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Volumn , Issue 22, 2002, Pages 3785-3795

New porphyrin-nucleobase hybrid compounds and their interaction with nucleosides and nucleic acids

Author keywords

Nucleic acids; Nucleotides; Porphyrinoids; Supramolecular chemistry

Indexed keywords

NUCLEIC ACID; NUCLEIC ACID BASE; PORPHYRIN DERIVATIVE;

EID: 0036858744     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(200211)2002:22<3785::AID-EJOC3785>3.0.CO;2-4     Document Type: Article
Times cited : (21)

References (88)
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    • Armitage, B.1
  • 13
    • 0011842063 scopus 로고    scopus 로고
    • For reviews see e. g.: B. Meunier, A. Robert, G. Pratviel, J. Bernadou, in: The Porphyrin Handbook, (Eds.: K. M. Kadish, K. Smith, R. Guilard), Academic Press, San Diego, CA, 1999, vol. 4, pp. 119-187; R. K. Pandey, G. Zheng, in: The Porphyrin Handbook, (Eds.: K. M. Kadish, K. Smith, R. Guilard), Academic Press, San Diego, CA, 1999, vol. 6, pp. 157-230; D. S. Johnson, D. L. Boger, in: Comprehensive Supramolecular Chemistry, series (Ed. J.-M. Lehn), vol. ed. Y. Murakami, Pergamon/Elsevier, Oxford, 1996, vol. 4, pp. 73-176; W. D. Wilson, in: Comprehensive Natural Product Chemistry (Eds.: D. Barton, K. Nakanishi), vol. ed. E. Kool, vol. 7, pp. 427-476; L. G. Marzilli, New J. Chem. 1990, 14, 409-420; G. Bock, S. Harnett, Photosensensitizing Compounds, Their Chemistry, Biology and Clinical Use, Wiley, Chichester, UK, 1989; D. Kessel, Photodynamic Therapy of Neoplastic Desease, CRC Press, Boca-Raton, 1990; T. J. Dougherty, Photochem. Photobiol. 1993, 58, 895; R. Bonnett, Chem. Soc. Rev. 1995, 24, 19-33; E. D. Sternberg, D. Dolphin, C. Bruckner, Tetrahedron 1998, 54, 4151-4202; C. J. Burrows, J. G. Muller, Chem. Rev. 1998, 98, 1109-1151; B. Armitage, Chem. Rev. 1998, 98, 117-1200; H. Li, L. Czuchajowski, Trends Heterocycl. Chem. 1999, 6, 57-77; N. L. Oleinick, H. H. Evans, Radiat. Res. 1998, 150 (5, suppl.), 146-156; B. G. Maiya, Curr. Sci., 1997, 72, 808-814; D. R. McMillin, B. P. Hudson, F. Liu, J. Sou, D. J. Berger, K. A. Meadows, Adv. Chem. Ser., 1993, 238 (Photosensitive Metal-Organic Systems), 211-231.
