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

angelicin
isopsoralen

Supplier Sponsors

CAS Number: 523-50-2Picture of molecule3D/inchi
Other:39310-13-9
FDA UNII:CZZ080D7BD
Nikkaji Web:J1.579B
Beilstein Number:0153970
MDL:MFCD00064930
XlogP3:2.00 (est)
Molecular Weight:186.16642000
Formula:C11 H6 O3
NMR Predictor:Predict (works with chrome or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 138.00 to 139.50 °C. @ 760.00 mm Hg
Boiling Point: 360.00 to 362.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.000100 mmHg @ 25.00 °C.
Flash Point: 343.00 °F. TCC ( 172.78 °C. )
logP (o/w): 2.080
Shelf Life: 12.00 month(s) or longer if stored properly.
Storage:refrigerate in tightly sealed containers.
Soluble in:
 alcohol
 water, 859.6 mg/L @ 25 °C (est)
Insoluble in:
 water
Similar Items:note
psoralen
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Isopsoralen >95%
Odor: characteristic
Use: Angelicin is a natural furocoumarin isolated from Psoralea corylifolia L. fruit,
Carbosynth
For experimental / research use only.
Angelicin
Coompo
For experimental / research use only.
Angelicin from Plants ≥96%
Odor: characteristic
Use: Angelicin displays a wide variety of potent and interesting biological activities. These include antifungal activities, inducing S-phase delay in the rad 14?mutant, inhibition of mutagenesis of 2-amino-3-methylimidazo[4,5-f]quinoloine, inhibitory effects on the biotransformation of aflatoxin B1 to aflatoxin B1-8,9-epoxide, and inhibition of inducible nitric oxide synthase. Angelicin is structurally related to psoralens, a well-known chemical class of photosensitizers used for its antiproliferative activity in treatment of different skin diseases. To verify the activity of angelicin, we employed human SH-SY5Y neuroblastoma cells to investigate its cytotoxicity, although its mechanism of action has not yet been fully elucidated. Here, we examined the cellular cytotoxicity of angelicin by cell viability assay, DNA fragmentation by DNA ladder assay, and activation of caspases and Bcl-2 family proteins by western blot analyses. The results of our investigation suggest that angelicin increased cellular cytotoxicity in a dose- and time-dependent manner with IC(50) of 49.56 M at 48 h of incubation. In addition, angelicin dose-dependently downregulated the expression of anti-apoptotic proteins including Bcl-2, Bcl-xL, and Mcl-1 suggesting the involvement of the intrinsic mitochondria-mediated apoptotic pathway which did not participate in Fas/FasL-induced caspase-8-mediated extrinsic, MAP kinases, and PI3K/AKT/GSK-3β pathway. Furthermore, we clarified the dose-dependent upregulation of caspase-9 and caspase-3 which indicated that angelicin-induced apoptosis is mediated primarily through the intrinsic caspase-mediated pathway. In particular, the caspase-3 inhibitor, DEVD-fmk, induced a reduction in angelicin-induced cytotoxicity which confirmed that the intrinsic caspase-dependent pathway during this apoptosis which did not prevent cytotoxicity using MAP kinases and GSK-3 inhibitor. Taken together, our data shows that angelicin is an effective apoptosis-inducing natural compound of human SH-SY5Y neuroblastoma cells which suggests that this compound may have a role in future therapies for human neuroblastoma cancer.
Santa Cruz Biotechnology
For experimental / research use only.
Angelicin
Sigma-Aldrich: Sigma
For experimental / research use only.
Angelicin
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 20/21/22 - Harmful by inhalation, in contact with skin and if swallowed.
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
R 40 - Possible risks of irreversable effects.
S 02 - Keep out of the reach of children.
S 22 - Do not breath dust.
S 23 - Do not breath vapour.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
S 45 - In case of accident or if you feel unwell seek medical advice immediately.
 
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
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 322 mg/kg
BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: ANALGESIA BEHAVIORAL: ATAXIA
Indian Journal of Medical Research. Vol. 63, Pg. 833, 1975.

intraperitoneal-rat LD50 165 mg/kg
BEHAVIORAL: ANALGESIA BEHAVIORAL: ATAXIA BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Indian Journal of Medical Research. Vol. 63, Pg. 833, 1975.

intraperitoneal-mouse LD50 254 mg/kg
BEHAVIORAL: ATAXIA BEHAVIORAL: ANALGESIA BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Indian Journal of Medical Research. Vol. 63, Pg. 833, 1975.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: natural substances and extractives
Recommendation for angelicin usage levels up to:
 not for fragrance use.
