13 Photodynamic Therapy
465
hybrids for targeted two-photon photodynamic therapy. J Org Chem 79:1406–1417. https://doi.
org/10.1021/jo402658h
Horiuchi H, Hosaka M, Mashio H, Terata M, Ishida S, Kyushin S, Okutsu T, Takeuchi T, Hiratsuka H
(2014) Silylation improves the photodynamic activity of tetraphenylporphyrin derivatives in vitro
and in vivo. Chem Eur J 20:6054–6060. https://doi.org/10.1002/chem.201303120
Huang D, Sun J, Ma L, Zhang C, Zhao J (2013) Preparation of ketocoumarins as heavy atom-free
triplet photosensitizers for triplet–triplet annihilation upconversion. Photochem Photobiol Sci
12:872–882. https://doi.org/10.1039/c3pp25416j
Ji S, Ge J, Escudero D, Wang Z, Zhao J, Jacquemin D (2015) Molecular structure–intersystem
crossing relationship of heavy-atom-free BODIPY triplet photosensitizers. J Org Chem 80:5958–
5963. https://doi.org/10.1021/acs.joc.5b00691
Kamkaew A, Lim SH, Lee HB, Kiew LV, Chung LY, Burgess K (2013) BODIPY dyes in
photodynamic therapy. Chem Soc Rev 42:77–88. https://doi.org/10.1039/C2CS35216H
Kryman MW, Schamerhorn GA, Yung K, Sathyamoorthy B, Sukumaran DK, Ohulchanskyy TY,
Benedict JB, Detty MR (2013) Organotellurium fluorescence probes for redox reactions: 9aryl-3,6-diaminotelluroxanthylium dyes and their telluroxides. Organometallics 32:4321–4333.
https://doi.org/10.1021/om400467s
Kryman MW, Schamerhorn GA, Hill JE, Calitree BD, Davies KS, Linder MK, Ohulchanskyy TY,
Detty MR (2014) Synthesis and properties of heavy chalcogen analogues of the texas reds and
related rhodamines. Organometallics 33:2628–2640. https://doi.org/10.1021/om500346j
Lau JTF, Lo P-C, Fong W-P, Ng DKP (2011) Preparation and photodynamic activities of silicon(IV)
phthalocyanines substituted with permethylated β-cyclodextrins. Chem Eur J 17:7569–7577.
https://doi.org/10.1002/chem.201100621
Leonard KA, Nelen MI, Anderson LT, Gibson SL, Hilf R, Detty MR (1999) 2,4,6Triarylchalcogenopyrylium dyes related in structure to the antitumor agent AA1 as in vitro
sensitizers for the photodynamic therapy of cancer. J Med Chem 42:3942–3952. https://doi.
org/10.1021/jm990134r
Li W, Li L, Xiao H, Qi R, Huang Y, Xie Z, Jing X, Zhang H (2013) Iodo-BODIPY: a visible-lightdriven, highly efficient and photostable metal-free organic photocatalyst. RSC Adv 3:13417–
13421. https://doi.org/10.1039/c3ra40932e
Li X-S, Ke M-R, Huang W, Ye C-H, Huang J-D (2015) A pH-responsive layered double hydroxide
(LDH)-phthalocyanine nanohybrid for efficient photodynamic therapy. Chem Eur J 21:3310–
3317. https://doi.org/10.1002/chem.201404514
Lovell JF, Liu TWB, Chen J, Zheng G (2010) Activatable photosensitizers for imaging and therapy.
Chem Rev 110:2839–2857. https://doi.org/10.1021/cr900236h
Mori S, Yoshiyama H, Tokunaga E, Iida N, Hayashi M, Obata T, Tanaka M, Shibata N (2015) Design,
synthesis, spectral investigations and biological activity of fluorinated phthalocyanine conjugated
with galactose and comparison to its non-fluorinated counterpart. J Fluor Chem 174:137–141.
https://doi.org/10.1016/j.jfluchem.2014.11.003
Mroz P, Tegos GP, Gali H, Wharton T, Sarna T, Hamblin MR (2007) Photodynamic therapy with
fullerenes. Photochem Photobiol Sci 6:1139–1149. https://doi.org/10.1039/b711141j
Naik A, Rubbiani R, Gasser G, Spingler B (2014) Visible-light-induced annihilation of tumor
cells with platinum-porphyrin conjugates. Angew Chem Int Ed 53:6938–6941. https://doi.org/
10.1002/anie.201400533
Novakova V, Lásková M, Vavˇ riˇ cková H, Zimcik P (2015) Phenol-substituted tetrapyrazinoporphyrazines: pH-dependent fluorescence in basic media. Chem Eur J 21:14382–14392. https://
doi.org/10.1002/chem.201502533
Ooyama Y, Enoki T, Ohshita J (2016) Development of a D–π–A pyrazinium photosensitizer
possessing singlet oxygen generation. RSC Adv 6:5428–5435. https://doi.org/10.1039/C5RA26
647E
Oriana S, Aroua S, Söllner JOB, Ma X-J, Iwamoto Y, Yamakoshi Y (2013) Water-soluble C 60 – and
C 70 –PVP polymers for biomaterials with efficient 1 O 2 generation. Chem Commun 49:9302–
9304. https://doi.org/10.1039/c3cc45501g
465
hybrids for targeted two-photon photodynamic therapy. J Org Chem 79:1406–1417. https://doi.
