Self-quenched ferrocenyl diketopyrrolopyrrole organic nanoparticles with amplifying photothermal effect for cancer therapy

Liang, Pingping; Tang, Qianyun; Cai, Yu; Liu, Gongyuan; Si, Weili; Shao, Jinjun; Huang, Wei; Zhang, Qi; Dong, Xiaochen

doi:10.1039/c7sc03351f

Cited by 86 publications

(54 citation statements)

References 55 publications

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“…Photodynamic therapy (PDT) and photothermal therapy (PTT) have now been considered as novel alternatives to traditional oncology treatments with high selectivity, low toxicity, no drug resistance and lower non-invasiveness. 5 – 13 PDT and PTT depend on photon energy absorbed by photosensitizers to generate reactive oxygen species (ROS) or heat, causing damage or death of blood vessels and tumor cells. 14 – 18 Owing to the difference of pH value between the tumor microenvironment (pH 4.5–5.0) and normal tissues (pH 7.4), 19 – 22 smart pH-activated photosensitizers are extremely desirable.…”

Section: Introductionmentioning

confidence: 99%

A light-induced nitric oxide controllable release nano-platform based on diketopyrrolopyrrole derivatives for pH-responsive photodynamic/photothermal synergistic cancer therapy

et al. 2018

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Section: Introductionmentioning

confidence: 99%

A light-induced nitric oxide controllable release nano-platform based on diketopyrrolopyrrole derivatives for pH-responsive photodynamic/photothermal synergistic cancer therapy

et al. 2018

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“…Liang et al . showed that the diketopyrrolopyrrole derivative (DPPCN‐Fc) irradiated by a laser for 10 min showed 59.1% photothermal conversion, which is higher than the rates of most reported photothermal therapeutic agents …”

Section: Resultsmentioning

confidence: 99%

Synthesis method‐dependent photothermal effects of colloidal solutions of platinum nanoparticles used in photothermal anticancer therapy

Depciuch

Stec

Maximenko

et al. 2020

Applied Organom Chemis

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One of the most common anticancer therapies is photothermal therapy (PTT). The effectiveness of PTT depends on the photosensitizer being a molecule which is toxic for the cancer cells after electromagnetic wave irradiation. Therefore, a simulation of PTT was performed in this work on two colon cancer cells (SW480 and SW620) using platinum nanoparticles (Pt NPs). Interestingly, in the literature the dependence between the synthesis method and the photothermal properties of Pt NPs was not discussed. Consequently, in this paper, we evaluated the photothermal properties of Pt NPs synthesized by two different methods: polyol (PtI NPs) and green chemistry (PtII NPs). Scanning transmission electron microscopy revealed that the size of both Pt NPs obtained was 2 nm, the NPs were not agglomerated, and that the PtII NPs were distributed on green tea supports. The selected area electron diffraction and X‐ray diffraction analysis confirmed the crystallinity of both types of Pt NPs. Fourier‐transform infrared (FTIR) spectrum of the PtII NPs showed interactions between the NPs and stretching modes for C=O groups from flavonoids and polyphenols. Therefore, these chemical compounds could be responsible for reducing Pt4+ ions to Pt0. Moreover, the 3‐(4,5‐dimethylthiazol‐2‐yl)‐5‐(3‐carboxymethoxyphenyl)‐2‐(4‐sulfophenyl)‐2H‐tetrazolium (MTS) assay showed that the PtII NPs exhibited 10% and 20% better cytotoxicity effect on SW480 and SW620 cells, than PtI NPs. The viability of cancer cells decreased when Pt NPs were used in PTT. The highest percentage of dead cells (82%) was observed for PtII NPs and 650‐nm laser irradiation. FTIR and Raman spectroscopy showed structural changes induced by both Pt NPs and laser irradiation of cells in the range corresponding to levels of DNA, phospholipids, proteins, and lipids. Moreover, the calculated photothermal conversion efficiency showed that the value of this parameter is around 35%, regardless of the synthesis method and used wavelengths.

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“…It is found that the temperature change of TA1 NPs is dependent on both laser irradiation time and NP concentration. Notably, while the temperature of PBS remained almost constant under the same conditions, the temperature of TA1 NP suspension (50 µg mL −1 ) rapidly increased to 65.8 °C after 5 min of irradiation with a PCE of 84.8% (Supporting Information), which is much higher than terrylenediimide derivatives (41%), BODIPY derivatives (26.0%), ferrocenyl diketopyrrolopyrrole (59.1%), 2TPE‐2NDTA‐doped NPs (27.5%), and NIRb10 (29.8%) . Since PTT agents are often used for repeated or long‐term therapeutic treatment under NIR laser irradiation, the photothermal stability of TA1 NPs were studied in vitro with ICG as comparison (Figure b).…”

Section: Resultsmentioning

confidence: 99%

“…While CPs generally show molecular polydispersity with low reproducibility, small organic PTT agents could overcome these shortcomings . However, conventional small organic PTT agents face some challenges, such as low photostability for porphyrins and indocyanine green (ICG), limited photothermal conversion efficiency (PCE) for most terrylenediimide and BODIPY derivatives, and low extinction coefficient for diketopyrrolopyrrole derivatives . Recently, organic molecules with propeller structures, like BTPETTQ, 2TPE‐2NDTA, and NR6, have shown promising PTT applications .…”

Section: Introductionmentioning

confidence: 99%

Organic Small Molecule Based Photothermal Agents with Molecular Rotors for Malignant Breast Cancer Therapy

Guo

Huang

Qiu

et al. 2019

Adv Funct Materials

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Organic photothermal nanoagents are promising candidates for treating primary tumors and inhibiting metastasis. However, they often exhibit poor photostability, low absorptivity, or limited photothermal conversion efficiency (PCE). Herein, a facile molecular engineering approach to produce efficient organic photothermal molecules is demonstrated. By integrating donoracceptor structure and molecular motors, a small molecule (TA1) is synthesized with large absorptivity (22.4 L g −1 cm −1 ), negligible reactive oxygen species generation, high PCE (84.8%), excellent photothermal stability, and good biocompatibility. Furthermore, microfluidics is used to thoroughly study the relationship between the size and process conditions, yielding small uniform nanoparticles (NPs) with a diameter of 44 nm. Importantly, TA1 NPs under near-infrared laser irradiation significantly suppressed primary breast tumor growth and metastasis, both in vitro and in vivo. This study shows that small organic molecule nanoparticles are promising candidates for future cancer nanomedicine.

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Self-quenched ferrocenyl diketopyrrolopyrrole organic nanoparticles with amplifying photothermal effect for cancer therapy

Abstract: A NIR D–A–D structure of a ferrocene flanked diketopyrrolopyrrole derivative with a tetracyanobutadiene unit is synthesized for photoacoustic imaging-guided amplifying photothermal therapy.

Cited by 86 publications

References 55 publications

A light-induced nitric oxide controllable release nano-platform based on diketopyrrolopyrrole derivatives for pH-responsive photodynamic/photothermal synergistic cancer therapy

A light-induced nitric oxide controllable release nano-platform based on diketopyrrolopyrrole derivatives for pH-responsive photodynamic/photothermal synergistic cancer therapy

Synthesis method‐dependent photothermal effects of colloidal solutions of platinum nanoparticles used in photothermal anticancer therapy

Organic Small Molecule Based Photothermal Agents with Molecular Rotors for Malignant Breast Cancer Therapy

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