메뉴 건너뛰기




Volumn 61, Issue 2, 1998, Pages 107-118

Are porphyrin mixtures favorable photodynamic anticancer drugs? A model study with combinatorial libraries of tetraphenylporphyrins

Author keywords

Combinatorial chemistry; Liposomes; Mass spectrometry; Porphyrinoids; Tumor therapy

Indexed keywords

BIOLOGICAL MEMBRANES; DISEASES; DRUG PRODUCTS; DRUG THERAPY; MASS SPECTROMETRY; MIXTURES; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHOTODYNAMIC THERAPY; PORPHYRINS; ULTRAVIOLET SPECTROSCOPY;

EID: 0032029998     PISSN: 00063592     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1097-0290(199821)61:2<107::AID-BIT5>3.0.CO;2-Q     Document Type: Article
Times cited : (13)

References (63)
  • 15
    • 11944260641 scopus 로고
    • Selected reviews: Bonnet, R. Chem. Soc. Rev. 1995, 19-33. (b) Gomer, C. J. Photochem. Photobiol. 1991, 54, 1093-1107. (c) Kreimer-Birnbaum, M. Sem. Hematol. 1989, 26, 157-173.
    • (1995) Chem. Soc. Rev. , pp. 19-33
    • Bonnet, R.1
  • 16
    • 0026268098 scopus 로고
    • Selected reviews: Bonnet, R. Chem. Soc. Rev. 1995, 19-33. (b) Gomer, C. J. Photochem. Photobiol. 1991, 54, 1093-1107. (c) Kreimer-Birnbaum, M. Sem. Hematol. 1989, 26, 157-173.
    • (1991) Photochem. Photobiol. , vol.54 , pp. 1093-1107
    • Gomer, C.J.1
  • 17
    • 0024518036 scopus 로고
    • Selected reviews: Bonnet, R. Chem. Soc. Rev. 1995, 19-33. (b) Gomer, C. J. Photochem. Photobiol. 1991, 54, 1093-1107. (c) Kreimer-Birnbaum, M. Sem. Hematol. 1989, 26, 157-173.
    • (1989) Sem. Hematol. , vol.26 , pp. 157-173
    • Kreimer-Birnbaum, M.1
  • 19
    • 0019471766 scopus 로고
    • (b) Kessel, D. Cancer Res. 1981, 41, 1318-1323.
    • (1981) Cancer Res. , vol.41 , pp. 1318-1323
    • Kessel, D.1
  • 26
    • 24444439340 scopus 로고    scopus 로고
    • Selected reviews: (a) Thompson, L. A.; Ellman, J. A. Chem. Rev. 1996, 96, 5556-00. (b) Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123-131. (c) Gordon, E.M.; Gallop, M.A.; Patel, D. V. Acc. Chem. Res. 1996, 144-154. (d) DeWitt, S. H.; Czarnik, A. W. Acc. Chem. Res. 1996, 29, 114-122. (e) Lowe, G. Chem. Soc. Rev. 1995, 309-317. (f) Janda, K. D. Proc. Natl. Acad. Sci. USA 1994, 91, 10779-10785. (g) Nefzi, A.; Ostresh, J. M.; Houghten, R. A. Chem. Rev. 1997, 97, 449-472.
    • (1996) Chem. Rev. , vol.96 , pp. 5556-5600
    • Thompson, L.A.1    Ellman, J.A.2
  • 27
    • 0000512227 scopus 로고    scopus 로고
    • Selected reviews: (a) Thompson, L. A.; Ellman, J. A. Chem. Rev. 1996, 96, 5556-00. (b) Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123-131. (c) Gordon, E.M.; Gallop, M.A.; Patel, D. V. Acc. Chem. Res. 1996, 144-154. (d) DeWitt, S. H.; Czarnik, A. W. Acc. Chem. Res. 1996, 29, 114-122. (e) Lowe, G. Chem. Soc. Rev. 1995, 309-317. (f) Janda, K. D. Proc. Natl. Acad. Sci. USA 1994, 91, 10779-10785. (g) Nefzi, A.; Ostresh, J. M.; Houghten, R. A. Chem. Rev. 1997, 97, 449-472.
    • (1996) Acc. Chem. Res. , vol.29 , pp. 123-131
    • Armstrong, R.W.1    Combs, A.P.2    Tempest, P.A.3    Brown, S.D.4    Keating, T.A.5
  • 28
    • 0000074870 scopus 로고    scopus 로고