 
Recommendation for angelicin flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
NLM Hazardous Substances Data Bank:Search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA GENetic TOXicology:Search
Env. Mutagen Info. Center:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :10658
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
furo[2,3-h]chromen-2-one
Chemidplus:0000523502
RTECS:LV0940000 for cas# 523-50-2
 
References:
 furo[2,3-h]chromen-2-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):10658
Pubchem (sid):134977795
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C09060
HMDB (The Human Metabolome Database):HMDB33930
FooDB:FDB012132
Haz-Map:View
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
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
 angelica root oil
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 celery stem
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 coriander fruit
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 coriander seed
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 fig flower
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 fig fruit
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 heracleum paphlagonicum czeczott fruit oil turkey @ 0.10%
Data GC Search Trop Picture
 parsnip root
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 rue oil china @ 0.36%
Data GC Search Trop Picture
 
Synonyms:
 angecin
2-oxo-(2H)-furo(2,3-H)-1-benzopyran
 furo(2,3-H)coumarin
 furo(5',4':7,8)coumarin
2H-furo[2,3-H]-1-benzopyran-2-one
2H-furo[2,3-H][1]benzopyran-2-one
 furo[2,3-h]chromen-2-one
2H-furo[2,3-H]chromen-2-one
4-hydroxy-5-benzofuran acrylic acid gamma-lactone
3-(4-hydroxy-5-benzofuranyl)-2-propenoic acid gamma-lactone
2-propenoic acid, 3-(4-hydroxy-5-benzofuranyl)-, d-lactone
isopsoralen
 

Articles:

PubMed:Isolation and purification of psoralen and isopsoralen and their efficacy and safety in the treatment of osteosarcoma in nude rats.
PubMed:Evaluation of the influence of salt processing on pharmacokinetics of psoralen and isopsoralen in Psoralea corylifolia L.
PubMed:Angelicin as the principal allelochemical in Heracleum sosnowskyi fruit.
PubMed:Angelicin regulates LPS-induced inflammation via inhibiting MAPK/NF-κB pathways.
PubMed:Antiviral activity of angelicin against gammaherpesviruses.
PubMed:A UPLC-MS/MS method for in vivo and in vitro pharmacokinetic studies of psoralenoside, isopsoralenoside, psoralen and isopsoralen from Psoralea corylifolia extract.
PubMed:Mechanism-based inactivation of cytochrome P450 2B6 by isopsoralen.
PubMed:Identification and characterization of psoralen and isopsoralen as potent CYP1A2 reversible and time-dependent inhibitors in human and rat preclinical studies.
PubMed:Isopsoralen Induces Differentiation of Prechondrogenic ATDC5 Cells via Activation of MAP Kinases and BMP-2 Signaling Pathways.
PubMed:Angelicin induces apoptosis through intrinsic caspase-dependent pathway in human SH-SY5Y neuroblastoma cells.
PubMed:[Effects of isopsoralen on bone marrow stromal stem cells differentiate and proliferate in vitro].
PubMed:Mitochondrial proteomic analysis of isopsoralen protection against oxidative damage in human lens epithelial cells.
PubMed:[Rapid analysis of psoralen and isopsoralen in Psoralea corylifolia by microwave-assisted extraction].
PubMed:[Effect of isopsoralen on the proliferation and differentiate of osteoblasts in vitro].
PubMed:Application of dearomatization strategy on the synthesis of furoquinolinone and angelicin derivatives.
PubMed:Suppressible base substitution mutations induced by angelicin (isopsoralen) in the Escherichia coli lacI gene: implications for the mechanism of SOS mutagenesis.
PubMed:Palladium-catalyzed intramolecular hydroarylation of 4-benzofuranyl alkynoates. Approach to angelicin derivatives.
PubMed:Screening Antitumor Compounds Psoralen and Isopsoralen from Psoralea corylifolia L. Seeds.
PubMed:Simultaneous quantification of psoralen and isopsoralen in rat plasma by ultra-performance liquid chromatography/tandem mass spectrometry and its application to a pharmacokinetic study after oral administration of Haigou Pill.
PubMed:Photodynamic inactivation and mutagenesis by angelicin (isopsoralen) or thiopyronin (methylene red) in wild-type and repair-deficient strains of bacteriophage T4.
PubMed:Anti-influenza drug discovery: structure-activity relationship and mechanistic insight into novel angelicin derivatives.
PubMed:Enhanced sensitivity of Escherichia coli umuC to photodynamic inactivation by angelicin (isopsoralen).
PubMed:Inhibition of rat brain monoamine oxidase activities by psoralen and isopsoralen: implications for the treatment of affective disorders.
PubMed:High-performance liquid chromatographic method for the determination and pharmacokinetic study of oxypeucedanin hydrate and byak-angelicin after oral administration of Angelica dahurica extracts in mongrel dog plasma.
PubMed:Simultaneous determination of psoralen and isopsoralen in plasma and Chinese medicine Xian Ling Gu Bao capsule by using HPLC-DAD coupled with alternating trilinear decomposition algorithm.
PubMed:[Comparative study of absorption kinetics in intestines of rats on Xianlinggubao capsule prepared by different technologies].
PubMed:Separation and determination of psoralen and isopsoralen by microemulsion electrokinetic chromatography.
PubMed:[A study on nasal absorption of psoralen and isopsoralen in Psoralea corylifolia L].
PubMed:Preparative isolation and purification of psoralen and isopsoralen from Psoralea corylifolia by high-speed counter-current chromatography.
PubMed:An efficient new method for extraction, separation and purification of psoralen and isopsoralen from Fructus Psoraleae by supercritical fluid extraction and high-speed counter-current chromatography.
PubMed:[Determination of psoralen and isopsoralen in tincture of fructus Psoraleae by HPLC].
PubMed:[Simultaneous determination of eight furocoumarines in cosmetics by high performance liquid chromatography and verification by liquid chromatography-tandem mass spectrometry].
