EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes


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CAS Number: 484-20-8Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:207-604-5
Nikkaji Web:J12.563F
Beilstein Number:0019560
XlogP3-AA:2.30 (est)
Molecular Weight:216.19256000
Formula:C12 H8 O4
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Pubchem Patents:Search
Physical Properties:
Appearance:green crystals (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 188.00 to 100.00 °C. @ 760.00 mm Hg
Boiling Point: 412.00 to 413.00 °C. @ 760.00 mm Hg (est)
Flash Point: 398.00 °F. TCC ( 203.20 °C. ) (est)
logP (o/w): 2.035 (est)
Soluble in:
 water, 810.5 mg/L @ 25 °C (est)
Insoluble in:
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
Cosmetic Information:
None found
Alfa Biotechnology
For experimental / research use only.
Bergapten 98%
BOC Sciences
For experimental / research use only.
Bergapten >98%
Odor: characteristic
Use: Bergapten is a psoralen that can be photoactivated and is capable of crossing-linking DNA, covalently modifying proteins and lipids, and consequently inhibiting cell replication.
For experimental / research use only.
Bergapten (HPLC) ≥99%
Indo World Trading
Santa Cruz Biotechnology
For experimental / research use only.
Sigma-Aldrich: Aldrich
For experimental / research use only.
5-Methoxypsoralen 99%
For experimental / research use only.
Bergaptene >98.0%(GC)
Safety Information:
Preferred SDS: View
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 > 30000 mg/kg
"Psoralens in Cosmetics and Dermatology, Proceedings of the International Symposium, Paris, 1981," Cahn, J., et al., eds., Paris, Pergamon Press France, 1981Vol. -, Pg. 303, 1981.

oral-mouse LD50 8100 mg/kg
"Psoralens in Cosmetics and Dermatology, Proceedings of the International Symposium, Paris, 1981," Cahn, J., et al., eds., Paris, Pergamon Press France, 1981Vol. -, Pg. 303, 1981.

oral-guinea pig LD50 9000 mg/kg
"Psoralens in Cosmetics and Dermatology, Proceedings of the International Symposium, Paris, 1981," Cahn, J., et al., eds., Paris, Pergamon Press France, 1981Vol. -, Pg. 303, 1981.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
Safety in Use Information:
natural substances and extractives
Recommendation for bergaptene usage levels up to:
 not for fragrance use.
Recommendation for bergaptene flavor usage levels up to:
 not for flavor use.
Safety References:
European Food Safety Authority (EFSA) reference(s):

Safety and efficacy of a feed additive consisting of a flavonoid-rich dried extract of Citrus × aurantium L. fruit (bitter orange extract) for use in all animal species (FEFANA asbl)
View page or View pdf

EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :2355
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
EPA/NOAA CAMEO:hazardous materials
RTECS:LV1300000 for cas# 484-20-8
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):2355
Pubchem (sid):134975339
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
Metabolomics Database:Search
KEGG (GenomeNet):C01557
HMDB (The Human Metabolome Database):HMDB30637
Export Tariff Code:2932.99.7000
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
EFSA Update of results on the monitoring of furan levels in food:Read Report
EFSA Previous report: Results on the monitoring of furan levels in food:Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food:Read Report
Potential Blenders and core components note
None Found
Potential Uses:
None Found
Occurrence (nature, food, other):note
 anise seed
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 anise tissue culture
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 bergamot peel
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 caraway plant
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 caraway seed
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 carrot plant
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 carrot root
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 carrot seed
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 celery leaf
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 celery leaf wax
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 celery plant
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 celery root
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 celery seed
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 celery shoot
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 coriander fruit
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 coriander seed
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 dill seed
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 dill seed oil
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 fennel seed
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 fig fruit
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 fig leaf
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 fig plant
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 fig sap
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 heracleum paphlagonicum czeczott fruit oil turkey @ <0.10%
Data GC Search Trop Picture
 lemon fruit oil
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 lemon plant
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 lime fruit
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 lovage fruit
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 lovage root
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 orange pericarp
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 parsley fruit
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 parsley leaf
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 parsley leaf oil @ 0.04%
Data GC Search Trop Picture
 parsley plant
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 parsley root
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 parsley seed
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 parsley shoot
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 parsley tissue culture
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 parsnip root
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 parsnip seed
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 rue plant
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 bergamot camphor
7H-furo[3,2-g][1]benzopyran-7-one, 4-methoxy-
6-hydroxy-4-methoxy-5-benzofuran acrylic acid gamma-lactone
4-methoxy psoralen
5-methoxy psoralen


PubMed:Preliminary In Vitro and In Vivo Evaluation of Antidiabetic Activity of Ducrosia anethifolia Boiss. and Its Linear Furanocoumarins.
PubMed:Potential drug interactions with melatonin.
PubMed:Application of the equivalency factor concept to the phototoxicity and -genotoxicity of furocoumarin mixtures.
PubMed:Quantification and repair of psoralen-induced interstrand crosslinks in human cells.
PubMed:[Simultaneous determination of eight furocoumarines in cosmetics by high performance liquid chromatography and verification by liquid chromatography-tandem mass spectrometry].
PubMed:Contamination of deconjugation enzymes derived from Helix pomatia with the plant bioactive compounds 3,3'-diindolylmethane, 5-methoxypsoralen, and 8-methoxypsoralen.
PubMed:Pharmacokinetic studies of bergapten in dog plasma by using a LC-MS/MS method studies.
PubMed:Simultaneous determination of scopoletin, psoralen, bergapten, xanthotoxin, columbianetin acetate, imperatorin, osthole and isoimperatorin in rat plasma by LC-MS/MS for pharmacokinetic studies following oral administration of Radix Angelicae Pubescentis extract.
PubMed:Bergapten induces ER depletion in breast cancer cells through SMAD4-mediated ubiquitination.
PubMed:Chemical composition of hexane extract of Citrus aurantifolia and anti-Mycobacterium tuberculosis activity of some of its constituents.
PubMed:Antagonistic regulation, yet synergistic defense: effect of bergapten and protease inhibitor on development of cowpea bruchid Callosobruchus maculatus.
