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pinocemberin
4H-1-benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-phenyl-, (2S)-

Supplier Sponsors

Name:(2S)-5,7-dihydroxy-2-phenyl-2,3-dihydrochromen-4-one
CAS Number: 480-39-7Picture of molecule3D/inchi
FDA UNII: 8T7C8CH791
Nikkaji Web:J45.987I
MDL:MFCD06858345
XlogP3-AA:2.70 (est)
Molecular Weight:256.25744000
Formula:C15 H12 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
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 511.00 to 512.00 °C. @ 760.00 mm Hg (est)
Flash Point: 391.00 °F. TCC ( 199.30 °C. ) (est)
logP (o/w): 3.225 (est)
Soluble in:
 water, 189.5 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.
Pinocembrin 98%
BOC Sciences
For experimental / research use only.
Pinocembrin >98%
Coompo
For experimental / research use only.
Pinocemberin from Plants ≥96%
Sigma-Aldrich
For experimental / research use only.
Pinocemberin analytical standard, 95% (TLC), solid
 
Safety Information:
 
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 pinocemberin usage levels up to:
 not for fragrance use.
 
Recommendation for pinocemberin flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :238782
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
(2S)-5,7-dihydroxy-2-phenyl-2,3-dihydrochromen-4-one
Chemidplus:0000480397
 
References:
 (2S)-5,7-dihydroxy-2-phenyl-2,3-dihydrochromen-4-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):238782
Pubchem (sid):135026030
 
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
CHEMBL:View
KEGG (GenomeNet):C09827
HMDB (The Human Metabolome Database):HMDB30808
FooDB:FDB002759
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
 oregano root
Search Trop Picture
 oregano shoot
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 pinus spp.
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 prunus spp
Search Trop Picture
 tarragon shoot
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Synonyms:
4H-1-benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-phenyl-, (2S)-
4H-1-benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-phenyl-, (S)-(-)-
(S)-2,3-dihydro-5,7-dihydroxy-2-phenyl-4H-1-benzopyran-4-one
 dihydrochrysin
(2S)-5,7-dihydroxy-2-phenyl-2,3-dihydrochromen-4-one
5,7-dihydroxyflavanone
(S)-galangin flavanone
 pinocembrin
 

Articles:

PubMed:Pharmacokinetics, safety, and tolerability of single and multiple-doses of pinocembrin injection administered intravenously in healthy subjects.
PubMed:The Natural Flavonoid Pinocembrin: Molecular Targets and Potential Therapeutic Applications.
PubMed:Pinocembrin inhibits matrix metalloproteinase expression in chondrocytes.
PubMed:A new butenolide cinnamate and other biological active chemical constituents from Polygonum glabrum.
PubMed:Evaluation of hypoglycemic effects of polyphenols and extracts from Penthorum chinense.
PubMed:Pinocembrin attenuates hippocampal inflammation, oxidative perturbations and apoptosis in a rat model of global cerebral ischemia reperfusion.
PubMed:Curcuma ecalcarata - new natural source of pinocembrin and piperitenone.
PubMed:Anti-HIV-1 activity of flavonoid myricetin on HIV-1 infection in a dual-chamber in vitro model.
PubMed:Pinocembrin Attenuates 6-OHDA-induced Neuronal Cell Death Through Nrf2/ARE Pathway in SH-SY5Y Cells.
PubMed:Ultrahigh-performance Liquid Chromatography and Mass Spectrometry (UHPLC-LTQ/Orbitrap/MS/MS) Study of Phenolic Profile of Serbian Poplar Type Propolis.
PubMed:Pine (Pinus morrisonicola Hayata) needle extracts sensitize GBM8901 human glioblastoma cells to temozolomide by downregulating autophagy and O(6)-methylguanine-DNA methyltransferase expression.
PubMed:Pinocembrin protects the brain against ischemia-reperfusion injury and reverses the autophagy dysfunction in the penumbra area.
PubMed:Validation of RetroPath, a computer-aided design tool for metabolic pathway engineering.
PubMed:Poly D,L-lactide-co-glycolide (PLGA) nanoparticle-encapsulated honeybee (Apis melifera) venom promotes clearance of Salmonella enterica serovar Typhimurium infection in experimentally challenged pigs through the up-regulation of T helper type 1 specific immune responses.
PubMed:Pinocembrin alleviates memory impairment in transient global cerebral ischemic rats.
