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chrysophanic acid
1,8-dihydroxy-3-methylanthraquinone

Supplier Sponsors

Name:1,8-dihydroxy-3-methylanthracene-9,10-dione
CAS Number: 481-74-3Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:207-572-2
FDA UNII: N1ST8V8RR2
Nikkaji Web:J1.547D
Beilstein Number:1252300
MDL:MFCD00001208
XlogP3:3.50 (est)
Molecular Weight:254.24150000
Formula:C15 H10 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
Google Books:Search
Google Scholar: with word "volatile"Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:yellow to brown powderr (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 196.00 °C. @ 760.00 mm Hg
Boiling Point: 489.50 °C. @ 760.00 mm Hg (est)
Flash Point: 507.00 °F. TCC ( 263.90 °C. ) (est)
logP (o/w): 4.720 (est)
Soluble in:
 water, 0.977 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Chrysophanol 98%
BOC Sciences
For experimental / research use only.
Chrysophanol
Odor: characteristic
Use: Chrysophanic acid (Chrysophanol) is a a natural anthraquinone, has anticancer activity in EGFR-overexpressing SNU-C5 human colon cancer cells. Chrysophanic acid preferentially blocked proliferation in SNU-C5 cells but not in other cell lines (HT7, HT29,
ExtraSynthese
For experimental / research use only.
Chrysophanol (HPLC) ≥99%
Santa Cruz Biotechnology
For experimental / research use only.
Chrysophanol ≥99%
Sigma-Aldrich: Sigma
For experimental / research use only.
1,8-Dihydroxy-3-methylanthraquinone 98%
TCI AMERICA
For experimental / research use only.
Chrysophanic Acid >95.0%(HPLC)
 
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
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for chrysophanic acid usage levels up to:
 not for fragrance use.
 
Recommendation for chrysophanic acid flavor usage levels up to:
 not for flavor use.
 
Safety References:
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 :10208
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
1,8-dihydroxy-3-methylanthracene-9,10-dione
Chemidplus:0000481743
EPA/NOAA CAMEO:hazardous materials
RTECS:CB6725000 for cas# 481-74-3
 
References:
 1,8-dihydroxy-3-methylanthracene-9,10-dione
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):10208
Pubchem (sid):134974853
 
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
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C10315
HMDB (The Human Metabolome Database):HMDB30670
FooDB:FDB018602
Export Tariff Code:2914.69.9000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 rhubarb root
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 rhubarb root oil
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 rubus spp.
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 senna chinese senna
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 senna sickle senna seed
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 sorrel garden sorrel plant
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 sorrel garden sorrel root
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Synonyms:
9,10-anthracenedione, 1,8-dihydroxy-3-methyl-
9,10-anthracenedione, 1,8-dihydroxy-3-methyl- (9CI)
 anthraquinone, 1,8-dihydroxy-3-methyl-
 C.I. natural yellow 23
 chrysophanein
 chrysophanol
 crysophanic acid
 crysophanol
4,5-dihydroxy-2-methyl anthraquinone
4,5-dihydroxy-2-methylanthraquinone
1,8-dihydroxy-3-methyl anthraquinone
1,8-dihydroxy-3-methyl-9,10-anthracene dione
1,8-dihydroxy-3-methyl-9,10-anthracenedione
1,8-dihydroxy-3-methyl-9,10-anthraquinone
1,8-dihydroxy-3-methyl-9,10-dihydroanthracene-9,10-dione
1,8-dihydroxy-3-methyl-anthraquinone
1,8-dihydroxy-3-methylanthra-9,10-quinone
1,8-dihydroxy-3-methylanthracene-9,10-dione
1,8-dihydroxy-3-methylanthraquinone
3-methyl chrysazin
3-methyl-1,8-dihydroxyanthraquinone
2-methyl-4,5-dihydroxyanthraquinone
3-methylchrysazin
 natural yellow 23
 rhenic acid
 

Articles:

PubMed:In vitro glucuronidation of five rhubarb anthraquinones by intestinal and liver microsomes from humans and rats.
PubMed:Investigation on the spectrum-effect relationships of Da-Huang-Fu-Zi-Tang in rats by UHPLC-ESI-Q-TOF-MS method.
PubMed:Synthesis, biological evaluation, molecular docking and theoretical evaluation of ADMET properties of nepodin and chrysophanol derivatives as potential cyclooxygenase (COX-1, COX-2) inhibitors.
PubMed:[Isolation and structure elucidation of chemical constituents from Pinellia ternata].
PubMed:[Pharmacological study on free anthraquinones compounds in rhubarb in rats with experimental acute pancreatitis].
PubMed:[Chemical constituents from tubers of Cremastra appendiculata].
PubMed:Pharmacokinetic and pharmacodynamic comparison of chinese herbal ointment liu-he-dan and micron liu-he-dan ointment in rats with acute pancreatitis.
PubMed:Aloe-emodin from rhubarb (Rheum rhabarbarum) inhibits lipopolysaccharide-induced inflammatory responses in RAW264.7 macrophages.
PubMed:(1)H NMR-based metabonomic analysis of the effect of optimized rhubarb aglycone on the plasma and urine metabolic fingerprints of focal cerebral ischemia-reperfusion rats.
PubMed:Interaction of five anthraquinones from rhubarb with human organic anion transporter 1 (SLC22A6) and 3 (SLC22A8) and drug-drug interaction in rats.
PubMed:Hydrolytical instability of hydroxyanthraquinone glycosides in pressurized liquid extraction.
