Photosensitizers for Anticancer Photodynamic Therapy

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Molecules 2018, 23, 1436 12 of 13 3. Dougherty, T.J.; Gomer, C.J.; Henderson, B.W.; Jori, G.; Kessel, D.; Korbelik, M.; Moan, J.; Peng, Q. Photodynamic therapy. J. Natl. Cancer Inst. 1998, 90, 889–905. [CrossRef] [PubMed] 4. Lim, S.H.; Thivierge, C.; Nowak-Sliwinska, P.; Han, J.; van den Bergh, H.; Wagnières, G.; Burgess, K.; Lee, H.B. In vitro and in vivo photocytotoxicity of boron dipyrromethene derivatives for photodynamic therapy. J. Med. Chem. 2010, 53, 2865–2874. [CrossRef] [PubMed] 5. Meng, Z.; Yu, B.; Han, G.; Liu, M.; Shan, B.; Dong, G.; Miao, Z.; Jia, N.; Tan, Z.; Li, B.; et al. Chlorin p6-Based Water-Soluble Amino Acid Derivatives as Potent Photosensitizers for Photodynamic Therapy. J. Med. Chem. 2016, 59, 4999–5010. [CrossRef] [PubMed] 6. Yano, S.; Hirohara, S.; Obata, M.; Hagiya, Y.; Ogura, S.; Ikeda, A.; Kataoka, H.; Tanaka, M.; Joh, T. Current states and future views in photodynamic therapy. J. Photochem. Photobiol. C 2011, 12, 46–67. [CrossRef] 7. Muehlmann, L.A.; Rodrigues, M.C.; Longo, J.P.; Garcia, M.P.; Py-Daniel, K.R.; Veloso, A.B.; de Souza, P.E.; da Silva, S.W.; Azevedo, R.B. Aluminium-phthalocyanine chloride nanoemulsions for anticancer photodynamic therapy: Development and in vitro activity against monolayers and spheroids of human mammary adenocarcinoma MCF-7 cells. J. Nanobiotechnol. 2015, 13, 36. [CrossRef] [PubMed] 8. Muehlmann, L.A.; Ma, B.C.; Longo, J.P.; Almeida Santos Mde, F.; Azevedo, R.B. Aluminum-phthalocyanine chloride associated to poly(methyl vinyl ether-co-maleic anhydride) nanoparticles as a new third-generation photosensitizer for anticancer photodynamic therapy. Int. J. Nanomed. 2014, 9, 1199–1213. [CrossRef] [PubMed] 9. Rodrigues, M.C.; Muehlmann, L.A.; Longo, J.P.; Silva, R.C.; Graebner, I.B.; Degterev, I.A.; Lucci, C.M.; Azevedo, R.B.; Garcia, M.P. Photodynamic Therapy Based on Arrabidaeachica (Crajiru) Extract Nanoemulsion: In vitro Activity against Monolayers and Spheroids of Human Mammary Adenocarcinoma MCF-7 Cells. J. Nanomed. Nanotechnol. 2015, 6, 1000286. [CrossRef] 10. Monge-Fuentes, V.; Muehlmann, L.A.; Longo, J.P.; Silva, J.R.; Fascineli, M.L.; de Souza, P.; Faria, F.; Degterev, I.A.; Rodriguez, A.; Carneiro, F.P.; et al. Photodynamic therapy mediated by acai oil (Euterpe oleracea Martius) in nanoemulsion: A potential treatment for melanoma. J. Photochem. Photobiol. B 2017, 166, 301–310. [CrossRef] [PubMed] 11. Yuan, L.; Lin, W.; Zheng, K.; He, L.; Huang, W. Far-red to near infrared analyte-responsive fluorescent probes based on organic fluorophore platforms for fluorescence imaging. Chem. Soc. Rev. 2013, 42, 622–661. [CrossRef] [PubMed] 12. Leitão, M.P.S.; Rama Raju, B.; Naik, S.; Coutinho, P.J.G.; João Sousa, M.; Gonçalves, M.T. Synthesis and photophysical studies of new benzo[a]phenoxazinium chlorides as potential antifungal agents. Tetrahedron Lett. 2016, 57, 3936–3941. [CrossRef] 13. Frade, V.H.J.; Goncalves, M.S.T.; Coutinho, P.J.G.; Moura, J.C.V.P. Synthesis and spectral properties of long-wavelength flurescent dyes. J. Photochem. Photobiol. A 2007, 185, 220–230. [CrossRef] 14. Frade, V.H.J.; Sousa, M.J.; Moura, J.C.V.P.; Gonçalves, M.S.T. Synthesis of naphtho[2,3-a]phenoxazinium chlorides: Structure–activity relationships of these heterocycles and benzo[a]phenoxazinium chlorides as new antimicrobials. Bioorg. Med. Chem. 2008, 16, 3274–3282. [CrossRef] [PubMed] 15. Mizukawa, Y.; Ge, J.F.; Bakar, A.; Itoh, I.; Scheurer, C.; Wittlin, S.; Brun, R.; Matsuoka, H.; Ihara, M. Novel synthetic route for antimalarial benzo[a]phenoxazine derivative SSJ-183 and two active metabolites. Bioorg. Med. Chem. 2014, 22, 3749–3752. [CrossRef] [PubMed] 16. Lopes, M.; Alves, C.T.; Rama Raju, B.; Gonçalves, M.S.; Coutinho, P.J.; Henriques, M.; Belo, I. Application of benzo[a]phenoxazinium chlorides in antimicrobial photodynamic therapy of Candida albicans biofilms. J. Photochem. Photobiol. B 2014, 141, 93–99. [CrossRef] [PubMed] 17. Foley, J.W.; Song, X.; Demidova, T.N.; Jalil, F.; Hamblin, M.R. Synthesis and properties of benzo[a]phenoxaziniumchalcogen analogues as novel broad-spectrum antimicrobial photosensitizers. J. Med. Chem. 2006, 49, 5291–5299. [CrossRef] [PubMed] 18. Wainwright, M.; McLean, A. Rational design of phenothiazinium derivatives and photoantimicrobial drug discovery. Dyes Pigment. 2017, 136, 590–600. [CrossRef] 19. Cincotta, L.; Foley, J.W.; Cincotta, A.H. Novel red absorbing benzo[a]phenoxazinium and benzo[a]phenothiazinium photosensitizers: In vitro evaluation. Photochem. Photobiol. 1987, 46, 751–758. [CrossRef] [PubMed] 20. Frade, V.H.; Gonçalves, M.S.; Moura, J.C. Synthesis and fluorescence properties of side-chain carboxylated 5,9-diaminobenzo[a]phenoxazinium salts. Tetradedron Lett. 2005, 46, 4949–4952. [CrossRef]

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