dc.contributor.authorVedachalam, Seenuvasan
dc.contributor.authorChoi, Bo-Hwa
dc.contributor.authorPasunooti, Kalyan Kumar
dc.contributor.authorChing, Kun Mei
dc.contributor.authorLee, Kijoon
dc.contributor.authorYoon, Ho Sup
dc.contributor.authorLiu, Xue-Wei
dc.date.accessioned2012-01-26T04:01:22Z
dc.date.available2012-01-26T04:01:22Z
dc.date.copyright2011en_US
dc.date.issued2011
dc.identifier.citationVedachalam, S., Choi, B. H., Pasunooti, K. K., Ching, K. M., Lee, K., Yoon, H. S. & Liu, X. W. (2011). Glycosylated prophyrin derivatives and their photodynamic activity in tumor cells. Med. Chem. Commun., 2, 371-377.en_US
dc.identifier.urihttp://hdl.handle.net/10220/7483
dc.description.abstractThe present study reports the design and synthesis of nine C2-symmetric 5,15-[bis(arayl)]-10α,20β- [bis(1,2:3,4-di-O-isopropylidene-α-D-galactopyranose-6-yl)]porphyrins (3–11) bearing electron donating or electron withdrawing substituents and a D2-symmetric 5α,10β,15α,20β-tetrakis(1,2:3,4-di- O-isopropylidene-α-D-galactopyranose-6-yl)porphyrin (12). In the system we design, the C6 of pyranose sugar is elegantly fused into the porphyrin core as meso carbon, which renders a new type of photodynanic inducers. The biological effects of these derivatives were assessed in HeLa and HCT116 human cancer cells. In particular, the tetra-glycofused structure 12 exhibited the highest cellular uptake and photocytotoxicity. Unlike the reported sugar-porphyrin conjugates, which normally localize in mitochondria or endoplasmic reticulum, the unique glycofused porphyrins in this study were dominantly localized in lysosomes. The measurement of the dual flurorescence of annexin V-FITC/PI by flow cytometry revealed that the cell death was caused by apoptosis. Further PARP cleavage study suggested that apoptosis induced by the treatment of compound 12 was via caspase-dependent apoptotic pathway in cancer cells.en_US
dc.format.extent6 p.en_US
dc.language.isoenen_US
dc.relation.ispartofseriesMed. Chem. Commun.en_US
dc.rights© 2011 The Royal Society of Chemistry.  This is the author created version of a work that has been peer reviewed and accepted for publication by Med. Chem. Commun., The Royal Society of Chemistry.  It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document.  The published version is available at: [DOI: http://dx.doi.org/10.1039/c0md00175a ]en_US
dc.subjectDRNTU::Science::Biological sciences::Cytology
dc.titleGlycosylated porphyrin derivatives and their photodynamic activity in cancer cellsen_US
dc.typeJournal Article
dc.contributor.schoolSchool of Biological Sciencesen_US
dc.identifier.doihttp://dx.doi.org/10.1039/c0md00175a
dc.description.versionAccepted versionen_US
dc.contributor.organizationSchool of Physical and Mathematical Sciencesen_US


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