org/10.1021/jo402658h
Horiuchi H, Hosaka M, Mashio H, Terata M, Ishida S, Kyushin S, Okutsu T, Takeuchi T, Hiratsuka H
(2014) Silylation improves the photodynamic activity of tetraphenylporphyrin derivatives in vitro
and in vivo. Chem Eur J 20:6054–6060. https://doi.org/10.1002/chem.201303120
Huang D, Sun J, Ma L, Zhang C, Zhao J (2013) Preparation of ketocoumarins as heavy atom-free
triplet photosensitizers for triplet–triplet annihilation upconversion. Photochem Photobiol Sci
12:872–882. https://doi.org/10.1039/c3pp25416j
Ji S, Ge J, Escudero D, Wang Z, Zhao J, Jacquemin D (2015) Molecular structure–intersystem
crossing relationship of heavy-atom-free BODIPY triplet photosensitizers. J Org Chem 80:5958–
5963. https://doi.org/10.1021/acs.joc.5b00691
Kamkaew A, Lim SH, Lee HB, Kiew LV, Chung LY, Burgess K (2013) BODIPY dyes in
photodynamic therapy. Chem Soc Rev 42:77–88. https://doi.org/10.1039/C2CS35216H
Kryman MW, Schamerhorn GA, Yung K, Sathyamoorthy B, Sukumaran DK, Ohulchanskyy TY,
Benedict JB, Detty MR (2013) Organotellurium fluorescence probes for redox reactions: 9aryl-3,6-diaminotelluroxanthylium dyes and their telluroxides. Organometallics 32:4321–4333.
https://doi.org/10.1021/om400467s
Kryman MW, Schamerhorn GA, Hill JE, Calitree BD, Davies KS, Linder MK, Ohulchanskyy TY,
Detty MR (2014) Synthesis and properties of heavy chalcogen analogues of the texas reds and
related rhodamines. Organometallics 33:2628–2640. https://doi.org/10.1021/om500346j
Lau JTF, Lo P-C, Fong W-P, Ng DKP (2011) Preparation and photodynamic activities of silicon(IV)
phthalocyanines substituted with permethylated β-cyclodextrins. Chem Eur J 17:7569–7577.
https://doi.org/10.1002/chem.201100621
Leonard KA, Nelen MI, Anderson LT, Gibson SL, Hilf R, Detty MR (1999) 2,4,6Triarylchalcogenopyrylium dyes related in structure to the antitumor agent AA1 as in vitro
sensitizers for the photodynamic therapy of cancer. J Med Chem 42:3942–3952. https://doi.
org/10.1021/jm990134r
Li W, Li L, Xiao H, Qi R, Huang Y, Xie Z, Jing X, Zhang H (2013) Iodo-BODIPY: a visible-lightdriven, highly efficient and photostable metal-free organic photocatalyst. RSC Adv 3:13417–
13421. https://doi.org/10.1039/c3ra40932e
Li X-S, Ke M-R, Huang W, Ye C-H, Huang J-D (2015) A pH-responsive layered double hydroxide
(LDH)-phthalocyanine nanohybrid for efficient photodynamic therapy. Chem Eur J 21:3310–
3317. https://doi.org/10.1002/chem.201404514
Lovell JF, Liu TWB, Chen J, Zheng G (2010) Activatable photosensitizers for imaging and therapy.
Chem Rev 110:2839–2857. https://doi.org/10.1021/cr900236h
Mori S, Yoshiyama H, Tokunaga E, Iida N, Hayashi M, Obata T, Tanaka M, Shibata N (2015) Design,
synthesis, spectral investigations and biological activity of fluorinated phthalocyanine conjugated
with galactose and comparison to its non-fluorinated counterpart. J Fluor Chem 174:137–141.
https://doi.org/10.1016/j.jfluchem.2014.11.003
Mroz P, Tegos GP, Gali H, Wharton T, Sarna T, Hamblin MR (2007) Photodynamic therapy with
fullerenes. Photochem Photobiol Sci 6:1139–1149. https://doi.org/10.1039/b711141j
Naik A, Rubbiani R, Gasser G, Spingler B (2014) Visible-light-induced annihilation of tumor
cells with platinum-porphyrin conjugates. Angew Chem Int Ed 53:6938–6941. https://doi.org/
10.1002/anie.201400533
Novakova V, Lásková M, Vavˇ riˇ cková H, Zimcik P (2015) Phenol-substituted tetrapyrazinoporphyrazines: pH-dependent fluorescence in basic media. Chem Eur J 21:14382–14392. https://
doi.org/10.1002/chem.201502533
Ooyama Y, Enoki T, Ohshita J (2016) Development of a D–π–A pyrazinium photosensitizer
possessing singlet oxygen generation. RSC Adv 6:5428–5435. https://doi.org/10.1039/C5RA26
647E
Oriana S, Aroua S, Söllner JOB, Ma X-J, Iwamoto Y, Yamakoshi Y (2013) Water-soluble C 60 – and
C 70 –PVP polymers for biomaterials with efficient 1 O 2 generation. Chem Commun 49:9302–
9304. https://doi.org/10.1039/c3cc45501g