PubMed:[Selective isolation of isopsoralen from crude extract of Psoralea corylifolia. L by using inclusion method of host-guest molecules].
PubMed:Psoralea corylifolia L. seed extract ameliorates streptozotocin-induced diabetes in mice by inhibition of oxidative stress.
PubMed:[Study on tissue distribution of psoraleae fructus decoction in rats].
PubMed:Increase in gamma-globin mRNA content in human erythroid cells treated with angelicin analogs.
PubMed:Psoralen and isopsoralen, two coumarins of Psoraleae Fructus, can alleviate scopolamine-induced amnesia in rats.
PubMed:Accumulation of gamma-globin mRNA in human erythroid cells treated with angelicin.
PubMed:Optimal activation of isopsoralen to prevent amplicon carryover.
PubMed:An HPLC method for determination of oridonin in rabbits using isopsoralen as an internal standard and its application to pharmacokinetic studies for oridonin-loaded nanoparticles.
PubMed:Micellar electrokinetic capillary chromatography of psoralen and isopsoralen.
PubMed:Use of AmpliWax to optimize amplicon sterilization by isopsoralen.
PubMed:Cross-link formation of phage lambda DNA in situ photochemically induced by the furocoumarin derivative angelicin.
PubMed:Action spectra for photoinduced inactivation of bacteriophage T7 sensitized by 8-methoxypsoralen and angelicin.
PubMed:Mutagenic activity of four furocoumarins: angelicin, 4,5'-dimethyl-angelicin, psoralen and 8-methyl-psoralen on V79 Chinese hamster cells.
PubMed:Pharmacokinetics, tissue distribution and excretion of coumarin components from Psoralea corylifolia L. in rats.
PubMed:DNA repair and recovery in Escherichia coli after psoralen and angelicin photosensitization.
PubMed:[Studies on the supercritical CO2 fluid extraction and separation of psoralen, isopsoralen and fatty oils from Psoralea corylifolia].
PubMed:[TLC-fluorometric determination of psoralen and isopsoralen in compound granules of Psoralea].
PubMed:Quantitative determination of psoralen and angelicin from some medicinal herbs by high performance liquid chromatography.
PubMed:Pre-clinical evaluation of new antiproliferative agents for the photochemotherapy of psoriasis: angelicin derivatives.
PubMed:Synthesis of angelicin heteroanalogues: preliminary photobiological and pharmacological studies.
PubMed:[The influence of further processing on Psoralea corylifolia alcohol extracts and the content of psoralen and isopsoralen].
PubMed:Comparative metabolism of [(3)H]psoralen and [ (3)H]isopsoralen by black swallowtail (Papilio polyxenes Fabr.) caterpillars.
PubMed:[Determination of psoralen and isopsoralen in Psoralea corylifolia L. from different habitats].
PubMed:HPLC Method for Simultaneous Quantification of Bakuchiol and Minor Furocoumarins in Bakuchiol Extract from Psoralea corylifolia.
PubMed:Pyrano[2,3-e]isoindol-2-ones, new angelicin heteroanalogues.
PubMed:Chromosome damage in Chinese hamster cells sensitized to near-ultraviolet light by psoralen and angelicin.
PubMed:Synthesis of 2,3-dihydro-3-hydroxy-2-hydroxylalkylbenzofurans from epoxy aldehydes. One-step syntheses of brosimacutin G, vaginidiol, vaginol, smyrindiol, xanthoarnol, and Avicenol A. Biomimetic syntheses of angelicin and psoralen.
PubMed:[W-reactivation and W-mutagenesis in lambda and T7 bacteriophages: a comparative study of the action of ultraviolet radiation (254 nm) and of the photosensitizing agents, 8-methoxypsoralen and angelicin].
PubMed:DNA repair in human cells containing photoadducts of 8-methoxypsoralen or angelicin.
PubMed:[Mutagenic effect of combined exposure to 8-methoxypsoralen or angelicin and long-wave ultraviolet light in uvs-strains of Aspergillus nidulans].
PubMed:Chemogeography and antimicrobial activity of essential oils from Geijera parviflora and Geijera salicifolia (Rutaceae): two traditional Australian medicinal plants.
PubMed:Simultaneous determination of byak-angelicin and oxypeucedanin hydrate in rat plasma by column-switching high-performance liquid chromatography with ultraviolet detection.
PubMed:Impairment of RNA synthesis and its recovery in angelicin photosensitized mammalian cells. A probe for DNA damage and repair.
PubMed:Mutagenicity of cross-links and monoadducts of furocoumarins (psoralen and angelicin) induced by 360-nm radiation in excision-repair-defective and radiation-insensitive strains of Saccharomyces cerevisiae.
PubMed:In vitro and in vivo assessment of the effect of antiprotozoal compounds isolated from Psoralea corylifolia against Ichthyophthirius multifiliis in fish.
PubMed:Thiopyrano[2,3-e]indol-2-ones: angelicin heteroanalogues with potent photoantiproliferative activity.
PubMed:A comparison between skin-photosensitizing (344 nm) activities of 8-methoxypsoralen and angelicin.
