메뉴 건너뛰기




Volumn 52, Issue 9, 2009, Pages 2747-2753

In vitro heavy-atom effect of palladium(II) and platinum(II) complexes of pyrrolidine-fused chlorin in photodynamic therapy

Author keywords

[No Author keywords available]

Indexed keywords

AZOMETHINE YLIDE; METALLOCHLORIN DERIVATIVE; PALLADIUM COMPLEX; PLATINUM COMPLEX; PYRROLIDINE DERIVATIVE; SODIUM AZIDE; UNCLASSIFIED DRUG;

EID: 65649091683     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm8015427     Document Type: Article
Times cited : (83)

References (49)
  • 1
    • 3242772115 scopus 로고    scopus 로고
    • Current clinical and preclinical photosensitizers for use in photodynamic therapy
    • DOI 10.1021/jm040074b
    • Detty, M. R.; Gibson, S. L.; Wagner, S. J. Current clinical and preclinical photosensitizers for use in photodynamic therapy. J. Med. Chem. 2004, 47, 3897-3915. (Pubitemid 38970949)
    • (2004) Journal of Medicinal Chemistry , vol.47 , Issue.16 , pp. 3897-3915
    • Detty, M.R.1    Gibson, S.L.2    Wagner, S.J.3
  • 2
    • 0742271396 scopus 로고    scopus 로고
    • Research advances in the use of tetrapyrrolic photosensitizers for photodynamic therapy
    • DOI 10.1016/j.jphotobiol.2003.10.002, PII S1011134403001507
    • Nyman, E. S.; Hynninen, P. H. Research advances in the use of tetrapyrrolic photosensitizers for photodynamic therapy. J. Photochem. Photobiol., B 2004, 73, 1-28. (Pubitemid 38145763)
    • (2004) Journal of Photochemistry and Photobiology B: Biology , vol.73 , Issue.1-2 , pp. 1-28
    • Nyman, E.S.1    Hynninen, P.H.2
  • 5
    • 0033667119 scopus 로고    scopus 로고
    • Recent advances in photodynamic therapy
    • Pandey, R. K. Recent advances in photodynamic therapy. J. Porphyrins Phthalocyanines 2000, 4, 368-373.
    • (2000) J. Porphyrins Phthalocyanines , vol.4 , pp. 368-373
    • Pandey, R.K.1
  • 7
    • 16244383546 scopus 로고    scopus 로고
    • Mechanism in photodynamic therapy, part one: Photosensitizers, photochemistry and cellular localization
    • Castano, A. P.; Demidova, T. N.; Hamblin, M. R. Mechanism in photodynamic therapy, part one: photosensitizers, photochemistry and cellular localization. Photodiagn. Photodyn. Ther. 2004, 1, 279-293.
    • (2004) Photodiagn. Photodyn. Ther. , vol.1 , pp. 279-293
    • Castano, A.P.1    Demidova, T.N.2    Hamblin, M.R.3
  • 8
    • 20444382335 scopus 로고    scopus 로고
    • Mechanism in photodynamic therapy, part two: Cellular signaling, cell metabolism and modes of cell death
    • Castano, A. P.; Demidova, T. N.; Hamblin, M. R. Mechanism in photodynamic therapy, part two: cellular signaling, cell metabolism and modes of cell death. Photodiagn. Photodyn. Ther. 2005, 2, 1-23.
    • (2005) Photodiagn. Photodyn. Ther. , vol.2 , pp. 1-23
    • Castano, A.P.1    Demidova, T.N.2    Hamblin, M.R.3
  • 9
    • 23844473855 scopus 로고    scopus 로고
    • Mechanism in photodynamic therapy, part three: Photosensitizer pharmacokinetics, biodistribution, tumor localization and modes of tumor destruction
    • Castano, A. P.; Demidova, T. N.; Hamblin, M. R. Mechanism in photodynamic therapy, part three: photosensitizer pharmacokinetics, biodistribution, tumor localization and modes of tumor destruction. Photodiagn. Photodyn. Ther. 2005, 2, 91-106.
    • (2005) Photodiagn. Photodyn. Ther. , vol.2 , pp. 91-106
    • Castano, A.P.1    Demidova, T.N.2    Hamblin, M.R.3
  • 11
  • 12
    • 0026217727 scopus 로고
    • Bacteriochlorophyll-a as photosensitizer for photodynamic treatment of transplantable murine tumors
