Pyran Derivative

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He Tian - One of the best experts on this subject based on the ideXlab platform.

  • in vivo and in situ tracking cancer chemotherapy by highly photostable nir fluorescent theranostic prodrug
    Journal of the American Chemical Society, 2014
    Co-Authors: Xuanrong Sun, He Tian, Zhiqian Guo, Jianbin Tang, Youqing Shen, Tony D James, Weihong Zhu
    Abstract:

    In vivo monitoring of the biodistribution and activation of prodrugs is urgently required. Near infrared (NIR) fluorescence-active fluorophores with excellent photostability are preferable for tracking drug release in vivo. Herein, we describe a NIR prodrug DCM-S-CPT and its polyethylene glycol–polylactic acid (PEG-PLA) loaded nanoparticles as a potent cancer therapy. We have conjugated a dicyanomethylene-4H-Pyran Derivative as the NIR fluorophore with camptothecin (CPT) as the anticancer drug using a disulfide linker. In vitro experiments verify that the high intracellular glutathione (GSH) concentrations in tumor cells cause cleavage of the disulfide linker, resulting in concomitantly the active drug CPT release and significant NIR fluorescence turn-on with large Stokes shift (200 nm). The NIR fluorescence of DCM-S-CPT at 665 nm with fast response to GSH can act as a direct off–on signal reporter for the GSH-activatable prodrug. Particularly, DCM-S-CPT possesses much better photostability than ICG, whic...

  • In Vivo and in Situ Tracking Cancer Chemotherapy by Highly Photostable NIR Fluorescent Theranostic Prodrug
    2014
    Co-Authors: Xuanrong Sun, He Tian, Zhiqian Guo, Jianbin Tang, Youqing Shen, Tony D James, Weihong Zhu
    Abstract:

    In vivo monitoring of the biodistribution and activation of prodrugs is urgently required. Near infrared (NIR) fluorescence-active fluorophores with excellent photostability are preferable for tracking drug release in vivo. Herein, we describe a NIR prodrug DCM-S-CPT and its polyethylene glycol–polylactic acid (PEG-PLA) loaded nanoparticles as a potent cancer therapy. We have conjugated a dicyanomethylene-4H-Pyran Derivative as the NIR fluorophore with camptothecin (CPT) as the anticancer drug using a disulfide linker. In vitro experiments verify that the high intracellular glutathione (GSH) concentrations in tumor cells cause cleavage of the disulfide linker, resulting in concomitantly the active drug CPT release and significant NIR fluorescence turn-on with large Stokes shift (200 nm). The NIR fluorescence of DCM-S-CPT at 665 nm with fast response to GSH can act as a direct off–on signal reporter for the GSH-activatable prodrug. Particularly, DCM-S-CPT possesses much better photostability than ICG, which is highly desirable for in situ fluorescence-tracking of cancer chemotherapy. DCM-S-CPT has been successfully utilized for in vivo and in situ tracking of drug release and cancer therapeutic efficacy in living animals by NIR fluorescence. DCM-S-CPT exhibits excellent tumor-activatable performance when intravenously injected into tumor-bearing nude mice, as well as specific cancer therapy with few side effects. DCM-S-CPT loaded in PEG-PLA nanoparticles shows even higher antitumor activity than free CPT, and is also retained longer in the plasma. The tumor-targeting ability and the specific drug release in tumors make DCM-S-CPT as a promising prodrug, providing significant advances toward deeper understanding and exploration of theranostic drug-delivery systems

  • intramolecular charge transfer process based on dicyanomethylene 4h Pyran Derivative an integrated operation of half subtractor and comparator
    Journal of Physical Chemistry C, 2008
    Co-Authors: Ping Zhao, Xiaomei Huang, He Tian
    Abstract:

    Integration of simple logic gates into combinational circuits is a crucial step for the performance of arithmetic systems and working automation. A half-subtractor has been reported in combination with a comparator based on the intramolecular charge transfer (ICT) process resulting from hosting two different guests with the binding of Zn2+ and the deprotonation of phenolic hydroxyl groups in an unimolecular system. The corresponding spectral shifts in absorption and a variation in fluorescence intensity were well elucidated. An XOR (exclusive OR) logic gate generates the difference digit of the half-subtractor reading at 445 nm, and two INHIBIT logic gates, which are basically AND gates with one of the inputs inverted through a NOT function, are achieved for the borrow digit of the half-subtractor when the output signals are monitored at 400 and 525 nm. Taken together, the comparison and subtraction operations are practically performed in parallel without mutual interference due to the same inputs and dif...

Weihong Zhu - One of the best experts on this subject based on the ideXlab platform.

