Conjugated chain functional benzoindole hematocyanine dye and application

Abstract

The invention belongs to the technical field of organic chemistry and discloses a conjugated chain functional benzoindole hematocyanine dye and an application. The stability of the novel hematocyaninedye is obviously superior to that of an existing cyanine fluorescent probe, and the novel hematocyanine dye has the multiple functional activity such as near infrared fluorescence and tumor mitochondria targeted accumulation and photo-thermal and photo-power synergic treatment of killing tumor cells. Applied as the near infrared fluorescence probe in living cell imaging research and living body infrared optical molecular imaging, a precise and efficient photo-thermal and photo-power antitumor effect is achieved synchronously. The dye can be applied to near infrared in vivo optical imaging andphoto-sound imaging of tumors, is applied to optical assisted operation navigation, and has an efficient antitumor function. The dye not only can develop a target tissue in real time, but also kill tumor cells specifically. The preparation method of the benzoindole hematocyanine dye is mild in reaction condition, simple in step and easy to operate and low in raw material cost, and is easy to purify and relatively high in yield.

Description

technical field [0001] The invention belongs to the technical field of organic chemistry, and in particular relates to a conjugated chain functionalized benzindole heptamethine cyanine dye and its application, and its application in tumor targeting imaging and treatment. Background technique [0002] At present, the existing technologies commonly used in the industry are as follows: molecular imaging technology has the advantages of high sensitivity and no radiation, and can use sensitive optical detection instruments to observe biological processes such as the occurrence, development, and transfer of diseases in vivo. Guided tumor surgical navigation has become a research hotspot in the field of optical molecular imaging in recent years. Fluorescent probes are a prerequisite for in vivo optical molecular imaging, enabling visual trace detection of target tissues. Compared with other fluorescent dyes, Qijiachuan cyanine dye has outstanding advantages in the application of l...

AI Technical Summary

Problems solved by technology

[0004] (1) The current clinically used heptamethanine dyes such as ICG, because they are water-soluble dyes, have fast metabolism and poor stability in the body circulation, so it is necessary to increase the amount of injection in the body to make up for the short detection life. Causes waste of probes and increases chances of adverse events and side effects

[0005] (2) The specificity of the existing heptamethine dyes to the target tumor tissue is poor, and it is easy to combine with proteins after in vivo injection, resulting in high background signal and low target tissue signal, and imaging signals with high sensitivity and signal-to-noise ratio cannot be obtained , which can easily lead to false positive signals in in vivo detection, which greatly limits its application and transformation in anti-tumor detection and treatment

[0006] In view of the poor targeting and sensitivity of existing cyanine dyes in tumor optical imaging, it is urgent to develop a class of indole heptamethine dyes with high stability and high tumor specificity. The goal is to achieve real-time dynamic and accurate tumor imaging. Detection, providing favorable detection probes for eight diagnosis of tumors, personalized treatment, efficacy evaluation, etc.

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