    • Henderson, B. W.; Sumlin, A. B.; Owczarczak, B. L.; Dougherty, T. J. Bacteriochlorophyll-a as photosensitizer for photodynamic treatment of transplantable murine tumors. J. Photochem. Photobiol., B 1991, 10, 303-313.
    • (1991) J. Photochem. Photobiol., B , vol.10 , pp. 303-313
    • Henderson, B.W.1    Sumlin, A.B.2    Owczarczak, B.L.3    Dougherty, T.J.4
  • 13
    • 0030198680 scopus 로고    scopus 로고
    • Serine conjugates of chlorophyll and bacteriochlorophyll: Photocytotoxicity in vitro and tissue distribution in mice bearing melanoma tumors
    • Rosenbach-Belkin, V.; Chen, L.; Fiedor, L.; Tregub, I.; Pavlotsky, F.; Brumfeld, V.; Salomon, Y.; Scherz, A. Serine conjugates of chlorophyll and bacteriochlorophyll: photocytotoxicity in vitro and tissue distribution in mice bearing melanoma tumors. Photochem. Photobiol. 1996, 64, 174-181.
    • (1996) Photochem. Photobiol. , vol.64 , pp. 174-181
    • Rosenbach-Belkin, V.1    Chen, L.2    Fiedor, L.3    Tregub, I.4    Pavlotsky, F.5    Brumfeld, V.6    Salomon, Y.7    Scherz, A.8
  • 15
    • 0842265552 scopus 로고    scopus 로고
    • Combined hyperthermia and chlorophyll-based photodynamic therapy: Tumor growth and metabolic microenvironment
    • Kelleher, D. K.; Thews, O.; Scherz, A.; Salomon, Y.; Vaupel, P. Combined hyperthermia and chlorophyll-based photodynamic therapy: tumor growth and metabolic microenvironment. Br. J. Cancer 2003, 89, 2333-2339.
    • (2003) Br. J. Cancer , vol.89 , pp. 2333-2339
    • Kelleher, D.K.1    Thews, O.2    Scherz, A.3    Salomon, Y.4    Vaupel, P.5
  • 16
    • 33644645254 scopus 로고    scopus 로고
    • Characterization of porphyrins, chlorins, and bacteriochlorins formed via allomerization of bacteriochlorophyll a. Synthesis of highly stable bacteriopurprinimides and their metal complexes
    • Kozyrev, A. N.; Chen, Y.; Goswami, L. N.; Tabaczynski, W. A.; Pandey, R. K. Characterization of porphyrins, chlorins, and bacteriochlorins formed via allomerization of bacteriochlorophyll a. Synthesis of highly stable bacteriopurprinimides and their metal complexes. J. Org. Chem. 2006, 71, 1949-1960.
    • (2006) J. Org. Chem. , vol.71 , pp. 1949-1960
    • Kozyrev, A.N.1    Chen, Y.2    Goswami, L.N.3    Tabaczynski, W.A.4    Pandey, R.K.5
  • 17
    • 0036780492 scopus 로고    scopus 로고
    • Preclinical studies in normal canine prostate of a novel palladium-bacteriopheophorbide (WST09) photosensitizer for photodynamic therapy of prostate cancers
    • Chen, Q.; Huang, Z.; Luck, D.; Beckers, J.; Brun, P. H.; Wilson, B. C.; Scherz, A.; Salomon, Y.; Hetzel, F. W. Preclinical studies in normal canine prostate of a novel palladium-bacteriopheophorbide (WST09) photosensitizer for photodynamic therapy of prostate cancers. Photochem. Photobiol. 2002, 76, 438-445.
    • (2002) Photochem. Photobiol. , vol.76 , pp. 438-445
    • Chen, Q.1    Huang, Z.2    Luck, D.3    Beckers, J.4    Brun, P.H.5    Wilson, B.C.6    Scherz, A.7    Salomon, Y.8    Hetzel, F.W.9
  • 19
    • 0032248010 scopus 로고    scopus 로고
    • 2) and Tin Octaethylbenzochlorin (SnOEBC) in Solution and Bound to Albumin
    • Pogue, B. W.; Redmond, R. W.; Trivedi, N.; Hasan, T. Photophysical properties of tin ethyl etiopurpurin I (SnEt2) and tin octaethylben-zochlorin (SnOEBC) in solution and bound to albumin. Photochem. Photobiol. 1998, 68, 809-815. (Pubitemid 128472314)
    • (1998) Photochemistry and Photobiology , vol.68 , Issue.6 , pp. 809-815