PubMed:Phototoxicity from furocoumarins (psoralens) of Heracleum laciniatum in a patient with vitiligo. Action spectrum studies on bergapten, pimpinellin, angelicin and sphondin.
PubMed:Mutagenicity in Salmonella typhimurium of some angelicin derivatives proposed as new monofunctional agents for the photochemotherapy of psoriasis.
PubMed:Effects of recB, recF and uvrA mutations on Weigle reactivation of lambda phages in Escherichia coli K12 treated with 8-methoxypsoralen or angelicin and 365-nm light.
PubMed:Accumulation of furanocoumarins by Bituminaria bituminosa in relation to plant development and environmental stress.
PubMed:Conversion of psoralen DNA monoadducts in E. coli to interstrand DNA cross links by near UV light (320-360 nm): inability of angelicin to form cross links, in vivo.
PubMed:Studies on the photosensitizing properties of angelicin, an angular furocoumarin forming only monofunctional adducts with the pyrimidine bases of DNA.
PubMed:Studies in the synthesis of furocoumarins. Part 29: Synthesis of aminomethyl psoralen and angelicin derivatives as potential photo-chemotherapeutic agents.
PubMed:Photoaddition of angelicin to linolenic acid methyl ester.
PubMed:Spasmolytic activity of angelicin: a coumarin from Heracleum thomsoni.
PubMed:Angelicin and some synthetic derivatives.
PubMed:SV40 induction from a mammalian cell line by ultraviolet radiation and the photosensitizers 8-methoxypsoralen and angelicin.
PubMed:Anti-metastatic effect and mechanisms of Wenshen Zhuanggu Formula in human breast cancer cells.
PubMed:Genetic effect of 3-carbethoxypsoralen, angelicin, psoralen and 8-methoxypsoralen plus 365-nm irradiation in Saccharomyces cerevisiae: induction of reversions, mitotic crossing-over, gene conversion and cytoplasmic "petite" mutations.
PubMed:The Canadian medicinal plant Heracleum maximum contains antimycobacterial diynes and furanocoumarins.
PubMed:Enhancement in furanocoumarin content and phenylalanine ammonia lyase activity in developing seedlings of Psoralea corylifolia L. in response to gamma irradiation of seeds.
PubMed:A Convenient Synthesis of Thiopyrano[2,3-e]benzofuran: A New Sulfur Analogue of Angelicin.
PubMed:Herpes virus production in monkey kidney and human skin cells treated with angelicin or 8-methoxypsoralen plus 365nm light.
PubMed:Studies on the reactivation of bacteria photodamaged by an angular furocoumarin: angelicin.
PubMed:[On the coumarins of roots of Ruta graveolens. Xanthyletin and (-)-byak-angelicin].
PubMed:Pharmacokinetic study of eight coumarins of Radix Angelicae Dahuricae in rats by gas chromatography-mass spectrometry.
PubMed:Furocoumarins affect hepatic cytochrome P450 and renal organic ion transporters in mice.
PubMed:A coumarin-specific prenyltransferase catalyzes the crucial biosynthetic reaction for furanocoumarin formation in parsley.
PubMed:Phytoestrogens from Psoralea corylifolia reveal estrogen receptor-subtype selectivity.
PubMed:Isobavachalcone and bavachinin from Psoraleae Fructus modulate Aβ42 aggregation process through different mechanisms in vitro.
PubMed:Pyrazolo[3,4-h]quinolines promising photosensitizing agents in the treatment of cancer.
PubMed:Differentiation of four pairs of furocoumarin isomers by electrospray ionization tandem mass spectrometry.
PubMed:F420H2-dependent degradation of aflatoxin and other furanocoumarins is widespread throughout the actinomycetales.
PubMed:Psoralea corylifolia L. (Buguchi) - folklore to modern evidence: review.
PubMed:Quantification and repair of psoralen-induced interstrand crosslinks in human cells.
PubMed:In vitro cultures of Bituminaria bituminosa: pterocarpan, furanocoumarin and isoflavone production and cytotoxic activity evaluation.
PubMed:[Chemical constituents from Psoralea corylifolia and their antioxidant alpha-glucosidase inhibitory and antimicrobial activities].
PubMed:Simultaneous determination of seven components in Qibaomeiran pill by HPLC-DAD.
PubMed:Pyrrolo[3,2-h]quinazolines as photochemotherapeutic agents.
PubMed:Carcinogenic effects of monofunctional and bifunctional furocoumarins.
PubMed:[Variation of 4 kinds of compounds in Psoralea corylifolia processed by different methods].
PubMed:Systemic immunosuppression of cell-mediated immune reactions by a monofunctional psoralen plus ultraviolet A radiation.
PubMed:Repair of psoralen adducts in human DNA: differences among xeroderma pigmentosum complementation groups.
PubMed:Relative photomutagenicity of furocoumarins and limettin in the hypoxanthine phosphoribosyl transferase assay in V79 cells.
PubMed:Phytotoxic furanocoumarins from the shoots of Semenovia transiliensis.
PubMed:Effect of psoralens and ultraviolet radiation on murine dendritic epidermal cells.
PubMed:NEIL1 responds and binds to psoralen-induced DNA interstrand crosslinks.
PubMed:Isolation and functional characterization of CYP71AJ4 encoding for the first P450 monooxygenase of angular furanocoumarin biosynthesis.
