Novel porphyrin conjugates with a potent photodynamic antitumor effect: differential efficacy of mono- and bis-beta-cyclodextrin derivatives in vitro and in vivo

Photochemistry and Photobiology
Jarmila KrálováV Kral

Abstract

In the present study we investigated the photosensitizing properties of two novel mono- and bis-cyclodextrin tetrakis (pentafluorophenyl) porphyrin derivatives in several tumor cell lines and in BALB/c mice bearing subcutaneously transplanted syngeneic mouse mammary carcinoma 4T1. Both studied sensitizers were localized mainly in lysosomes and were found to induce cell death by triggering apoptosis in human leukemic cells HL-60. In 4T1 and other cell lines both apoptotic and necrotic modes of cell death occurred depending on drug and light doses. Mono-cyclodextrin porphyrin derivative P(beta-CD)1 exhibited stronger in vitro phototoxic effect than bis-cyclodextrin derivative P(beta-CD)2. However, in vivo P(beta-CD)2 displayed faster tumor uptake with maximal accumulation 6 h after application, leading to complete and prolonged elimination of subcutaneous tumors within 3 days after irradiation (100 J cm(-2)). In contrast, P(beta-CD)1 uptake was slower (48 h) and the reduction of tumor mass was only transient, reaching the maximum at the 12 h interval when a favorable tumor-to-skin ratio appeared. Thus, P(beta-CD)2 represents a new photosensitizing drug displaying fast and selective tumor uptake, strong antitumor activity and fast...Continue Reading

References

Jun 1, 1992·Photochemistry and Photobiology·J Moan, K Berg
Jan 1, 1992·Photochemistry and Photobiology·B W Henderson, T J Dougherty
Dec 15, 1994·International Journal of Cancer. Journal International Du Cancer·K Berg, J Moan
Apr 1, 1996·Photochemistry and Photobiology·Y LuoD Kessel
Apr 16, 1998·Journal of Photochemistry and Photobiology. B, Biology·D Kessel, Y Luo
Jun 24, 1998·Journal of the National Cancer Institute·T J DoughertyQ Peng
Jun 6, 2000·Advanced Drug Delivery Reviews·F Hirayama, K Uekama
Dec 2, 2000·Journal of Photochemistry and Photobiology. B, Biology·A C Moor
Oct 5, 2001·Expert Opinion on Pharmacotherapy·C H SibataT J Kinsella
Jan 2, 2003·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Ronghua YangFenglin Zhao
Mar 28, 2003·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·Nancy L OleinickIrina Belichenko
May 2, 2003·Nature Reviews. Cancer·Dennis E J G J DolmansRakesh K Jain
Aug 22, 2003·Photochemistry and Photobiology·Marie-Hélène TeitenLina Bezdetnaya
Jan 7, 2004·Advanced Drug Delivery Reviews·Anders HøgsetKristian Berg

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Citations

Oct 8, 2014·Therapeutic Delivery·Diana SamarooNaphtali O'Connor
Jan 1, 2015·European Journal of Medicinal Chemistry·Joana F B BarataFrancisco Sanz-Rodríguez
Aug 4, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Amina Ben MihoubSamir Acherar
Aug 29, 2018·Chemical Society Reviews·Verónica Almeida-MarreroAndrés de la Escosura
Jul 4, 2008·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·João Nuno SilvaPatrice Morlière
May 21, 2010·Organic & Biomolecular Chemistry·Kamil ZárubaVladimír Král
Apr 25, 2020·Journal of Enzyme Inhibition and Medicinal Chemistry·Yuyan LinYuanyuan Xie
Jun 20, 2014·Chemical Communications : Chem Comm·Leandro M O LourençoJoão P C Tomé
Sep 16, 2008·Journal of Medicinal Chemistry·Jarmila KrálováVladimír Král
Dec 3, 2009·Journal of Medicinal Chemistry·Jarmila KrálováVladimír Král
Jul 26, 2011·Bioorganic & Medicinal Chemistry Letters·Zdeněk KejíkVladimír Král

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Methods Mentioned

BETA
nuclear magnetic resonance
fluorescence microscopy
electrophoresis
confocal microscopy
fluorescence spectroscopy
fluorescence titration

Software Mentioned

Origin

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