    • Selected reviews: (a) Thompson, L. A.; Ellman, J. A. Chem. Rev. 1996, 96, 5556-00. (b) Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123-131. (c) Gordon, E.M.; Gallop, M.A.; Patel, D. V. Acc. Chem. Res. 1996, 144-154. (d) DeWitt, S. H.; Czarnik, A. W. Acc. Chem. Res. 1996, 29, 114-122. (e) Lowe, G. Chem. Soc. Rev. 1995, 309-317. (f) Janda, K. D. Proc. Natl. Acad. Sci. USA 1994, 91, 10779-10785. (g) Nefzi, A.; Ostresh, J. M.; Houghten, R. A. Chem. Rev. 1997, 97, 449-472.
    • (1996) Acc. Chem. Res. , pp. 144-154
    • Gordon, E.M.1    Gallop, M.A.2    Patel, D.V.3
  • 29
    • 2842569383 scopus 로고    scopus 로고
    • Selected reviews: (a) Thompson, L. A.; Ellman, J. A. Chem. Rev. 1996, 96, 5556-00. (b) Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123-131. (c) Gordon, E.M.; Gallop, M.A.; Patel, D. V. Acc. Chem. Res. 1996, 144-154. (d) DeWitt, S. H.; Czarnik, A. W. Acc. Chem. Res. 1996, 29, 114-122. (e) Lowe, G. Chem. Soc. Rev. 1995, 309-317. (f) Janda, K. D. Proc. Natl. Acad. Sci. USA 1994, 91, 10779-10785. (g) Nefzi, A.; Ostresh, J. M.; Houghten, R. A. Chem. Rev. 1997, 97, 449-472.
    • (1996) Acc. Chem. Res. , vol.29 , pp. 114-122
    • DeWitt, S.H.1    Czarnik, A.W.2
  • 30
    • 0000951871 scopus 로고
    • Selected reviews: (a) Thompson, L. A.; Ellman, J. A. Chem. Rev. 1996, 96, 5556-00. (b) Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123-131. (c) Gordon, E.M.; Gallop, M.A.; Patel, D. V. Acc. Chem. Res. 1996, 144-154. (d) DeWitt, S. H.; Czarnik, A. W. Acc. Chem. Res. 1996, 29, 114-122. (e) Lowe, G. Chem. Soc. Rev. 1995, 309-317. (f) Janda, K. D. Proc. Natl. Acad. Sci. USA 1994, 91, 10779-10785. (g) Nefzi, A.; Ostresh, J. M.; Houghten, R. A. Chem. Rev. 1997, 97, 449-472.
    • (1995) Chem. Soc. Rev. , pp. 309-317
    • Lowe, G.1
  • 31
    • 0028117752 scopus 로고
    • Selected reviews: (a) Thompson, L. A.; Ellman, J. A. Chem. Rev. 1996, 96, 5556-00. (b) Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123-131. (c) Gordon, E.M.; Gallop, M.A.; Patel, D. V. Acc. Chem. Res. 1996, 144-154. (d) DeWitt, S. H.; Czarnik, A. W. Acc. Chem. Res. 1996, 29, 114-122. (e) Lowe, G. Chem. Soc. Rev. 1995, 309-317. (f) Janda, K. D. Proc. Natl. Acad. Sci. USA 1994, 91, 10779-10785. (g) Nefzi, A.; Ostresh, J. M.; Houghten, R. A. Chem. Rev. 1997, 97, 449-472.
    • (1994) Proc. Natl. Acad. Sci. USA , vol.91 , pp. 10779-10785
    • Janda, K.D.1
  • 32
    • 7444256652 scopus 로고    scopus 로고
    • Selected reviews: (a) Thompson, L. A.; Ellman, J. A. Chem. Rev. 1996, 96, 5556-00. (b) Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A. Acc. Chem. Res. 1996, 29, 123-131. (c) Gordon, E.M.; Gallop, M.A.; Patel, D. V. Acc. Chem. Res. 1996, 144-154. (d) DeWitt, S. H.; Czarnik, A. W. Acc. Chem. Res. 1996, 29, 114-122. (e) Lowe, G. Chem. Soc. Rev. 1995, 309-317. (f) Janda, K. D. Proc. Natl. Acad. Sci. USA 1994, 91, 10779-10785. (g) Nefzi, A.; Ostresh, J. M.; Houghten, R. A. Chem. Rev. 1997, 97, 449-472.
    • (1997) Chem. Rev. , vol.97 , pp. 449-472
    • Nefzi, A.1    Ostresh, J.M.2    Houghten, R.A.3
  • 33
    • 0028172455 scopus 로고