PubMed:Absorption and desorption behaviour of the flavonoids from Glycyrrhiza glabra L. leaf on macroporous adsorption resins.
PubMed:Systems metabolic engineering of microorganisms to achieve large-scale production of flavonoid scaffolds.
PubMed:Pinocembrin protects human brain microvascular endothelial cells against fibrillar amyloid-β(1-40) injury by suppressing the MAPK/NF-κB inflammatory pathways.
PubMed:Determination of antioxidant capacities, α-dicarbonyls, and phenolic phytochemicals in Florida varietal honeys using HPLC-DAD-ESI-MS(n.).
PubMed:Biosynthesis of Pinocembrin from Glucose Using Engineered Escherichia coli.
PubMed:Polyphenols with anti-proliferative activities from Penthorum chinense Pursh.
PubMed:Bioactive profiles, antioxidant activities, nitrite scavenging capacities and protective effects on H2O2-injured PC12 cells of Glycyrrhiza glabra L. leaf and root extracts.
PubMed:[Flavonoids from the seeds of Alpinia galanga Willd].
PubMed:Development of high-performance liquid chromatographic for quality and authenticity control of Chinese propolis.
PubMed:Determination of pinocembrin in human plasma by solid-phase extraction and LC/MS/MS: application to pharmacokinetic studies.
PubMed:Computer-aided design for metabolic engineering.
PubMed:Anti-staphylococcal activity of C-methyl flavanones from propolis of Australian stingless bees (Tetragonula carbonaria) and fruit resins of Corymbia torelliana (Myrtaceae).
PubMed:Nutritional and functional properties of aqueous and hydroalcoholic extracts from Argentinean propolis.
PubMed:In vivo evolution of metabolic pathways by homeologous recombination in mitotic cells.
PubMed:Induction of apoptosis and cell cycle arrest in human colon carcinoma cells by Corema album leaves.
PubMed:Pinocembrin improves cognition and protects the neurovascular unit in Alzheimer related deficits.
PubMed:A new flavanone from the aerial parts of Penthorum chinense.
PubMed:Pinocembrin protects SH-SY5Y cells against MPP+-induced neurotoxicity through the mitochondrial apoptotic pathway.
PubMed:Chemical and botanical characterization of Chilean propolis and biological activity on cariogenic bacteria Streptococcus mutans and Streptococcus sobrinus.
PubMed:Flavonoids from the leaves of Carya cathayensis Sarg. inhibit vascular endothelial growth factor-induced angiogenesis.
PubMed:Suitability of antioxidant capacity, flavonoids and phenolic acids for floral authentication of honey. Impact of industrial thermal treatment.
PubMed:Pinocembrin: a novel natural compound with versatile pharmacological and biological activities.
PubMed:Quantification of three chiral flavonoids with reported bioactivity in selected licensed Canadian natural health products and US marketed dietary supplements.
PubMed:Analysis of the flavonoid component of bioactive New Zealand mānuka (Leptospermum scoparium) honey and the isolation, characterisation and synthesis of an unusual pyrrole.
PubMed:Phytotoxicity of secondary metabolites isolated from Flourensia oolepis S.F.Blake.
PubMed:Inhibitory constituents of the heartwood of Dalbergia odorifera on nitric oxide production in RAW 264.7 macrophages.
PubMed:Rho kinase inhibition activity of pinocembrin in rat aortic rings contracted by angiotensin II.
PubMed:Pinocembrin protects rats against cerebral ischemic damage through soluble epoxide hydrolase and epoxyeicosatrienoic acids.
PubMed:Protection of mice against lipopolysaccharide-induced endotoxic shock by pinocembrin is correlated with regulation of cytokine secretion.
PubMed:Chemical and functional characterisation of propolis collected from East Andalusia (southern Spain).
PubMed:Pinocembrin protects brain against ischemia/reperfusion injury by attenuating endoplasmic reticulum stress induced apoptosis.
PubMed:Chemical constituents of Thai propolis.
PubMed:Honey constituents up-regulate detoxification and immunity genes in the western honey bee Apis mellifera.
PubMed:Pinocembrin inhibits angiotensin II-induced vasoconstriction via suppression of the increase of [Ca2+]i and ERK1/2 activation through blocking AT(1)R in the rat aorta.
PubMed:Chemical composition of two different extracts of berries harvested in Serbia.