PubMed:Comparative pharmacokinetics of rhein and chrysophanol after oral administration of Quyu Qingre granules in normal and acute blood stasis rabbits.
PubMed:Traditional Chinese medicine and related active compounds: A review of their role on hepatitis B virus infection.
PubMed:Antiviral activity of Rheum palmatum methanol extract and chrysophanol against Japanese encephalitis virus.
PubMed:Bioassays guided isolation of compounds from Chaetomium globosum.
PubMed:Enhancement of anti-inflammatory activity of Aloe vera adventitious root extracts through the alteration of primary and secondary metabolites via salicylic acid elicitation.
PubMed:Antidyslipidemic effect and antioxidant activity of anthraquinone derivatives from Rheum emodi rhizomes in dyslipidemic rats.
PubMed:Acetylshikonin, a Novel AChE Inhibitor, Inhibits Apoptosis via Upregulation of Heme Oxygenase-1 Expression in SH-SY5Y Cells.
PubMed:Identification and Simultaneous Determination of Twelve Active Components in the Methanol Extract of Traditional Medicine Weichang'an Pill by HPLC-DAD-ESI-MS/MS.
PubMed:Interaction of rhubarb and methotrexate in rats: in vivo and ex vivo approaches.
PubMed:Application of an efficient strategy based on liquid-liquid extraction, high-speed counter-current chromatography, and preparative HPLC for the rapid enrichment, separation, and purification of four anthraquinones from Rheum tanguticum.
PubMed:Evaluation of the content variation of anthraquinone glycosides in rhubarb by UPLC-PDA.
PubMed:Pharmacokinetics of anthraquinones in rat plasma after oral administration of a rhubarb extract.
PubMed:Purgative components in rhubarbs: adrenergic receptor inhibitors linked with glucose carriers.
PubMed:Three new polyketides from marine-derived fungus Penicillium citrinum SCSGAF 0167.
PubMed:Biologically active secondary metabolites from Asphodelus microcarpus.
PubMed:Chemical constituents of Aloe barbadensis Miller and their inhibitory effects on phosphodiesterase-4D.
PubMed:HPLC and HPTLC Methods by Design for Quantitative Characterization and in vitro Anti-oxidant Activity of Polyherbal Formulation Containing Rheum emodi.
PubMed:[Study on chemical constituents of petroleum ether portion from seed of Picria felterrae].
PubMed:A new comprehensive procedure for the quality control of Semen Cassiae and its application in evaluating commercially available material in China.
PubMed:[Chemical constituents from aerial part of Rumex patientia].
PubMed:Anti-HBV effect of individual traditional Chinese herbal medicine in vitro and in vivo: an analytic review.
PubMed:Simultaneous determination of 10 components in traditional Chinese medicine Dachaihu Granule by reversed-phase-high-performance liquid chromatographic-diode array detector.
PubMed:[Study on chemical constituents of root bark of Discocleidion rufescens].
PubMed:Antimycobacterial effect of extract and its components from Rheum rhaponticum.
PubMed:Pancreatic lipase inhibitory activity of cassiamin A, a bianthraquinone from Cassia siamea.
PubMed:Simultaneous preconcentration and analysis of anthraquinones based on ultrasound emulsification ionic liquid microextraction.
PubMed:LC-MS/MS determination of pogostone in rat plasma and its application in pharmacokinetic studies.
PubMed:SoSoSo or its active ingredient chrysophanol regulates production of inflammatory cytokines & adipokine in both macrophages & adipocytes.
PubMed:[Experimental study on effect of different chromatographic conditions on QAMS relative correlation factors and relative retention values].
PubMed:Developmental changes in the composition of five anthraquinones from Rheum palmatum as quantified by (1) H-NMR.
PubMed:[New method of processing on Rhei Radix Et Rhizoma and study on quality control of its processing products].
PubMed:Electrochemical determination of chrysophanol based on the enhancement effect of acetylene black nanoparticles.
PubMed:Comparative pharmacokinetics of five rhubarb anthraquinones in normal and thrombotic focal cerebral ischemia-induced rats.
PubMed:Effect of acute pancreatitis on the pharmacokinetics of Chinese herbal ointment Liu-He-Dan in anaesthetized rats.
PubMed:Anthraquinone profile, antioxidant and antimicrobial activity of bark extracts of Rhamnus alaternus, R. fallax, R. intermedia and R. pumila.
PubMed:Triterpene saponins of Maesa lanceolata stem wood.
PubMed:The activity of lowering intraocular pressure of cassiae seed extract in a DBA/2J mouse glaucoma model.
PubMed:Isolation and identification of Flavobacterium columnare and Streptococcus iniae antibacterial compounds from the terrestrial plant Atraphaxis laetevirens.
PubMed:Antiviral activity of Aloe hijazensis against some haemagglutinating viruses infection and its phytoconstituents.
PubMed:Effect of formula compatibility on the pharmacokinetics of components from Dachengqi Decoction [See Text] in rats.
PubMed:A strategy for detecting absorbed bioactive compounds for quality control in the water extract of rhubarb by ultra performance liquid chromatography with photodiode array detector.
PubMed:Tautomers of anthrahydroquinones: enzymatic reduction and implications for chrysophanol, monodictyphenone, and related xanthone biosyntheses.
PubMed:Assessment of antibacterial properties and the active ingredient of plant extracts and its effect on the performance of crucian carp (Carassius auratus gibelio var. E'erqisi, Bloch).
