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Psoralens

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Definition: Linear furanocoumarins which are found in many PLANTS, especially UMBELLIFERAE and RUTACEAE, as well as PSORALEA from which they were originally discovered. They can intercalate DNA and, in an UV-initiated reaction of the furan portion, alkylate PYRIMIDINES, resulting in PHOTOSENSITIVITY DISORDERS.  dermatol agents; do not confuse with the specific drug PSORALEN see FICUSIN; do not index here for psoralens in PUVA THERAPY unless particularly discussed   
Pharmacological Action Dermatologic Agents; Photosensitizing Agents
See Also Coumarins
Examples Ficusin; Khellin; Methoxsalen; Trioxsalen
Other names Furocoumarins; Furanocoumarins
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
rivulobirin A  0   *Psoralens P-Glycoprotein/antagonists & inhibitors. Zhongguo Zhong Yao Za Zhi. 2006 Feb;31(4):309-11.
8-benzoyl-4,9-dimethylfuro(2,3-h)chromen-2-one  0   *Psoralens. J Med Chem 2010 Feb 25;53(4):1519-33
4-methyl-9-phenyl-8-(thiophene-2-carbonyl)-furo(2,3-h)chromen-2-one  0   *Psoralens. J Med Chem 2010 Feb 25;53(4):1519-33
debelalactone  0   *Psoralens. J Asian Nat Prod Res. 2009 Aug;11(8):687-92
bergaptol 5-O-gentiobioside  0   *Disaccharides *Psoralens. Yao Xue Xue Bao 2007 Oct;42(10):1070-3
8-hexoxypsoralen  0   *Psoralens. J Photochem Photobiol B 2008 Sep 18;92(3):185-9
5-methoxy-8-(2-hydroxy-3-butoxy-3-methylbutyloxy)psoralen  0   *Psoralens Cyclooxygenase 2. Arch Pharm Res 2008 May;31(5):617-21
O-(3-(2,2-dimethyl-3-oxo-2H-furan-5-yl)butyl)bergaptol  0   *Psoralens. J Ethnopharmacol 2007 Jul 25;112(3):531-6
succinimidyl-(4-(psoralen-8-yloxy))butyrate  0   *Psoralens *Succinimides. Eur J Pharm Biopharm 2007 Apr;66(1):28-33
2'-(4,5',8-trimethylpsoralen-4-yl)adenosine  0   *Psoralens Adenosine/*analogs & derivatives. Nucleic Acids Symp Ser (Oxf) 2006;(50):301-2
psoralen A  0   *Psoralens. Drug Deliv 2006 Nov-Dec;13(6):447-54
hedyotiscone C  0   *Psoralens. Planta Med. 2006 Jan;72(1):75-8
hedyotiscone B  0   *Psoralens. Planta Med. 2006 Jan;72(1):75-8
hedyotiscone A  0   *Psoralens. Planta Med. 2006 Jan;72(1):75-8
5-(4''-hydroxy-3''-methyl-2''-butenyloxy)-6,7-furocoumarin  0   *Psoralens. Phytother Res 2005 Nov;19(11):938-41
cnidiadin  0   *Psoralens. Cancer Chemother Pharmacol 2005 Aug;56(2):173-81
1-thioangelicin  0   *Psoralens. Farmaco. 2004 Feb;59(2):125-32
8-hydroxy-5-O-glucopyranosylpsoralen  0   *Glucosides *Psoralens. Yao Xue Xue Bao 2001 Jun;36(6):519-22
1'-O-glucopyranosyl 3-hydroxynodakenetin  0   *Glucosides *Psoralens. Yao Xue Xue Bao 2001 Jun;36(6):519-22
4-methyl-8-(2-E-phenylethenyl)-8,9-dihydro-2H-furo(2,3-h)-1-benzopyran-2-one,  0   *Psoralens. Org Biomol Chem. 2003 Jan 7;1(1):173-81
epoxybergamottin  0   *Psoralens. Eur J Clin Pharmacol 2003 Feb;58(10):663-8
dorstenin  0   *Psoralens. Planta Med 2001 Dec;67(9):820-4
9-(2,3-dihydroxy-3-methylbutoxy)-4-methoxy-7H-furo(3,2-g)(1)benzopyran-7-one  482-25-7   *Psoralens. J Chromatogr B Biomed Sci Appl 2001 Apr 5;753(2):309-14
1-(3'-hydroxypropyl)-4,6,8-trimethylfuro(2,3-h)quinolin-2(1H)-one  0   *Psoralens DNA Topoisomerases, Type II/antagonists & inhibitors. Farmaco 2000 Sep-Oct;55(9-10):650-8
3,5-dimethoxy-3-(1,1-dimethylprop-2-enyl)-3,4-dihydropsoralen-4-one  0   *Psoralens. Phytochemistry 2000 Nov;55(6):675-8
deltoin  0   *Psoralens. Cancer Lett 1999 Oct 18;145(1-2):151-7
S-59, psoralen  0   Psoralens. Transfusion 1999 Mar;39(3):239-48
5,8-diethoxypsoralen  0   *Psoralens Potassium Channels/antagonists & inhibitors. J Med Chem 1998 Nov 5;41(23):4542-9