PubMed:Subinhibitory concentrations of pinocembrin exert anti-Staphylococcus aureus activity by reducing α-toxin expression.
PubMed:Accumulation of phenolic compounds in in vitro cultures and wild plants of Lavandula viridis L'Hér and their antioxidant and anti-cholinesterase potential.
PubMed:Chemical composition, cytotoxic and antioxidative activities of ethanolic extracts of propolis on HCT-116 cell line.
PubMed:Identification of novel dietary phytochemicals inhibiting the efflux transporter breast cancer resistance protein (BCRP/ABCG2).
PubMed:Evaluation of biological activities of Alpinia mutica Roxb. and its chemical constituents.
PubMed:Binding of diverse environmental chemicals with human cytochromes P450 2A13, 2A6, and 1B1 and enzyme inhibition.
PubMed:Molecular mechanisms underlying the in vitro anti-inflammatory effects of a flavonoid-rich ethanol extract from chinese propolis (poplar type).
PubMed:Propolis inhibits TGF-β1-induced epithelial-mesenchymal transition in human alveolar epithelial cells via PPARγ activation.
PubMed:Comment on isolation and identification of compounds from Penthorum chinense Pursh with antioxidant and antihepatocarcinoma properties: pinocembrin and its rapidly emerging neuroprotective effects.
PubMed:Phenols and flavonoids from the aerial part of Euphorbia hirta.
PubMed:Chromatographic and mass spectrometric characterization of essential oils and extracts from Lippia (Verbenaceae) aromatic plants.
PubMed:The determination of phenolic profiles of Serbian unifloral honeys using ultra-high-performance liquid chromatography/high resolution accurate mass spectrometry.
PubMed:Two new natural products from the fruits of Alpinia oxyphylla with inhibitory effects on nitric oxide production in lipopolysaccharide-activated RAW264.7 macrophage cells.
PubMed:Metabolic engineering of Escherichia coli for (2S)-pinocembrin production from glucose by a modular metabolic strategy.
PubMed:Inhibitory effect of the combination therapy of simvastatin and pinocembrin on atherosclerosis in ApoE-deficient mice.
PubMed:Chiral analytical method development and application to pre-clinical pharmacokinetics of pinocembrin.
PubMed:Pinocembrin, a major flavonoid in propolis, improves the biological functions of EPCs derived from rat bone marrow through the PI3K-eNOS-NO signaling pathway.
PubMed:Identification and quantification of phytochemical composition and anti-inflammatory and radical scavenging properties of methanolic extracts of Chinese propolis.
PubMed:Isolation and identification of compounds from Penthorum chinense Pursh with antioxidant and antihepatocarcinoma properties.
PubMed:HPLC determination of the major active flavonoids and GC-MS analysis of volatile components of Dysphania graveolens (Amaranthaceae).
PubMed:Synthesis and characterization of 5,7-dihydroxyflavanone derivatives as novel protein tyrosine phosphatase 1B inhibitors.
PubMed:Pinocembrin protects against β-amyloid-induced toxicity in neurons through inhibiting receptor for advanced glycation end products (RAGE)-independent signaling pathways and regulating mitochondrion-mediated apoptosis.
PubMed:Localization of oleuropeyl glucose esters and a flavanone to secretory cavities of Myrtaceae.
PubMed:Effects of pinocembrin on the initiation and promotion stages of rat hepatocarcinogenesis.
PubMed:Interference of selected flavonoid aglycons in platelet aggregation assays.
PubMed:Synthesis and biological evaluation of 2,4,6-trihydroxychalcone derivatives as novel protein tyrosine phosphatase 1B inhibitors.
PubMed:In vitro and in vivo protection provided by pinocembrin against lipopolysaccharide-induced inflammatory responses.
PubMed:A prenylated flavanone from Dalea elegans inhibits rhodamine 6 G efflux and reverses fluconazole-resistance in Candida albicans.
PubMed:Phytochemical and antimicrobial investigations of stilbenoids and flavonoids isolated from three species of Combretaceae.
PubMed:Compounds of Alpinia katsumadai as potential efflux inhibitors in Mycobacterium smegmatis.
PubMed:In vitro activity of the F-6 fraction of oregano against Giardia intestinalis.
PubMed:Anti-inflammatory flavonoids from Cryptocarya chingii.
PubMed:Uptake characteristics of pinocembrin and its effect on p-glycoprotein at the blood-brain barrier in in vitro cell experiments.