    • (1999) Trends Heterocycl. Chem. , vol.6 , pp. 57-77
    • Li, H.1    Czuchajowski, L.2
  • 14
    • 0031772582 scopus 로고    scopus 로고
    • For reviews see e. g.: B. Meunier, A. Robert, G. Pratviel, J. Bernadou, in: The Porphyrin Handbook, (Eds.: K. M. Kadish, K. Smith, R. Guilard), Academic Press, San Diego, CA, 1999, vol. 4, pp. 119-187; R. K. Pandey, G. Zheng, in: The Porphyrin Handbook, (Eds.: K. M. Kadish, K. Smith, R. Guilard), Academic Press, San Diego, CA, 1999, vol. 6, pp. 157-230; D. S. Johnson, D. L. Boger, in: Comprehensive Supramolecular Chemistry, series (Ed. J.-M. Lehn), vol. ed. Y. Murakami, Pergamon/Elsevier, Oxford, 1996, vol. 4, pp. 73-176; W. D. Wilson, in: Comprehensive Natural Product Chemistry (Eds.: D. Barton, K. Nakanishi), vol. ed. E. Kool, vol. 7, pp. 427-476; L. G. Marzilli, New J. Chem. 1990, 14, 409-420; G. Bock, S. Harnett, Photosensensitizing Compounds, Their Chemistry, Biology and Clinical Use, Wiley, Chichester, UK, 1989; D. Kessel, Photodynamic Therapy of Neoplastic Desease, CRC Press, Boca-Raton, 1990; T. J. Dougherty, Photochem. Photobiol. 1993, 58, 895; R. Bonnett, Chem. Soc. Rev. 1995, 24, 19-33; E. D. Sternberg, D. Dolphin, C. Bruckner, Tetrahedron 1998, 54, 4151-4202; C. J. Burrows, J. G. Muller, Chem. Rev. 1998, 98, 1109-1151; B. Armitage, Chem. Rev. 1998, 98, 117-1200; H. Li, L. Czuchajowski, Trends Heterocycl. Chem. 1999, 6, 57-77; N. L. Oleinick, H. H. Evans, Radiat. Res. 1998, 150 (5, suppl.), 146-156; B. G. Maiya, Curr. Sci., 1997, 72, 808-814; D. R. McMillin, B. P. Hudson, F. Liu, J. Sou, D. J. Berger, K. A. Meadows, Adv. Chem. Ser., 1993, 238 (Photosensitive Metal-Organic Systems), 211-231.
    • (1998) Radiat. Res. , vol.150 , Issue.5 SUPPL. , pp. 146-156
    • Oleinick, N.L.1    Evans, H.H.2
  • 15
    • 0001161871 scopus 로고    scopus 로고
    • For reviews see e. g.: B. Meunier, A. Robert, G. Pratviel, J. Bernadou, in: The Porphyrin Handbook, (Eds.: K. M. Kadish, K. Smith, R. Guilard), Academic Press, San Diego, CA, 1999, vol. 4, pp. 119-187; R. K. Pandey, G. Zheng, in: The Porphyrin Handbook, (Eds.: K. M. Kadish, K. Smith, R. Guilard), Academic Press, San Diego, CA, 1999, vol. 6, pp. 157-230; D. S. Johnson, D. L. Boger, in: Comprehensive Supramolecular Chemistry, series (Ed. J.-M. Lehn), vol. ed. Y. Murakami, Pergamon/Elsevier, Oxford, 1996, vol. 4, pp. 73-176; W. D. Wilson, in: Comprehensive Natural Product Chemistry (Eds.: D. Barton, K. Nakanishi), vol. ed. E. Kool, vol. 7, pp. 427-476; L. G. Marzilli, New J. Chem. 1990, 14, 409-420; G. Bock, S. Harnett, Photosensensitizing Compounds, Their Chemistry, Biology and Clinical Use, Wiley, Chichester, UK, 1989; D. Kessel, Photodynamic Therapy of Neoplastic Desease, CRC Press, Boca-Raton, 1990; T. J. Dougherty, Photochem. Photobiol. 1993, 58, 895; R. Bonnett, Chem. Soc. Rev. 1995, 24, 19-33; E. D. Sternberg, D. Dolphin, C. Bruckner, Tetrahedron 1998, 54, 4151-4202; C. J. Burrows, J. G. Muller, Chem. Rev. 1998, 98, 1109-1151; B. Armitage, Chem. Rev. 1998, 98, 117-1200; H. Li, L. Czuchajowski, Trends Heterocycl. Chem. 1999, 6, 57-77; N. L. Oleinick, H. H. Evans, Radiat. Res. 1998, 150 (5, suppl.), 146-156; B. G. Maiya, Curr. Sci., 1997, 72, 808-814; D. R. McMillin, B. P. Hudson, F. Liu, J. Sou, D. J. Berger, K. A. Meadows, Adv. Chem. Ser., 1993, 238 (Photosensitive Metal-Organic Systems), 211-231.
