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Volumn 32, Issue 5, 2004, Pages 511-524

Structure-activity relationships and prediction of the phototoxicity and phototoxic potential of new drugs

Author keywords

DEREK for Windows; Identification; Partition parameters; Photoallergens

Indexed keywords

ALLERGEN; AMOXICILLIN; AROMATIC COMPOUND; AROMATIC NITRO COMPOUND; AZITHROMYCIN; CIPROFLOXACIN; COUMARIN DERIVATIVE; DEMECLOCYCLINE; DIHYDROPYRIDINE DERIVATIVE; DOXYCYCLINE; ENOXACIN; FUROCOUMARIN DERIVATIVE; HALOGENATED AROMATIC COMPOUND; HALOGENATED HYDROCARBON; IMINE; KETONE; MINOCYCLINE; NEW DRUG; NITROFURANTOIN; NORFLOXACIN; OXIDE; PEFLOXACIN; PHOTOALLERGEN; PHOTOSENSITIZING AGENT; PHOTOTOXIN; QUINOLINE DERIVED ANTIINFECTIVE AGENT; SULFONAMIDE; TETRACYCLINE; TETRACYCLINE DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

EID: 12344278362     PISSN: 02611929     EISSN: None     Source Type: Journal    
DOI: 10.1177/026119290403200506     Document Type: Review
Times cited : (21)

References (54)
  • 1
    • 0015424153 scopus 로고
    • Photoallergy - A review
    • Epstein, J.H. (1972). Photoallergy - a review. Archives of Dermatology 106, 741-748.
    • (1972) Archives of Dermatology , vol.106 , pp. 741-748
    • Epstein, J.H.1
  • 2
  • 3
    • 0025863682 scopus 로고
    • Computer prediction of possible toxic action from chemical structure; the DEREK system
    • Sanderson, D.M. & Earnshaw, C.G. (1991). Computer prediction of possible toxic action from chemical structure; the DEREK system. Human and Experimental Toxicology 10, 261-273.
    • (1991) Human and Experimental Toxicology , vol.10 , pp. 261-273
    • Sanderson, D.M.1    Earnshaw, C.G.2
  • 5
    • 0033091308 scopus 로고    scopus 로고
    • Validation and subsequent development of the DEREK skin sensitisation rulebase by analysis of the BgVV list of contact allergens
    • Barratt, M.D. & Langowski, J.J. (1999). Validation and subsequent development of the DEREK skin sensitisation rulebase by analysis of the BgVV list of contact allergens. Journal of Chemical Information and Computer Sciences 39, 294-298.
    • (1999) Journal of Chemical Information and Computer Sciences , vol.39 , pp. 294-298
    • Barratt, M.D.1    Langowski, J.J.2
  • 8
    • 0001641470 scopus 로고
    • Photodermatitis due to tetrachlorosalicylanilide
    • Wilkinson, D.S. (1961). Photodermatitis due to tetrachlorosalicylanilide. British Journal of Dermatology 73, 213-219.
    • (1961) British Journal of Dermatology , vol.73 , pp. 213-219
    • Wilkinson, D.S.1
  • 10
    • 0006727145 scopus 로고
    • Photoallergisches ekzem durch das antimykotikum 4-clor-2- hydroxybenzoesaure-n-n-butylamid jadit
    • Ippen, H. (1961). Photoallergisches Ekzem durch das Antimykotikum 4-Clor-2-hydroxybenzoesaure-N-n-butylamid Jadit. Zeitschrift fur Haut- und Geschlechtskrankheiten 31, 185-187.
    • (1961) Zeitschrift fur Haut- und Geschlechtskrankheiten , vol.31 , pp. 185-187
    • Ippen, H.1
  • 12
    • 0014060366 scopus 로고
    • Photoallergies to fentichlor and multifungin
    • Burry, J.N. (1967). Photoallergies to fentichlor and multifungin. Archives of Dermatology 95, 287-291.
    • (1967) Archives of Dermatology , vol.95 , pp. 287-291
    • Burry, J.N.1
  • 13
    • 0021968590 scopus 로고
    • Photochemical binding of photoallergens to human serum albumin: A simple in vitro method for screening potential photoallergens
    • Barratt, M.D. & Brown, K.R. (1985). Photochemical binding of photoallergens to human serum albumin: a simple in vitro method for screening potential photoallergens. Toxicology Letters 24, 1-6.