PubMed:Synthesis and antidiabetic activity of 5,7-dihydroxyflavonoids and analogs.
PubMed:Induction of oxidative DNA damage by flavonoids of propolis: its mechanism and implication about antioxidant capacity.
PubMed:[Composition, antifungal and radical scavenging activities of 4 propolis].
PubMed:New flavanones from the leaves of Cryptocarya chinensis and their antituberculosis activity.
PubMed:Alkylated flavanones from the bark of Cryptocarya chartacea as dengue virus NS5 polymerase inhibitors.
PubMed:Chemical compositions and antioxidant activities of water extracts of Chinese propolis.
PubMed:Secondary metabolites isolated from Piper chimonantifolium and their antifungal activity.
PubMed:Bioassay-guided isolation of constituents of Piper sarmentosum using a mitochondrial transmembrane potential assay.
PubMed:Structure elucidation of two new unusual monoterpene glycosides from Euphorbia decipiens, by 1D and 2D NMR experiments.
PubMed:[Effect of pinocembrin on brain mitochondrial respiratory function].
PubMed:¹H-NMR simultaneous identification of health-relevant compounds in propolis extracts.
PubMed:Evaluation of different solvent systems for the isolation of Sparattosperma leucanthum flavonoids by counter-current chromatography.
PubMed:Alpinia katsumadai H(AYATA) seed extract inhibit LPS-induced inflammation by induction of heme oxygenase-1 in RAW264.7 cells.
PubMed:Hybrid flavan-chalcones, aromatase and lipoxygenase inhibitors, from Desmos cochinchinensis.
PubMed:Cardamonin suppresses nitric oxide production via blocking the IFN-γ/STAT pathway in endotoxin-challenged peritoneal macrophages of ICR mice.
PubMed:Tyrosinase activity of Greyia flanaganii (Bolus) constituents.
PubMed:Chemical composition of the ethanolic propolis extracts and its effect on HeLa cells.
PubMed:Pinocembrin attenuates blood-brain barrier injury induced by global cerebral ischemia-reperfusion in rats.
PubMed:Flavonoid Glycosides from the Seeds of Litchi chinensis.
PubMed:The characteristics of therapeutic effect of pinocembrin in transient global brain ischemia/reperfusion rats.
PubMed:[Qualitative and quantitative methods for Alpiniae Katsumadai semen].
PubMed:Effect of pinocembrin isolated from Boesenbergia pandurata on xenobiotic-metabolizing enzymes in rat liver.
PubMed:Potent modification of inducible CYP1A1 expression by flavonoids.
PubMed:Antimicrobial activity of flavonoids from Piper lanceaefolium and other Colombian medicinal plants against antibiotic susceptible and resistant strains of Neisseria gonorrhoeae.
PubMed:[Chemical constituents from seeds of Alpinia katsumadai, inhibition on NF-kappaB activation and anti-tumor effect].
PubMed:Volatile composition screening of Salix spp. nectar honey: benzenecarboxylic acids, norisoprenoids, terpenes, and others.
PubMed:Response of Epilachna paenulata to two flavonoids, pinocembrin and quercetin, in a comparative study.
PubMed:Pinocembrin protects the neurovascular unit by reducing inflammation and extracellular proteolysis in MCAO rats.
PubMed:Terpenes and flavonoids from an Egyptian collection of Cleome droserifolia.
PubMed:Chemical constituents of red Mexican propolis.
PubMed:Phenolic compounds from Cryptocarya konishii: their cytotoxic and tyrosine kinase inhibitory properties.
PubMed:Anticancer effects of Alpinia pricei Hayata roots.
PubMed:Biogenic synthesis of Au and Ag nanoparticles by Indian propolis and its constituents.
PubMed:Lippia origanoides chemotype differentiation based on essential oil GC-MS and principal component analysis.
PubMed:Argentinean propolis from Zuccagnia punctata Cav. (Caesalpinieae) exudates: phytochemical characterization and antifungal activity.
PubMed:Phenolic characterization of Northeast Portuguese propolis: usual and unusual compounds.
PubMed:Two new sesquiterpene glucosides from Dennstaedtia scabra (Wall.) Moore.
PubMed:Bioactivity of flavonoids isolated from Lychnophora markgravii against Leishmania amazonensis amastigotes.