PubMed:Studies on lymphangiogenesis inhibitors from Korean and Japanese crude drugs.
PubMed:Evaluation of synergism in the feeding deterrence of some furanocoumarins on Spodoptera littoralis.
PubMed:Chromosomal damage induced by furocoumarins and UVA in hamster and human cells including cells from patients with ataxia telangiectasia and xeroderma pigmentosum.
PubMed:DNA interstrand crosslinks induce a potent replication block followed by formation and repair of double strand breaks in intact mammalian cells.
PubMed:The effect of psoralens on hepatic and cutaneous drug metabolizing enzymes and cytochrome P-450.
PubMed:[Study on micro-wave processed of Psoralea corylifolia with uniform and regression analysis].
PubMed:[Exploration of processing principles for fructus Psoralea].
PubMed:Post-PCR sterilization: development and application to an HIV-1 diagnostic assay.
PubMed:Photoinactivation and recovery in skin fibroblasts after formation of mono- and bifunctional adducts by furocoumarins-plus-UVA.
PubMed:Synthesis of pyrrolo[3,2-h]quinolinones with good photochemotherapeutic activity and no DNA damage.
PubMed:A pterocarpan from the seeds of Bituminaria morisiana.
PubMed:Repair of laser-localized DNA interstrand cross-links in G1 phase mammalian cells.
PubMed:Pressurized liquid extraction of coumarins from fruits of Heracleum leskowii with application of solvents with different polarity under increasing temperature.
PubMed:4'-Methylangelicin derivatives: a new group of highly photosensitizing monofunctional furocoumarins.
PubMed:Structural specificity in the lethal and mutagenic activity of furocoumarins in yeast cells.
PubMed:[Study on the chemical constituents of Psoralea corylifolia].
PubMed:[Studies on extraction and isolation of active constituents from Psoralen corylifolia L. and the antitumor effect of the constituents in vitro].
PubMed:[GC-MS analysis of volatile componments in root of Ficus hitra].
PubMed:[Determination of major components in Psoralea corylifolia L. by using supercritical fluid extraction (SFE)].
PubMed:The inhibition of antigen-presenting activity of dendritic cells resulting from UV irradiation of murine skin is restored by in vitro photorepair of cyclobutane pyrimidine dimers.
PubMed:Dependence of polymerase chain reaction product inactivation protocols on amplicon length and sequence composition.
PubMed:Psoralen pharmacology: studies on metabolism and enzyme induction.
PubMed:Chemical fingerprint and quantitative analysis of fructus psoraleae by high-performance liquid chromatography.
PubMed:[Extraction technology of Fructus Psoraleae with orthogonal test].
PubMed:[Experimental studies on the quality control of Qing'e pills].
PubMed:[Comparison of ancient and modern processing methods for fructus Psoraleae].
PubMed:Post-PCR sterilization: a method to control carryover contamination for the polymerase chain reaction.
PubMed:Physiological responses of Bituminaria bituminosa to heavy metals.
PubMed:Preferential repair incision of cross-links versus monoadducts in psoralen-damaged plasmid DNA by human cell-free extracts.
PubMed:Sister chromatid exchange induced by short-lived monoadducts produced by the bifunctional agents mitomycin C and 8-methoxypsoralen.
PubMed:Stimulation of Airway and Intestinal Mucosal Secretion by Natural Coumarin CFTR Activators.
PubMed:Mutagenic activity of three monofunctional and three bifunctional furocoumarins in yeast (Saccharomyces cerevisiae).
PubMed:Pyrrolo[3,4-h]quinolinones a new class of photochemotherapeutic agents.
PubMed:Isolation of antioxidants from Psoralea corylifolia fruits using high-speed counter-current chromatography guided by thin layer chromatography-antioxidant autographic assay.
PubMed:Mapping psoralen cross-links at the nucleotide level in mammalian cells: suppression of cross-linking at transcription factor- or nucleosome-binding sites.
PubMed:Isolation and characterization of CYP6B4, a furanocoumarin-inducible cytochrome P450 from a polyphagous caterpillar (Lepidoptera:papilionidae).
PubMed:Defective DNA endonuclease activities in Fanconi's anemia cells, complementation groups A and B.
PubMed:Is the induction of pyrimidine cyclobutane dimers relevant for the high cytotoxic effect of 7-methylpyrido[3,4-c]psoralen plus UV-A?
PubMed:Local suppression of contact hypersensitivity in mice by a monofunctional psoralen plus UVA radiation.
PubMed:[Photogeneration of singlet oxygen by psoralens].
PubMed:Central role of mitochondria and p53 in PUVA-induced apoptosis in human keratinocytes cell line NCTC-2544.
PubMed:Metabolism of linear and angular furanocoumarins by Papilio polyxenes CYP6B1 co-expressed with NADPH cytochrome P450 reductase.
PubMed:Biophysical and biological properties of newly synthesized dioxinocoumarin derivatives. II. Dark and photoinduced effects on T7 phage, yeast and HeLa cells.
PubMed:Angelicins, angular analogs of psoralens: chemistry, photochemical, photobiological and phototherapeutic properties.
PubMed:Monoadduct forming photochemical reagents for labeling nucleic acids for hybridization.