    • Pogue, B.W.1    Redmond, R.W.2    Trivedi, N.3    Hasan, T.4
  • 20
    • 0000222176 scopus 로고
    • Iron(II, III)-chlorin and-isobacteriochlorin complexes. Models of the heme prosthetic groups in nitrite and sulfite reductases: Means of formation and spectroscopic and redox properties
    • Stolzenberg, A. M.; Strauss, S. H.; Holm, R. H. Iron(II, III)-chlorin and-isobacteriochlorin complexes. Models of the heme prosthetic groups in nitrite and sulfite reductases: Means of formation and spectroscopic and redox properties. J. Am. Chem. Soc. 1981, 103, 4763-4778.
    • (1981) J. Am. Chem. Soc. , vol.103 , pp. 4763-4778
    • Stolzenberg, A.M.1    Strauss, S.H.2    Holm, R.H.3
  • 21
    • 0000859677 scopus 로고
    • Synthesis, characterization, and electrochemistry of copper(II) and palladium(II) hydrochlorins: The copper(I) octaethylisobacteriochlorin anion
    • Stolzenberg, A. M.; Schussel, L. J. Synthesis, characterization, and electrochemistry of copper(II) and palladium(II) hydrochlorins: The copper(I) octaethylisobacteriochlorin anion. Inorg. Chem. 1991, 30, 3205-3213.
    • (1991) Inorg. Chem. , vol.30 , pp. 3205-3213
    • Stolzenberg, A.M.1    Schussel, L.J.2
  • 22
    • 4243675100 scopus 로고
    • Oxidative chemistry of nickel hydroporphyrins
    • Stolzenberg, A. M.; Stershic, M. T. Oxidative chemistry of nickel hydroporphyrins. Inorg. Chem. 1988, 27, 1614-1620.
    • (1988) Inorg. Chem. , vol.27 , pp. 1614-1620
    • Stolzenberg, A.M.1    Stershic, M.T.2
  • 23
    • 0035928144 scopus 로고    scopus 로고
    • Single site electronic spectroscopy of zinc and magnesium chlorin in n-octane matrixes at 7 K
    • DOI 10.1021/jp002687f
    • Singh, A.; Huang, W.-Y.; Wgbujor, R.; Johnson, L. W. Single site electronic spectroscopy of zinc and magnesium chlorin in n-octane matrixes at 7 K. J. Phys. Chem. A 2001, 105, 5778-5784. (Pubitemid 35378010)
    • (2001) Journal of Physical Chemistry a , vol.105 , Issue.24 , pp. 5778-5784
    • Singh, A.1    Huang, W.-Y.2    Egbujor, R.3    Johnson, L.W.4
  • 25
    • 0033598324 scopus 로고    scopus 로고
    • 2,4,6-triarylchalcogenopyrylium dyes related in structure to the antitumor agent AA1 as in vitro sensitizers for the photodynamic therapy of cancer
    • DOI 10.1021/jm990134r
    • Leonard, K. A.; Nelen, M. I.; Anderson, L. T.; Gibson, S. L.; Hilf, R.; Detty, M. R. 2,4,6-Triarylchalcogenopyrylium dyes related in structure to the antitumor agent AA1 as in vitro sensitizers for the photodynamic therapy of cancer. J. Med. Chem. 1999, 42, 3942. (Pubitemid 29453474)
    • (1999) Journal of Medicinal Chemistry , vol.42 , Issue.19 , pp. 3942-3952
    • Leonard, K.A.1    Nelen, M.I.2    Anderson, L.T.3    Gibson, S.L.4    Hilf, R.5    Detty, M.R.6
  • 27
    • 0346505325 scopus 로고    scopus 로고
    • Photodynamic effect of metallo 5-(4-carboxypheny)-10,15,20-tris(4- methylphenyl) porphyrins in biomimetic AOT reverse micelles containing urease
    • Scalise, I.; Durantini, E. N. Photodynamic effect of metallo 5-(4-carboxypheny)-10,15,20-tris(4-methylphenyl) porphyrins in biomimetic AOT reverse micelles containing urease. J. Photochem. Photobiol., A 2004, 162, 105-113.
    • (2004) J. Photochem. Photobiol., A , vol.162 , pp. 105-113
    • Scalise, I.1    Durantini, E.N.2
  • 32
    • 33746933482 scopus 로고    scopus 로고
    • Synthesis of locked meso-β-substituted chlorins via 1,3-dipolar cycloaddition
    • DOI 10.1021/jo060545x