    • For reactivity-adjusted amino acid mixtures, see e.g., (a) Ostresh, J. M.; Winkle, J. H.; Houghten, R. A. Biopolymers 1994, 34, 1681-1697. (b) Songyang, Z.; Blechner, S.; Cantley, L. C. Curr. Biol. 1994, 4, 973-981.
    • (1994) Biopolymers , vol.34 , pp. 1681-1697
    • Ostresh, J.M.1    Winkle, J.H.2    Houghten, R.A.3
  • 34
    • 0028540405 scopus 로고
    • For reactivity-adjusted amino acid mixtures, see e.g., (a) Ostresh, J. M.; Winkle, J. H.; Houghten, R. A. Biopolymers 1994, 34, 1681-1697. (b) Songyang, Z.; Blechner, S.; Cantley, L. C. Curr. Biol. 1994, 4, 973-981.
    • (1994) Curr. Biol. , vol.4 , pp. 973-981
    • Songyang, Z.1    Blechner, S.2    Cantley, L.C.3
  • 39
    • 0002447763 scopus 로고
    • Dolphin, D., Ed.; Academic Press: New York
    • (e) Kim, J. B.; Adler, A. D.; Longo, F. R. In The Porphyrins; Dolphin, D., Ed.; Academic Press: New York, 1978, Vol. 1, pp. 85-100.
    • (1978) The Porphyrins , vol.1 , pp. 85-100
    • Kim, J.B.1    Adler, A.D.2    Longo, F.R.3
  • 43
    • 0000234677 scopus 로고
    • Exchange reactions involving porphyrinogens have been employed to convert tetraoxaporphyrinogen to other tetrachalcogenporphyrinogens. In these reactions, the heterocyclic rings rather than the meso-substituents were the sites of exchange: Vogel, E.; Röhrig, P.; Sicken, M.; Knipp, B.; Herrmann, A.; Pohl, M.; Schmickler, H.; Lex, J. Angew. Chem. 1989, 101, 1683-1687; Angew. Chem. Int. Ed. Engl. 1989, 28, 1651-1655.
    • (1989) Angew. Chem. , vol.101 , pp. 1683-1687
    • Vogel, E.1    Röhrig, P.2    Sicken, M.3    Knipp, B.4    Herrmann, A.5    Pohl, M.6    Schmickler, H.7    Lex, J.8
  • 44
    • 0024851162 scopus 로고
    • Exchange reactions involving porphyrinogens have been employed to convert tetraoxaporphyrinogen to other tetrachalcogenporphyrinogens. In these reactions, the heterocyclic rings rather than the meso-substituents were the sites of exchange: Vogel, E.; Röhrig, P.; Sicken, M.; Knipp, B.; Herrmann, A.; Pohl, M.; Schmickler, H.; Lex, J. Angew. Chem. 1989, 101, 1683-1687; Angew. Chem. Int. Ed. Engl. 1989, 28, 1651-1655.
    • (1989) Angew. Chem. Int. Ed. Engl. , vol.28 , pp. 1651-1655
  • 49
    • 0027292591 scopus 로고
    • The adjustment of lipid:sensitizer ratios was performed as described in: Richert, C. J. Photochem. Photobiol., B., 1993, 19, 67-69.
    • (1993) J. Photochem. Photobiol., B. , vol.19 , pp. 67-69
    • Richert, C.1
  • 50
    • 0345365546 scopus 로고    scopus 로고
    • note
    • Compound 14, the best membrane-soluble compound selected in our previous exploratory experiment with a single library (ref. 18), used here as a positive control, gave > 90% incorporation.
  • 52
    • 84982058693 scopus 로고
    • and references therein
    • (a) Vorbrüggen, H.; Höfle, G. Chem. Ber. 1981, 114, 1256-1268 and references therein.
    • (1981) Chem. Ber. , vol.114 , pp. 1256-1268
    • Vorbrüggen, H.1    Höfle, G.2
  • 55
    • 0344503302 scopus 로고    scopus 로고
    • Müller, E. Dissertation Nr. 10955, ETH Zürich, 1995, pp.43-44
    • Müller, E. Dissertation Nr. 10955, ETH Zürich, 1995, pp.43-44.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.