PubMed:Chrysophanol-induced cell death (necrosis) in human lung cancer A549 cells is mediated through increasing reactive oxygen species and decreasing the level of mitochondrial membrane potential.
PubMed:[Chemical constituents of Berchemia lineate].
PubMed:[A comparative study on the absorption kinetics parameters of rhubarb free anthraquinones between normal dogs and dogs with severe acute pancreatitis].
PubMed:[Determination of four anthraquinones in Sanhuang tablets by QAMS].
PubMed:Genetic and biosynthetic studies of the fungal prenylated xanthone shamixanthone and related metabolites in Aspergillus spp. revisited.
PubMed:Potential feeding deterrents found in hemlock woolly adelgid, Adelges tsugae.
PubMed:A note on the relevance of chrysophanol to food and anticancer research.
PubMed:The effects of jiang-zhi-ning and its main components on cholesterol metabolism.
PubMed:Antinociceptive activity of ethanol extract from Duguetia chrysocarpa Maas (Annonaceae).
PubMed:Chrysophanol-induced necrotic-like cell death through an impaired mitochondrial ATP synthesis in Hep3B human liver cancer cells.
PubMed:Juglanthraquinone C, a novel natural compound derived from Juglans mandshurica Maxim, induces S phase arrest and apoptosis in HepG2 cells.
PubMed:Anti-obesity and hypolipidemic effects of Rheum undulatum in high-fat diet-fed C57BL/6 mice through protein tyrosine phosphatase 1B inhibition.
PubMed:Rapid and efficient purification of chrysophanol in Rheum Palmatum LINN by supercritical fluid extraction coupled with preparative liquid chromatography in tandem.
PubMed:Differential expression of silent polyketide biosynthesis gene clusters in chemostat cultures of Aspergillus nidulans.
PubMed:Chrysophanol-8-O-glucoside, an anthraquinone derivative in rhubarb, has antiplatelet and anticoagulant activities.
PubMed:Three new phenolic glucosides from the roots of Rheum palmatum.
PubMed:[Study on chemical constituents from the root of Hemerocallis citrina].
PubMed:Intestinal absorption and first-pass metabolism of polyphenol compounds in rat and their transport dynamics in Caco-2 cells.
PubMed:Two novel naphthalene glucosides and an anthraquinone isolated from Rumex dentatus and their antiproliferation activities in four cell lines.
PubMed:Anthraquinones of Cissus populnea Guill & Perr (Amplidaceae).
PubMed:Chemical compositions extracted from Wikstroemia indica and their multiple activities.
PubMed:Anthraquinones from the bark of Senna macranthera.
PubMed:Comparison of dispersive liquid-liquid microextraction based on organic solvent and ionic liquid combined with high-performance liquid chromatography for the analysis of emodin and its metabolites in urine samples.
PubMed:[Chemical constituents of Carya cathayensis and their antitumor bioactivity].
PubMed:[Study on the chemical constituents of Rumex patientia].
PubMed:Chemical-based species classification of rhubarb using simultaneous determination of five bioactive substances by HPLC and LDA analysis.
PubMed:Anthraquinone profile, antioxidant and antimicrobial properties of bark extracts of Rhamnus catharticus and R. orbiculatus.
PubMed:Protective Effects of Emodin and Chrysophanol Isolated from Marine Fungus Aspergillus sp. on Ethanol-Induced Toxicity in HepG2/CYP2E1 Cells.
PubMed:Development of a liquid chromatography tandem mass spectrometry method for simultaneous determination of eight adulterants in slimming functional foods.
PubMed:A comparative study on the tissue distributions of rhubarb anthraquinones in normal and CCl4-injured rats orally administered rhubarb extract.
PubMed:Steady-state pharmacokinetics and tissue distribution of anthraquinones of Rhei Rhizoma in rats.
PubMed:Screening for novel quorum-sensing inhibitors to interfere with the formation of Pseudomonas aeruginosa biofilm.
PubMed:The use of response surface methodology to optimize the ultrasound-assisted extraction of five anthraquinones from Rheum palmatum L.
PubMed:Structure elucidation of a sodium salified anthraquinone from the seeds of Cassia obtusifolia by NMR technique assisted with acid-alkali titration.
PubMed:[Studies on identification and secondary metabolites of endophytic fungi strain E8 from Curcuma wenyujin].
PubMed:Simultaneous determination of eight anthraquinones in Semen Cassiae by HPLC-DAD.
PubMed:[The secondary metabolites of the HS-3 Alternaria sp. fungus associated with holothurians].
PubMed:Preparations of anthraquinone and naphthoquinone derivatives and their cytotoxic effects.
PubMed:[Antimicrobial activity and chemical differences between the two chemotypes of rhubarbs].
PubMed:Metabolic analysis of rhubarb extract by rat intestinal bacteria using liquid chromatography-tandem mass spectrometry.
PubMed:Preparative isolation of three anthraquinones from Rumex japonicus by high-speed counter-current chromatography.
PubMed:Simultaneous quantification of twelve active components in Yiqing granule by ultra-performance liquid chromatography: application to quality control study.
PubMed:Two new anthraquinone glycosides from the roots of Rheum palmatum.
PubMed:Chrysophanic acid blocks proliferation of colon cancer cells by inhibiting EGFR/mTOR pathway.
PubMed:Inhibitory effect of a bioactivity-guided fraction from Rheum undulatum on the acid production of Streptococcus mutans biofilms at sub-MIC levels.