    • (1985) Toxicology Letters , vol.24 , pp. 1-6
    • Barratt, M.D.1    Brown, K.R.2
  • 15
    • 0006752186 scopus 로고
    • An electron spin resonance study of the free radicals formed on ultraviolet irradiation of the photoallergens fentichlor and bithionol
    • Delahanty, J.N., Evans, J.C, Rowlands, C.C. & Barratt, M.D. (1987). An electron spin resonance study of the free radicals formed on ultraviolet irradiation of the photoallergens fentichlor and bithionol. Journal of the Chemical Society, Faraday Transactions I 83, 135-139.
    • (1987) Journal of the Chemical Society, Faraday Transactions I , vol.83 , pp. 135-139
    • Delahanty, J.N.1    Evans, J.C.2    Rowlands, C.C.3    Barratt, M.D.4
  • 16
    • 0006682301 scopus 로고
    • Free radicals in drug-induced photosensitivity reactions: Spin trapping study of photoallergenic halogenated salicylanilides
    • (ed. O. Hayaishi, E. Niki, M. Kondo & T. Yoshikawa). Amsterdam, The Netherlands: Elsevier Science
    • Chignell, C.F. (1989). Free radicals in drug-induced photosensitivity reactions: spin trapping study of photoallergenic halogenated salicylanilides. In Medical, Biochemical and Chemical Aspects of Free Radicals (ed. O. Hayaishi, E. Niki, M. Kondo & T. Yoshikawa), pp. 209-212. Amsterdam, The Netherlands: Elsevier Science.
    • (1989) Medical, Biochemical and Chemical Aspects of Free Radicals , pp. 209-212
    • Chignell, C.F.1
  • 17
    • 0002904120 scopus 로고
    • Phototoxische und photoallergische reaktionen: Möglichkeiten der risikoabschätzung in der präklinischen und klinischen entwicklung
    • (ed. H.F. Merk). Berlin, Germany: Blackwell
    • Ippen, H. (1993). Phototoxische und photoallergische Reaktionen: Möglichkeiten der Risikoabschätzung in der präklinischen und klinischen Entwicklung. In Allergische und Pseudoallergische Arzneimittel-reaktionen (ed. H.F. Merk), pp. 37-45. Berlin, Germany: Blackwell.
    • (1993) Allergische und Pseudoallergische Arzneimittel-Reaktionen , pp. 37-45
    • Ippen, H.1
  • 19
    • 0020567850 scopus 로고
    • Photosensitivity associated with carprofen (Imadyl), a new non-steroidal anti-inflammatory drug
    • Merot, Y., Harms, M. & Saurat, J.H. (1983). Photosensitivity associated with carprofen (Imadyl), a new non-steroidal anti-inflammatory drug. Dermatologica 166, 301-307.
    • (1983) Dermatologica , vol.166 , pp. 301-307
    • Merot, Y.1    Harms, M.2    Saurat, J.H.3
  • 20
    • 14444285977 scopus 로고    scopus 로고
    • Photosensitivity induced by lomefloxacin with cross-photosensitivity to ciprofloxacin and fleroxacin
    • Kimura, M. & Kawada, A. (1998). Photosensitivity induced by lomefloxacin with cross-photosensitivity to ciprofloxacin and fleroxacin. Contact Dermatitis 38, 180.
    • (1998) Contact Dermatitis , vol.38 , pp. 180
    • Kimura, M.1    Kawada, A.2
  • 21
    • 0031230566 scopus 로고    scopus 로고
    • Photogenotoxicity of skin phototumorigenic fluoroquinolone antibiotics detected using the comet assay
    • Reavy, H.J., Traynor, N.J. & Gibbs, N.K. (1997). Photogenotoxicity of skin phototumorigenic fluoroquinolone antibiotics detected using the comet assay. Photochemistry and Photobiology 66, 368-373.
    • (1997) Photochemistry and Photobiology , vol.66 , pp. 368-373
    • Reavy, H.J.1    Traynor, N.J.2    Gibbs, N.K.3
  • 22
    • 0026862723 scopus 로고
    • Case of photodermatosis due to long term treatment with amiodarone
    • Son, E.A. & Yugai, S.G. (1992). Case of photodermatosis due to long term treatment with amiodarone. Klinicheskaya Meditsina 70, 46.