  • in vivo and in situ tracking cancer chemotherapy by highly photostable nir fluorescent theranostic prodrug
    Journal of the American Chemical Society, 2014
    Co-Authors: Xuanrong Sun, He Tian, Zhiqian Guo, Jianbin Tang, Youqing Shen, Tony D James, Weihong Zhu
    Abstract:

    In vivo monitoring of the biodistribution and activation of prodrugs is urgently required. Near infrared (NIR) fluorescence-active fluorophores with excellent photostability are preferable for tracking drug release in vivo. Herein, we describe a NIR prodrug DCM-S-CPT and its polyethylene glycol–polylactic acid (PEG-PLA) loaded nanoparticles as a potent cancer therapy. We have conjugated a dicyanomethylene-4H-Pyran Derivative as the NIR fluorophore with camptothecin (CPT) as the anticancer drug using a disulfide linker. In vitro experiments verify that the high intracellular glutathione (GSH) concentrations in tumor cells cause cleavage of the disulfide linker, resulting in concomitantly the active drug CPT release and significant NIR fluorescence turn-on with large Stokes shift (200 nm). The NIR fluorescence of DCM-S-CPT at 665 nm with fast response to GSH can act as a direct off–on signal reporter for the GSH-activatable prodrug. Particularly, DCM-S-CPT possesses much better photostability than ICG, whic...

  • In Vivo and in Situ Tracking Cancer Chemotherapy by Highly Photostable NIR Fluorescent Theranostic Prodrug
    2014
    Co-Authors: Xuanrong Sun, He Tian, Zhiqian Guo, Jianbin Tang, Youqing Shen, Tony D James, Weihong Zhu
    Abstract:

    In vivo monitoring of the biodistribution and activation of prodrugs is urgently required. Near infrared (NIR) fluorescence-active fluorophores with excellent photostability are preferable for tracking drug release in vivo. Herein, we describe a NIR prodrug DCM-S-CPT and its polyethylene glycol–polylactic acid (PEG-PLA) loaded nanoparticles as a potent cancer therapy. We have conjugated a dicyanomethylene-4H-Pyran Derivative as the NIR fluorophore with camptothecin (CPT) as the anticancer drug using a disulfide linker. In vitro experiments verify that the high intracellular glutathione (GSH) concentrations in tumor cells cause cleavage of the disulfide linker, resulting in concomitantly the active drug CPT release and significant NIR fluorescence turn-on with large Stokes shift (200 nm). The NIR fluorescence of DCM-S-CPT at 665 nm with fast response to GSH can act as a direct off–on signal reporter for the GSH-activatable prodrug. Particularly, DCM-S-CPT possesses much better photostability than ICG, which is highly desirable for in situ fluorescence-tracking of cancer chemotherapy. DCM-S-CPT has been successfully utilized for in vivo and in situ tracking of drug release and cancer therapeutic efficacy in living animals by NIR fluorescence. DCM-S-CPT exhibits excellent tumor-activatable performance when intravenously injected into tumor-bearing nude mice, as well as specific cancer therapy with few side effects. DCM-S-CPT loaded in PEG-PLA nanoparticles shows even higher antitumor activity than free CPT, and is also retained longer in the plasma. The tumor-targeting ability and the specific drug release in tumors make DCM-S-CPT as a promising prodrug, providing significant advances toward deeper understanding and exploration of theranostic drug-delivery systems

Xuanrong Sun - One of the best experts on this subject based on the ideXlab platform.

  • in vivo and in situ tracking cancer chemotherapy by highly photostable nir fluorescent theranostic prodrug
    Journal of the American Chemical Society, 2014
    Co-Authors: Xuanrong Sun, He Tian, Zhiqian Guo, Jianbin Tang, Youqing Shen, Tony D James, Weihong Zhu
    Abstract:

    In vivo monitoring of the biodistribution and activation of prodrugs is urgently required. Near infrared (NIR) fluorescence-active fluorophores with excellent photostability are preferable for tracking drug release in vivo. Herein, we describe a NIR prodrug DCM-S-CPT and its polyethylene glycol–polylactic acid (PEG-PLA) loaded nanoparticles as a potent cancer therapy. We have conjugated a dicyanomethylene-4H-Pyran Derivative as the NIR fluorophore with camptothecin (CPT) as the anticancer drug using a disulfide linker. In vitro experiments verify that the high intracellular glutathione (GSH) concentrations in tumor cells cause cleavage of the disulfide linker, resulting in concomitantly the active drug CPT release and significant NIR fluorescence turn-on with large Stokes shift (200 nm). The NIR fluorescence of DCM-S-CPT at 665 nm with fast response to GSH can act as a direct off–on signal reporter for the GSH-activatable prodrug. Particularly, DCM-S-CPT possesses much better photostability than ICG, whic...

