Stimuli-responsive prodrug of non-steroidal anti-inflammatory drug diclofenac: self-immolative drug release with turn-on near-infrared fluorescence

Abu Sufian; Debojit Bhattacherjee; Pallavi Barman; Abhay Srivastava; Rajkumar P. Thummer; Krishna P. Bhabak

doi:10.1039/D2CC02132C

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Stimuli-responsive prodrug of non-steroidal anti-inflammatory drug diclofenac: self-immolative drug release with turn-on near-infrared fluorescence†

Abu Sufian,

^a Debojit Bhattacherjee,

^ab Pallavi Barman,

^a Abhay Srivastava,^a Rajkumar P. Thummer

^c and Krishna P. Bhabak

*^abd

Author affiliations

* Corresponding authors

^a Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati-781039, Assam, India

^b Centre for the Environment, Indian Institute of Technology Guwahati, Guwahati-781039, Assam, India

^c Department of Biosciences and Bioengineering, Indian Institute of Technology Guwahati, Guwahati-781039, Assam, India

^d Jyoti and Bhupat Mehta School of Health Sciences and Technology, Indian Institute of Technology Guwahati, Guwahati-781039, Assam, India
E-mail: kbhabak@iitg.ac.in

Abstract

Reactive oxygen species (ROS)-responsive near infrared (NIR) fluorogenic prodrug DCI-ROS is developed for the self-immolative release of diclofenac (DCF) with turn-on fluorescence. The non-toxic prodrug exhibited turn-on red fluorescence with endogenous ROS in cancer cells and inhibited COX-2 expression in the inflammation-induced macrophage cells. The prodrug strategy thus would be helpful for the controlled fluorogenic delivery of DCF for inflammatory diseases.

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Article information

DOI: https://doi.org/10.1039/D2CC02132C
Article type: Communication
Submitted: 18 Apr 2022
Accepted: 16 Jun 2022
First published: 16 Jun 2022

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Chem. Commun., 2022,58, 7833-7836

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Stimuli-responsive prodrug of non-steroidal anti-inflammatory drug diclofenac: self-immolative drug release with turn-on near-infrared fluorescence

A. Sufian, D. Bhattacherjee, P. Barman, A. Srivastava, R. P. Thummer and K. P. Bhabak, Chem. Commun., 2022, 58, 7833 DOI: 10.1039/D2CC02132C

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Chemical Communications

Stimuli-responsive prodrug of non-steroidal anti-inflammatory drug diclofenac: self-immolative drug release with turn-on near-infrared fluorescence†

Abstract

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Stimuli-responsive prodrug of non-steroidal anti-inflammatory drug diclofenac: self-immolative drug release with turn-on near-infrared fluorescence

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