PubMed:Modeling of the aryl hydrocarbon receptor (AhR) ligand binding domain and its utility in virtual ligand screening to predict new AhR ligands.
PubMed:Anti-inflammatory effects of the roots of Alpinia pricei Hayata and its phenolic compounds.
PubMed:Antiproliferative effects of honey and of its polyphenols: a review.
PubMed:Simultaneous quantification of eight major bioactive phenolic compounds in Chinese propolis by high-performance liquid chromatography.
PubMed:Pinostrobin from Boesenbergia pandurata is an inhibitor of Ca2+-signal-mediated cell-cycle regulation in the yeast Saccharomyces cerevisiae.
PubMed:Antiviral activity and mode of action of propolis extracts and selected compounds.
PubMed:Engineering of plant-specific phenylpropanoids biosynthesis in Streptomyces venezuelae.
PubMed:Development and validation of a high-performance liquid chromatographic method for determination of pinocembrin in rat plasma: application to pharmacokinetic study.
PubMed:Antifeedant activity of ethanolic extract from Flourensia oolepis and isolation of pinocembrin as its active principle compound.
PubMed:Main flavonoids, DPPH activity, and metal content allow determination of the geographical origin of propolis from the Province of San Juan (Argentina).
PubMed:Antioxidant effects of flavonoid from Croatian Cystus incanus L. rich bee pollen.
PubMed:Correlation between antiangiogenic activity and antioxidant activity of various components from propolis.
PubMed:Synthesis and enantiomeric resolution of (+/-)-pinocembrin.
PubMed:[Studies on chemical constituents of alpinia katsumadai].
PubMed:Negative ion 'chip-based' nanospray tandem mass spectrometry for the analysis of flavonoids in glandular trichomes of Lychnophora ericoides Mart. (Asteraceae).
PubMed:Anti-aromatase activity of the constituents from damiana (Turnera diffusa).
PubMed:Antioxidant and antimicrobial effects of phenolic compounds extracts of Northeast Portugal honey.
PubMed:[Chemical constituents of Oxytropis falcate].
PubMed:Protective effects of Chinese propolis and its component, chrysin, against neuronal cell death via inhibition of mitochondrial apoptosis pathway in SH-SY5Y cells.
PubMed:Pinocembrin prevents glutamate-induced apoptosis in SH-SY5Y neuronal cells via decrease of bax/bcl-2 ratio.
PubMed:Pinocembrin protects rat brain against oxidation and apoptosis induced by ischemia-reperfusion both in vivo and in vitro.
PubMed:Acute neurovascular unit protective action of pinocembrin against permanent cerebral ischemia in rats.
PubMed:Antimicrobial acylphloroglucinols and dibenzyloxy flavonoids from flowers of Helichrysum gymnocomum.
PubMed:Cytotoxic chalcones and antioxidants from the fruits of a Syzygium samarangense (Wax Jambu).
PubMed:NF-kappaB-activated tissue transglutaminase is involved in ethanol-induced hepatic injury and the possible role of propolis in preventing fibrogenesis.
PubMed:[Effects of flavonoids with different structures on proliferation of leukemia cell line HL-60].
PubMed:Evaluation of propolis polyphenols absorption in humans by liquid chromatography/tandem mass spectrometry.
PubMed:Sonoran propolis: chemical composition and antiproliferative activity on cancer cell lines.
PubMed:Analysis of the polyphenolic fraction of propolis from different sources by liquid chromatography-tandem mass spectrometry.
PubMed:Inhibitory effect of compounds from Zingiberaceae species on human platelet aggregation.
PubMed:Evaluation of antioxidative activity of Croatian propolis samples using DPPH* and ABTS*+ stable free radical assays.
PubMed:Identification and quantification of flavonoids of Mexican oregano (Lippia graveolens) by LC-DAD-ESI/MS analysis.
PubMed:Engineering central metabolic pathways for high-level flavonoid production in Escherichia coli.
PubMed:Antioxidant compounds of propolis determined by capillary electrophoresis-mass spectrometry.
PubMed:Synthesis and evaluation of 2',4',6'-trihydroxychalcones as a new class of tyrosinase inhibitors.
PubMed:Pinocembrin triggers Bax-dependent mitochondrial apoptosis in colon cancer cells.
PubMed:Isolation and identification of a novel flavonoid from Penthorum chinense P.
PubMed:Endothelium-dependent and -independent relaxation induced by pinocembrin in rat aortic rings.