  • In Vivo and in Situ Tracking Cancer Chemotherapy by Highly Photostable NIR Fluorescent Theranostic Prodrug
    2014
    Co-Authors: Xuanrong Sun, He Tian, Zhiqian Guo, Jianbin Tang, Youqing Shen, Tony D James, Weihong Zhu
    Abstract:

    In vivo monitoring of the biodistribution and activation of prodrugs is urgently required. Near infrared (NIR) fluorescence-active fluorophores with excellent photostability are preferable for tracking drug release in vivo. Herein, we describe a NIR prodrug DCM-S-CPT and its polyethylene glycol–polylactic acid (PEG-PLA) loaded nanoparticles as a potent cancer therapy. We have conjugated a dicyanomethylene-4H-Pyran Derivative as the NIR fluorophore with camptothecin (CPT) as the anticancer drug using a disulfide linker. In vitro experiments verify that the high intracellular glutathione (GSH) concentrations in tumor cells cause cleavage of the disulfide linker, resulting in concomitantly the active drug CPT release and significant NIR fluorescence turn-on with large Stokes shift (200 nm). The NIR fluorescence of DCM-S-CPT at 665 nm with fast response to GSH can act as a direct off–on signal reporter for the GSH-activatable prodrug. Particularly, DCM-S-CPT possesses much better photostability than ICG, which is highly desirable for in situ fluorescence-tracking of cancer chemotherapy. DCM-S-CPT has been successfully utilized for in vivo and in situ tracking of drug release and cancer therapeutic efficacy in living animals by NIR fluorescence. DCM-S-CPT exhibits excellent tumor-activatable performance when intravenously injected into tumor-bearing nude mice, as well as specific cancer therapy with few side effects. DCM-S-CPT loaded in PEG-PLA nanoparticles shows even higher antitumor activity than free CPT, and is also retained longer in the plasma. The tumor-targeting ability and the specific drug release in tumors make DCM-S-CPT as a promising prodrug, providing significant advances toward deeper understanding and exploration of theranostic drug-delivery systems

Ben Zhong Tang - One of the best experts on this subject based on the ideXlab platform.

  • color tunable aggregation induced emission of a butterfly shaped molecule comprising a Pyran skeleton and two cholesteryl wings
    Journal of Physical Chemistry B, 2007
    Co-Authors: Hui Tong, Yuning Hong, Yongqiang Dong, Yan Ren, Matthias Haussler, Jacky Wing Yip Lam, And Kam Sing Wong, Ben Zhong Tang
    Abstract:

    A chiral Pyran Derivative containing two cholesteryl groups (1) is synthesized, and its optical properties are investigated. Whereas the isolated molecule of 1 is virtually nonluminescent in dilute solutions, it becomes highly emissive with a 2 orders of magnitude increase in fluorescence quantum yield upon aggregation in poor solvents or in solid state, showing a novel phenomenon of aggregation-induced emission (AIE). The color and efficiency of the AIE of 1 can be tuned by varying the morphology of its aggregates:  photoluminescence of its aggregates formed in a tetrahydrofuran/water mixture progressively red-shifts (green → yellow → red) with increasing water content of the mixture, with the crystalline aggregates emitting bluer lights in higher efficiencies than their amorphous counterparts.

Xiaobo Huang - One of the best experts on this subject based on the ideXlab platform.

  • polymorphism and multicolor mechanofluorochromism of a d π a asymmetric 4h Pyran Derivative with aggregation induced emission property
    Journal of Physical Chemistry C, 2019
    Co-Authors: Zhiqiang Wang, Mengzhu Wang, Jingqing Peng, Yufeng Xie, Miaochang Liu, Wenxia Gao, Yunbing Zhou, Xiaobo Huang
    Abstract:

    A D-π-A 4H-Pyran Derivative (AMP) containing dicyanomethylene, benzene, and 4-hydroxybenzene units was designed and synthesized, which exhibited an aggregation-induced emission property. This asymmetric compound had three polymorphs, namely, yellow-emitting AMP-y, orange-emitting AMP-o, and red-emitting APM-r. AMP-y and APM-r showed very similar twisted conformations, and their different solid-state emissions depended not only on the molecular conformations but also on the zig-zag packing arrangements containing the coexistence of J-aggregation and H-aggregation with a subtle difference, whereas the solid-state emission of AMP-o mainly depended on the complete planar conformation. The polymorphs exhibited different stimulus-responsive fluorescence color changes upon grinding. AMP-y and APM-r displayed bathochromic and hypsochromic mechanofluorochromic (MFC) characteristics, respectively, and were both converted into orange-emitting solids, which were ascribed to the destruction of π···π interactions in th...