PubMed:Comparative photobiology of psoralens.
PubMed:[Comparative study on dissolution of Xianlinggubao capsules prepared by different processes].
PubMed:[Comparation of constitutions between raw Psoralea corylifolia L. and processed one].
PubMed:Quality assessment of fructus psoraleae.
PubMed:[Optimization of extraction process for compund kaliziran gel with orthogonal design].
PubMed:Real-time fluorescence-based detection of furanocoumarin photoadducts of DNA.
PubMed:Synthesis and antifungal activity of coumarins and angular furanocoumarins.
PubMed:Methylangelicins: structure activity studies on the role of methyl groups present in 3,4 and 4',5' photoreactive sites.
PubMed:Molecular cloning and functional characterization of psoralen synthase, the first committed monooxygenase of furanocoumarin biosynthesis.
PubMed:Inducible nitric oxide synthase inhibitors of Chinese herbs. Part 2: naturally occurring furanocoumarins.
PubMed:Photocarcinogenesis in mice by 4,4',6 trimethylangelicin plus UVA radiation.
PubMed:Oxidative DNA damage photo-induced by 3-carbethoxypsoralen and other furocoumarins. Mechanisms of photo-oxidation and recognition by repair enzymes.
PubMed:Photobiological studies with dictamnine, a furoquinoline alkaloid.
PubMed:Comparative mutagenicity of linear and angular furocoumarins in Escherichia coli strains deficient in known repair functions.
PubMed:Two new coumarins from the chloroform extract of Angelica urumiensis from Iran.
PubMed:Furocoumarins photolysis products induce differentiation of human erythroid cells.
PubMed:Induction of apoptosis in Jurkat cells by photoexcited psoralen derivatives: Implication of mitochondrial dysfunctions and caspases activation.
PubMed:[Studies on chemical constituents in rhizome of Elaeagnus bockii I].
PubMed:Dynamic regulation of Drosophila nuclear receptor activity in vivo.
PubMed:gamma-H2AX formation in response to interstrand crosslinks requires XPF in human cells.
PubMed:1-Thioangelicin: crystal structure, computer-aided studies and photobiological activity.
PubMed:Effects of storage conditions on furocoumarin levels in intact, chopped, or homogenized parsnips.
PubMed:Furanocoumarins in celery and parsnips: method and multiyear Canadian survey.
PubMed:Transformation of Escherichia coli cells by pH 2.3 plasmid DNA treated with psoralens plus near-UV light.
PubMed:Photobiological properties of a new tetramethylfuroquinolinone.
PubMed:Molecular analysis of Salmonella hisG428 ochre revertants for rapid characterization of mutational specificity.
PubMed:Sequence specificity of DNA-psoralen photoproduct formation in supercoiled plasmid DNA (pUC19).
PubMed:Cure of prophage in Staphylococcus aureus by furocoumarin photoadditions.
PubMed:Activation of the human immunodeficiency virus promoter by UVA radiation in combination with psoralens or angelicins.
PubMed:Chemical basis of the photosensitizing activity of angelicins.
PubMed:3-Methyladenine DNA glycosylase is important for cellular resistance to psoralen interstrand cross-links.
PubMed:Effects of partial/asymmetrical filling of micelles and chiral selectors on capillary electrophoresis enantiomeric separation: generation of a gradient.
PubMed:S. cerevisiae has three pathways for DNA interstrand crosslink repair.
PubMed:Cytotoxic constituents of Psoralea corylifolia.
PubMed:Chromatin-associated DNA endonucleases from xeroderma pigmentosum cells are defective in interaction with damaged nucleosomal DNA.
PubMed:Monofunctional angular furocoumarins: sequence specificity in DNA photobinding of 6,4,4'-trimethylangelicin and other angelicins.
PubMed:A new epistasis group for the repair of DNA damage in bacteriophage T4: replication repair.
PubMed:Present aspects concerning the molecular mechanisms of photochemotherapy with psoralens.
PubMed:Molecular conformation of N,N-dimethyl-4-amino-3-chloroangelicin C13H10O3NCl.
PubMed:[Optimization of extraction technology of Psoralea corylifolia and Salvia miltiorrhiza by orthogonal design with multi-targets].
PubMed:Differentiation and apoptosis in UVA-irradiated cells treated with furocoumarin derivatives.
PubMed:Comparison of the global genomic and transcription-coupled repair rates of different lesions in human cells.
PubMed:Natural furocoumarins as inducers and inhibitors of cytochrome P450 1A1 in rat hepatocytes.
PubMed:Photophysical and photobiological properties of 3-carbethoxypsoralen.
PubMed:Phototoxicology. 2. Near-ultraviolet light enhancement of Microtox assays of trinitrotoluene and aminodinitrotoluenes.
PubMed:Salmonella typhimurium strain TA100 differentiates several classes of carcinogens and mutagens by base substitution specificity.
PubMed:Sequence specificity of psoralen photobinding to DNA: a quantitative approach.
PubMed:N-ras mutation in ultraviolet radiation-induced murine skin cancers.
PubMed:Inactivation and mutagenesis by phototoxins usingEscherichia coli strains differing in sensitivity to near- and far-ultraviolet light.