    • (1997) Curr. Sci. , vol.72 , pp. 808-814
    • Maiya, B.G.1
  • 16
    • 0003658635 scopus 로고
    • Photosensitive Metal-Organic Systems
    • For reviews see e. g.: B. Meunier, A. Robert, G. Pratviel, J. Bernadou, in: The Porphyrin Handbook, (Eds.: K. M. Kadish, K. Smith, R. Guilard), Academic Press, San Diego, CA, 1999, vol. 4, pp. 119-187; R. K. Pandey, G. Zheng, in: The Porphyrin Handbook, (Eds.: K. M. Kadish, K. Smith, R. Guilard), Academic Press, San Diego, CA, 1999, vol. 6, pp. 157-230; D. S. Johnson, D. L. Boger, in: Comprehensive Supramolecular Chemistry, series (Ed. J.-M. Lehn), vol. ed. Y. Murakami, Pergamon/Elsevier, Oxford, 1996, vol. 4, pp. 73-176; W. D. Wilson, in: Comprehensive Natural Product Chemistry (Eds.: D. Barton, K. Nakanishi), vol. ed. E. Kool, vol. 7, pp. 427-476; L. G. Marzilli, New J. Chem. 1990, 14, 409-420; G. Bock, S. Harnett, Photosensensitizing Compounds, Their Chemistry, Biology and Clinical Use, Wiley, Chichester, UK, 1989; D. Kessel, Photodynamic Therapy of Neoplastic Desease, CRC Press, Boca-Raton, 1990; T. J. Dougherty, Photochem. Photobiol. 1993, 58, 895; R. Bonnett, Chem. Soc. Rev. 1995, 24, 19-33; E. D. Sternberg, D. Dolphin, C. Bruckner, Tetrahedron 1998, 54, 4151-4202; C. J. Burrows, J. G. Muller, Chem. Rev. 1998, 98, 1109-1151; B. Armitage, Chem. Rev. 1998, 98, 117-1200; H. Li, L. Czuchajowski, Trends Heterocycl. Chem. 1999, 6, 57-77; N. L. Oleinick, H. H. Evans, Radiat. Res. 1998, 150 (5, suppl.), 146-156; B. G. Maiya, Curr. Sci., 1997, 72, 808-814; D. R. McMillin, B. P. Hudson, F. Liu, J. Sou, D. J. Berger, K. A. Meadows, Adv. Chem. Ser., 1993, 238 (Photosensitive Metal-Organic Systems), 211-231.
    • (1993) Adv. Chem. Ser. , vol.238 , pp. 211-231
    • McMillin, D.R.1    Hudson, B.P.2    Liu, F.3    Sou, J.4    Berger, D.J.5    Meadows, K.A.6
  • 19
    • 0034697641 scopus 로고    scopus 로고
    • and references cited therein
    • [2c] M. Sirish, H.-J. Schneider, J. Am. Chem. Soc. 2000, 112, 5881-5882, and references cited therein.
    • (2000) J. Am. Chem. Soc. , vol.112 , pp. 5881-5882
    • Sirish, M.1    Schneider, H.-J.2
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    • 0028105513 scopus 로고
    • See, for example: M. Dhaenens, J.-M. Lehn, J.-P. Vigneron, J. Chem. Soc., Perkin Trans. 2 1993, 1379-1381; A. V. Eliseev, H.-J. Schneider, J. Am. Chem. Soc. 1994, 116, 6081-6088.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 6081-6088
    • Eliseev, A.V.1    Schneider, H.-J.2
  • 23
    • 0001576240 scopus 로고    scopus 로고
    • and references cited therein
    • See e. g.: J. S. Sessler, R. Wang, J. Org. Chem. 1998, 63, 4079-4091 and references cited therein; [acridine conjugates see: A. Fkyerat, M. Demeunynck, J.-F. Constant, P. Michon, J. Lhomme, J. Am. Chem. Soc. 1993, 115, 9952-9959; A. Fkyerat, M. Demeunynck, J.-F. Constant, J. Lhomme, Tetrahedron 1993, 49, 11237-11252; J.-F. Constant, J. Fahy, J. Lhomme, Tetrahedron Lett. 1987, 28, 1777-1780; J. Bolte, C. Demuynck, M. F. Lhomme, J. Lhomme, J. Barbet, B. P. Roques, J. Am. Chem. Soc., 1982, 104, 760-765; J.-F. Constant, P. Laügaa, B. P. Roques, J. Lhomme, Biochemistry 1988, 27, 3997-4003; phenanthridin conjugates: W. D. Wilson, L. Ratmeyer, M. T. Cegla, J. Spychala, D. Boykin, M. Demeunynck, J. Lhomme, G. Krishnann, D. Kennedy, R. Vinayak, G. Zon, New J. Chem. 1994, 18, 419-423; naphthalene dimides, see: S. Takenaka, M. Manabe, M. Yokoyama, M. Nishi, J. Tanaka, H. Kondo, Chem. Commun. 1996, 379-380.