PubMed:Dietary flavonoids attenuate tumor necrosis factor alpha-induced adhesion molecule expression in human aortic endothelial cells. Structure-function relationships and activity after first pass metabolism.
PubMed:Analysis of antioxidant activities contained in the Boesenbergia pandurata Schult. Rhizome.
PubMed:Exotic flora dependence of an unusual Brazilian propolis: the pinocembrin biomarker by capillary techniques.
PubMed:Cytoprotective effects of 5 benzophenones and a xanthone from Hypericum annulatum in models of epirubicin-induced cytotoxicity: SAR-analysis and mechanistic investigations.
PubMed:Propolis from the northwest of Argentina as a source of antifungal principles.
PubMed:Protections of pinocembrin on brain mitochondria contribute to cognitive improvement in chronic cerebral hypoperfused rats.
PubMed:Analysis of flavonoids from propolis by on-line HPLC-electrospray mass spectrometry.
PubMed:Antiherpetic activities of flavonoids against herpes simplex virus type 1 (HSV-1) and type 2 (HSV-2) in vitro.
PubMed:Investigation of two distinct flavone synthases for plant-specific flavone biosynthesis in Saccharomyces cerevisiae.
PubMed:Biosynthesis of natural flavanones in Saccharomyces cerevisiae.
PubMed:Combinatorial biosynthesis of flavones and flavonols in Escherichia coli.
PubMed:Dihydrostilbene derivatives from Glycyrrhiza glabra leaves.
PubMed:High-performance liquid chromatographic separation and chiroptical properties of the enantiomers of naringenin and other flavanones.
PubMed:Regiospecific methylation of naringenin to ponciretin by soybean O-methyltransferase expressed in Escherichia coli.
PubMed:Metabolic engineering of the phenylpropanoid pathway in Saccharomyces cerevisiae.
PubMed:Chemical compositions and antimicrobial activities of four different Anatolian propolis samples.
PubMed:Efficient production of (2S)-flavanones by Escherichia coli containing an artificial biosynthetic gene cluster.
PubMed:[Phytochemical and pharmacological research progress in Leontopodium medicinal plants].
PubMed:DPPH free radical scavenger components from the fruits of Alpinia rafflesiana Wall. ex. Bak. (Zingiberaceae).
PubMed:Constituents of Quinchamalium majus with potential antitubercular activity.
PubMed:Vasorelaxing effects of flavonoids: investigation on the possible involvement of potassium channels.
PubMed:Validated methods for the quantification of biologically active constituents of poplar-type propolis.
PubMed:Electrospray ionization mass spectrometry fingerprinting of propolis.
PubMed:The inhibition of superoxide anion generation by neutrophils from Viscum articulactum.
PubMed:Separation of flavonoids and phenolic acids from propolis by capillary zone electrophoresis.
PubMed:Identification of metabolites in plasma and urine of Uruguayan propolis-treated rats.
PubMed:Analysis of propolis from the continental and Adriatic regions of Croatia.
PubMed:Quantitative high-performance liquid chromatography analyses of flavonoids in Australian Eucalyptus honeys.
PubMed:Trypanocidal activity of Lychnophora staavioides Mart. (Vernonieae, Asteraceae).
PubMed:Heterologous production of flavanones in Escherichia coli: potential for combinatorial biosynthesis of flavonoids in bacteria.
PubMed:Production of plant-specific flavanones by Escherichia coli containing an artificial gene cluster.
PubMed:New dihydrostilbene derivatives from the leaves of Glycyrrhiza glabra and evaluation of their antioxidant activity.
PubMed:Assessment of the anti-inflammatory activity and free radical scavenger activity of tiliroside.
PubMed:The role of the phenethyl ester of caffeic acid (CAPE) in the inhibition of rat lung cyclooxygenase activity by propolis.
PubMed:Pinostrobin from honey and Thai ginger (Boesenbergia pandurata): a potent flavonoid inducer of mammalian phase 2 chemoprotective and antioxidant enzymes.
PubMed:The inhibitory effect of propolis and caffeic acid phenethyl ester on cyclooxygenase activity in J774 macrophages.
PubMed:[Flavonoids from Beijing propolis].
PubMed:Chemical composition of European propolis: expected and unexpected results.
PubMed:Phenolic glycosides from Viscum angulatum.