PubMed:Effect of polyamines on shoot multiplication and furanocoumarin production in Ruta graveolens cultures.
PubMed:A new sphingolipid and furanocoumarins with antimicrobial activity from Ficus exasperata.
PubMed:[Chemical constituents contained in seeds of Notopterygium franchetii].
PubMed:Protective effects of 5-methoxypsoralen against acetaminophen-induced hepatotoxicity in mice.
PubMed:[Phamacokinetic study of bergapten in rats plasma by LC-MS/MS].
PubMed:An investigation of the catalytic activity of CYP2A13*4 with coumarin and polymorphisms of CYP2A13 in a Chinese Han population.
PubMed:Structure-activity relationships for naturally occurring coumarins as Ī²-secretase inhibitor.
PubMed:Major furocoumarins in grapefruit juice II: phototoxicity, photogenotoxicity, and inhibitory potency vs. cytochrome P450 3A4 activity.
PubMed:Flu-like syndrome, bronchoconstriction and fever caused by 5-methoxypsoralen: the first case report and literature review.
PubMed:Efficacy of psoralen plus ultraviolet A therapy vs. biologics in moderate to severe chronic plaque psoriasis: retrospective data analysis of a patient registry.
PubMed:Percutaneous penetration of 5-methoxypsoralen in rhesus monkeys.
PubMed:Anticonvulsant effects of four linear furanocoumarins, bergapten, imperatorin, oxypeucedanin, and xanthotoxin, in the mouse maximal electroshock-induced seizure model: a comparative study.
PubMed:Immunotoxicity activity of natural furocoumarins from milky sap of Ficus carica L. against Aedes aegypti L.
PubMed:Trimethylangelicin reduces IL-8 transcription and potentiates CFTR function.
PubMed:[High-performance liquid chromatography for determination of psoralene, bergapten and apigenin in Ficus hirta Vahl].
PubMed:The effects of single nucleotide polymorphisms in CYP2A13 on metabolism of 5-methoxypsoralen.
PubMed:In vitro photo-induced cytotoxic activity of Citrus bergamia and C. medica L. cv. Diamante peel essential oils and identified active coumarins.
PubMed:Erythroid induction of chronic myelogenous leukemia K562 cells following treatment with a photoproduct derived from the UV-A irradiation of 5-methoxypsoralen.
PubMed:Caffeine as a photoprotective agent for diminishing phototoxicity.
PubMed:Photoallergic contact dermatitis to 8-methoxypsoralen in Ficus carica.
PubMed:Biotransformation of bergapten and xanthotoxin by Glomerella cingulata.
PubMed:Antimicrobial coumarins from the stem bark of Afraegle paniculata.
PubMed:Rapid characterization of cross-links, mono-adducts, and non-covalent binding of psoralens to deoxyoligonucleotides by LC-UV/ESI-MS and IRMPD mass spectrometry.
PubMed:Breast cancer cell survival signal is affected by bergapten combined with an ultraviolet irradiation.
PubMed:Simultaneous and sensitive determination of xanthotoxin, psoralen, isoimpinellin and bergapten in rat plasma by liquid chromatography-electrospray ionization mass spectrometry.
PubMed:Psoralen and bergapten: in silico metabolism and toxicophoric analysis of drugs used to treat vitiligo.
PubMed:Application of the concept of relative photomutagenic potencies to selected furocoumarins in V79 cells.
PubMed:5-Methoxypsoralen plus ultraviolet (UV) A is superior to medium-dose UVA1 in the treatment of severe atopic dermatitis: a randomized crossover trial.
PubMed:Furanocoumarins: novel topoisomerase I inhibitors from Ruta graveolens L.
PubMed:Relative photomutagenicity of furocoumarins and limettin in the hypoxanthine phosphoribosyl transferase assay in V79 cells.
PubMed:Modulation of expression of IL-8 gene in bronchial epithelial cells by 5-methoxypsoralen.
PubMed:[Tyrosinase inhibitor from Angelica dahurica roots].
PubMed:Effect of bergapten from Heracleum nepalense root on production of proinflammatory cytokines.
PubMed:Evidence that bergapten, independently of its photoactivation, enhances p53 gene expression and induces apoptosis in human breast cancer cells.
PubMed:Botanical origin of Indian celery seed (fruit).
PubMed:Time course for development of psoralen plus ultraviolet A erythema following oral administration of 5-methoxypsoralen.
PubMed:[Chemical constituents of antibacterial activity fraction of Angelica polymorpha].
PubMed:Extraction of antioxidants from plants using ultrasonic methods and their antioxidant capacity.
PubMed:4-Phenoxybutoxy-substituted heterocycles--a structure-activity relationship study of blockers of the lymphocyte potassium channel Kv1.3.
PubMed:Constitutive expression of bergaptol O-methyltransferase in Glehnia littoralis cell cultures.
PubMed:[Contents of furanocoumarins in grapefruit juice and health foods].
PubMed:Coumarin, anthroquinone and stilbene derivatives with anticholinesterase activity.
PubMed:Isolation and identification of insecticidal components from Citrus aurantium fruit peel extract.
PubMed:Lipid nanoparticles as vehicles for topical psoralen delivery: solid lipid nanoparticles (SLN) versus nanostructured lipid carriers (NLC).
PubMed:Bioassay directed identification of natural aryl hydrocarbon-receptor agonists in marmalade.
PubMed:Furocoumarins photolysis products induce differentiation of human erythroid cells.
PubMed:Real-time fluorescence-based detection of furanocoumarin photoadducts of DNA.
PubMed:In vitro antiplasmodial activity of extract and constituents from Esenbeckia febrifuga, a plant traditionally used to treat malaria in the Brazilian Amazon.
PubMed:[Simultaneous determination of 8-methoxypsoralen and 5-methoxypsoralen in cosmetics using LC-MS/MS].
PubMed:Identification of Ruta graveolens L. metabolites accumulated in the presence of abiotic elicitors.
PubMed:[Simultaneous determination of 5 active components in Fructus Cnidii by HPLC].
PubMed:Central role of mitochondria and p53 in PUVA-induced apoptosis in human keratinocytes cell line NCTC-2544.