PubMed:[Determination of aurantio-obtusin and chrysophanol in cassiae semen by HPLC].
PubMed:Simultaneous determination of naphthalene and anthraquinone derivatives in Rumex nepalensis Spreng. roots by HPLC: comparison of different extraction methods and validation.
PubMed:Anti-Inflammatory activity of chrysophanol through the suppression of NF-kappaB/caspase-1 activation in vitro and in vivo.
PubMed:[Chemical constituents of stem barks of Mucuna birdwoodiana].
PubMed:[Liposomal encapsulation of free anthraquinones in rhizoma et radix rhei and its quality control].
PubMed:[Studies on the chemical constituents of Kalimeris indica].
PubMed:[Chemical constituents of Discocleidion rufescens].
PubMed:Temperature-assisted ionic liquid dispersive liquid-liquid microextraction combined with high performance liquid chromatography for the determination of anthraquinones in Radix et Rhizoma Rhei samples.
PubMed:A new bianthracene C-arabinopyranoside from Senna septemtrionalis.
PubMed:[Rationality of commercial specification of rhubarb based on chemical analysis].
PubMed:[Studies on the chemical constituents of Rumex crispus].
PubMed:Ultrasonic cell grinder extraction of anthraquinones from radix et rhizoma Rhei and determination by ultra-performance liquid chromatography.
PubMed:[Chemical constituents from petroleum ether fraction of ethanol extract of Acorus tatarinowii].
PubMed:Chrysophanol induces necrosis through the production of ROS and alteration of ATP levels in J5 human liver cancer cells.
PubMed:Qualitative and quantitative analysis of anthraquinone derivatives in rhizomes of tissue culture-raised Rheum emodi Wall. plants.
PubMed:Combinative method using HPLC fingerprint and quantitative analyses for quality consistency evaluation of an herbal medicinal preparation produced by different manufacturers.
PubMed:[Effect of processing on the chemical contents and hepatic and renal toxicity of rhubarb studied by canonical correlation analysis].
PubMed:Comparison of three different extraction methods and HPLC determination of the anthraquinones aloe-emodine, emodine, rheine, chrysophanol and physcione in the bark of Rhamnus alpinus L. (Rhamnaceae).
PubMed:Effect of severe acute pancreatitis on pharmacokinetics of Da-Cheng-Qi Decoction components.
PubMed:Microcalorimetric assay on the antimicrobial property of five hydroxyanthraquinone derivatives in rhubarb (Rheum palmatum L.) to Bifidobacterium adolescentis.
PubMed:[Identification and determination of major constituents in Polygonum cuspidatum Sieb. et Zucc. by high performance liquid chromatography/electrospray ionization-ion trap-time-of-flight mass spectrometry].
PubMed:[Anthraquinone contents in five processed products from Rheum palamatum].
PubMed:Multiple convergence in polyketide biosynthesis: a third folding mode to the anthraquinone chrysophanol.
PubMed:Metabolism and pharmacokinetics of anthraquinones in Rheum palmatum in rats and ex vivo antioxidant activity.
PubMed:Characterization of emodin metabolites in Raji cells by LC-APCI-MS/MS.
PubMed:Cassia occidentalis L.: a review on its ethnobotany, phytochemical and pharmacological profile.
PubMed:Convergence in the biosynthesis of acetogenic natural products from plants, fungi, and bacteria.
PubMed:Qualitative and quantitative analysis of traditional Chinese medicine Niu Huang Jie Du Pill using ultra performance liquid chromatography coupled with tunable UV detector and rapid resolution liquid chromatography coupled with time-of-flight tandem mass spectrometry.
PubMed:[Simultaneous determination of anthraquinones in Liuwei'anxiao capsules by HPLC].
PubMed:A TD-DFT study on the photo-physicochemical properties of chrysophanol from rheum.
PubMed:Metabolism and pharmacokinetics of san-huang-xie-xin-tang, a polyphenol-rich chinese medicine formula, in rats and ex-vivo antioxidant activity.
PubMed:[Study on the optimal extracion craft of Xiaochuang gel by central composite design-response surface methodology].
PubMed:Simultaneous determination of the 10 major components of Da-Cheng-Qi decoction in dog plasma by liquid chromatography tandem mass spectrometry.
PubMed:New bioactive compounds from Aloe hijazensis.
PubMed:Effective constituents in Xiexin Decoction for anti-inflammation.
PubMed:Induction of defence mechanisms in grapevine leaves by emodin- and anthraquinone-rich plant extracts and their conferred resistance to downy mildew.
PubMed:Ultrasonic extraction and HPLC determination of anthraquinones, aloe-emodine, emodine, rheine, chrysophanol and physcione, in roots of Polygoni multiflori.
PubMed:Investigations of free anthraquinones from rhubarb against alpha-naphthylisothiocyanate-induced cholestatic liver injury in rats.
PubMed:[Studies on chemical constituents of roasted seeds of Cassia obtusifolia].
PubMed:Quantitative HPLC determination and extraction of anthraquinones in Senna alata leaves.
PubMed:Structure-activity relationships of anthraquinones on the suppression of DNA-binding activity of the aryl hydrocarbon receptor induced by 2,3,7,8-tetrachlorodibenzo-p-dioxin.
PubMed:Profiling the metabolic differences of anthraquinone derivatives using liquid chromatography/tandem mass spectrometry with data-dependent acquisition.
PubMed:[Studies on chemical constituents from rattan of Polygonum multiflorum].