PubMed:A stilbene synthase from Japanese red pine (Pinus densiflora): implications for phytoalexin accumulation and down-regulation of flavonoid biosynthesis.
PubMed:Anti-inflammatory cyclohexenyl chalcone derivatives in Boesenbergia pandurata.
PubMed:Antifungal activity of benzoic acid derivatives from Piper lanceaefolium.
PubMed:[Glabrizoflavone--a novel isoflavone from Glycyrrhiza glabra L].
PubMed:Structural analysis of a novel antimutagenic compound, 4-Hydroxypanduratin A, and the antimutagenic activity of flavonoids in a Thai spice, fingerroot (Boesenbergia pandurata Schult.) against mutagenic heterocyclic amines.
PubMed:Phytoalexins from Pinus strobus bark infected with pinewood nematode, bursaphelenchus xylophilus.
PubMed:Phenolic compounds of propolis from Central Chilean matorral.
PubMed:Flavonoids in monospecific eucalyptus honeys from Australia.
PubMed:A 6-substituted-5,6-dihydro-2-pyrone from Cryptocarya strictifolia.
PubMed:In vitro activity of propolis against Streptococcus pyogenes.
PubMed:Identification of flavonoid markers for the botanical origin of Eucalyptus honey.
PubMed:Chemical composition and antimicrobial activity of European propolis.
PubMed:Flavonoids and terpenoids from Luma gayana (Barn.) Burret.
PubMed:Validation of a liquid chromatography ionspray mass spectrometry method for the analysis of flavanones, flavones and flavonols.
PubMed:Effect of Apis mellifera propolis from two Brazilian regions on caries development in desalivated rats.
PubMed:Structure-activity relationship of cardiotonic flavonoids in guinea-pig papillary muscle.
PubMed:Structure-activity relationships of flavonoids and the induction of granulocytic- or monocytic-differentiation in HL60 human myeloid leukemia cells.
PubMed:Pinocembrin chalcone: an antibacterial compound from Helichrysum trilineatum.
PubMed:The effect of flavonoids on ofloxacin-induced mutagenicity in Euglena gracilis.
PubMed:Effect of naturally occurring flavonoids on lipid peroxidation and membrane permeability transition in mitochondria.
PubMed:Antimicrobial activity of propolis on oral microorganisms.
PubMed:Molecular basis of the inhibition of human aromatase (estrogen synthetase) by flavone and isoflavone phytoestrogens: A site-directed mutagenesis study.
PubMed:Flavonoids as inhibitors or enhancers of the cytotoxicity of tumor necrosis factor-alpha in L-929 tumor cells.
PubMed:Pharmacological effects of selected flavonoids on rat isolated ileum: structure-activity relationship.
PubMed:Heterogenous effects of natural flavonoids on monooxygenase activities in human and rat liver microsomes.
PubMed:Isolation of potential cancer chemopreventive agents from Eriodictyon californicum.
PubMed:Molecular analysis of chalcone and dihydropinosylvin synthase from Scots pine (Pinus sylvestris), and differential regulation of these and related enzyme activities in stressed plants.
PubMed:In vitro inhibition and stimulation of purified prostaglandin endoperoxide synthase by flavonoids: structure-activity relationship.
PubMed:Pinocembrine: a bioactive flavanone from Teloxys graveolens.
PubMed:Inhibitory effects of phenolic compounds on CCl4-induced microsomal lipid peroxidation.
PubMed:Isolation of flavonoids from Populus nigra as delta 4-3-ketosteroid (5 alpha) reductase inhibitors.
PubMed:Flavonoid content in propolis extracts and growth inhibition of Bacillus subtilis.
PubMed:Leaf Gland Flavonoids in Comptonia peregrina and Myrica pensylvanica (Myricaceae).
PubMed:[Flavonoids of Artemisia campestris, ssp. glutinosa].
PubMed:On the local anaesthetic action of propolis and some of its constituents.
PubMed:[Pharmacokinetic studies of the propolis constituent pinocembrin in the rat (author's transl)].
PubMed:[On the antimicrobial activity of propolis and propolis constituents (author's transl)].
PubMed:[Effect of pinocembrin on the course of experimental candida infections in mice].
PubMed:[Effect of propolis and pinocembrin on fungi].
PubMed:[The flavonoids of propolis. Isolation of a new bacteriostatic substance: pinocembrin (dihydroxy-5, 7 flavanone)].
 
Notes:
Isol. from many plants incl. food plants
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