PubMed:Induction of gamma-globin mRNA, erythroid differentiation and apoptosis in UVA-irradiated human erythroid cells in the presence of furocumarin derivatives.
PubMed:Inhibition on human liver cytochrome P450 3A4 by constituents of fennel (Foeniculum vulgare): identification and characterization of a mechanism-based inactivator.
PubMed:Enhancement of bone morphogenetic protein-2 expression and bone formation by coumarin derivatives via p38 and ERK-dependent pathway in osteoblasts.
PubMed:Constituents, biological activities and quality control parameters of the crude extract and essential oil from Arracacia tolucensis var. multifida.
PubMed:Coumarins from Peucedanum luxurians.
PubMed:Antimicrobial activity of the methanolic extracts and compounds from Treculia obovoidea (Moraceae).
PubMed:[Studies on chemical constituents from fruits of Paliurus ramosissimus].
PubMed:Burns caused by accidental overdose of photochemotherapy (PUVA).
PubMed:Solar simulator-induced phototoxicity of the furoquinoline alkaloid dictamnine compared to 8-methoxypsoralen and 5-methoxypsoralen.
PubMed:Simultaneous determination of urinary metabolites of methoxypsoralens in human and Umbelliferae medicines by high-performance liquid chromatography.
PubMed:Variations in content of active ingredients causing drug interactions in grapefruit juice products sold in California.
PubMed:Apiaceous vegetable constituents inhibit human cytochrome P-450 1A2 (hCYP1A2) activity and hCYP1A2-mediated mutagenicity of aflatoxin B1.
PubMed:A method for quantitative determination of furanocoumarins in capsules and tablets of phytochemical preparations.
PubMed:Phototoxicity of new psoralen-containing gels and creams versus bath PUVA.
PubMed:Use of the yeast Saccharomyces cerevisiae as a pre-screening approach for assessment of chemical-induced phototoxicity.
PubMed:Efficacy of 8-methoxypsoralen vs. 5-methoxypsoralen plus ultraviolet A therapy in patients with mycosis fungoides.
PubMed:Effects of 5-methoxypsoralen (5-MOP) on arylamine N-acetyltransferase activity in the stomach and colon of rats and human stomach and colon tumor cell lines.
PubMed:5-(3-Phenylpropoxy)psoralen and 5-(4-phenylbutoxy)psoralen: mechanistic studies on phototoxicity.
PubMed:Antioxidant activity of citrus limonoids, flavonoids, and coumarins.
PubMed:[Study on coumarin compounds from Exocarpium Citri Grandis].
PubMed:2D NMR spectroscopic analyses of archangelicin from the seeds of Angelica archangelica.
PubMed:Preparative isolation and purification of bergapten and imperatorin from the medicinal plant Cnidium monnieri using high-speed counter-current chromatography by stepwise increasing the flow-rate of the mobile phase.
PubMed:Phototoxicity of protoporphyrin IX, diarginine diprotoporphyrinate and N,N-diphenylalanyl protoporphyrin toward human fibroblasts and keratinocytes in vitro: effect of 5-methoxypsoralen.
PubMed:Genetic variation in primary metabolites of Pastinaca sativa; can herbivores act as selective agents?
PubMed:A method for fast determination of psoralens in oral solutions of phytomedicines using liquid chromatography.
PubMed:Inhibition of DNA polymerization and antifungal specificity of furanocoumarins present in traditional medicines.
PubMed:Synthesis and photocytotoxic activity of new alpha-methylene-gamma-butyrolactone-psoralen heterodimers.
PubMed:Phytotoxins from the leaves of Ruta graveolens.
PubMed:Furanocoumarin biosynthesis in Ammi majus L. Cloning of bergaptol O-methyltransferase.
PubMed:The furanocoumarins in the roots of Heracleum sibiricum L.
PubMed:Theoretical study on the excited states of psoralen compounds bonded to a thymine residue.
PubMed:Markovian chemicals "in silico" design (MARCH-INSIDE), a promising approach for computer-aided molecular design I: discovery of anticancer compounds.
PubMed:Molecular docking of substrates and inhibitors in the catalytic site of CYP6B1, an insect cytochrome p450 monooxygenase.
PubMed:Effect of 5-methoxypsoralen (5-MOP) on cell apoptosis and cell cycle in human hepatocellular carcinoma cell line.
PubMed:Reproductive toxicity of the psoralens.
PubMed:Skin permeation of 5-methoxypsoralen from topical dosage forms.
PubMed:In vitro and in vivo study of 5-methoxypsoralen skin concentration after topical application.
PubMed:Rodenticidal activity of two natural coumarines from ether extract of Citrus bergamia.
PubMed:[Studies on chemical constituents of Peucedanum medium Dunn var. garcile Dunn ex Shan at Sheh].
PubMed:Effect of psoralens on Fenton-like reaction generating reactive oxygen species.
PubMed:Validation of a microdialysis-gas chromatographic-mass spectrometric method to assess 8-methoxypsoralen in psoriatic patient dermis.
PubMed:Determination of 5-methoxypsoralen in human serum.
PubMed:In vivo effect of 5- and 8-methoxypsoralens and cimetidine on R,S-warfarin metabolism in rat.
PubMed:Tea: not immoral, illegal, or fattening, but is it innocuous?
PubMed:Oral administration of 5-methoxypsoralen affects the distribution and metabolism of 2-aminofluorene in Sprague-Dawley rats.
PubMed:Zabon phytophotodermatitis: first case reports due to Citrus maxima.
PubMed:Amino acids in SRS1 and SRS6 are critical for furanocoumarin metabolism by CYP6B1v1, a cytochrome P450 monooxygenase.
PubMed:Effects of storage conditions on furocoumarin levels in intact, chopped, or homogenized parsnips.
PubMed:Chalcones and other constituents of Dorstenia prorepens and Dorstenia zenkeri.
PubMed:Simultaneous determination of furanocoumarins in infusions and decoctions from "CarapiĆ”" (dorstenia species) by high-performance liquid chromatography.
