Molecular engineering of D–A–D conjugated small molecule nanoparticles for high performance NIR-II photothermal therapy

Shao, Wei; Wei, Qiaolin; Wang, Shuaifei; Li, Fangyuan; Wu, Jiahe; Ren, Jiafeng; Cao, Fangyi; Liao, Hongwei; Gao, Jun; Zhou, Min; Ling, Daishun

doi:10.1039/c9mh00660e

Cited by 103 publications

(83 citation statements)

References 58 publications

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“…[ 51 ] Recently, Shao et al. for the first time reported chemically defined conjugated small molecules (CSMs) and their nanomedicines (CSMNs) with NIR‐II deep tissue penetration ability, [ 61 ] which is a promising candidate for the optical imaging of PDAC.…”

Section: Pdac‐tailored Nanomaterials For Diagnosismentioning

confidence: 99%

Tailor‐Made Nanomaterials for Diagnosis and Therapy of Pancreatic Ductal Adenocarcinoma

Xia

Lee

et al. 2021

Advanced Science

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Pancreatic ductal adenocarcinoma (PDAC) is one of the deadliest cancers worldwide due to its aggressiveness and the challenge to early diagnosis and treatment. In recent decades, nanomaterials have received increasing attention for diagnosis and therapy of PDAC. However, these designs are mainly focused on the macroscopic tumor therapeutic effect, while the crucial nano–bio interactions in the heterogeneous microenvironment of PDAC remain poorly understood. As a result, the majority of potent nanomedicines show limited performance in ameliorating PDAC in clinical translation. Therefore, exploiting the unique nature of the PDAC by detecting potential biomarkers together with a deep understanding of nano–bio interactions that occur in the tumor microenvironment is pivotal to the design of PDAC‐tailored effective nanomedicine. This review will introduce tailor‐made nanomaterials‐enabled laboratory tests and advanced noninvasive imaging technologies for early and accurate diagnosis of PDAC. Moreover, the fabrication of a myriad of tailor‐made nanomaterials for various PDAC therapeutic modalities will be reviewed. Furthermore, much preferred theranostic multifunctional nanomaterials for imaging‐guided therapies of PDAC will be elaborated. Lastly, the prospects of these nanomaterials in terms of clinical translation and potential breakthroughs will be briefly discussed.

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Section: Pdac‐tailored Nanomaterials For Diagnosismentioning

confidence: 99%

Tailor‐Made Nanomaterials for Diagnosis and Therapy of Pancreatic Ductal Adenocarcinoma

Xia

Lee

et al. 2021

Advanced Science

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“…Currently, there are two main methods of constructing NIR-II organic small molecular fluorophores. The first involves changing the heterocyclic substitutions and conjugation length to construct polymethines derivates [13]. The second involves adjusting the versatile donor-acceptor-donor (D-A-D) structure to develop benzo[1,2c:4,5-c0]bis( [1,2,5]thiadiazole) (BBTD) derivates [14].…”

Section: Introductionmentioning

confidence: 99%

Highly stable organic photothermal agent based on near-infrared-II fluorophores for tumor treatment

Wang

Chen

et al. 2021

J Nanobiotechnol

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Background The aim to develop a highly stable near-infrared (NIR) photoinduced tumor therapy agent stems from its considerable potential for biological application. Due to its long wavelength, biological imaging exhibits a high signal-to-background ratio, deep tissue penetration and maximum permissible light power, which can minimize damage to an organism during photoinduced tumor therapy. Results A class of stable NIR-II fluorophores (NIR998, NIR1028, NIR980, NIR1030, and NIR1028-S) based on aza–boron–dipyrromethene (aza-BODIPY) dyes with donor–acceptor-donor structures have been rationally designed and synthesized by harnessing the steric relaxation effect and intramolecular photoinduced electron transfer (IPET). These fluorophores exhibit an intense range of NIR-II emission, large Stokes shift (≥ 100 nm), excellent photothermal conversion performance, and superior stability against photobleaching. Among the NIR-II fluorophores, NIR998 possesses better NIR-II emission and photothermal conversion performance. NIR998 nanoparticles (NIR998 NPs) can be encapsulated by liposomes. NIR998 NPs show superior stability in the presence of light, heat, and reactive oxygen nitrogen species than that of indocyanine green NPs, as well as a higher photothermal conversion ability (η = 50.5%) compared to other photothermal agents. Finally, under the guidance of photothermal imaging, NIR998 NPs have been proven to effectively eliminate tumors via their excellent photothermal conversion performance while presenting negligible cytotoxicity. Conclusions Utilizing IPET and the steric relaxation effect can effectively induce NIR-II emission of aza-BODIPY dyes. Stable NIR998 NPs have excellent photothermal conversion performance and negligible dark cytotoxicity, so they have the potential to act as photothermal agents in biological applications.

