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

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초록

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, 1H-NMR and 13C-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.

키워드

CatalysisCellular internalizationGreen chemistryJeanbandyitePhenazineCOPPER(II) COMPLEXESOXIDATIONOPTIMIZATIONDERIVATIVESONIOM
제목
Cellular internalization, cytotoxicity and DNA binding property of 2,3-diaminophenazine, synthesized using Jeanbandyite, a heterogeneous catalyst
저자
Sen, SubhadeepBasak, SubhankarPandit, SamitSarkar, PappuKim, Tae WanGhosh, NandanKong, Hye JeongRyu, Jae SungSingh, BhagatRoy, RosniMondal, RajibSaha, AbhijitJeon, SeobBhattacharya, SumantraIm, JungkyunBiswas, Goutam
DOI
10.1038/s41598-024-81330-0
발행일
2024-11
유형
Article
저널명
Scientific Reports
14
1