PubMed:Multiple compounds determination and fingerprint analysis of Lidanpaishi tablet and keli by high-performance liquid chromatography.
PubMed:Natural products as promising drug candidates for the treatment of hepatitis B and C.
PubMed:Anti-diabetic properties of chrysophanol and its glucoside from rhubarb rhizome.
PubMed:Chemical constituents isolated from Polygala japonica leaves and their inhibitory effect on nitric oxide production in vitro.
PubMed:Antitumor and antimetastatic actions of anthrone-C-glucoside, cassialoin isolated from Cassia garrettiana heartwood in colon 26-bearing mice.
PubMed:Inhibitory activities of Cassia tora and its anthraquinone constituents on angiotensin-converting enzyme.
PubMed:Anthraquinone pharmacokinetics in Xiexin decoction and the different combinations of its constituent herbs.
PubMed:Genoketides A1 and A2, new octaketides and biosynthetic intermediates of chrysophanol produced by Streptomyces sp. AK 671.
PubMed:Anthraquinone-benzisochromanquinone dimers from the roots of Berchemia floribunda.
PubMed:Novel bioactive metabolites from a marine derived bacterium Nocardia sp. ALAA 2000.
PubMed:[Studies on chemical constituents and volatile oil of Xiaochengqi decoction].
PubMed:[The studies on the Ku Huang granula technology].
PubMed:Phenols from the roots of Rheum palmatum attenuate chemotaxis in rat hepatic stellate cells.
PubMed:Uredinorubellins and caeruleoramularin, photodynamically active anthraquinone derivatives produced by two species of the genus ramularia.
PubMed:Anti-proliferative effects of estrogen receptor-modulating compounds isolated from Rheum palmatum.
PubMed:[Novel exploration of cathartic pharmacology induced by rhubarb].
PubMed:Lipoxygenase inhibitory constituents from rhubarb.
PubMed:Simultaneous determination of eight major bioactive compounds in Dachengqi Tang (DT) by high-performance liquid chromatography.
PubMed:Development and validation of a UPLC method for quality control of rhubarb-based medicine: fast simultaneous determination of five anthraquinone derivatives.
PubMed:Preparation of 1,8-di-O-alkylaloe-emodins and 15-amino-, 15-thiocyano-, and 15-selenocyanochrysophanol derivatives from aloe-emodin and studying their cytotoxic effects.
PubMed:Determination of pharmacologically active compounds in root extracts of Cassia alata L. by use of high performance liquid chromatography.
PubMed:Simultaneous determination of anthraquinones in radix Polygoni multiflori by capillary gas chromatography coupled with flame ionization and mass spectrometric detection.
PubMed:Paeciloxanthone, a new cytotoxic xanthone from the marine mangrove fungus Paecilomyces sp. (Tree1-7).
PubMed:Purification of hydroxyanthraquinones and cinnamic acid from the roots of Rheum officinale Baill.
PubMed:[Study on correlation of soil nutrients and content of active constituents in root of Rumex gmelini].
PubMed:Optimization and validation of a chromatographic method for the simultaneous quantification of six bioactive compounds in Rhizoma et Radix Polygoni Cuspidati.
PubMed:Large-scale separation of hydroxyanthraquinones from Rheum palmatum L. by pH-zone-refining counter-current chromatography.
PubMed:Anthraquinones from the seeds of Cassia tora with inhibitory activity on protein glycation and aldose reductase.
PubMed:Anthraquinones as defensive compounds in eggs of Galerucini leaf beetles: biosynthesis by the beetles?
PubMed:Study of interactions of anthraquinones with DNA using ethidium bromide as a fluorescence probe.
PubMed:In situ synthesis of molecularly imprinted polymers on glass microspheres in a column.
PubMed:Identification of natural compounds with anti-hepatitis B virus activity from Rheum palmatum L. ethanol extract.
PubMed:Cellular absorption of anthraquinones emodin and chrysophanol in human intestinal Caco-2 cells.
PubMed:[Comparative study on in vitro drug-release between Tuizhang ophthalmic gel and Tuizhang oculentum].
PubMed:Monodictyquinone A: a new antimicrobial anthraquinone from a sea urchin-derived fungus Monodictys sp.
PubMed:Alvaradoins E-N, antitumor and cytotoxic anthracenone C-glycosides from the leaves of Alvaradoa haitiensis.
PubMed:Chemical constituents from the roots of Homonoia riparia.
PubMed:Preparative isolation and purification of hydroxyanthraquinones from Rheum tanguticum Maxim. on normal phase silica gel: using a Flash Master Personal system.
PubMed:Anthraquinones, Cdc25B phosphatase inhibitors, isolated from the roots of Polygonum multiflorum Thunb.
PubMed:Antiprotozoal activity of Senna racemosa.
PubMed:Application of 1-alkyl-3-methylimidazolium-based ionic liquids as background electrolyte in capillary zone electrophoresis for the simultaneous determination of five anthraquinones in Rhubarb.
PubMed:Synergistic interaction of physcion and chrysophanol on plant powdery mildew.
PubMed:Polyketide folding in higher plants: biosynthesis of the phenylanthraquinone knipholone.
PubMed:Simultaneous determination and pharmacokinetic studies of aloe emodin and chrysophanol in rats after oral administration of Da-Cheng-Qi decoction by high-performance liquid chromatography.
PubMed:[Comparative studies on purgative potency among three spieces of certified rhubarb].
PubMed:Simultaneous quantification of five anthraquinones in rat plasma by high-performance liquid chromatography with fluorescence detection.