    • Gałȩzowski, M.; Gryko, D. T. Synthesis of locked meso-β-substituted chlorins via 1,3-dipolar cycloaddition. J. Org. Chem. 2006, 71, 5942-5950. (Pubitemid 44200262)
    • (2006) Journal of Organic Chemistry , vol.71 , Issue.16 , pp. 5942-5950
    • Galezowski, M.1    Gryko, D.T.2
  • 34
    • 0042674336 scopus 로고    scopus 로고
    • Strong inhibition of singlet oxygen sensitization in pyridylferrocene- fluorinated zinc porphyrin supramolecular complexes
    • Kashiwagi, Y.; Imahori, H.; Araki, Y.; Ito, O.; Yamada, K.; Sakata, Y.; Fukuzumi, S. Strong inhibition of singlet oxygen sensitization in pyridylferrocene-fluorinated zinc porphyrin supramolecular complexes. J. Phys. Chem. A 2003, 107, 5515-5522.
    • (2003) J. Phys. Chem. A , vol.107 , pp. 5515-5522
    • Kashiwagi, Y.1    Imahori, H.2    Araki, Y.3    Ito, O.4    Yamada, K.5    Sakata, Y.6    Fukuzumi, S.7
  • 35
    • 33847087447 scopus 로고
    • Porphyrin. 40. Electronic spectra and four-orbital energies of free-base, zinc, copper, and palladium tetrakis(perfluorophenyl)porphyrins
    • Spellane, P. J.; Gouterman, M.; Antipas, A.; Kim, S.; Liu, Y. C. Porphyrin. 40. Electronic spectra and four-orbital energies of free-base, zinc, copper, and palladium tetrakis(perfluorophenyl)porphyrins. Inorg. Chem. 1980, 19, 386-391.
    • (1980) Inorg. Chem. , vol.19 , pp. 386-391
    • Spellane, P.J.1    Gouterman, M.2    Antipas, A.3    Kim, S.4    Liu, Y.C.5
  • 36
    • 0038115305 scopus 로고    scopus 로고
    • meso-Tetrakis(pentafluorophenyl)porphyrinatoplatinum(II) as an efficient, oxidation-resistant red phosphor: Spectroscopic properties and applications in organic light-emitting diodes
    • Che, C.-M.; Hou, Y.-J.; Chan, M. C. W.; Guo, J.; Liu, Y.; Wang, Y. meso-Tetrakis(pentafluorophenyl)porphyrinato]platinum(II) as an efficient, oxidation-resistant red phosphor: spectroscopic properties and applications in organic light-emitting diodes. J. Mater. Chem. 2003, 13, 1362-1366.
    • (2003) J. Mater. Chem. , vol.13 , pp. 1362-1366
    • Che, C.-M.1    Hou, Y.-J.2    Chan, M.C.W.3    Guo, J.4    Liu, Y.5    Wang, Y.6
  • 38
    • 0017773185 scopus 로고
    • Crystal and molecular structure of 2,3-dihydro-α,β,γ, δ-tetraphenylporphyrinatopyridinezinc( II)-benzene solvate
    • Spaulding, L. D.; Andrews, L. C.; Williams, G. J. B. Crystal and molecular structure of 2,3-dihydro-α,β,γ,δ- tetraphenylporphyrinatopyridinezinc( II)-benzene solvate. J. Am. Chem. Soc. 1977, 99, 6918-6923.
    • (1977) J. Am. Chem. Soc. , vol.99 , pp. 6918-6923
    • Spaulding, L.D.1    Andrews, L.C.2    Williams, G.J.B.3
  • 39
    • 0010578065 scopus 로고
    • Crystal and molecular structure of the isobacteriochlorin: (2,3,7,8-tetrahydro-5,10,15,20-tetraphenylporphinato)(pyridine)zinc(II) benzene solvate
    • Barkigia, K. M.; Fajer, J.; Spaulding, L. D.; Williams, G. J. B. Crystal and molecular structure of the isobacteriochlorin: (2,3,7,8-tetrahydro-5,10,15, 20-tetraphenylporphinato)(pyridine)zinc(II) benzene solvate. J. Am. Chem. Soc. 1981, 103, 176-181.
    • (1981) J. Am. Chem. Soc. , vol.103 , pp. 176-181
    • Barkigia, K.M.1    Fajer, J.2    Spaulding, L.D.3    Williams, G.J.B.4
  • 40
    • 0001359405 scopus 로고
    • Comparison of the molecular and electronic structure of (2,3,7,8,12,13,17,18-octaethylporphyrinato) iron(II) and (trans-7,8-dihydro-2,3, 7,8,12,13,17,18-octaethylporphyrinato)iron(II)