    • (1992) Klinicheskaya Meditsina , vol.70 , pp. 46
    • Son, E.A.1    Yugai, S.G.2
  • 23
    • 0000547903 scopus 로고    scopus 로고
    • Photochemistry and photobiological properties of dicloran, a post-harvest fungicide with photosensitizing side-effects
    • Bosca, F., Miranda, M.A., Serrano, G. & Vargas, F. (1998). Photochemistry and photobiological properties of dicloran, a post-harvest fungicide with photosensitizing side-effects. Photochemistry and Photobiology 67, 532-537.
    • (1998) Photochemistry and Photobiology , vol.67 , pp. 532-537
    • Bosca, F.1    Miranda, M.A.2    Serrano, G.3    Vargas, F.4
  • 24
    • 0031817392 scopus 로고    scopus 로고
    • Phototoxicity associated with diclofenac: A photophysical, photochemical and photobiological study on the drug and its photoproducts
    • Encinas, S., Bosca, F. & Miranda, M.A. (1998). Phototoxicity associated with diclofenac: a photophysical, photochemical and photobiological study on the drug and its photoproducts. Chemical Research in Toxicology 11, 946-952.
    • (1998) Chemical Research in Toxicology , vol.11 , pp. 946-952
    • Encinas, S.1    Bosca, F.2    Miranda, M.A.3
  • 25
    • 0030746785 scopus 로고    scopus 로고
    • Photophysical and photochemical characterization of a photosensitizing drug: A combined steady state photolysis and laser flash photolysis study on carprofen
    • Bosca, F., Encinas, S., Heelis, P.F. & Miranda, M.A. (1997). Photophysical and photochemical characterization of a photosensitizing drug: a combined steady state photolysis and laser flash photolysis study on carprofen. Chemical Research in Toxicology 10, 820-827.
    • (1997) Chemical Research in Toxicology , vol.10 , pp. 820-827
    • Bosca, F.1    Encinas, S.2    Heelis, P.F.3    Miranda, M.A.4
  • 27
    • 0022887156 scopus 로고
    • Occupational photocontact dermatitis from olaquindox
    • Francalanci, S., Gola, M. & Giorgini, S. (1986). Occupational photocontact dermatitis from olaquindox. Contact Dermatitis 15, 112-114.
    • (1986) Contact Dermatitis , vol.15 , pp. 112-114
    • Francalanci, S.1    Gola, M.2    Giorgini, S.3
  • 29
    • 0023887703 scopus 로고
    • Photobinding of some 7-chloro-1,4-benzodiazepines to human plasma protein in vitro and photopharmacology of diazepam in the rat
    • Bakri, A., Beijersbergen van Henegouwen, G.M.J. & de Vries, H. (1988). Photobinding of some 7-chloro-1,4-benzodiazepines to human plasma protein in vitro and photopharmacology of diazepam in the rat. Pharmaceutisch Weekblad, Scentific Edition 10, 122-129.
    • (1988) Pharmaceutisch Weekblad, Scentific Edition , vol.10 , pp. 122-129
    • Bakri, A.1    Beijersbergen Van Henegouwen, G.M.J.2    De Vries, H.3
  • 30
    • 0025352318 scopus 로고
    • Photochemical reactions of quindoxin, olaquindox, carbadox and cyadox with protein, indicating photoallergic properties
    • de Vries, H., Bojarski, J., Donker, A.A., Bakri, A. & Beijersbergen van Henegouwen, G.M.J. (1990). Photochemical reactions of quindoxin, olaquindox, carbadox and cyadox with protein, indicating photoallergic properties. Toxicology 63, 85-95.
    • (1990) Toxicology , vol.63 , pp. 85-95
    • De Vries, H.1    Bojarski, J.2    Donker, A.A.3    Bakri, A.4    Beijersbergen Van Henegouwen, G.M.J.5
  • 31
    • 0022902888 scopus 로고
    • In vitro- und in vivo-untersuchungen zur fotochemische reaktivität von methaqualon-1-oxid
    • Pöhlmann, H., Theil, F.P., Franke, P. & Pfeifer, S. (1986). In vitro- und in vivo-Untersuchungen zur fotochemische Reaktivität von Methaqualon-1-oxid. Pharmazie 41, 856-858.