PubMed:Photosensitization and mutation induced in Escherichia coli and Saccharomyces cerevisiae strains by dorstenin, a psoralen analog isolated from Dorstenia bahiensis.
PubMed:Inhibition of human CYP3A4 activity by grapefruit flavonoids, furanocoumarins and related compounds.
PubMed:Anaphylaxis to 5-methoxypsoralen during photochemotherapy.
PubMed:Simple and rapid determination of psoralens in topic solutions using liquid chromatography.
PubMed:Indolopyridoquinazoline alkaloid from Leptothyrsa sprucei.
PubMed:Effects of silperisone on the excitation process in Ranvier nodes.
PubMed:Accidental bullous phototoxic reactions to bergamot aromatherapy oil.
PubMed:Plasma and skin concentration of 5-methoxypsoralen in psoriatic patients after oral administration.
PubMed:Furanocoumarins in celery and parsnips: method and multiyear Canadian survey.
PubMed:Effects of three alkoxypsoralens on voltage gated ion channels in Ranvier nodes.
PubMed:The psoralens adversely affect reproductive function in male wistar rats.
PubMed:Development of a highly sensitive in vitro phototoxicity assay using the SkinEthic reconstructed human epidermis.
PubMed:[Heracl'eum mantegazzi'anum: photosensitization].
PubMed:Seville orange juice-felodipine interaction: comparison with dilute grapefruit juice and involvement of furocoumarins.
PubMed:Effect of furanocoumarin derivatives in grapefruit juice on the uptake of vinblastine by Caco-2 cells and on the activity of cytochrome P450 3A4.
PubMed:Dietary psoralens induce hepatotoxicity in C57 mice.
PubMed:K(+) channel-blocking alkoxypsoralens inhibit the immune response of encephalitogenic T line cells and lymphocytes from Lewis rats challenged for experimental autoimmune encephalomyelitis.
PubMed:Content of CYP3A4 inhibitors, naringin, naringenin and bergapten in grapefruit and grapefruit juice products.
PubMed:Generalised granuloma annulare successfully treated with PUVA.
PubMed:Hepatitis from 5-methoxypsoralen occurring in a patient with previous flucloxacillin hepatitis.
PubMed:Carcinogenic risk of bath PUVA in comparison to oral PUVA therapy.
PubMed:New tetracyclic analogues of photochemotherapeutic drugs 5-MOP and 8-MOP: synthesis, DNA interaction, and antiproliferative activity.
PubMed:Measurement of 5-methoxypsoralen and 8-methoxypsoralen in saliva of PUVA patients as a noninvasive, clinically relevant alternative to monitoring in blood.
PubMed:[Bullous phototoxic contact dermatitis caused by Ruta graveolens L. (garden rue), Rutaceae. Case report and review of literature].
PubMed:Examination of psoralens-induced photodermatitis in Wistar rats under scanning electron microscopy.
PubMed:A novel group of ovarian toxicants: the psoralens.
PubMed:5-Methoxypsoralen. A review of its effects in psoriasis and vitiligo.
PubMed:Mechanism-based inactivation of cytochrome P450 2B1 by 8-methoxypsoralen and several other furanocoumarins.
PubMed:Psoralens in association with seasonal affective disorder.
PubMed:Phototoxic contact dermatitis from 5-methoxypsoralen in aromatherapy oil.
PubMed:Mechanism-based inactivation of P450 2A6 by furanocoumarins.
PubMed:Induction of furanocoumarin biosynthesis in Glehnia littoralis cell suspension cultures by elicitor treatment.
PubMed:Triple helix-directed psoralen crosslinks are recognized by Uvr(A)BC excinuclease.
PubMed:PUVA-induced cell mortality in NCTC 2544 keratinocytes: is it related to the microenvironmental properties of the excited states of psoralens?
PubMed:Antiproliferative activity and phototoxicity of some methyl derivatives of 5-methoxypsoralen and 5-methoxyangelicin.
PubMed:High-performance thin-layer chromatographic determination of 5-methoxypsoralen in serum from patients.
PubMed:Some new methyl-8-methoxypsoralens: synthesis, photobinding to DNA, photobiological properties and molecular modelling.
PubMed:Bath-5-methoxypsoralen-UVA therapy for psoriasis.
PubMed:Isolation and characterization of CYP6B4, a furanocoumarin-inducible cytochrome P450 from a polyphagous caterpillar (Lepidoptera:papilionidae).
PubMed:Studies on the photobiological activity of two naturally occurring furochromones, visnagin and khellin, in Chlamydomonas reinhardtii.
PubMed:Spectrofluorimetric determination of 5-methoxypsoralen pharmacokinetic in patients' serum.
PubMed:Psoralen-induced growth inhibition in Wistar rats.
PubMed:Specific inhibition of cyclic AMP-dependent protein kinase by warangalone and robustic acid.
PubMed:Photoprotection by furocoumarin-induced melanogenesis against DNA photodamage in mouse epidermis in vivo.
PubMed:Topical or oral administration with an extract of Polypodium leucotomos prevents acute sunburn and psoralen-induced phototoxic reactions as well as depletion of Langerhans cells in human skin.
PubMed:Psoralens percutaneous permeation across the human whole skin and the epidermis in respect to their polarity (in vitro study).
PubMed:Isolation and identification of antimicrobial furocoumarins from parsley.
PubMed:Ergotism and photosensitization in swine produced by the combined ingestion of Claviceps purpurea sclerotia and Ammi majus seeds.
PubMed:4'-Methyl derivatives of 5-MOP and 5-MOA: synthesis, photoreactivity, and photobiological activity.
PubMed:[Dermatitis bullosa striata pratensis caused by Dictamnus albus L. (burning bush)].
PubMed:Incidence and in-vivo relevance of anti-interferon antibodies during treatment of low-grade cutaneous T-cell lymphomas with interferon alpha-2a combined with acitretin or PUVA.
PubMed:Photoaccentuated erythroderma associated with CD4+ T lymphocytopenia: successful treatment with 5-methoxypsoralen and UVA, interferon alfa-2b, and extracorporeal photopheresis.
PubMed:Inhibitors of CYP6D1 in house fly microsomes.