PubMed:Repair of furocoumarin adducts in mammalian cells.
PubMed:Production of active oxygen species (1O2 and O2-.) by psoralens and ultraviolet radiation (320-400 nm).
PubMed:Establishment of hairy root cultures of Psoralea species.
PubMed:Two DNA endonuclease activities from normal human and xeroderma pigmentosum chromatin active on psoralen plus ultraviolet light treated DNA.
PubMed:The roles of different excision-repair mechanisms in the resistance of Micrococcus luteus to UV and chemical mutagens.
PubMed:N,N-disubstituted 4-amino-3-chloroangelicins: interactions with DNA in the ground and in the excited states (365 nm).
PubMed:Induction of DNA-DNA cross-link formation in human cells by various psoralen derivatives.
PubMed:4'-Methylangelicins: new potential agents for the photochemotherapy of psoriasis.
PubMed:Photochemical and photobiological properties of 4,5'-dimethylpsoralen, a bifunctional contaminant of synthetic 4,5'-dimethylangelicin.
PubMed:Fetal Hemoglobin Inducers from the Natural World: A Novel Approach for Identification of Drugs for the Treatment of {beta}-Thalassemia and Sickle-Cell Anemia.
PubMed:Studies on the chemical constituents of Psoralea corylifolia L.
PubMed:[Isolation and structure identification of a new isoflavone from Psoralea corylifolias].
PubMed:Preventing false positives: quantitative evaluation of three protocols for inactivation of polymerase chain reaction amplification products.
PubMed:Fate of photosensitizing furanocoumarins in tolerant and sensitive insects.
PubMed:[Studies on chemical constituents from seed of Psoralea corylifolia].
PubMed:Simultaneous determination of 10 active components in traditional Chinese medicine "YIGONG" capsule by RP-HPLC-DAD.
PubMed:Photochemical sterilization of 3SR reactions.
PubMed:Digestion of damaged DNA by the T7 DNA polymerase-exonuclease.
PubMed:Psoralen photoinactivation of herpes simplex virus: monoadduct and cross-link repair by xeroderma pigmentosum and Fanconi's anemia cells.
PubMed:Fetal globin induction in beta-thalassemia.
PubMed:[Studies on chemical constituents from roots of Polygonum amplexicaule].
PubMed:Phytophotodermatitis in Rijeka region, Croatia.
PubMed:Pyrrolo[2,3-h]quinolinones: a new ring system with potent photoantiproliferative activity.
PubMed:Inhibition of P-glycoprotein transport function and reversion of MDR1 multidrug resistance by cnidiadin.
PubMed:Assignment of absolute configuration of a chiral phenyl-substituted dihydrofuroangelicin.
PubMed:In silico rationalization of the structural and physicochemical requirements for photobiological activity in angelicine derivatives and their heteroanalogues.
PubMed:Characterization of Trp(+) reversions in Escherichia coli strain WP2uvrA.
PubMed:Antioxidative activity of natural products from plants.
PubMed:Activity of 3-carbethoxyangelicin photolysis products.
PubMed:Synthesis and photobiological properties of 3-acylangelicins, 3-alkoxycarbonylangelicins and related derivatives.
PubMed:Furocoumarin-photosensitized hydroxylation of guanosine in RNA and DNA.
PubMed:Antiretroviral activity of furocoumarins plus UVA light detected by a replication-defective retrovirus.
PubMed:Black swallowtail (Papilio polyxenes) alleles encode cytochrome P450s that selectively metabolize linear furanocoumarins.
PubMed:Possible ecological significance of within-fruit and seed furocoumarin distribution in twoPsoralea species.
PubMed:Molecular mechanics and dynamics of DNA-furocoumarin complexes: effect of the aromatization of the pyrone ring on the intercalation geometry.
PubMed:Psoralens sensitize glutathione photooxidation in vitro.
PubMed:Proteins induced by DNA-damaging agents in cultured Drosophila cells.
PubMed:Photochemical, photophysical and photobiological properties of some methylallopsoralens which are potential agents for photochemotherapy.
PubMed:Furocoumarin photochemistry and its main biological implications.
PubMed:Repair of psoralen-induced cross-links and monoadducts in normal and repair-deficient human fibroblasts.
PubMed:Chromatin dynamics. Fast and slow modes of nucleosome movement revealed through psoralen binding and repair.
PubMed:Impairment to viability of neutrophils and lymphocytes by angular psoralens and UV-radiation.
PubMed:Photobiological properties of furothiocoumarins in Saccharomyces cerevisiae.
PubMed:Paradoxical behaviour of pKM101; inhibition of uvr-independent crosslink repair in Escherichia coli by muc gene products.
PubMed:Formation and repair of furocoumarin adducts in alpha deoxyribonucleic acid and bulk deoxyribonucleic acid of monkey cells.
PubMed:The sunburn cell in hairless mouse epidermis: quantitative studies with UV-A radiation and mono- and bifunctional psoralens.
PubMed:Rearrangement of mammalian chromatin structure following excision repair.
PubMed:Photobiology of furocoumarins. Various types of crosslinking with DNA and their interference with the development of lambda phage.
PubMed:Alterations in chromatin structure during DNA excision repair.
PubMed:The effect of psoralens and angelicins on proteins in the presence of UV-A irradiation.