    • (1986) Pharmazie , vol.41 , pp. 856-858
    • Pöhlmann, H.1    Theil, F.P.2    Franke, P.3    Pfeifer, S.4
  • 32
    • 0025611563 scopus 로고
    • Contact and photocontact allergy to ketoprofen, clinical and experimental study
    • Mozzanica, N. & Pigatto, P.D. (1990). Contact and photocontact allergy to ketoprofen, clinical and experimental study. Contact Dermatitis 23, 336-340.
    • (1990) Contact Dermatitis , vol.23 , pp. 336-340
    • Mozzanica, N.1    Pigatto, P.D.2
  • 33
    • 0027171410 scopus 로고
    • Topical nonsteroidal anti-inflammatory drugs: Allergic and photoallergic contact dermatitis and phototoxicity
    • Ophaswongse, H. & Maibach, H.I. (1993). Topical nonsteroidal anti-inflammatory drugs: allergic and photoallergic contact dermatitis and phototoxicity. Contact Dermatitis 29, 57-64.
    • (1993) Contact Dermatitis , vol.29 , pp. 57-64
    • Ophaswongse, H.1    Maibach, H.I.2
  • 35
    • 0026047663 scopus 로고
    • Allergic photocontact dermatitis due to suprofen, photo-patch testing and cross-reaction study
    • Kurumaji, Y., Ohshiro, Y., Miyamoto, C., Keong, C.H, Katoh, T. & Nishioka, K. (1991). Allergic photocontact dermatitis due to suprofen, photo-patch testing and cross-reaction study. Contact Dermatitis 25, 218-223.
    • (1991) Contact Dermatitis , vol.25 , pp. 218-223
    • Kurumaji, Y.1    Ohshiro, Y.2    Miyamoto, C.3    Keong, C.H.4    Katoh, T.5    Nishioka, K.6
  • 37
    • 0019155988 scopus 로고
    • Spectroscopic studies of cutaneous photosensitizing agents. I. Spin trapping of photolysis products from sulfanilamide, 4-aminobenzoic acid and related compounds
    • Chignell, C.F., Kalyanaraman, B., Mason, R.P. & Sik, R.H. (1980). Spectroscopic studies of cutaneous photosensitizing agents. I. Spin trapping of photolysis products from sulfanilamide, 4-aminobenzoic acid and related compounds. Photochemistry and Photobiology 32, 563-571.
    • (1980) Photochemistry and Photobiology , vol.32 , pp. 563-571
    • Chignell, C.F.1    Kalyanaraman, B.2    Mason, R.P.3    Sik, R.H.4
  • 38
    • 84985478221 scopus 로고
    • Spectroscopic studies of cutaneous photosensitizing agents. II. Spin trapping of photolysis products from sulfanilamide and 4-aminobenzoic acid using 5,5-dimethyl-1-pyrroline-1-oxide
    • Chignell, C.F., Kalyanaraman, B., Sik, R.H. & Mason, R.P. (1981). Spectroscopic studies of cutaneous photosensitizing agents. II. Spin trapping of photolysis products from sulfanilamide and 4-aminobenzoic acid using 5,5-dimethyl-1-pyrroline-1-oxide. Photochemistry and Photobiology 34, 147-156.
    • (1981) Photochemistry and Photobiology , vol.34 , pp. 147-156
    • Chignell, C.F.1    Kalyanaraman, B.2    Sik, R.H.3    Mason, R.P.4
  • 39
    • 0020649712 scopus 로고
    • Spectroscopic studies of cutaneous photosensitizing agents. III. Spin trapping of photolysis products from sulfanilamide analogs
    • Motten, A.G. & Chignell, C.F. (1983). Spectroscopic studies of cutaneous photosensitizing agents. III. Spin trapping of photolysis products from sulfanilamide analogs. Photochemistry and Photobiology 37, 17-26.
    • (1983) Photochemistry and Photobiology , vol.37 , pp. 17-26
    • Motten, A.G.1    Chignell, C.F.2
  • 41
    • 0026607126 scopus 로고
    • Quantitative in vitro assessment of phototoxicity by a fibroblast-neutral red assay
    • Lasarow, R.M., Isseroff, R.R. & Gomez, E.G. (1992). Quantitative in vitro assessment of phototoxicity by a fibroblast-neutral red assay. Journal of Investigative Dermatology 98, 725-729.