    • (1998) J. Org. Chem. , vol.63 , pp. 4079-4091
    • Sessler, J.S.1    Wang, R.2
  • 24
    • 0001574268 scopus 로고
    • See e. g.: J. S. Sessler, R. Wang, J. Org. Chem. 1998, 63, 4079-4091 and references cited therein; [acridine conjugates see: A. Fkyerat, M. Demeunynck, J.-F. Constant, P. Michon, J. Lhomme, J. Am. Chem. Soc. 1993, 115, 9952-9959; A. Fkyerat, M. Demeunynck, J.-F. Constant, J. Lhomme, Tetrahedron 1993, 49, 11237-11252; J.-F. Constant, J. Fahy, J. Lhomme, Tetrahedron Lett. 1987, 28, 1777-1780; J. Bolte, C. Demuynck, M. F. Lhomme, J. Lhomme, J. Barbet, B. P. Roques, J. Am. Chem. Soc., 1982, 104, 760-765; J.-F. Constant, P. Laügaa, B. P. Roques, J. Lhomme, Biochemistry 1988, 27, 3997-4003; phenanthridin conjugates: W. D. Wilson, L. Ratmeyer, M. T. Cegla, J. Spychala, D. Boykin, M. Demeunynck, J. Lhomme, G. Krishnann, D. Kennedy, R. Vinayak, G. Zon, New J. Chem. 1994, 18, 419-423; naphthalene dimides, see: S. Takenaka, M. Manabe, M. Yokoyama, M. Nishi, J. Tanaka, H. Kondo, Chem. Commun. 1996, 379-380.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 9952-9959
    • Fkyerat, A.1    Demeunynck, M.2    Constant, J.-F.3    Michon, P.4    Lhomme, J.5
  • 25
    • 0027440884 scopus 로고
    • See e. g.: J. S. Sessler, R. Wang, J. Org. Chem. 1998, 63, 4079-4091 and references cited therein; [acridine conjugates see: A. Fkyerat, M. Demeunynck, J.-F. Constant, P. Michon, J. Lhomme, J. Am. Chem. Soc. 1993, 115, 9952-9959; A. Fkyerat, M. Demeunynck, J.-F. Constant, J. Lhomme, Tetrahedron 1993, 49, 11237-11252; J.-F. Constant, J. Fahy, J. Lhomme, Tetrahedron Lett. 1987, 28, 1777-1780; J. Bolte, C. Demuynck, M. F. Lhomme, J. Lhomme, J. Barbet, B. P. Roques, J. Am. Chem. Soc., 1982, 104, 760-765; J.-F. Constant, P. Laügaa, B. P. Roques, J. Lhomme, Biochemistry 1988, 27, 3997-4003; phenanthridin conjugates: W. D. Wilson, L. Ratmeyer, M. T. Cegla, J. Spychala, D. Boykin, M. Demeunynck, J. Lhomme, G. Krishnann, D. Kennedy, R. Vinayak, G. Zon, New J. Chem. 1994, 18, 419-423; naphthalene dimides, see: S. Takenaka, M. Manabe, M. Yokoyama, M. Nishi, J. Tanaka, H. Kondo, Chem. Commun. 1996, 379-380.
