Easy but Efficient: Facile Approach to Molecule with Theoretically Justified Donor–Acceptor Structure for Effective Photothermal Conversion and Intravenous Photothermal Therapy

Advanced Science, Journal Year: 2024, Volume and Issue: 11(24)

Published: March 13, 2024

Abstract To accelerate the pace in field of photothermal therapy (PTT), it is urged to develop easily accessible agents (PTAs) showing high conversion efficiency (PCE). As a proof‐of‐concept, hereby conventional strategy presented prepare donor–acceptor (D–A) structured PTAs through cycloaddition‐retroelectrocyclization ( CA–RE ) reaction, and resultant give PCE upon near‐infrared (NIR) irradiation. By joint experimental‐theoretical study, these exhibit prominent D–A structure with strong intramolecular charge transfer (ICT) characteristics significantly twisting between D A units which account for PCEs. Among them, DMA‐TCNQ exhibits strongest absorption NIR range as well highest 91.3% irradiation by 760‐nm LED lamp (1.2 W cm −2 ). In vitro vivo experimental results revealed that low dark toxicity phototoxicity after IR along nude mice tumor inhibition up 81.0% intravenous therapy. The findings demonstrate reaction convenient approach obtain twisted effective PTT probably promote progress cancer therapies.

Language: Английский

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Carbamate‐Functionalized NLOphores via a Formal [2+2] Cycloaddition‐Retroelectrocyclization Strategy

Chemistry - A European Journal, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 23, 2025

This study introduces a new donor group capable of activating click-type [2+2] cycloaddition-retroelectrocyclizations, generally known for their limited scope. Target chromophores were synthesized using isocyanate-free urethane synthesis. The developed synthetic method allows the tuning optical properties by modifying groups, acceptor units, and side chains. charge transfer (CT) bands exhibit λmax values ranging from 363 to 692 nm. CT observed have been supported solvatochromism protonation experiments. compounds positive solvatochromism. Due potential as NLOphore candidates, stability investigated both experimentally through TGA theoretically calculating parameters such frontier orbital energy differences, electronegativity, global hardness/softness. TD-DFT calculations used elucidate nature electronic transitions, revealing that correspond arising HOMO-to-LUMO excitations. NLO DFT methods EFISHG technique. Both results are shown be in agreement with HOMO-LUMO differences. experimental μβ selected molecules range 470×10-48 5400×10-48 esu.

Language: Английский

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High‐Efficiency Organic Semiconducting Small Molecule for Deep‐Tissue Phototheranostics: Single 1064 nm Laser Triggered NIR‐IIb Fluorescence Imaging Guided Type‐I Photodynamic/Photothermal Combination Therapy

Advanced Functional Materials, Journal Year: 2025, Volume and Issue: unknown

Published: March 3, 2025

Abstract Organic semiconducting small molecules that simultaneously possess NIR‐IIb (1500–1700 nm) fluorescence imaging (FLI), hypoxia‐tolerant photodynamic therapy (PDT) as well photothermal (PTT) abilities activated by a single NIR‐II (1000‐1700 light can achieve high‐performance deep‐tissue phototheranostics, but have not gain much attention. Herein, novel organic molecule (DTT) with an absorption maximum at 844 nm and emission 944 in its monomer state is synthesized through delicate molecular design. Surprisingly, the spectrum of DTT extend into region. Subsequently, phototheranostic nanoparticles (DTT NPs) dramatically red‐shifted absorption/emission peak (1029/1128 are skillfully developed based on J ‐aggregation strategy, which show greatly high molar absorptivity Upon 1064 excitation, resolution FLI be achieved whole‐body vessels, cerebral vasculatures, tumors living mice treated NPs. Moreover, NPs also produce type‐I reactive oxygen species hyperthermia under laser irradiation for oxygen‐less‐dependent PDT PTT combination therapy, eventually achieving efficient antitumor effects. This work provides facile strategy designing high‐efficiency phototheranostics.