PubMed:Simultaneous determination of anthraquinones in rhubarb by high-performance liquid chromatography and capillary electrophoresis.
PubMed:[Induction of hairy roots and anthraquinone production in Rheum palmatum].
PubMed:Simultaneous analysis of eight bioactive compounds in Danning tablet by HPLC-ESI-MS and HPLC-UV.
PubMed:Ferulic acid esters from Euphorbia hylonoma.
PubMed:Efficient isolation of anthraquinone-derivatives from Trichoderma harzianum ETS 323.
PubMed:[Isolation of the chemical constituents from Shuanghuanglian injection and their structural identification].
PubMed:[Study on the selection of crude drugs of rhubarb dispensing granule].
PubMed:[Studies on the chemical constituents of Rhodiola dumulosa (II)].
PubMed:Rapid separation and determination of structurally related anthraquinones in Rhubarb by pressurized capillary electrochromatography.
PubMed:PTP1B inhibitors from Saussrurea lappa.
PubMed:Simultaneous determination of eight active components in Chinese medicine 'YIQING' capsule using high-performance liquid chromatography.
PubMed:Defensive components in insect eggs: are anthraquinones produced during egg development?
PubMed:Different polyketide folding modes converge to an identical molecular architecture.
PubMed:Isolation and synthesis of analgesic and anti-inflammatory compounds from Ochna squarrosa L.
PubMed:Determination of five anthraquinones in medicinal plants by capillary zone electrophoresis with beta-cyclodextrin addition.
PubMed:[Simultaneous determination of three kinds of components in sanhuang tablets by high-performance liquid chromatography].
PubMed:[Studies on chemical constituents of hairy root of Cassia obtusifolia].
PubMed:[Simultaneous determination of resveratrol, emodin, chrysophanol, physcion, in root of Polygonam cuspidatum and its extract by HPLC].
PubMed:Preparative isolation and purification of chemical constituents from the root of Polygonum multiflorum by high-speed counter-current chromatography.
PubMed:Studies on chemical constituents of Rheum glabricaule.
PubMed:[Screening of antineoplastic components in Radix et Rhizoma Rhei using chromatographic fingerprints].
PubMed:Separation and determination of anthraquinones in Cassia obtusifolia (Leguminosae) by micellar electrokinetic capillary electrophoresis.
PubMed:Determination and locational variations in the quantity of hydroxyanthraquinones and their glycosides in rhizomes of Rheum emodi using high-performance liquid chromatography.
PubMed:Antidiabetic stilbene and anthraquinone derivatives from Rheum undulatum.
PubMed:[A new isoflavone from Huoxue Yiqi Tang].
PubMed:[Studies on the chemical constituents in herb of Mentha haplocalyx].
PubMed:[Influence of processing rhubarb on it's anthraquinone contents].
PubMed:Antimalarial compounds from Kniphofia foliosa roots.
PubMed:[Study on the optimal harvesting time of Rumex gmelini by analyzing the contents of principal components].
PubMed:Separation and determination of four active anthraquinones in Chinese herbal preparations by flow injection-capillary electrophoresis.
PubMed:High-performance thin layer chromatography method for quantitative determination of four major anthraquinone derivatives in Rheum emodi.
PubMed:Simultaneous determination of anthraquinones, their 8-beta-D-glucosides, and sennosides of Rhei Rhizoma by capillary electrophoresis.
PubMed:Simultaneous determination of anthraquinones in Rhubarb by pressurized liquid extraction and capillary zone electrophoresis.
PubMed:[Study on qualitative and quantitative methods for yinhuang liangxiao granule].
PubMed:[Simultaneous determination of 4 anthraquinones in Kuhuang injection by RP-HPLC].
PubMed:Three new isoprenylated flavonoids from the roots of Sophora flavescens.
PubMed:PTP1B inhibitors from Ardisia japonica.
PubMed:[Phenolic compounds isolated from rhizoma of Aster tataricus].
PubMed:Analysis of the anthraquinones aloe-emodin and aloin by gas chromatography/mass spectrometry.
PubMed:Preparative isolation and purification of hydroxyanthraquinones and cinnamic acid from the chinese medicinal herb Rheum officinale Baill. by high-speed counter-current chromatography.
PubMed:[Study on releasing rate of chrysophanol from Ruyi Jinhuang plaster].
PubMed:[Study on the interactions between four components in Ligusticum chuanxiong rhizome and acceptors on cardiac muscle membrane].
PubMed:Antigenotoxic properties of Cassia tea (Cassia tora L.): mechanism of action and the influence of roasting process.
PubMed:Chrysophanol glycosides from callus cultures of monocotyledonous Kniphofia spp. (Asphodelaceae).
PubMed:Yeast and mammalian alpha-glucosidase inhibitory constituents from Himalayan rhubarb Rheum emodi Wall.ex Meisson.
PubMed:Anthrone C-glucosides from Rheum emodi.
PubMed:Anthrone and oxanthrone C-glycosides from Picramnia latifolia collected in Peru.
PubMed:Evaluation of Rhubarb using antioxidative activity as an index of pharmacological usefulness.
PubMed:Microbial glycosylation of four free anthraquinones by Absidia coerulea.
PubMed:Bhimamycin A to approximately E and bhimanone: isolation, structure elucidation and biological activity of novel quinone antibiotics from a terrestrial Streptomycete.
PubMed:Simultaneous determination of hydroxyanthraquinones in rhubarb and experimental animal bodies by high-performance liquid chromatography.