    • (1993) Tetrahedron , vol.49 , pp. 11237-11252
    • Fkyerat, A.1    Demeunynck, M.2    Constant, J.-F.3    Lhomme, J.4
  • 26
    • 0001048173 scopus 로고
    • See e. g.: J. S. Sessler, R. Wang, J. Org. Chem. 1998, 63, 4079-4091 and references cited therein; [acridine conjugates see: A. Fkyerat, M. Demeunynck, J.-F. Constant, P. Michon, J. Lhomme, J. Am. Chem. Soc. 1993, 115, 9952-9959; A. Fkyerat, M. Demeunynck, J.-F. Constant, J. Lhomme, Tetrahedron 1993, 49, 11237-11252; J.-F. Constant, J. Fahy, J. Lhomme, Tetrahedron Lett. 1987, 28, 1777-1780; J. Bolte, C. Demuynck, M. F. Lhomme, J. Lhomme, J. Barbet, B. P. Roques, J. Am. Chem. Soc., 1982, 104, 760-765; J.-F. Constant, P. Laügaa, B. P. Roques, J. Lhomme, Biochemistry 1988, 27, 3997-4003; phenanthridin conjugates: W. D. Wilson, L. Ratmeyer, M. T. Cegla, J. Spychala, D. Boykin, M. Demeunynck, J. Lhomme, G. Krishnann, D. Kennedy, R. Vinayak, G. Zon, New J. Chem. 1994, 18, 419-423; naphthalene dimides, see: S. Takenaka, M. Manabe, M. Yokoyama, M. Nishi, J. Tanaka, H. Kondo, Chem. Commun. 1996, 379-380.
    • (1987) Tetrahedron Lett. , vol.28 , pp. 1777-1780
    • Constant, J.-F.1    Fahy, J.2    Lhomme, J.3
  • 27
    • 0020037757 scopus 로고
    • See e. g.: J. S. Sessler, R. Wang, J. Org. Chem. 1998, 63, 4079-4091 and references cited therein; [acridine conjugates see: A. Fkyerat, M. Demeunynck, J.-F. Constant, P. Michon, J. Lhomme, J. Am. Chem. Soc. 1993, 115, 9952-9959; A. Fkyerat, M. Demeunynck, J.-F. Constant, J. Lhomme, Tetrahedron 1993, 49, 11237-11252; J.-F. Constant, J. Fahy, J. Lhomme, Tetrahedron Lett. 1987, 28, 1777-1780; J. Bolte, C. Demuynck, M. F. Lhomme, J. Lhomme, J. Barbet, B. P. Roques, J. Am. Chem. Soc., 1982, 104, 760-765; J.-F. Constant, P. Laügaa, B. P. Roques, J. Lhomme, Biochemistry 1988, 27, 3997-4003; phenanthridin conjugates: W. D. Wilson, L. Ratmeyer, M. T. Cegla, J. Spychala, D. Boykin, M. Demeunynck, J. Lhomme, G. Krishnann, D. Kennedy, R. Vinayak, G. Zon, New J. Chem. 1994, 18, 419-423; naphthalene dimides, see: S. Takenaka, M. Manabe, M. Yokoyama, M. Nishi, J. Tanaka, H. Kondo, Chem. Commun. 1996, 379-380.