    • Strauss, S. H.; Silver, M. E.; Long, K. M.; Thompson, R. G.; Hudgens, R. A.; Spartalian, K.; Ibers, J. A. Comparison of the molecular and electronic structure of (2,3,7,8,12,13,17,18-octaethylporphyrinato) iron(II) and (trans-7,8-dihydro-2,3,7,8,12,13,17,18-octaethylporphyrinato)iron(II). J. Am. Chem. Soc. 1985, 107, 4207-4215.
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 4207-4215
    • Strauss, S.H.1    Silver, M.E.2    Long, K.M.3    Thompson, R.G.4    Hudgens, R.A.5    Spartalian, K.6    Ibers, J.A.7
  • 41
    • 0000753567 scopus 로고
    • Facile syntheses of tetraalkylchlorin and tetraalkylporphyrin complexes and comparison of the structures of the tetramethylchlorin and tetramethylporphyrin complexes of nickel(II)
    • Ulman, A.; Gallucci, J.; Fisher, D.; Ibers, J. A. Facile syntheses of tetraalkylchlorin and tetraalkylporphyrin complexes and comparison of the structures of the tetramethylchlorin and tetramethylporphyrin complexes of nickel(II). J. Am. Chem. Soc. 1980, 102, 6852-6854.
    • (1980) J. Am. Chem. Soc. , vol.102 , pp. 6852-6854
    • Ulman, A.1    Gallucci, J.2    Fisher, D.3    Ibers, J.A.4
  • 42
    • 33845469886 scopus 로고
    • Direct preparation of a siroheme model compound: Synthesis and structure of (5,10,15,20-tetramethylisobacteriochlorinato)nickel(II)
    • Suk, M. P.; Swepston, P. N.; Ibers, J. A. Direct preparation of a siroheme model compound: synthesis and structure of (5,10,15,20- tetramethylisobacteriochlorinato)nickel(II). J. Am. Chem. Soc. 1984, 106, 5164-5171.
    • (1984) J. Am. Chem. Soc. , vol.106 , pp. 5164-5171
    • Suk, M.P.1    Swepston, P.N.2    Ibers, J.A.3
  • 43
    • 0000810748 scopus 로고
    • Structures of the homologous series of square-planar metallotetrapyrroles palladium(II) octaethylporphyrin, palladium(II) trans-octaethylchlorin, and palladium(II) tct-octaethylisobacteriochlorin
    • Stolzenberg, A. M.; Schussel, L. J.; Summers, J. S.; Foxman, B. M.; Petersen, J. L. Structures of the homologous series of square-planar metallotetrapyrroles palladium(II) octaethylporphyrin, palladium(II) trans-octaethylchlorin, and palladium(II) tct-octaethylisobacteriochlorin. Inorg. Chem. 1992, 31, 1678-1686.
    • (1992) Inorg. Chem. , vol.31 , pp. 1678-1686
    • Stolzenberg, A.M.1    Schussel, L.J.2    Summers, J.S.3    Foxman, B.M.4    Petersen, J.L.5
  • 45
    • 0037443747 scopus 로고    scopus 로고
    • Phosphorescence spectra and triplet state lifetimes of palladium octaethylporphyrin, palladium octaethylchlorin and palladium 2,3-dimethyloctaethylisobacteriochlorin at 77 K
    • Singh, A.; Johnson, L. W. Phosphorescence spectra and triplet state lifetimes of palladium octaethylporphyrin, palladium octaethylchlorin and palladium 2,3-dimethyloctaethylisobacteriochlorin at 77 K. Spectrochim. Acta, Part A 2003, 59, 905-908.
    • (2003) Spectrochim. Acta, Part A , vol.59 , pp. 905-908
    • Singh, A.1    Johnson, L.W.2
  • 48
    • 6944249320 scopus 로고    scopus 로고
    • Hematoporphyrin monomethyl ether photodynamic damage on HeLa cells by means of reactive oxygen species production and cytosolic free calcium concentration elevation
    • Ding, X.; Xu, Q.; Liu, F.; Zhou, P.; Gu, Y.; Zeng, J.; An, J.; Dai, W.; Li, X. Hematoporphyrin monomethyl ether photodynamic damage on HeLa cells by means of reactive oxygen species production and cytosolic free calcium concentration elevation. Cancer Lett. 2004, 216, 43-54.
    • (2004) Cancer Lett. , vol.216 , pp. 43-54
    • Ding, X.1    Xu, Q.2    Liu, F.3    Zhou, P.4    Gu, Y.5    Zeng, J.6    An, J.7    Dai, W.8    Li, X.9


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.