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Volumn 12, Issue 3, 2009, Pages 378-387

Psoralen and bergapten: In silico metabolism and toxicophoric analysis of drugs used to treat vitiligo

Author keywords

[No Author keywords available]

Indexed keywords

BERGAPTEN; PSORALEN; RESORCINOL; 5-METHOXYPSORALEN; DRUG DERIVATIVE; METHOXSALEN; PHOTOSENSITIZING AGENT;

EID: 77950363354     PISSN: None     EISSN: 14821826     Source Type: Journal    
DOI: 10.18433/J3W01D     Document Type: Article
Times cited : (25)

References (36)
  • 1
    • 34547439268 scopus 로고    scopus 로고
    • Comparative evaluation of the therapeutic efficacy of dermabrasion, dermabrasion combined with topical 5% 5-fluorouracil cream, and dermabrasion combined with topical placentrex gel in localized stable vitiligo
    • Sethi S, Mahajan BB, Gupta RR and Ohri A. Comparative evaluation of the therapeutic efficacy of dermabrasion, dermabrasion combined with topical 5% 5-fluorouracil cream, and dermabrasion combined with topical placentrex gel in localized stable vitiligo. Int J Dermatol, 46(8):875-879, 2007.
    • (2007) Int J Dermatol , vol.46 , Issue.8 , pp. 875-879
    • Sethi, S.1    Mahajan, B.B.2    Gupta, R.R.3    Ohri, A.4
  • 4
    • 14944354973 scopus 로고    scopus 로고
    • The shikimate pathway: Aromatic amino acids and phenylpropanoids
    • in Dewick PM (ed), 2nd ed. John Wiley & Sons: New York, NY
    • Dewick PM. The shikimate pathway: aromatic amino acids and phenylpropanoids, in Dewick PM (ed) Medicinal natural products: a biosynthetic approach. 2nd ed. John Wiley & Sons: New York, NY, pp 121-166, 2002.
    • (2002) Medicinal natural products: A biosynthetic approach , pp. 121-166
    • Dewick, P.M.1
  • 5
    • 0001474978 scopus 로고
    • The presently known distribution of furocoumarins (psoralens) in plants
    • Pathak MA, Daniels F and Fitzpatrick TB. The presently known distribution of furocoumarins (psoralens) in plants. J Invest Dermatol, 39:225-239, 1962.
    • (1962) J Invest Dermatol , vol.39 , pp. 225-239
    • Pathak, M.A.1    Daniels, F.2    Fitzpatrick, T.B.3
  • 6
    • 0019614776 scopus 로고
    • PUVA for psoriasis
    • Mckeon JJ. PUVA for psoriasis. Am Pharm, 9:530-532, 1981.
    • (1981) Am Pharm , vol.9 , pp. 530-532
    • McKeon, J.J.1
  • 7
    • 10844230101 scopus 로고    scopus 로고
    • DNA-psoralen interaction: A single molecule experiment
    • Rocha MS, Viana NB and Mesquita ON. DNA-psoralen interaction: a single molecule experiment. J Chem Phys, 121(19):9679-9683, 2004.
    • (2004) J Chem Phys , vol.121 , Issue.19 , pp. 9679-9683
    • Rocha, M.S.1    Viana, N.B.2    Mesquita, O.N.3
  • 8
    • 0031685617 scopus 로고    scopus 로고
    • PUVA inhibits DNA replication, but not gene transcription at nonlethal dosages
    • Luftl M, Rocken M, Plewig G and Degitz K. PUVA inhibits DNA replication, but not gene transcription at nonlethal dosages. J Invest Dermatol, 111:399-405, 1998.
    • (1998) J Invest Dermatol , vol.111 , pp. 399-405
    • Luftl, M.1    Rocken, M.2    Plewig, G.3    Degitz, K.4
  • 9
    • 0028941644 scopus 로고
    • DNA structural reorganization upon conversion of a psoralen furan-side monoadduct to an interstrand crosslink: Implications for DNA repair
    • Spielmann HP, Dwyer TJ, Sastry SS, Hearst JE and Wemmer DE. DNA structural reorganization upon conversion of a psoralen furan-side monoadduct to an interstrand crosslink: implications for DNA repair. Proc Natl Acad Sci, 92:2345-2349, 1995.
    • (1995) Proc Natl Acad Sci , vol.92 , pp. 2345-2349
    • Spielmann, H.P.1    Dwyer, T.J.2    Sastry, S.S.3    Hearst, J.E.4    Wemmer, D.E.5
  • 11
    • 9444264782 scopus 로고    scopus 로고
    • Iatrogenic skin cancer: Induction by psoralen/ultraviolet A and immunosuppression of organ transplant recipients
    • McKenna KE. Iatrogenic skin cancer: induction by psoralen/ultraviolet A and immunosuppression of organ transplant recipients. Photodermatol Photo, 20:289-296, 2004.