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“…Currently, there are two main methods of constructing NIR-II organic small molecular uorophores. The rst involves changing the heterocyclic substitutions and conjugation length to construct polymethines derivates [13]. The second involves adjusting the versatile donor-acceptor-donor (D-A-D) structure to develop benzo [1,2-c:4,5-c0]bis( [1,2,5]thiadiazole) (BBTD) derivates [14].…”

Section: Introductionmentioning

confidence: 99%

“…H NMR (400 MHz, CDCl 3 ) δ(ppm) = 8.05 (d, J = 9.0 Hz, 4H), 7.59 (s, 4H),6.81 (s, 2H),6.71 (d, J = 9.0 Hz, 4H), 3.43 (q, J = 6.6 Hz, 8H), 3.24 (t, J = 5.4 Hz, 8H), 2.78 (t, J = 6.6 Hz, 8H), 2.02 -1.97 (m, 8H), 1.21 (t, J = 7.2 Hz, 12H) 13. C NMR (100 MHz, CDCl3) δ(ppm) = 155.15, 148.81, 144.87, 143.31, 141.31, 131.36, 128.18 , 121.23, 121.02, 119.35, 114.37, 111.03, 50.12, 44.42, 28.01, 21.96, 12.78.…”

mentioning

confidence: 99%

Highly stable organic photothermal agent based on near-infrared-II fluorophores for tumor treatment

Wang

Chen

et al. 2021

Preprint

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Background: The aim to develop a highly stable near-infrared (NIR) photoinduced tumor therapy agent stems from its considerable potential for biological application. Due to its long wavelength, biological imaging exhibits a high signal-to-background ratio, deep tissue penetration and maximum permissible light power, which can minimize damage to an organism during photoinduced tumor therapy.Results: A class of stable NIR-II fluorophores (NIR998, NIR1028, NIR980, NIR1030, and NIR1028-S) based on aza–boron–dipyrromethene (aza-BODIPY) dyes with donor-acceptor-donor structures have been rationally designed and synthesized by harnessing the steric relaxation effect and intramolecular photoinduced electron transfer (IPET). These fluorophores exhibit an intense range of NIR-II emission, large Stokes shift (≥100 nm), excellent photothermal conversion performance, and superior stability against photobleaching. Among the NIR-II fluorophores, NIR998 possesses better NIR-II emission and photothermal conversion performance. NIR998 nanoparticles (NIR998 NPs) can be encapsulated by liposomes. NIR998 NPs show superior stability in the presence of light, heat, and reactive oxygen nitrogen species than that of indocyanine green NPs, as well as a higher photothermal conversion ability (η = 50.5%) compared to other photothermal agents. Finally, under the guidance of photothermal imaging, NIR998 NPs have been proven to effectively eliminate tumors via their excellent photothermal conversion performance while presenting negligible cytotoxicity.Conclusions: Utilizing IPET and the steric relaxation effect can effectively induce NIR-II emission of aza-BODIPY dyes. Stable NIR998 NPs have excellent photothermal conversion performance and negligible dark cytotoxicity, so they have the potential to act as photothermal agents in biological applications.

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Molecular engineering of D–A–D conjugated small molecule nanoparticles for high performance NIR-II photothermal therapy

Abstract: Highly efficient NIR-II photothermal therapy is enabled by molecularly engineered conjugated small molecule nanoparticles.

Cited by 103 publications

References 58 publications

Tailor‐Made Nanomaterials for Diagnosis and Therapy of Pancreatic Ductal Adenocarcinoma

Tailor‐Made Nanomaterials for Diagnosis and Therapy of Pancreatic Ductal Adenocarcinoma

Highly stable organic photothermal agent based on near-infrared-II fluorophores for tumor treatment

Highly stable organic photothermal agent based on near-infrared-II fluorophores for tumor treatment

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