    • (1982) J. Am. Chem. Soc. , vol.104 , pp. 760-765
    • Bolte, J.1    Demuynck, C.2    Lhomme, M.F.3    Lhomme, J.4    Barbet, J.5    Roques, B.P.6
  • 28
    • 0023952110 scopus 로고
    • See e. g.: J. S. Sessler, R. Wang, J. Org. Chem. 1998, 63, 4079-4091 and references cited therein; [acridine conjugates see: A. Fkyerat, M. Demeunynck, J.-F. Constant, P. Michon, J. Lhomme, J. Am. Chem. Soc. 1993, 115, 9952-9959; A. Fkyerat, M. Demeunynck, J.-F. Constant, J. Lhomme, Tetrahedron 1993, 49, 11237-11252; J.-F. Constant, J. Fahy, J. Lhomme, Tetrahedron Lett. 1987, 28, 1777-1780; J. Bolte, C. Demuynck, M. F. Lhomme, J. Lhomme, J. Barbet, B. P. Roques, J. Am. Chem. Soc., 1982, 104, 760-765; J.-F. Constant, P. Laügaa, B. P. Roques, J. Lhomme, Biochemistry 1988, 27, 3997-4003; phenanthridin conjugates: W. D. Wilson, L. Ratmeyer, M. T. Cegla, J. Spychala, D. Boykin, M. Demeunynck, J. Lhomme, G. Krishnann, D. Kennedy, R. Vinayak, G. Zon, New J. Chem. 1994, 18, 419-423; naphthalene dimides, see: S. Takenaka, M. Manabe, M. Yokoyama, M. Nishi, J. Tanaka, H. Kondo, Chem. Commun. 1996, 379-380.
    • (1988) Biochemistry , vol.27 , pp. 3997-4003
    • Constant, J.-F.1    Laügaa, P.2    Roques, B.P.3    Lhomme, J.4
  • 29
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    • See e. g.: J. S. Sessler, R. Wang, J. Org. Chem. 1998, 63, 4079-4091 and references cited therein; [acridine conjugates see: A. Fkyerat, M. Demeunynck, J.-F. Constant, P. Michon, J. Lhomme, J. Am. Chem. Soc. 1993, 115, 9952-9959; A. Fkyerat, M. Demeunynck, J.-F. Constant, J. Lhomme, Tetrahedron 1993, 49, 11237-11252; J.-F. Constant, J. Fahy, J. Lhomme, Tetrahedron Lett. 1987, 28, 1777-1780; J. Bolte, C. Demuynck, M. F. Lhomme, J. Lhomme, J. Barbet, B. P. Roques, J. Am. Chem. Soc., 1982, 104, 760-765; J.-F. Constant, P. Laügaa, B. P. Roques, J. Lhomme, Biochemistry 1988, 27, 3997-4003; phenanthridin conjugates: W. D. Wilson, L. Ratmeyer, M. T. Cegla, J. Spychala, D. Boykin, M. Demeunynck, J. Lhomme, G. Krishnann, D. Kennedy, R. Vinayak, G. Zon, New J. Chem. 1994, 18, 419-423; naphthalene dimides, see: S. Takenaka, M. Manabe, M. Yokoyama, M. Nishi, J. Tanaka, H. Kondo, Chem. Commun. 1996, 379-380.
    • (1994) New J. Chem. , vol.18 , pp. 419-423
    • Wilson, W.D.1    Ratmeyer, L.2    Cegla, M.T.3    Spychala, J.4    Boykin, D.5    Demeunynck, M.6    Lhomme, J.7    Krishnann, G.8    Kennedy, D.9    Vinayak, R.10    Zon, G.11
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    • 0000369778 scopus 로고    scopus 로고
    • See e. g.: J. S. Sessler, R. Wang, J. Org. Chem. 1998, 63, 4079-4091 and references cited therein; [acridine conjugates see: A. Fkyerat, M. Demeunynck, J.-F. Constant, P. Michon, J. Lhomme, J. Am. Chem. Soc. 1993, 115, 9952-9959; A. Fkyerat, M. Demeunynck, J.-F. Constant, J. Lhomme, Tetrahedron 1993, 49, 11237-11252; J.-F. Constant, J. Fahy, J. Lhomme, Tetrahedron Lett. 1987, 28, 1777-1780; J. Bolte, C. Demuynck, M. F. Lhomme, J. Lhomme, J. Barbet, B. P. Roques, J. Am. Chem. Soc., 1982, 104, 760-765; J.-F. Constant, P. Laügaa, B. P. Roques, J. Lhomme, Biochemistry 1988, 27, 3997-4003; phenanthridin conjugates: W. D. Wilson, L. Ratmeyer, M. T. Cegla, J. Spychala, D. Boykin, M. Demeunynck, J. Lhomme, G. Krishnann, D. Kennedy, R. Vinayak, G. Zon, New J. Chem. 1994, 18, 419-423; naphthalene dimides, see: S. Takenaka, M. Manabe, M. Yokoyama, M. Nishi, J. Tanaka, H. Kondo, Chem. Commun. 1996, 379-380.