PubMed:PUVA (5-methoxypsoralen plus UVA) enhances melanogenesis and modulates expression of melanogenic proteins in cultured melanocytes.
PubMed:Inhibition of caffeine metabolism by 5-methoxypsoralen in patients with psoriasis.
PubMed:Lipophilicity determination of psoralens used in therapy through solubility and partitioning: comparison of theoretical and experimental approaches.
PubMed:Isopimpinellin is not phototoxic in a chick skin assay.
PubMed:Photoreaction of 5-methoxypsoralen with thymidine and the thymine moiety of isolated and Saccharomyces cerevisiae DNA. Characterization and measurement of the two cis-syn furan-side monocycloadducts.
PubMed:5-Methoxypsoralen photoadduct formation: conversion of monoadducts to crosslinks.
PubMed:Melanoma and use of sunscreens: an Eortc case-control study in Germany, Belgium and France. The EORTC Melanoma Cooperative Group.
PubMed:Ultraviolet A-induced photodegradation of 5-methoxypsoralen, 8-methoxypsoralen and psoralen reduces the biological effectiveness of the furocoumarins in vivo.
PubMed:Photoreaction of 5-methoxypsoralen with thymidine. Isolation and characterization of a pyrone-side monoadduct involving the pyrimidine methyl group.
PubMed:Antidepressant effect of 5-methoxypsoralen: The melatonin synchronizer hypothesis.
PubMed:Acquired persistent atypical lentigines as a failure of 5-methoxypsoralen-containing sunscreens in the photochemoprotection from ultraviolet-radiation-induced damage.
PubMed:5-Methoxypsoralen inhibits 6-hydroxylation of melatonin in the rat.
PubMed:Methoxypsoralen phototherapy of transitional cell carcinoma.
PubMed:Potential allelochemicals fromRuta graveolens L. and their action on radish seeds.
PubMed:The time of onset and duration of 5-methoxypsoralen photochemoprotection from UVR-induced DNA damage in human skin.
PubMed:Treatment of psoriasis with psoralens and ultraviolet A. A double-blind comparison of 8-methoxypsoralen and 5-methoxypsoralen.
PubMed:Induction of the genes RAD54 and RNR2 by various DNA damaging agents in Saccharomyces cerevisiae.
PubMed:Chromosome damage in PUVA-treated human lymphocytes is related to active oxygen species and clastogenic factors.
PubMed:Transcriptional regulation of the Papilio polyxenes CYP6B1 gene.
PubMed:The complement activation assay: The test for immediate phototoxicity.
PubMed:[Chronobiology and depression: the seasonal depressions. Clinical aspects, physiopathology and specific treatments].
PubMed:Mode of action of psoralens, benzofurans, acridinons, and coumarins on the ionic currents in intact myelinated nerve fibres and its significance in demyelinating diseases.
PubMed:Regulation of melanogenesis induced by 5-methoxypsoralen without ultraviolet light in murine melanoma cells.
PubMed:Quantitative assessment of epidermal melanogenesis in C3H/Tif hr/hr mice treated with topical furocoumarins and UVA radiation.
PubMed:Rapid identification of some coumarin derivatives in deterpenated citrus peel oil by gas chromatography.
PubMed:Effects of a new psoralen, 5-geranoxypsoralen, plus UVA radiation on murine ATPase positive Langerhans cells.
PubMed:Action spectrum for bergamot-oil phototoxicity measured by sunburn cell counting.
PubMed:British Photodermatology Group guidelines for PUVA.
PubMed:Treatment of psoriasis with a new micronized 5-methoxypsoralen tablet and UVA radiation.
PubMed:Food-induced increase in bioavailability of 5-methoxypsoralen.
PubMed:Induction of cytochrome P-450 by 5-methoxypsoralen in the yeast Saccharomyces cerevisiae.
PubMed:Characterization of the cis-syn and cis-anti diastereoisomers of 5-methoxypsoralen pyrone-side monocycloadducts to thymidine.
PubMed:Activation of the human immunodeficiency virus promoter by UVA radiation in combination with psoralens or angelicins.
PubMed:Blocking of potassium channels in Ranvier nodes by 4,5,6,7-substituted benzofurans and its significance on demyelinating diseases.
PubMed:[Long-term effect of psoralens?].
PubMed:Differential inhibition of coumarin 7-hydroxylase activity in mouse and human liver microsomes.
PubMed:DNA damage in UV-irradiated human skin in vivo: automated direct measurement by image analysis (thymine dimers) compared with indirect measurement (unscheduled DNA synthesis) and protection by 5-methoxypsoralen.
PubMed:Skin concentration of 8-methoxypsoralen, 5-methoxypsoralen and 4,5,8-trimethylpsoralen in guinea pigs.
PubMed:Serum free 5-methoxypsoralen fraction in health and psoriasis: relationship with human serum albumin concentration.
PubMed:[Isolation and structure elucidation of qianhucoumarin A].
PubMed:5-Methoxypsoralen: effect on the noradrenaline circadian rhythm of sleep-deprived subjects.
PubMed:Evaluation of phototoxic and photogenotoxic risk associated with the use of photosensitizers in suntan preparations: application to tanning preparations containing bergamot oil.
PubMed:Binding of 5-methoxypsoralen to blood fractions. Influence of albumin and free fatty acids: an in vitro study.
PubMed:Sequence specificity of psoralen photobinding to DNA: a quantitative approach.
PubMed:Metabolism of the anti-psoriatic agent 5-methoxypsoralen in humans: comparison with rat and dog.
PubMed:Expression of cytochrome P450 in yeast after different chemical treatments.
PubMed:8-MOP vs 5-MOP.
PubMed:Psoralens cleave pBR322 DNA under ultraviolet radiation.
PubMed:8-MOP vs 5-MOP.
PubMed:A reappraisal of the use of 5-methoxypsoralen in the therapy of psoriasis.
PubMed:The evolution of photochemotherapy with psoralens and UVA (PUVA): 2000 BC to 1992 AD.
PubMed:The effect on liver transaminases of phototoxic drugs used in systemic photochemotherapy.
