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Rapid access to 7-substituted cycloalkylamino and alkylamino analogues of 4-methylcoumarin reveals surprising emitters

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dc.contributor.authorDas, Samarpita
dc.contributor.authorGoswami, Pooja
dc.contributor.authorVerma, Vivek K.
dc.contributor.authorIndurthi, Harish K.
dc.contributor.authorKumar, Manoj
dc.contributor.authorKoch, Biplob
dc.contributor.authorSharma, Deepak K.
dc.date.accessioned2025-01-28T09:38:15Z
dc.date.available2025-01-28T09:38:15Z
dc.date.issued2023
dc.description.abstractReplacement of electron-donatingN,N-dialkyl groups with four-membered azetidine has recently been used as a promising approach to improve low fluorescent quantum yields of coumarin. Herein, we report the synthesis of 7-cycloalkylamino/alkyl amino analogues (6�19) from 4-methyl umbelliferone-derived nonaflate (1a�) using Buchwald-Hartwig amination and comparison of their fluorescence activity with 7-azetidinyl-4-methylcoumarin (4). The absolute quantum yields of cyclobutylamine (7), cyclopentylamine (8), propylamine (10), butylamine (11), isopropylamine (16), and isobutylamine (17) were found to be comparable to that of the azetidine (4) coumarin. Further, the dyes were found to be biocompatible in cell lines. Also, the successful application of these new dyes in biological imaging for living cells has been demonstrated. � 2023 Elsevier Ltd
dc.identifier.doihttps://doi.org/10.1016/j.dyepig.2023.111407
dc.identifier.issn1437208
dc.identifier.urihttps://dl.bhu.ac.in/ir/handle/123456789/21857
dc.language.isoen
dc.publisherElsevier Ltd
dc.subjectAzetidine
dc.subjectBiological imaging
dc.subjectBuchwald-Hartwig amination
dc.subjectCoumarin
dc.subjectEmission wavelength
dc.subjectMDA-MB-231
dc.titleRapid access to 7-substituted cycloalkylamino and alkylamino analogues of 4-methylcoumarin reveals surprising emitters
dc.typeArticle
dspace.entity.typePublication
journal.titleDyes and Pigments
journalvolume.identifier.volume217

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2023