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dc.contributor.authorBanerjee, S.
dc.contributor.authorPhadte, A.A.
dc.contributor.authorChattopadhyay, A.
dc.contributor.authorFernandes, J.R.D.
dc.contributor.authorSavardekar, A.V.
dc.contributor.authorBanerjee, A.
dc.contributor.authorSingh, K.S.
dc.date.accessioned2019/03/31
dc.date.accessioned2019-04-30T12:44:14Z
dc.date.available2018/10/17
dc.date.available2019-04-30T12:44:14Z
dc.date.issued2018
dc.identifier.citationTetrahedron Letters, vol.59(42); 2018; 3787-3791
dc.identifier.issn0040-4039
dc.identifier.urihttps://doi.org/10.1016/J.TETLET.2018.09.013
dc.identifier.urihttp://drs.nio.org/drs/handle/2264/7968
dc.description.abstractAza- and oxa-dihydrotetracenes were prepared in one step from 1,4-dicyanodibenzodioxins in good yields. These molecules represent the first examples of heterocyclic dihydrotetracenes with push-pull character. Aza-dihydrotetracene 18H showed a strong red-shifted absorbance maxima at 472-nm, nearly equal in intensity to the parent band at 260-nm, in polar DMSO medium. The fluorescence emission spectrum of aza-dihydrotetracene 18H had an emission maximum at 525-nm with a broad band stretched out as far as 650-nm. The fluorescence emission quantum yield was almost as strong as the known fluorescent standard 1,3-diphenylisobenzofuran. The aza-dihydrotetracenes exhibited in vitro cytotoxicity against the HeLa cell line and were non-toxic against the normal HaCaT cell line. The fluorescence emerging from HeLa cells incubated with aza-dihydrotetracene 18H was very strong and helped detect the cells microscopically using appropriate filters. A useful future application of the compound could be as a fluorescence based dye in cellular microscopy.
dc.languageen
dc.publisherElsevier
dc.relation.isreferencedbySCI
dc.titleSynthesis and photophysical characterization of heterocyclic dihydrotetracenes and their utility in the fluorescence imaging of HeLa cells
dc.typeJournal Article
dc.affiliation.authorBirla Institute of Technology and Science-Pilani, K.K. Birla Goa Campus, NH-17B Bypass, Zuarinagar, Goa 403726, India


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