PubMed:Liquid formulations of 8-methoxypsoralen (8-MOP) and 5-MOP: a prospective double-blind crossover assessment of acute non-phototoxic adverse effects.
PubMed:Transformation and degradation of leukotriene B4, 12-hydroxyeicosatetraenoic acid and 5-hydroxyeicosatetraenoic acid induced by ultraviolet radiation.
PubMed:Is postmenopausal osteoporosis related to pineal gland functions?
PubMed:[Chemical constituents of Ledebouriella seseloides Wolff].
PubMed:A new micronized 5-methoxypsoralen preparation. Higher bioavailability and lower UVA dose requirement.
PubMed:Quantitation of plasma levels of 8-methoxypsoralen by competitive enzyme-linked immunosorbent assay.
PubMed:Photoprotection and 5-MOP photochemoprotection from UVR-induced DNA damage in humans: the role of skin type.
PubMed:Metabolism of 5-methoxypsoralen by Saccharomyces cerevisiae.
PubMed:Study of the skin concentrations after administration of the various phototoxic drugs.
PubMed:5-Methoxypsoralen enhances plasma melatonin concentrations in the male rat: non-noradrenergic-mediated stimulation and lack of effect in pinealectomized animals.
PubMed:Dietary intake and risk assessment of phototoxic furocoumarins in humans.
PubMed:Treatment of vitiligo with oral 5-methoxypsoralen.
PubMed:Dark interaction of 5-methoxypsoralen and 8-methoxypsoralen with erythrocyte ghosts: a fluorescence and circular dichroism study.
PubMed:Simple equilibrium dialysis-high-performance liquid chromatographic method for the in vitro assessment of 5-methoxypsoralen bound to human albumin.
PubMed:High-performance liquid chromatographic determination of citropten and bergapten in suction blister fluid after solar product application in humans.
PubMed:Phototoxicity due to Cachrys libanotis.
PubMed:Mechanism of action of psoralens: isobologram analysis reveals that ultraviolet light potentiation of psoralen action is not additive but synergistic.
PubMed:Peak blistering point: influence on fluid levels of 5-MOP in human skin in vivo after systemic administration.
PubMed:Citropten and bergapten suction blister fluid concentrations after solar product application in man.
PubMed:Use of a surface recovery technique to evaluate percutaneous absorption of 5-methoxypsoralen in humans.
PubMed:Analysis of 8-methoxypsoralen by high-performance liquid chromatography.
PubMed:Phototoxic properties of perfumes containing bergamot oil on human skin: photoprotective effect of UVA and UVB sunscreens.
PubMed:Phototumorigenesis studies of 5-methoxypsoralen in bergamot oil: evaluation and modification of risk of human use in an albino mouse skin model.
PubMed:Genotoxicity of bergapten and bergamot oil in Saccharomyces cerevisiae.
PubMed:The relationship between ECT nonresponsiveness and calcification of the pineal gland in bipolar patients.
PubMed:Severe phototoxic burn following celery ingestion.
PubMed:Psoralens stimulate mouse melanocyte and melanoma tyrosinase activity in the absence of ultraviolet light.
PubMed:5-Methoxypsoralen as a specific stimulating agent of melatonin secretion in humans.
PubMed:Repair of furocoumarin-plus-UVA-induced damage and mutagenic consequences in eukaryotic cells.
PubMed:To tan or not to tan.
PubMed:Effect on topical 5-methoxypsoralen on tumorigenesis induced in albino and pigmented hairless mouse skin by UV irradiation.
PubMed:Formation of cyclobutane thymine dimers photosensitized by pyridopsoralens: a triplet-triplet energy transfer mechanism.
PubMed:[Photo-onycholysis caused by 5-MOP (Psoraderm) and the application of the imputation method of drug effects].
PubMed:5-MOP induced protection against epidermal DNA damage by ultraviolet radiation in human skin.
PubMed:Chronopharmacokinetics of 5-methoxypsoralen.
PubMed:Heracleum mantegazzianum growth phases and furocoumarin content.
PubMed:Oxidative DNA damage photo-induced by 3-carbethoxypsoralen and other furocoumarins. Mechanisms of photo-oxidation and recognition by repair enzymes.
PubMed:To tan or not to tan. A burning question.
PubMed:[The effect of furanocoumarins on microsomal oxidation in the rat liver].
PubMed:The effects of bergapten and sunlight on cutaneous pigmentation.
PubMed:Abnormal melatonin response to 5-methoxypsoralen in dementia.
PubMed:Geometry of intercalation of psoralens in DNA approached by molecular mechanics.
PubMed:Effects of active compounds isolated from Angelica shikokiana on lipid metabolism in fat cells.
PubMed:Antifertility principle of Ruta graveolens.
PubMed:Melanonychia induced by systemic photochemotherapy.
PubMed:5-Methoxypsoralen increases evening sleepiness in humans: possible involvement of the melatonin secretion.
PubMed:5-Methoxypsoralen increases the sensitivity of the retina to light in humans.
PubMed:Further evidence for photoinduced genotoxicity of dictamnine as shown by prophage induction.
PubMed:Relative affinity of 5-methoxypsoralen and 8-methoxypsoralen towards beta-cyclodextrin: a fluorescence, circular dichroism and chromatographic study.
PubMed:Induction and removal of DNA interstrand cross-links in V-79 Chinese hamster cells measured by hydroxylapatite chromatography after treatments with bifunctional furocoumarins.
PubMed:Biosynthesis of psoralens. Psoralen 5-monooxygenase activity from elicitor-treated Ammi majus cells.
PubMed:Photophysical behaviour of 5-methoxypsoralen in dioxane-water mixtures.
PubMed:Phototherapeutic, photobiologic, and photosensitizing properties of khellin.
PubMed:Sequence specificity in photoreaction of various psoralen derivatives with DNA: role in biological activity.
PubMed:5-Methoxypsoralen (Bergapten) for photochemotherapy. Bioavailability, phototoxicity, and clinical efficacy in psoriasis of a new drug preparation.
PubMed:Evidence for uptake of 8-methoxypsoralen and 5-methoxypsoralen by cellular nuclei.