1'-thieno-4,6,4'-trimethylangelicin  0   *Psoralens. Photochem Photobiol 1998 Aug;68(2):157-63
furonaphthopyranone  0   Psoralens. Photochem Photobiol 1997 Jul;66(1):46-54
3-carbethoxyangelicin  0   *Psoralens. J Photochem Photobiol B 1997 Apr;38(2-3):189-95
4-hydroxymethyl-2H-benzofuro-(3,2-g)-1-benzopiran-2-one  0   *Psoralens. Pharmacol Toxicol 1996 Dec;79(6):340-6
4-hydroxymethyl-6,7,8,9-tetrahydro-2H-benzofuro-(3,2-g)-1-benzopiran-2-one  0   *Psoralens. Pharmacol Toxicol 1996 Dec;79(6):340-6
6',7'-dihydroxybergamottin  0   *Psoralens Cytochrome P-450 Enzyme System/antagonists & inhibitors. Drug Metab Dispos 1996 Dec;24(12):1287-90
8-((3-iodoprop-1-yl)oxy)psoralen  0   *Psoralens Cross-Linking Reagents. J Biol Chem 1996 Jul 19;271(29):16995-8
9-((2-hydroperoxy-3-methyl-3-butenyl)oxy)-7H-furo(3,2-g)(1)benzopyran-7-one  135366-51-7   *Peroxides *Psoralens. Biochem Biophys Res Commun 1995 Nov 13;216(2):693-701
4-(3-hydroperoxy-3-methyl-1-butenyl)-9-methoxy-7H-furo(3,2-g)(1)benzopyran-7-one  160858-31-1   *Peroxides *Psoralens. Biochem Biophys Res Commun 1995 Nov 13;216(2):693-701
inperatorin  0   *Psoralens. J Nutr Sci Vitaminol (Tokyo) 1995 Jun;41(3):387-93
4,9-dimethyl-6-hydroxy-2H-furo(2,3-h)(1)benzopyran-2-one  0   *Psoralens. Acta Pol Pharm 1994;51(6):475-7
1-thiopsoralen  0   *Psoralens. J Med Chem 1995 Mar 17;38(6):869-74
4-hydroxymethyltetrahydrobenzopsoralen  123577-48-0   *Psoralens. Photochem Photobiol 1995 Feb;61(2):113-7
4-methyltetrahydrobenzopsoralen  73207-85-9   *Psoralens. Photochem Photobiol 1995 Feb;61(2):113-7
4-hydroxymethyl-4',5'-benzopsoralen  0   *Psoralens. Mutat Res 1994 Dec 1;311(2):277-85
8-azapsoralen  140366-15-0   *Psoralens. J Photochem Photobiol B 1994 Feb;22(2):151-5
N-(2-(dimethylamino)ethyl)-1-methyl-4-(1-methyl-4-((5-(8-psoralenyloxy)pentanoyl)amino)pyrrole-2-carboxamido)pyrrole-2-carboxamide  0   *Psoralens *Pyrroles. J Med Chem 1994 Apr 15;37(8):1208-13
4'-aminomethyl-4,5-dimethylisopsoralen  0   *Psoralens. PCR Methods Appl 1993 Dec;3(3):151-8
5-(hexyloxy)psoralen  102416-40-0   *Psoralens Cross-Linking Reagents. Hum Mol Genet 1993 Apr;2(4):393-7
7-methylpyrido(4,3-c)psoralen  108736-00-1   *Psoralens. J Photochem Photobiol B 1993 Mar;17(3):263-71
bergaptol  486-60-2   *Psoralens. Pharmazie 1993 Feb;48(2):144-5
4,6-dimethylbenzoangelicin  109029-05-2   *Psoralens. J Photochem Photobiol B 1992 Jun 30;14(1-2):81-93
columbianetin acetate  23180-65-6   *Psoralens Drugs, Chinese Herbal. Yao Hsueh Hsueh Pao 1991;26(10):798-800
4,8-dimethyl-5'-acetylpsoralen  114460-33-2   *Psoralens Photochemotherapy. J Photochem Photobiol B 1991;9(1):43
3-((2-aminoethyl)carbamoyl)psoralen  138488-46-7   *Psoralens. Bioconjug Chem 1990;1(1):82
bergamottin  7380-40-7   *Psoralens. J Photochem Photobiol B1990;7(2-4):199
4,4',5'-trimethylazapsoralen  120482-97-5   *Psoralens. Photodermatol Photoimmunol Photomed 1990;7(3):123
coriandrin  116408-80-1 5H-Furo(2,3-g)(2)benzopyran-5-one, 4-methoxy-7-methyl  *Psoralens Apiaceae. Photochem Photobiol 1989;50(6):745
3-chloro-4-dimethylaminothioangelicin  90236-91-2 2H-Thieno(2,3-h)-1-benzopyran-2-one, 3-chloro-4-(dimethylamino)  *Psoralens. Acta Crystallogr C 1988;44(Pt 8):1475
columbianetin glucopyranoside  55836-35-6   *Glucosides *Psoralens Drugs, Chinese Herbal. Yao Hsueh Hsueh Pao 1989;24(7):546
6,5'-dimethylangelicin  90370-11-9   *Psoralens. J Photochem Photobiol -B- 1987;1(2):213
tetrahydrobenzo-4,6-dimethylangelicin  109029-03-0   *Psoralens. J Photochem Photobiol -B- 1987;1(1):123
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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012

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