Language: Английский

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Enhanced Photothermal Property of Dithienoindacenodithiophene Molecules by [2 + 2] Cycloaddition–Retroelectrocyclization Reaction for Efficient Solar Steam Generation

Solar RRL, Journal Year: 2025, Volume and Issue: 9(5)

Published: Feb. 23, 2025

The development of efficient photothermal materials for solar steam generation (SSG) garners significant interest as a solution to the global clean water scarcity crisis. Photothermal properties organic molecules can be fine‐tuned by molecular design. Despite this fact, use small‐molecular in SSG applications is seldom explored due their limited optical absorption range energy harvesting. In research, 6,6,12,12‐tetrakis(4‐octylphenyl)dithieno[2,3‐ d :2′,3′‐ ′]‐ s ‐indaceno[1,2‐ b :5,6‐ ′]dithiophene (DTIDT) focused upon potent conjugated core unit, and [2 + 2] cycloaddition–retroelectrocyclization (CA‐RE) reaction applied introduce additional intramolecular charge‐transfer chromophores. DTIDT derivatives exhibit broad absorption, weak photoluminescence, high nonradiative decay rates, which are useful conversion. addition, placed on top surface filter paper, devices fabricated Janus membrane enhance solar‐to‐vapor efficiency. produced CA‐RE maximum efficiency 78.3% under simulated sunlight irradiation 30 min. result suggests that an effective method synthesizing tailored applications.

Language: Английский

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Orbicular‐Donor–Acceptor System in N‐doped Nanographene for Highly Efficient NIR‐II Photothermal Therapy

Advanced Healthcare Materials, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 16, 2024

Abstract Developing stable and efficient photothermal agents (PTAs) for the second near‐infrared window (NIR‐II, 1 000–1700 nm) therapy (PTT) is highly desirable but remains challenging. Herein, a facile strategy to prepare NIR‐II nano‐PTA based on ionic N‐doped nanographene hexapyrrolohexaazacoronene (HPHAC) reported featuring specific orbicular‐donor–acceptor (O‐D–A) structure. Oxidizing HPHAC dication 2+ causes substantial decrease in its band gap, leading shift absorption from confined UV region broad range that reaches up 1400 nm. The exhibits global aromaticity excellent stability. Theoretical investigation demonstrates strong of attributed distinct inner‐to‐outer intramolecular charge transfer. Encapsulating with amphiphilic polymers results water‐soluble NPs retained optical characteristics. exhibit exceptional biocompatibility, intense photoacoustic responses, high conversion efficiency 72% under 1064 nm laser irradiation, enabling PTT cancer cells. “O‐D–A” system HPHAC, which created by simple redox approach, provides novel construct materials through molecular engineering nanographenes.

Language: Английский

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Donor-acceptor modulation of coordination polymers for effective photothermal conversion

Science China Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 25, 2024

Language: Английский

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Aggregation-Induced Emission-Active Organic Nanoagent with High Photothermal Conversion Efficiency for Near-Infrared Imaging-Guided Tumor Photothermal Therapy

ACS Biomaterials Science & Engineering, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 10, 2024

Photothermal therapy (PTT) provides a great prospect for noninvasive cancer therapy. However, it is still highly challenging to construct photothermal agents (PTAs) with the desired performances imaging-guided PTT applications. Herein, D-A-D-type naphthalene diamine (NDI)-based nano-PTAs NDS-BPN NP near-infrared region (NIR) emission at 822 nm, aggregation-induced (AIE), high conversion efficiency (55.05%), and excellent stability successfully designed prepared through simple two-step engineering method by using new AIE molecule DSPE-PEG2000 as precursors. The nanoagents NPs have been further applied efficient ablation of cells in vitro also achieved NIR fluorescent image-guided tumor vivo satisfactory results. We believe that this work an attractive NDI-based nano-PTA phototherapy tumors well develops construction strategy NDI molecular-based PTT.

Language: Английский

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Au/Fe/Au trilayer nanodiscs as theranostic agents for magnet-guided photothermal, chemodynamic therapy and ferroptosis with photoacoustic imaging

Chemical Engineering Journal, Journal Year: 2024, Volume and Issue: unknown, P. 159137 - 159137

Published: Dec. 1, 2024

Language: Английский

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