PubMed:Inhibition of UV radiation-induced DNA damage by a 5-methoxypsoralen tan in human skin.
PubMed:Antidepressant effect of 5-methoxypsoralen: a preliminary report.
PubMed:Biopharmaceutics, pharmacokinetics and pharmacology of psoralens.
PubMed:Modification of 5-methoxypsoralen phototumorigenesis by UVB sunscreens: a statistical and histologic study in the hairless albino mouse.
PubMed:5-Methoxy psoralen, etretinate, and UVA for psoriasis.
PubMed:Kinetics of 8-methoxypsoralen and 5-methoxypsoralen distribution in guinea pig serum, epidermis and ocular lens.
PubMed:Estimation of an index of hydrophobicity of DNA interior using 5-methoxypsoralen as a fluorescent probe.
PubMed:5-Methoxypsoralen increases the plasma melatonin levels in humans.
PubMed:Toxicity of 8-methoxypsoralen, 5-methoxypsoralen, 3-carbethoxypsoralen, or 5-methylisopsoralen with ultraviolet radiation in the hairless (HRA/Skh) mouse.
PubMed:The clastogenic effect of 5-methoxypsoralen plus UV-A in human lymphocytes in vitro and its modification by the anticlastogen beta-aminoethylisothiouronium.
PubMed:Inactivation of human liver cytochrome P-450 by the drug methoxsalen and other psoralen derivatives.
PubMed:Chromosome damage induced in human lymphocytes by 5-methoxypsoralen and 8-methoxypsoralen plus UV-A.
PubMed:Psoralens potentiate ultraviolet light-induced inhibition of epidermal growth factor binding.
PubMed:Dark interaction and oxygen dependent photobinding between an aromatic tetrapeptide and DNA modified by 5-methoxypsoralen monoadducts.
PubMed:Ocular effects of treatment with various psoralen derivatives and ultraviolet-A (UVA) radiation in HRA/Skh hairless mice.
PubMed:Cutaneous phototoxicity reactions.
PubMed:Inactivation and induction of cytochrome P-450 by various psoralen derivatives in rats.
PubMed:[Problems posed by the therapeutic use of photosensitizers in dermatology].
PubMed:Detection of furocoumarins in plants and plant products with an ultrasensitive biological photoassay employing a DNA-repair-deficient bacterium.
PubMed:Genotoxic activity of some water-soluble derivatives of 5-methoxypsoralen and 8-methoxypsoralen.
PubMed:[Testing the monooxygenase enzyme system of the liver using the antipyrine test in psoriasis patients].
PubMed:Genetic effects of DNA mono- and diadducts photoinduced by furocoumarins in eukaryotic cells.
PubMed:Clinical pharmacokinetics of methoxsalen and other psoralens.
PubMed:Induction of DNA-DNA cross-link formation in human cells by various psoralen derivatives.
PubMed:Genotoxic effects and DNA photoadducts induced in Chinese hamster V79 cells by 5-methoxypsoralen and 8-methoxypsoralen.
PubMed:Relationship between lesions photoinduced by mono- and bi-functional furocoumarins in DNA and genotoxic effects in diploid yeast.
PubMed:Photobiological properties of some water-soluble 5-MOP and 8-MOP derivatives.
PubMed:The bergapten content of garden parsley and its significance in causing cutaneous photosensitization.
PubMed:[Furocoumarins in essential oils. Identification and determination of 5-methoxypsoralen in sun products].
PubMed:Mechanism of photosensitivity reactions to diseased celery.
PubMed:Comparison of bioavailability and phototoxicity of two oral preparations of 5-methoxypsoralen.
PubMed:The Candida phototoxicity test. The sensitivity of different strains and species of Candida, standardization attempts and analysis of the dose-response curves for 5- and 8-methoxypsoralen.
PubMed:[Determination of 5-methoxypsoralen in suntan cosmetics].
PubMed:Photochemotherapy using pyridopsoralens.
PubMed:Chemical structure of psoralen-nucleic acid photoadducts.
PubMed:A study of the phototoxicity of lemon oil.
PubMed:Difference in topical and systemic reactivity of psoralens: determinations of epidermal and serum levels.
PubMed:Psoralen and ultraviolet A effects on epidermal ornithine decarboxylase induction and DNA synthesis in the hairless mouse.
PubMed:Pharmacokinetics and pharmacodynamics of psoralens after oral administration: considerations and conclusions.
PubMed:In vitro characterization of the reaction of four psoralen derivatives with DNA.
PubMed:Safety and therapeutic effectiveness of selected psoralens in psoriasis.
PubMed:Induction of sister chromatid exchanges and gene mutations in Chinese hamster ovary cells by psoralens.
PubMed:Chemical characterization of psoralens used in the National Toxicology Program research projects.
PubMed:Synthesis of some bergapten and ammajin derivatives with potential antibacterial activity.
PubMed:Quantitative assessment of UV-induced changes in microcirculatory flow by laser Doppler velocimetry.
PubMed:[Coumarin derivatives as protective agents against the cytotoxic and mutagenic effect of 5-methoxypsoralen and UV-A in Chlamydomonas reinhardii].
PubMed:Ficus carica; isolation and quantification of the photoactive components.
PubMed:Binding of 5-methoxypsoralen to human serum low density lipoproteins.
PubMed:Frameshift mutagenicity in Salmonella typhimurium of furocoumarins in the dark.
PubMed:Production of active oxygen species (1O2 and O2-.) by psoralens and ultraviolet radiation (320-400 nm).
PubMed:Is psoralen-containing sunscreen tumorigenic in hairless mice?
PubMed:[Loss of vitality of polymorphonuclear neutrophilic granulocytes due to 5- or 8-methoxypsoralen and UV radiation].
PubMed:The induction of prophage expression in different Salmonella typhimurium strains by DNA cross-linking and monoadduct forming psoralens and longwave ultraviolet radiation.
PubMed:Inhibition of bergaptene toxicity by UV-A filters.
PubMed:Phototoxicity from furocoumarins (psoralens) of Heracleum laciniatum in a patient with vitiligo. Action spectrum studies on bergapten, pimpinellin, angelicin and sphondin.
