The quantum yield of reactive oxygen species is of central importance for the development of organic photosensitizers and photodynamic therapy (PDT). A common molecular design approach for optimizing organic photosensitizers involves the incorporation of heavy atoms into their backbones. However, this raises concerns regarding heightened dark cytotoxicity and a shortened triplet-state lifetime. Herein, we demonstrate a heavy-atom-free (HAF) photosensitizer design strategy founded on the singlet fission (SF) mechanism for cancer PDT. Through the "single-atom surgery" approach to deleting oxygen atoms in pyrazino[2,3-]quinoxaline skeleton photosensitizers, photosensitizers PhPQ and TriPhPQ are produced with Huckel's aromaticity and Baird's aromaticity in the ground state and triplet state, respectively, enabling the generation of two triplet excitons through SF. The SF process endows photosensitizer PhPQ with an ultrahigh triplet-state quantum yield (186%) and an outstanding O quantum yield (177%). Notably, HAF photosensitizers PhPQ and TriPhPQ enhanced PDT efficacy and potentiated αPD-L1 immune check blockade therapy , which show their promise for translational oncology treatment.
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http://dx.doi.org/10.1021/acs.nanolett.4c01862 | DOI Listing |
Chemphyschem
December 2024
Indian Institute of Technology Jodhpur, Chemistry, NH65, Surpura bypass road, karwar, 342037, Jodhpur, INDIA.
To improve bioavailability, enhance the solubility and stability of the hydrophobic drug curcumin, nanoparticles such as carbon quantum dots (CQDs) are unique choices. In this study, we present a simple, cost-effective, and eco-friendly method for synthesizing nitrogen-doped carbon quantum dots (N-CQDs) and their application in the efficient delivery of hydrophobic drugs curcumin into live cancer cells. The N-CQDs produced in this study exhibit excellent water solubility, remarkable stability, and high biocompatibility.
View Article and Find Full Text PDFChem Asian J
December 2024
Vidyasirimedhi Institute of Science and Technology, Frontier research center, THAILAND.
Excited-state intramolecular proton transfer (ESIPT) molecules are promising fluorophores for various applications. Particularly, their self-absorption-free fluorescence properties would make them a perfect choice as emissive materials for organic light-emitting diodes (OLEDs). Nevertheless, to become effective emitters some of their properties need to be altered by structural modifications.
View Article and Find Full Text PDFJ Am Chem Soc
December 2024
School of Chemistry, University of New South Wales, Kensington, NSW 2052, Australia.
Hydrofluoroolefins (HFOs) and hydrochlorofluoroolefins (HCFOs) are the leading synthetic replacements for compounds successively banned by the Montreal Protocol and amendments. HFOs and HCFOs readily decompose in the atmosphere to form fluorinated carbonyls, including CFCHO in yields of up to 100%, which are then photolyzed. A long-standing issue, critical for the transition to safe industrial gases, is whether atmospheric decomposition of CFCHO yields any quantity of CHF (HFC-23), which is one of the most environmentally hazardous greenhouse gases.
View Article and Find Full Text PDFChemistry
December 2024
Universitat Duisburg-Essen, Institute of organic chemistry, Universitätsstraße 7, 45117, Essen, GERMANY.
In recent years, researchers studying fluorogenic samples have steadily shifted from using large, expensive, poorly soluble fluorophores with complex synthetic sequences to smaller, simpler p scaffolds with low molecular weight. This research article presents an in-depth study of the photophysical properties of five bridged single-benzene-based fluorophores (SBBFs) investigated for their solution and solid-state emission (SSSE) properties. The compounds O4, N1O3, N2O2, N3O1, and N4 are derived from a central terephthalonitrile core and vary in the amount of oxygen and nitrogen bridging atoms.
View Article and Find Full Text PDFChemistry
December 2024
Xinjiang Medical University, State Key Laboratory of Pathogenesis, State Key Laboratory of Pathogenesis, Urumqi, CHINA.
Small molecules with an acceptor-donor-acceptor (A-D-A) structure, featuring a fused-ring core as the donor and two electron-withdrawing end groups as acceptor units, represent a potential option for NIR-II fluorophores, benefiting from their narrow bandgaps, superior light-harvesting capabilities, and exceptional photostabilities. However, their planar conformations predispose them to forming H-aggregates during self-assembly, leading to significantly reduced fluorescence quantum yield (QY) of the resulting nanofluorophores. Herein, we report a small molecule, PF8CN, with a terminal unit-A-D-A-terminal unit structure.
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