    • (1996) Chem. Commun. , pp. 379-380
    • Takenaka, S.1    Manabe, M.2    Yokoyama, M.3    Nishi, M.4    Tanaka, J.5    Kondo, H.6
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    • (Eds.: K. M. Kadish, K. Smith, R. Guilard), Academic Press, San Diego, CA
    • For a recent review on the chemistry of water-soluble porphyrins, see: P. Hambright, in: The Porphyrin Handbook, (Eds.: K. M. Kadish, K. Smith, R. Guilard), Academic Press, San Diego, CA, 1999, vol. 3, pp. 129-210.
    • (1999) The Porphyrin Handbook , vol.3 , pp. 129-210
    • Hambright, P.1
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    • K. L. Brown, Z. Xia, J. Labelled Compd. Radiopharm. 2000, 43, 635-643; J. L. Kelley, Ed. W. McLean, J. Heterocycl. Chem. 1986, 23, 1189-1193; Kh. L. Muravich-Aleksandr, V. G. Pernikoza, M. Z. Girshovich, T. N. Ragozina, J. Org. Chem. USSR (Engl. Transl), 1983, 19, 2094-2099.
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    • Brown, K.L.1    Xia, Z.2
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    • K. L. Brown, Z. Xia, J. Labelled Compd. Radiopharm. 2000, 43, 635-643; J. L. Kelley, Ed. W. McLean, J. Heterocycl. Chem. 1986, 23, 1189-1193; Kh. L. Muravich-Aleksandr, V. G. Pernikoza, M. Z. Girshovich, T. N. Ragozina, J. Org. Chem. USSR (Engl. Transl), 1983, 19, 2094-2099.
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    • Kelley, J.L.1    McLean, Ed.W.2
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    • For example see: S. Abdel-Baky, N. Klempier, R. W. Giese, Tetrahedron 1990, 46, 5859-5880; D. Burdi, S. Hout, T. P. Begley, Tetrahedron Lett. 1992, 33, 2133-2136; P. Clivio, D. Guillaume, M-T. Adeline, J. Hamon, C. Riche, J-L. Fourrey, J. Am. Chem. Soc. 1998, 120, 1157-1166.
    • (1990) Tetrahedron , vol.46 , pp. 5859-5880
    • Abdel-Baky, S.1    Klempier, N.2    Giese, R.W.3
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    • For example see: S. Abdel-Baky, N. Klempier, R. W. Giese, Tetrahedron 1990, 46, 5859-5880; D. Burdi, S. Hout, T. P. Begley, Tetrahedron Lett. 1992, 33, 2133-2136; P. Clivio, D. Guillaume, M-T. Adeline, J. Hamon, C. Riche, J-L. Fourrey, J. Am. Chem. Soc. 1998, 120, 1157-1166.
    • (1992) Tetrahedron Lett. , vol.33 , pp. 2133-2136
    • Burdi, D.1    Hout, S.2    Begley, T.P.3
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    • note
    • [15a] In ref. [8], p. 347, it is noted that acetyl porphyrins cannot be chromatographed on either alumina or silica gel because of the rapid hydrolysis of the acetyl groups.
  • 52
    • 0011878836 scopus 로고    scopus 로고
    • note
    • [15b] 5-{4-[(Ethylcarbonyl)oxy]phenyl}-10,15,20-tris(4-pyridyl)porphyrin (200 mg, 0.3 mmol) was obtained from pyrrole (8.55 mL, 116 mmol) (yield 1%) after separation by chromatography (alumina layered on silica, ratio = 1:2);[7f] after some modification of the procedure yields of 2-3% were obtained.[7g]
  • 53
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