-Physical and Theoretical Chemistry
CiteScore
5.80
自引率
5.40%
发文量
165
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