Cellular internalization, cytotoxicity and DNA binding property of 2,3-diaminophenazine, synthesized using Jeanbandyite, a heterogeneous catalyst

In recent years, the development of novel chemistry routes for the synthesis of organic compounds has attracted special attention. 2,3-Diaminophenazine (DAP), a derivative of Phenazine, is a large group of nitrogen-containing heterocyclic compound with diverse chemical structure and various biological activities, such as antibacterial, antimicrobial, anti-inflammatory, and anticancer activities. Phenazine is a fluorescent molecule with wide range of biological properties. Therefore, a novel chemical methodology is required for effective synthesis of this product. Numerous oxidants can easily oxidize ortho-phenylenediamine (OPD) to create luminous DAP. This article discusses a simple, sustainable, and safe way to synthesize DAP using water as a green solvent and Jeanbandyite as a catalyst. Mass spectrometry, <sup>1</sup>H-NMR and <sup>13</sup>C-NMR were used to characterize the molecule, and the catalytic efficacy of Jeanbandyite was assessed. The cellular uptake and cytotoxicity of DAP were investigated to determine whether DAP can be used as a bioprobe in bioapplications. Finally, DAP binding to DNA was methodically performed and confirmed using molecular docking.

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Publication Details

Journal
Scientific Reports
Published
2024-11-29
DOI
https://doi.org/10.1038/s41598-024-81330-0
Citations
2
Primary Topic
Synthesis and biological activity
Type
article
Field-Weighted Citation Impact
0.50

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article

Cellular internalization, cytotoxicity and DNA binding property of 2,3-diaminophenazine, synthesized using Jeanbandyite, a heterogeneous catalyst

Santanu Basak, Sumantra Bhattacharya, Jungkyun Im, Seob Jeon et al.
2 citations
Scientific Reports
Synthesis and biological activity
0.50
article

Cellular internalization, cytotoxicity and DNA binding property of 2,3-diaminophenazine, synthesized using Jeanbandyite, a heterogeneous catalyst

Santanu Basak, Sumantra Bhattacharya, Jungkyun Im, Seob Jeon, Bhagat Singh, Partha S. Sarkar, Hye Jeong Kong, Nilasha Ghosh, Rajib Mondal, S PANDIT, Subhadeep Sen, Goutam Biswas, Tae Wan Kim, A. N. Saha, Jae Sung Ryu, Rosni Roy
article en
2 citations

Abstract

In recent years, the development of novel chemistry routes for the synthesis of organic compounds has attracted special attention. 2,3-Diaminophenazine (DAP), a derivative of Phenazine, is a large group of nitrogen-containing heterocyclic compound with diverse chemical structure and various biological activities, such as antibacterial, antimicrobial, anti-inflammatory, and anticancer activities. Phenazine is a fluorescent molecule with wide range of biological properties. Therefore, a novel chemical methodology is required for effective synthesis of this product. Numerous oxidants can easily oxidize ortho-phenylenediamine (OPD) to create luminous DAP. This article discusses a simple, sustainable, and safe way to synthesize DAP using water as a green solvent and Jeanbandyite as a catalyst. Mass spectrometry, <sup>1</sup>H-NMR and <sup>13</sup>C-NMR were used to characterize the molecule, and the catalytic efficacy of Jeanbandyite was assessed. The cellular uptake and cytotoxicity of DAP were investigated to determine whether DAP can be used as a bioprobe in bioapplications. Finally, DAP binding to DNA was methodically performed and confirmed using molecular docking.

Scientific ReportsVol. 14(1)
National Institute of Technology Sikkim (IN), University of North Carolina at Greensboro (US), Soonchunhyang University (KR), Cooch Behar Panchanan Barma University (IN), UGC DAE Consortium for Scientific Research (IN), UGC-DAE Consortium for Scientific Research, Kolkata Centre
National Institute of Technology Sikkim, Soonchunhyang University, Ministry of Trade, Industry and Energy, National Research Foundation of Korea
Openalex Percentile: Top 37%
Synthesis and biological activity
0.50
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