PubMed:Sulfemodin 8-O-beta-D-glucoside, a new sulfated anthraquinone glycoside, and antioxidant phenolic compounds from Rheum emodi.
PubMed:Cynodontin: a fungal metabolite with antifungal properties.
PubMed:[Studies on the chemical constituents of the stems of Alyxia sinensis (I)].
PubMed:[Studies on the chemical constituents in root of Rheum rhizastachyum].
PubMed:[Study on the quantitative change of anthraquinonoids of Rhei in the preparation of dachengqi].
PubMed:[Study on the constituents from Neonauclea sessilifolia].
PubMed:Capillary electrophoresis for simultaneous determination of emodin, chrysophanol, and their 8-beta-D-glucosides.
PubMed:[Studies on the anthraquinones of Cassia siamea].
PubMed:[Studies on the chemical constituents of Evodia rutaecarpa (Juss.) Benth. var. officinalis (Dode) Huang].
PubMed:[Determination of six effective components in Rheum by cyclodextrin modified micellar electrokinetic chromatography].
PubMed:[Chemical constituents from Eremurus chinensis Fedtsch].
PubMed:Emodin induces apoptosis in human promyeloleukemic HL-60 cells accompanied by activation of caspase 3 cascade but independent of reactive oxygen species production.
PubMed:Cytotoxicity of natural hydroxyanthraquinones: role of oxidative stress.
PubMed:Racemochrysone, a dihydroanthracenone from Senna racemosa.
PubMed:Antimycobacterial anthraquinone-chromanone compound and diketopiperazine alkaloid from the fungus Chaetomium globosum KMITL-N0802.
PubMed:[Anthraquinones in Eremurus chinensis Fedtsch].
PubMed:Four new compounds from the seeds of Cassia fistula.
PubMed:Capillary electrophoresis of anthraquinones from Cassia siamea.
PubMed:Cytotoxic and DNA damage-inducing activities of low molecular weight phenols from rhubarb.
PubMed:Secondary metabolites from Basotho medicinal plants. I. Bulbine narcissifolia.
PubMed:[Chemical constituents of Rheum wittrochii Lundstr(I)].
PubMed:Phytoestrogens from the roots of Polygonum cuspidatum (Polygonaceae): structure-requirement of hydroxyanthraquinones for estrogenic activity.
PubMed:Antiplasmodial and antioxidant isofuranonaphthoquinones from the roots of Bulbine capitata.
PubMed:In vitro antiviral activity of the anthraquinone chrysophanic acid against poliovirus.
PubMed:No induction of chromosomal aberrations in Chinese hamster ovary cells by chrysophanol.
PubMed:Cytotoxic principles from Ventilago leiocarpa.
PubMed:Inhibitory effects of Cassia tora L. on benzo[a]pyrene-mediated DNA damage toward HepG2 cells.
PubMed:Determination of pKa values of anthraquinone compounds by capillary electrophoresis.
PubMed:Inhibitory effect of Rumex Japonicus Houtt on the porphyrin photooxidative reaction.
PubMed:Anti-platelet stilbenes from aerial parts of Rheum palaestinum.
PubMed:Optimized separation of pharmacologically active anthraquinones in Rhubarb by capillary electrochromatography.
PubMed:Antifungal activity of anthraquinone derivatives from Rheum emodi.
PubMed:Cytochrome P4501A1-inhibitory action of antimutagenic anthraquinones in medicinal plants and the structure-activity relationship.
PubMed:Electrophoretic behavior study and determination of some active components in Chinese medicinal preparations by capillary electrophoresis.
PubMed:Metabolism of rhaponticin and chrysophanol 8-o-beta-D-glucopyranoside from the rhizome of rheum undulatum by human intestinal bacteria and their anti-allergic actions.
PubMed:[Oxyanthraquinones and flavonoids from garland chrysanthenum].
PubMed:Constituents of Eremurus chinensis.
PubMed:Effects of stilbene constituents from rhubarb on nitric oxide production in lipopolysaccharide-activated macrophages.
PubMed:[Optimization of quenching system for determination of emodin and chrysophanol by chemiluminescence method].
PubMed:Anthraquinone cytotoxicity and apoptosis in primary cultures of rat hepatocytes.
PubMed:Preparative isolation and purification of hydroxyanthraquinones from Rheum officinale Baill by high-speed counter-current chromatography using pH-modulated stepwise elution.
PubMed:Save the rain forest--it saved our skin.
PubMed:Occurrence of emodin, chrysophanol and physcion in vegetables, herbs and liquors. Genotoxicity and anti-genotoxicity of the anthraquinones and of the whole plants.
PubMed:Synergistic effects of anthraquinones on the purgative activity of rhein anthrone in mice.
PubMed:Alvaradoins A-D. Anthracenone C arabinosides from alvaradoa jamaicensis
PubMed:Factors affecting the genotoxic potency ranking of natural anthraquinones in mammalian cell culture systems.
PubMed:Biotransformation of the anthraquinones emodin and chrysophanol by cytochrome P450 enzymes. Bioactivation to genotoxic metabolites.
PubMed:Predomination of Dimers over Naturally Occurring Anthraquinones in Soil
PubMed:[Separation and identification of the compounds from Achyranthes bidentata Bl].
PubMed:[Investigation on electrochemical behavior of emodin and its application].
PubMed:[Determination of chrysophanol in semen Cassiae by HPLC].