PubMed:A pulse radiolysis study of the complexing of furocoumarins with DNA and proteins.
PubMed:5-Methylangelicin: a new highly photosensitizing angular furocoumarin.
PubMed:Drug-protein interaction: plasma protein binding of furocoumarins.
PubMed:Frameshift mutations in bacteria produced in the dark by several furocoumarins; absence of activity of 4,5',8-trimethylpsoralen.
PubMed:[Four new compounds from the non-polar extract of the plant Amyris brenesii (Rutaceae) from Costa Rica].
PubMed:Effects of naturally occurring coumarins on hepatic drug-metabolizing enzymes in mice.
PubMed:Helicoverpa zea CYP6B8 and CYP321A1: different molecular solutions to the problem of metabolizing plant toxins and insecticides.
PubMed:Fluorescent DNA probes: study of mechanisms of changes in spectral properties and features of practical application.
PubMed:Cytochrome P450-mediated metabolism of xanthotoxin by Papilio multicaudatus.
PubMed:Use of the yeast Saccharomyces cerevisiae as a pre-screening approach for assessment of chemical-induced phototoxicity.
PubMed:Protective effect of furocoumarins against 254-nm ultraviolet in Staphylococcus aureus.
PubMed:[The preparation and the in vitro release of OANO-1 microspheres].
PubMed:Molecular analysis of CYP321A1, a novel cytochrome P450 involved in metabolism of plant allelochemicals (furanocoumarins) and insecticides (cypermethrin) in Helicoverpa zea.
PubMed:Antibacterial compounds from the seeds of Psoralea corylifolia.
PubMed:Use of the photo-micronucleus assay in Chinese hamster V79 cells to study photochemical genotoxicity.
PubMed:Active constituents isolated from Psoralea glandulosa L. with antiinflammatory and antipyretic activities.
PubMed:Reversed-phase high-performance liquid chromatography (RP-HPLC) determination of lipophilicity of furocoumarins: relationship with DNA interaction.
PubMed:New benzoquinolizin-5-one derivatives as furocoumarin analogs: DNA-interactions and molecular modeling studies.
PubMed:Antiproliferative activity and phototoxicity of some methyl derivatives of 5-methoxypsoralen and 5-methoxyangelicin.
PubMed:DNA damage and cytotoxicity induced in mammalian cells by a tetramethylfuroquinolinone derivative.
PubMed:Natural products derived from plants as potential drugs for the photodynamic destruction of tumor cells.
PubMed:CYP6B3: a second furanocoumarin-inducible cytochrome P450 expressed in Papilio polyxenes.
PubMed:Transcriptional regulation of the Papilio polyxenes CYP6B1 gene.
PubMed:4',5'-substituted methylangelicins: photocycloadducts with pyrimidine bases of DNA.
PubMed:Inhibition and inactivation of murine hepatic ethoxy- and pentoxyresorufin O-dealkylase by naturally occurring coumarins.
PubMed:Furocoumarin sensitization induces DNA-protein cross-links.
PubMed:Synthesis of psoralens and analogues.
PubMed:Identification of eight coumarins occurring with psoralen, xanthotoxin, and bergapten on leaf surfaces.
PubMed:Biological activity of two photoactive benzocoumarins.
PubMed:Plant photosensitizers with antiviral properties.
PubMed:Rapid identification of microorganisms by nucleic acid hybridization after labeling the test sample.
PubMed:[Relationship between absorption and fluorescence excitation spectra of psoralens and coumarins and their concentration].
PubMed:Sequence specificity in photoreaction of various psoralen derivatives with DNA: role in biological activity.
PubMed:[Production of oxygen radicals and the UV spectrum of furanocoumarins].
PubMed:Differential effects of photoactive furanyl compounds on virus functions.
PubMed:[Effect of various psoralen derivatives with linear and angular structures on human lymphocytes].
PubMed:[Dark oxidation of unsaturated lipids and dihydroxy phenylalanine by photooxidized furocoumarins].
PubMed:[Lethal lymphocyte damage caused by angular psoralen derivatives].
PubMed:Deficient repair of chemical adducts in alpha DNA of monkey cells.
PubMed:Methylangelicins: new potential agents for the photochemotherapy of psoriasis. Structure-activity study on the dark and photochemical interactions with DNA.
PubMed:Toxicity of angular furanocoumarins to swallowtail butterflies: escalation in a coevolutionary arms race?
PubMed:Repair of ultraviolet damage in human cells also exposed to agents that cause strand breaks, crosslinks, monoadducts and alkylations.
PubMed:Biological effects and repair of damage photoinduced by a derivative of psoralen substituted at the 3,4 reaction site: photoreactivity of this compound and lethal effect in yeast.
PubMed:Conformational changes of nucleic acids and poly (d(A-T)-d(A-T)) caused by photoaddition of furocoumarins.
 
Notes:
used as tranquillizer; sedative; or anticonvulsant. Constit. of roots and leaves of angelica (Angelica archangelica). Found in roots and on surface of parsnips and diseased celery Angelicin is a furanocoumarin. It can be found in Bituminaria bituminosa. It is present in the list of IARC Group 3 carcinogens (Angelicin plus ultraviolet A radiation). (Wikipedia)
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