    • (2004) Photodermatol Photo , vol.20 , pp. 289-296
    • McKenna, K.E.1
  • 12
    • 0037377686 scopus 로고    scopus 로고
    • High frequency of ultraviolet mutations at the INK4a-ARF locus in squamous cell carcinomas from psoralenplus-ultraviolet-A-treated psoriasis patients
    • Kreimer-Erlacher H, Seidl H, Back B, Cerroni L, Kerl H and Wolf P. High frequency of ultraviolet mutations at the INK4a-ARF locus in squamous cell carcinomas from psoralenplus-ultraviolet-A-treated psoriasis patients. J Invest Dermatol, 120:676-682, 2003.
    • (2003) J Invest Dermatol , vol.120 , pp. 676-682
    • Kreimer-Erlacher, H.1    Seidl, H.2    Back, B.3    Cerroni, L.4    Kerl, H.5    Wolf, P.6
  • 13
    • 0001853927 scopus 로고    scopus 로고
    • Linear furanocoumarins
    • in D'Mello JPF (ed), 1st ed. CRC Press: New York, NY
    • Diawara MM and Trumble JT. Linear furanocoumarins, in D'Mello JPF (ed) Handbook of plant and fungal toxicants. 1st ed. CRC Press: New York, NY, pp 175-188, 1997.
    • (1997) Handbook of plant and fungal toxicants , pp. 175-188
    • Diawara, M.M.1    Trumble, J.T.2
  • 14
    • 79955844259 scopus 로고    scopus 로고
    • Toxicological and pharmacological properties of bergapten
    • Forlot P. Toxicological and pharmacological properties of bergapten. Essenze Deriv Agrum, 70(3):147-153, 2000.
    • (2000) Essenze Deriv Agrum , vol.70 , Issue.3 , pp. 147-153
    • Forlot, P.1
  • 15
    • 33645349126 scopus 로고    scopus 로고
    • Study on the pharmacokinetics of psoralen and isopsoralen by fluorometry
    • Pang Z, Wang B and Qi Y. Study on the pharmacokinetics of psoralen and isopsoralen by fluorometry. Chinese J Anal Chem, 29(2):146-149, 2001.
    • (2001) Chinese J Anal Chem , vol.29 , Issue.2 , pp. 146-149
    • Pang, Z.1    Wang, B.2    Qi, Y.3
  • 16
    • 0032767738 scopus 로고    scopus 로고
    • Coumarin metabolism, toxicity and carcinogenicity: Relevance for human risk assessment
    • Lake BG. Coumarin metabolism, toxicity and carcinogenicity: relevance for human risk assessment. Food Chem Toxicol, 37:423-453, 1999.
    • (1999) Food Chem Toxicol , vol.37 , pp. 423-453
    • Lake, B.G.1
  • 17
    • 0030697098 scopus 로고    scopus 로고
    • A single amino acid substitution (Leu160His) in cytochrome P450CYP2A6 causes switching from 7-hydroxylation to 3-hydroxylation of coumarin
    • Hadidi H, Zahlsen K, Idle JR and Cholerton S. A single amino acid substitution (Leu160His) in cytochrome P450CYP2A6 causes switching from 7-hydroxylation to 3-hydroxylation of coumarin. Food Chem Toxicol, 35(9):903-907, 1997.
    • (1997) Food Chem Toxicol , vol.35 , Issue.9 , pp. 903-907
    • Hadidi, H.1    Zahlsen, K.2    Idle, J.R.3    Cholerton, S.4
  • 18
    • 0027399159 scopus 로고
    • Species differences in the metabolism and hepatotoxicity of coumarins
    • Fentem JH and Fry JR. Species differences in the metabolism and hepatotoxicity of coumarins. Comp Biochem Phys C, 104(1):1-8, 1993.
    • (1993) Comp Biochem Phys C , vol.104 , Issue.1 , pp. 1-8
    • Fentem, J.H.1    Fry, J.R.2
  • 19
    • 79955819993 scopus 로고    scopus 로고
    • Lhasa Ltd, Leeds, UK
    • Meteor Version 10.0.2 (2007). Lhasa Ltd, Leeds, UK.
    • (2007) Meteor Version 10.0.2
  • 21
    • 0025863682 scopus 로고
    • Computer prediction of possible toxic action from chemical structure; The DEREK system
    • Sanderson DM and Earnshaw CG. Computer prediction of possible toxic action from chemical structure; The DEREK system. Hum Exp Toxicol, 10:261-273, 1991.
    • (1991) Hum Exp Toxicol , vol.10 , pp. 261-273
    • Sanderson, D.M.1    Earnshaw, C.G.2
  • 23
    • 0032619762 scopus 로고    scopus 로고
    • Knowledge-based expert systems for toxicity and metabolism prediction: DEREK, StAR and METEOR
    • Greene N, Judson PN, Langowski JJ and Marchant CA. Knowledge-based expert systems for toxicity and metabolism prediction: DEREK, StAR and METEOR. SAR QSAR Environ Res, 10:299-314, 1999.