PubMed:Anthraquinones in Rheum palmatum and Rumex dentatus (Polygonaceae), and phorbol esters in Jatropha curcas (Euphorbiaceae) with molluscicidal activity against the schistosome vector snails Oncomelania, Biomphalaria and Bulinus.
PubMed:In vitro antimutagenic effects of anthraquinone aglycones and naphthopyrone glycosides from Cassia tora.
PubMed:[Isolation and identification of two anthraquinones from Rumex gmelini Turcz].
PubMed:[Influence of temperature on the chemical constituents and pharmacological effects of semen Cassiae].
PubMed:[Quality control of semen Cassiae].
PubMed:Inhibitors of cAMP-dependent protein kinase impair long-term memory formation in day-old chicks.
PubMed:Electrochemical behaviour of some naturally occurring hydroxy derivatives of 9,10-anthraquinone in chloroform at mercury and glassy carbon electrodes: application of AC polarography to the analysis of rhubarb roots.
PubMed:Induction of apoptosis by T-2 toxin and other natural toxins in HL-60 human promyelotic leukemia cells.
PubMed:Phytochemical investigation of Rumex luminiastrum.
PubMed:Post-aromatic deoxygenation in polyketide biosynthesis: reduction of aromatic rings in the biosyntheses of fungal melanin and anthraquinone.
PubMed:Radical-mediated modification of deoxyguanine and deoxyribose by luteoskyrin and related anthraquinones.
PubMed:Topoisomerase II-mediated DNA cleavage activity and irreversibility of cleavable complex formation induced by DNA intercalator with alkylating capability.
PubMed:Anthraquinones in different developmental stages ofGaleruca tanaceti (Coleoptera, Chrysomelidae).
PubMed:In vitro virucidal activity of selected anthraquinones and anthraquinone derivatives.
PubMed:Metabolites from in vitro cultures of Cassia didymobotrya.
PubMed:An anthraquinone and three naphthopyrone derivatives from Cassia pudibunda.
PubMed:Hydroxyanthraquinones as tumor promoters: enhancement of malignant transformation of C3H mouse fibroblasts and growth stimulation of primary rat hepatocytes.
PubMed:In vivo and in vitro effects of extracts from Cassia aubrevillei in onchocerciasis.
PubMed:Effect of derivatives of chrysophanol, a new type of potential antitumor agents of anthraquinone family, on growth and cell cycle of L1210 leukemic cells.
PubMed:Intercalating agents with covalent bond forming capability. A novel type of potential anticancer agents. 2. Derivatives of chrysophanol and emodin.
PubMed:Structure-activity relationships for epidermal ornithine decarboxylase induction and skin tumor promotion by anthrones.
PubMed:Novel type of potential anticancer agents derived from chrysophanol and emodin. Some structure-activity relationship studies.
PubMed:[Isolation and identification of metabolites of physcion in rats and mice In vivo and In vitro].
PubMed:Aloe-Emodin Acetate, an Anthraquinone Derivative from Leaves of Kniphofia foliosa.
PubMed:Isolation and Characterization of the Major Anthraquinone Pigments from Rumex abysinica.
PubMed:Mutagenicity of anthraquinones in the Salmonella preincubation test.
PubMed:A new anthraquinone from Cassia sophera heartwood.
PubMed:Anthraquinone pigments from Cassia javanica seeds.
PubMed:The production of acetate derived hydroxyanthraquinones, -dianthrones, -naphthalenes and -benzenes in tissue cultures from Rumex alpinus.
PubMed:Mutagenicity of islandicin and chrysophanol in the Salmonella/microsome system.
PubMed:Mutagenicity and antibacterial activity of mycotoxins produced by Penicillium islandicum Sopp and Penicillium rugulosum.
PubMed:Production of luteoskyrin and isolation of a new metabolite, pibasterol, from Penicillium islandicum Sopp.
PubMed:Letter: Biogenetic-type syntheses of emodin and chrysophanol.
PubMed:Isolation of chrysophanic acid-9-anthrone, the major antifungal principle of Cassia tora.
PubMed:The production of antraquinones in callus cultures of Cassia tora.
PubMed:Constituents of Ruscus aculeatus.
PubMed:[Plant tissue cultures and the possibilities of their use in pharmaceutical practice. IV. Isolation and characterization of secondary metabolic products from Rumex confertus Willd. tissue cultures. Chrysophanic acid].
PubMed:[Anthraquinones and anthraquinonglycosides. 20. Partial synthetic study on chrysophanol- and chrysazin-anthraquinones and -glycosides].
PubMed:[Anthraquinones and anthraquinone glycosides. 20. Partial synthetic experiments with chrysophanol-and chrysacin-anthraquinones and glycosides].
PubMed:Anthraquinone pigments from Phoma foveata Foister.
PubMed:[Anthraquinone and anthraquinonglycosides; nuclear synthesis of frangulaemodin and of a chrysophanic acid isomer, (1,6-dioxy-3-methylanthraquinone)].
PubMed:Studies in the biochemistry of micro-organisms. 81. The colouring matters of Penicillium islandicum Sopp. Part 2. Chrysophanic acid, 4:5-dihydroxy-2-methylanthraquinone.
PubMed:[Not Available].
PubMed:Psoriasis Treated with Phosphorus "Perles" and Chrysophanic Acid.
PubMed:Chrysophanic Acid as a Remedy in Skin-Disease.
 
Notes:
Constit. of Rumex, Rheum spp. Isol. from Rheum, Rumex spp.
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