Water soluble thioglycosylated BODIPYs for mitochondria targeted cytotoxicity

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dc.contributor.author Kesavan, Praseetha E.
dc.contributor.author Pandey, Vijayalakshmi
dc.contributor.author Raza, Md Kausar
dc.contributor.author Mori, Shigeki
dc.contributor.author Gupta, Iti
dc.date.accessioned 2019-08-06T09:37:22Z
dc.date.available 2019-08-06T09:37:22Z
dc.date.issued 2019-07
dc.identifier.citation Kesavana, Praseetha E.; Pandeya, Vijayalakshmi; Raza, Md Kausar; Mori, Shigeki and Gupta, Iti, "Water soluble thioglycosylated BODIPYs for mitochondria targeted cytotoxicity", Bioorganic Chemistry, DOI: 10.1016/j.bioorg.2019.103139, Jul. 2019. en_US
dc.identifier.issn 0045-2068
dc.identifier.issn 1090-2120
dc.identifier.uri https://doi.org/10.1016/j.bioorg.2019.103139
dc.identifier.uri https://repository.iitgn.ac.in/handle/123456789/4636
dc.description.abstract The facile synthesis of water-soluble mitochondria targeting thioglycosylated BODIPYs is reported. Thioglycosylated BODIPYs were synthesized in 25�26% yields via thioglycosylated dipyrromethanes in four steps. The dipyrromethanes and thioglycosylated BODIPYs were characterized by various techniques including HRMS, NMR spectroscopy and X-ray crystallography. In-vitro cellular investigations in skin keratinocyte (HaCaT) and cervical (HeLa) cancer cells revealed significant cytotoxicities with IC50 values between 23.83 to 48.61??M. The flow cytometry experiments revealed significant cellular uptake of thioglycosylated BODIPYs into HaCaT cells and thioglucosyl substituted BODIPY (9) showed higher cellular uptake and ROS generation than the rest of the molecules. The highlight of this study is the mitochondrial targeting by the neutral BODIPYs, as judged by the colocalization experiments using confocal microscopy.
dc.description.statementofresponsibility by Praseetha E.Kesavan, Vijayalakshmi Pandey, Md Kausar Raza, Shigeki Mori and Iti Gupta
dc.format.extent vol. 91
dc.language.iso en en_US
dc.publisher Elsevier en_US
dc.subject Thioglycosylated BODIPY en_US
dc.subject Fluorescence imaging en_US
dc.subject Mitochondria targeting en_US
dc.subject Water soluble BODIPYs en_US
dc.title Water soluble thioglycosylated BODIPYs for mitochondria targeted cytotoxicity en_US
dc.type Article en_US
dc.relation.journal Bioorganic Chemistry

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