A two-photon responsive hydroxyphenylquinazolinone (HPQ)-based fluorescent organic nanoprodrug for H2S release against oxidative stress

被引：3
作者：
Chaudhuri, Amrita [1 ]
Singha, Tara [2 ]
Jena, Bikash Chandra [3 ]
Shee, Maniklal [1 ]
Datta, Prasanta Kumar [2 ]
Mandal, Mahitosh [3 ]
Singh, N. D. Pradeep [1 ]
机构：
[1] Indian Inst Technol Kharagpur, Dept Chem, Kharagpur 721302, West Bengal, India
[2] Indian Inst Technol Kharagpur, Dept Phys, Kharagpur 721302, West Bengal, India
[3] Indian Inst Technol Kharagpur, Sch Med Sci & Technol, Kharagpur 721302, West Bengal, India
来源：
CHEMICAL COMMUNICATIONS | 2023年 / 59卷 / 09期
关键词：
HYDROGEN-SULFIDE; CHEMISTRY; DELIVERY; DONORS; AGENTS;
D O I：
10.1039/d2cc05768a
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Light-activated H2S donors have attracted considerable interest in understanding the physiological role and clinical potential of H2S, as their release is highly localized and controlled. Herein, we have evolved a new HPQ chromophore-based fluorescent organic nanosystem localized in a target area that tolerates oxidative stress and precisely releases H2S under one- and two-photon irradiation with real-time monitoring capability. The two-photon absorption cross-section of this new phototrigger was calculated to be 283 GM at 720 nm. H2S photorelease was also demonstrated in vitro on the MDA-MB-468 cell line in the presence of excess ROS. Our developed H2S nanoprodrug can be applied to living systems to release the H2S-gasotransmitter under laser irradiation in a phototherapeutic window.
引用
收藏
页码：1177 / 1180
页数：4
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  • [1] A p-Hydroxyphenacyl-Benzothiazole-Chlorambucil Conjugate as a Real-Time-Monitoring Drug-Delivery System Assisted by Excited-State Intramolecular Proton Transfer
    Barman, Shrabani
    Mukhopadhyay, Sourav K.
    Biswas, Sandipan
    Nandi, Surajit
    Gangopadhyay, Moumita
    Dey, Satyahari
    Anoop, Anakuthil
    Singh, N. D. Pradeep
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (13) : 4194 - 4198
  • [2] Esterase Activated Carbonyl Sulfide/Hydrogen Sulfide (H2S) Donors
    Chauhan, Preeti
    Bora, Prerona
    Ravikumar, Govindan
    Jos, Swetha
    Chakrapani, Harinath
    [J]. ORGANIC LETTERS, 2017, 19 (01) : 62 - 65
  • [3] Small Molecule Signaling Agents: The Integrated Chemistry and Biochemistry of Nitrogen Oxides, Oxides of Carbon, Dioxygen, Hydrogen Sulfide, and Their Derived Species
    Fukuto, Jon M.
    Carrington, Samantha J.
    Tantillo, Dean J.
    Harrison, Jason G.
    Ignarro, Louis J.
    Freeman, Bruce A.
    Chen, Andrew
    Wink, David A.
    [J]. CHEMICAL RESEARCH IN TOXICOLOGY, 2012, 25 (04) : 769 - 793
  • [4] Hydrogen sulfide protected gastric epithelial cell from ischemia/reperfusion injury by Keapl s-sulfhydration, MAPK dependent anti-apoptosis and NF-κB dependent anti-inflammation pathway
    Guo, Cheng
    Liang, FenLi
    Masood, Walayat Shah
    Yan, Xiaofei
    [J]. EUROPEAN JOURNAL OF PHARMACOLOGY, 2014, 725 : 70 - 78
  • [5] Detecting and Imaging of γ-Glutamytranspeptidase Activity in Serum, Live Cells, and Pathological Tissues with a High Signal-Stability Probe by Releasing a Precipitating Fluorochrome
    Juan Ou-Yang
    Li, Yong-Fei
    Wu, Ping
    Jiang, Wen-Li
    Liu, Hong-Wen
    Li, Chun-Yan
    [J]. ACS SENSORS, 2018, 3 (07): : 1354 - 1361
  • [6] Hydrogen Sulfide Increases Glutathione Production and Suppresses Oxidative Stress in Mitochondria
    Kimura, Yuka
    Goto, Yu-Ichi
    Kimura, Hideo
    [J]. ANTIOXIDANTS & REDOX SIGNALING, 2010, 12 (01) : 1 - 13
  • [7] Photoremovable Protecting Groups in Chemistry and Biology: Reaction Mechanisms and Efficacy
    Klan, Petr
    Solomek, Tomas
    Bochet, Christian G.
    Blanc, Aurelien
    Givens, Richard
    Rubina, Marina
    Popik, Vladimir
    Kostikov, Alexey
    Wirz, Jakob
    [J]. CHEMICAL REVIEWS, 2013, 113 (01) : 119 - 191
  • [8] New Insights for Oxidative Stress and Diabetes Mellitus
    Maiese, Kenneth
    [J]. OXIDATIVE MEDICINE AND CELLULAR LONGEVITY, 2015, 2015
  • [9] Protein-Based Self-Healing Cu(II)-Metallohydrogels: Efficient Third-Order Nonlinear Optical Materials in Terms of an Intensity-Dependent Refractive Index and Two-Photon Absorption
    Majumdar, Santanu
    Singha, Tara
    Dhibar, Subhendu
    Mandal, Amit
    Datta, Prasanta Kumar
    Dey, Biswajit
    [J]. ACS APPLIED ELECTRONIC MATERIALS, 2020, 2 (11) : 3678 - 3685
  • [10] Physiological Importance of Hydrogen Sulfide: Emerging Potent Neuroprotector and Neuromodulator
    Panthi, Sandesh
    Chung, Hyung-Joo
    Jung, Junyang
    Jeong, Na Young
    [J]. OXIDATIVE MEDICINE AND CELLULAR LONGEVITY, 2016, 2016
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