    • (1999) SAR QSAR Environ Res , vol.10 , pp. 299-314
    • Greene, N.1    Judson, P.N.2    Langowski, J.J.3    Marchant, C.A.4
  • 24
    • 23044488827 scopus 로고    scopus 로고
    • Predicting drug metabolism: An evaluation of the expert system METEOR
    • Testa B, Balmat A, Anthony L, and Philip J. Predicting drug metabolism: an evaluation of the expert system METEOR. Chem Biodivers, 2(7):872-85, 2005.
    • (2005) Chem Biodivers , vol.2 , Issue.7 , pp. 872-885
    • Testa, B.1    Balmat, A.2    Anthony, L.3    Philip, J.4
  • 27
    • 0033914808 scopus 로고    scopus 로고
    • A reactive metabolite of furan, cis-2-butene-1,4-dial, is mutagenic in the Ames assay
    • Peterson LA, Naruko KC and Predecki D. A reactive metabolite of furan, cis-2-butene-1,4-dial, is mutagenic in the Ames assay. Chem Res Toxicol, 13:531-34, 2000.
    • (2000) Chem Res Toxicol , vol.13 , pp. 531-534
    • Peterson, L.A.1    Naruko, K.C.2    Predecki, D.3
  • 28
    • 0028785113 scopus 로고
    • Identification of cis-2-butene-1,4-dial as a microsomal metabolite of furan
    • Chen LJ, Hecht SS and Peterson LA. Identification of cis-2-butene-1,4-dial as a microsomal metabolite of furan. Chem Res Toxicol, 8(7):903-906, 1995.
    • (1995) Chem Res Toxicol , vol.8 , Issue.7 , pp. 903-906
    • Chen, L.J.1    Hecht, S.S.2    Peterson, L.A.3
  • 30
    • 0036129082 scopus 로고    scopus 로고
    • Characterization of nucleoside adducts of cis-2-butene-1,4-dial, a reactive metabolite of furan
    • Byrns MC, Predecki DP and Peterson LA. Characterization of nucleoside adducts of cis-2-butene-1,4-dial, a reactive metabolite of furan. Chem Res Toxicol, 15(3):373-79, 2002.
    • (2002) Chem Res Toxicol , vol.15 , Issue.3 , pp. 373-379
    • Byrns, M.C.1    Predecki, D.P.2    Peterson, L.A.3
  • 31
    • 0019450699 scopus 로고
    • Photosensitization by coumarin derivatives
    • Kaidbey KH and Kligman AM. Photosensitization by coumarin derivatives. Arch Dermatol, 117:258-263, 1981.
    • (1981) Arch Dermatol , vol.117 , pp. 258-263
    • Kaidbey, K.H.1    Kligman, A.M.2
  • 32
    • 0021968590 scopus 로고
    • Photochemical binding of photoallergens to human serum albumin: A simple in vitro method for screening potential photoallergens
    • Barratt MD and Brown KR. Photochemical binding of photoallergens to human serum albumin: a simple in vitro method for screening potential photoallergens. Toxicol Lett, 24:1-6, 1985.
    • (1985) Toxicol Lett , vol.24 , pp. 1-6
    • Barratt, M.D.1    Brown, K.R.2
  • 34
    • 0006752186 scopus 로고
    • An electron spin resonance study of the free radicals formed on ultraviolet irradiation of the photoallergens fentichlor and bithionol
    • Delahanty JN, Evans JC, Rowlands CC and Barratt MD. An electron spin resonance study of the free radicals formed on ultraviolet irradiation of the photoallergens fentichlor and bithionol. J Chem Soc Faraday Trans I, 83:135-139, 1987.
    • (1987) J Chem Soc Faraday Trans I , vol.83 , pp. 135-139
    • Delahanty, J.N.1    Evans, J.C.2    Rowlands, C.C.3    Barratt, M.D.4
  • 35
    • 0027997841 scopus 로고
    • Skin sensitization structure-activity relationships for phenyl benzoates
    • Barratt MD, Basketter DA and Roberts DW. Skin sensitization structure-activity relationships for phenyl benzoates. Toxicol in Vitro, 8:823-826, 1994.
    • (1994) Toxicol in Vitro , vol.8 , pp. 823-826
    • Barratt, M.D.1    Basketter, D.A.2    Roberts, D.W.3
  • 36
    • 0026719144 scopus 로고
    • Possible origin of the skin sensitization potential of isoeugenol and related compounds: (I) preliminary studies of potential reaction mechanisms
    • Barratt M. D and Basketter DA. Possible origin of the skin sensitization potential of isoeugenol and related compounds: (I) preliminary studies of potential reaction mechanisms. Contact Derm, 27:98-104, 1992.
    • (1992) Contact Derm , vol.27 , pp. 98-104
    • Barratt, M.D.1    Basketter, D.A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.