    • (1992) Journal of Investigative Dermatology , vol.98 , pp. 725-729
    • Lasarow, R.M.1    Isseroff, R.R.2    Gomez, E.G.3
  • 44
    • 0006690421 scopus 로고
    • Photoallergenicity testing of fragrance material. A review on photoallergy by musk ambrette in male human patients
    • Ford, R.A. (1984). Photoallergenicity testing of fragrance material. A review on photoallergy by musk ambrette in male human patients. Nippon Koshohin Kagakkaishi 8, 301-304.
    • (1984) Nippon Koshohin Kagakkaishi , vol.8 , pp. 301-304
    • Ford, R.A.1
  • 45
    • 0002262669 scopus 로고    scopus 로고
    • Nitro musks in fragrance products: Update of FDA findings
    • Wisneski, H.S. & Havery, D.C. (1996). Nitro musks in fragrance products: update of FDA findings. Cosmetics and Toiletries 111, 73-76.
    • (1996) Cosmetics and Toiletries , vol.111 , pp. 73-76
    • Wisneski, H.S.1    Havery, D.C.2
  • 46
    • 0021282118 scopus 로고
    • Photosensitivity to musk ambrette
    • Cronin, E. (1984). Photosensitivity to musk ambrette. Contact Dermatitis 11, 88-92.
    • (1984) Contact Dermatitis , vol.11 , pp. 88-92
    • Cronin, E.1
  • 47
    • 84989674905 scopus 로고
    • Spectroscopic studies of cutaneous photosensitizing agents. VI. Identification of the free radicals generated during the photolysis of musk ambrette, musk xylene and musk ketone
    • Motten, A.G., Chignell, C.F. & Mason, R.P. (1983). Spectroscopic studies of cutaneous photosensitizing agents. VI. Identification of the free radicals generated during the photolysis of musk ambrette, musk xylene and musk ketone. Photochemistry and Photobiology 38, 671-678.
    • (1983) Photochemistry and Photobiology , vol.38 , pp. 671-678
    • Motten, A.G.1    Chignell, C.F.2    Mason, R.P.3
  • 48
    • 0030816426 scopus 로고    scopus 로고
    • Medicinal photochemistry; phototoxic and phototherapeutic aspects of drugs
    • (ed. B. Testa & U.A. Meyer). London, UK: Academic Press
    • Beijersbergen van Henegouwen, G.M.J. (1997). Medicinal photochemistry; phototoxic and phototherapeutic aspects of drugs. In Advances in Drug Research, Vol. 29 (ed. B. Testa & U.A. Meyer), pp. 79-170. London, UK: Academic Press.
    • (1997) Advances in Drug Research , vol.29 , pp. 79-170
    • Beijersbergen Van Henegouwen, G.M.J.1
  • 49
    • 0018868119 scopus 로고
    • Photomaximization test for identifying photoallergic contact sensitizers
    • Kaidbey, K.H. & Kligman, A.M. (1980). Photomaximization test for identifying photoallergic contact sensitizers. Contact Dermatitis 6, 161-169.
    • (1980) Contact Dermatitis , vol.6 , pp. 161-169
    • Kaidbey, K.H.1    Kligman, A.M.2
  • 52
    • 0006730604 scopus 로고
    • Die struktur-aktivität-beziehungen einiger substituiter cumarine in bezug auf hautreaktionen
    • Opdyke, D.L. (1981). Die Struktur-Aktivität-Beziehungen einiger substituiter Cumarine in bezug auf Hautreaktionen. Dragoco Report (German Fragrance Edition) 28, 71-76.
    • (1981) Dragoco Report (German Fragrance Edition) , vol.28 , pp. 71-76
    • Opdyke, D.L.1
  • 54
    • 0028898732 scopus 로고
    • Quantitative structure-activity relationships for skin permeability
    • Barratt, M.D. (1995). Quantitative structure-activity relationships for skin permeability. Toxicology in Vitro 9, 27-37.
    • (1995) Toxicology in Vitro , vol.9 , pp. 27-37
    • Barratt, M.D.1


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