PubMed:Photochemical reactions of Heracleum laciniatum. Influence of dimethyl sulphoxide and corticosteroids.
PubMed:Furocoumarins of Heracleum laciniatum: isolation, phototoxicity, absorption and action spectra studies.
PubMed:Psoralen-containing sunscreen is tumorigenic in hairless mice.
PubMed:Some photophysical properties of 3-carbethoxypsoralen, 8-methoxypsoralen and 5-methoxypsoralen triplet states.
PubMed:A comparison of the phototumorigenic potential of 8-MOP and 5-MOP in hairless albino mice exposed to solar simulated radiation.
PubMed:The furocoumarin composition of Pituranthos triradiatus.
PubMed:Photobiological activity of 5,7-dimethoxycoumarin.
PubMed:[Effect of 5-methoxypsoralen on the phytohemagglutinin-stimulated lymphocyte transformation rate in vitro].
PubMed:[Quantitative determination of 5-methoxypsoralen in plasma by liquid chromatography and spectrofluorometric detection].
PubMed:[Lethal lymphocyte damage caused by angular psoralen derivatives].
PubMed:The sunburn cell in hairless mouse epidermis: quantitative studies with UV-A radiation and mono- and bifunctional psoralens.
PubMed:Sunscreens: topical and systemic approaches for protection of human skin against harmful effects of solar radiation.
PubMed:Psoralen phototoxicity: correlation with serum and epidermal 8-methoxypsoralen and 5-methoxypsoralen in the guinea pig.
PubMed:[Determination of the coumarinic constituents of Ficus carica leaves by HPLC].
PubMed:Comparative photobiology of psoralens.
PubMed:Psoralen-containing sunscreen induces phototoxicity and epidermal ornithine decarboxylase activity.
PubMed:Genotoxicity of 5-methoxypsoralen and near ultraviolet light in repair-deficient strains of Escherichia coli WP2.
PubMed:[5-Methoxypsoralen: bioavailability and pharmacokinetics].
PubMed:Comparative studies on the photosensitizing potency of 5-methoxypsoralen and 8-methoxypsoralen as measured by cytolysis in Paramecium caudatum and Tetrahymena pyriformis, and growth inhibition and survival in Candida albicans.
PubMed:Sunscreens and their side effects.
PubMed:Chromosomal damage induced by furocoumarins and UVA in hamster and human cells including cells from patients with ataxia telangiectasia and xeroderma pigmentosum.
PubMed:Inappropriate regulations governing the use of oil of bergamot in suntan preparations.
PubMed:Serum and urine concentrations of 5-methoxypsoralen after oral administration.
PubMed:Sunscreens and their side effects.
PubMed:Analysis of methoxsalen in plasma by reversed-phase high-performance liquid chromatography.
PubMed:[Comparison of photomutagenic activities of 5-mop (bergapten) and 8-mop (xanthotoxin) in chlamydomonas reinhardii (author's transl)].
PubMed:Photochemotherapy of skin-diseases: comparative studies on the photochemical and photobiological properties of various mono- and bifunctional agents.
PubMed:Mutagenic activity of three monofunctional and three bifunctional furocoumarins in yeast (Saccharomyces cerevisiae).
PubMed:[Photosensitization effect of 5- or 8-methoxypsoralen on human cultured lymphocytes].
PubMed:Berloque dermatitis - a continuing cosmetic problem.
PubMed:Determination of bergapten in suntan cosmetics.
PubMed:A comparison of the photochemical actions of 5- and 8-methoxypsoralen on CHO cells.
PubMed:5-Methoxypsoralen, the melanogenic additive in sun-tan preparations, is tumorigenic in mice exposed to 365 nm u.v. radiation.
PubMed:Clinical aspects of photochemotherapy.
PubMed:Determination of 8-methoxypsoralen in suction-blister fluid and serum by liquid chromatography.
PubMed:A pulse radiolysis study of the complexing of furocoumarins with DNA and proteins.
PubMed:Possible cancer hazard associated with 5-methoxypsoralen in suntan preparation.
PubMed:5-Methoxypsoralen, an ingredient in several suntan preparations, has lethal, mutagenic and clastogenic properties.
PubMed:Determination of nanogram levels of the anticoagulant acenocoumarin in serum by high-performance liquid chromatography.
PubMed:Possible cancer hazard associated with 5-methoxypsoralen in suntan preparation.
PubMed:Possible cancer hazard associated with 5-methoxypsoralen in suntan preparation.
PubMed:Possible cancer hazard associated with 5-methoxypsoralen in suntan preparation.
PubMed:A rapid method for measuring drug enrichment in epidermis.
PubMed:Reversible binding of 5- and 8-methoxypsoralen to human serum proteins (albumin) and to epidermis in vitro.
PubMed:Possible cancer hazard associated with 5-methoxypsoralen in suntan preparations.
PubMed:5-Methoxypsoralen (Bergapten) in photochemotherapy of psoriasis.
PubMed:Drug-protein interaction: plasma protein binding of furocoumarins.
PubMed:Phototoxicity of Dictamnus alba.
PubMed:A study of oil of bergamot and its importance as a phototoxic agent. II. Factors which affect the phototoxic reaction induced by bergamot oil and psoralen derivatives.
PubMed:Photochemotherapy (PUVA) and psoriasis: comparison of 8-MOP and 8-MOP/5-MOP.
PubMed:Determination of bergapten in fragrance preparations by thin layer chromatography and spectrophotofluorometry.
PubMed:Isolation and identification of xanthotoxin (8-methoxypsoralen) and bergapten (5-methoxypsoralen) from celery infected with Sclerotinia sclerotiorum.
PubMed:[Photodermatosis due to bergaptene (considerations apropos of an epidemic in workers occupied in the celery harvest)].
PubMed:[Research on the bergaptene content of celery and parsley].
PubMed:[Research on the content of psoralen and bergaptene in the leaves of Ficus carica].
main heading methoxsalen refers to 8-methoxypsoralen. Major constit. of bergamot oil (Citrus bergamia). Present in celery, esp. the outer leaves, and other common grocery vegetables. Implicated in photodermatitis among grocery workers
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