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rosmarinic acid
(R)-O-(3,4-dihydroxycinnamoyl)-3-(3,4-dihydroxyphenyl)lactic acid

Supplier Sponsors

CAS Number: 20283-92-5Picture of molecule3D/inchi
FDA UNII: MQE6XG29YI
Nikkaji Web:J696.371D
Beilstein Number:2227587
MDL:MFCD00017740
XlogP3-AA:2.40 (est)
Molecular Weight:360.31912000
Formula:C18 H16 O8
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:cosmetic agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 694.71 °C. @ 760.00 mm Hg (est)
Flash Point: 490.00 °F. TCC ( 254.50 °C. ) (est)
logP (o/w): 0.871 (est)
Soluble in:
 water, 1425 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: antioxidants
soothing agents
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Rosmarinic acid 98%
BOC Sciences
For experimental / research use only.
Rosmarinic acid >98%
Odor: characteristic
Use: Rosmarinic acid is a naturally occurring hydroxylated compound occured in many plants. Rosmarinic acid exhibits agonist activity at GPR35 and shows antiviral, antibacterial, antiinflammatory and antioxidant activity. antiviral, antibacterial, antiinflammatory and antioxidant.
Changsha Organic Herb
Rosemary Extract
Coompo
For experimental / research use only.
Rosmarinic Acid from Plants ≥98%
Odor: characteristic
Use: Rosmarinic acid is a natural phenol antioxidant carboxylic acid. The antioxidant activity of rosmarinic acid is stronger than that of vitamin E. Rosmarinic acid helps to prevent cell damage caused by free radicals, thereby reducing the risk for cancer and atherosclerosis. Rosmarinic acid has a number of interesting biological activities, e.g. antiviral, antibacterial, antiinflammatory and antioxidant. It is also a potential anxiolytic as it acts as a GABA transaminase inhibitor. The presence of rosmarinic acid in medicinal plants, herbs and spices has beneficial and health promoting effects. In plants, rosmarinic acid is supposed to act as a preformed constitutively accumulated defense compound. Rosmarinic acid is used to treat peptic ulcers, arthritis, cataract, cancer, rheumatoid arthritis and bronchial asthma. Rosmarinic acid has anti-inflammatory properties. A study by Sanbongi C. and colleagues have shown that the oral administration of rosmarinic acid is an effective intervention for allergic asthma. Another study by Youn J. and colleagues demonstrated that rosmarinic acid suppressed synovitis in mice and that it may be beneficial for the treatment of rheumatoid arthritis. Unlike antihistamines, rosmarinic acid prevents the activation of immune responder cells, which cause swelling and fluid formation. Rosmarinic acid is also used for food preservation. In Japan the perilla extracts, rich in rosmarinic acid, is used the garnish and improve the shelf life of fresh seafood.
ExtraSynthese
For experimental / research use only.
Rosmarinic Acid (HPLC) ≥99%
Foreverest Resources
Rosmarinic Acid 30%
Odor: herbal
Use: Rosmarinic acid is considered to be a natural, efficient and stable (high temperature durable), security, non-toxic, none-side-effects, water-soluble antioxidant and green food additive.
Jiangyin Healthway
Rosmarinic Acid
New functional food ingredients
Layn Natural ingredients
Oregano Extract Rosmarinic Acid
Layn Natural ingredients
Rosemary Extract Carnosic Acid / Rosmarinic Acid / Ursolic Acid
Penta International
ROSMARINIC ACID NATURAL
Penta International
ROSMARINIC ACID 97+%
Sabinsa Corporation
Rosmarinic Acid 95%
Sigma-Aldrich: Aldrich
For experimental / research use only.
Rosmarinic Acid 96%
 
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:
intravenous-mouse LD50 561 mg/kg
Drugs of the Future. Vol. 10, Pg. 756, 1985.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
cosmetic agents
Recommendation for rosmarinic acid usage levels up to:
 not for fragrance use.
 
Recommendation for rosmarinic 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 :5315615
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid
Chemidplus:0020283925
 
References:
 3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5315615
Pubchem (sid):134994546
 
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
Metabolomics Database:Search
KEGG (GenomeNet):C01850
HMDB (The Human Metabolome Database):HMDB03572
FooDB:FDB002427
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
 basil plant
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 basil root
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 basil shoot
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 basil tissue culture
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 blueberry plant
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 borage inflorescence
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 borage plant
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 borage shoot
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 cornmint leaf
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 cornmint plant
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 dill plant
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 horsemint plant
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 hyssop inflorescence
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 hyssop plant
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 lemon balm
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 lemon balm leaf
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 lemon balm plant
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 marjoram inflorescence
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 marjoram plant
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 marjoram shoot
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 melon bitter melon shoot
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 oregano inflorescence
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 oregano leaf
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 oregano plant
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 oregano shoot
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 parsley plant
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 peppermint plant
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 peppermint shoot
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 rosemary inflorescence
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 rosemary leaf
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 rosemary plant
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 rosemary shoot
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 rosemary tissue culture
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 sage inflorescence
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 sage leaf
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 sage plant
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 sage shoot
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 sage tissue culture
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 savory summer savory plant
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 savory winter savory plant
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 savory winter savory shoot
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 spearmint inflorescence
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 spearmint shoot
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 tarragon plant
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 thyme inflorescence
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 thyme plant
Search Trop Picture
 thyme shoot
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 water mint plant
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Synonyms:
 benzenepropanoic acid, a-[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-3,4-dihydroxy-
 benzenepropanoic acid, a-[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-3,4-dihydroxy-
R-(+)-2-(3,4-dihydroxycinnamoyl oxy)-3-(3,4-dihydroxyphenyl) propionic acid
(R)-O-(3,4-dihydroxycinnamoyl)-3-(3,4-dihydroxyphenyl)lactic acid
alpha-(((3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-3,4-dihydroxybenzene propanoic acid
3-(3,4-dihydroxyphenyl)-2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]propanoic acid
3-(3,4-dihydroxyphenyl)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxypropanoic acid
3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]oxy}propanoic acid
3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid
2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-3-(3,4-dihydroxyphenyl)propano ic acid
2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-3-(3,4-dihydroxyphenyl)propanoic acid
 rosemary acid
(±)-rosmarinic acid
 

Articles:

PubMed:Melissa officinalis L. decoctions as functional beverages: a bioactive approach and chemical characterization.
PubMed:Comparative pharmacokinetic and tissue distribution profiles of four major bioactive components in normal and hepatic fibrosis rats after oral administration of Fuzheng Huayu recipe.
PubMed:Impact of Hydrophobicity on Antioxidant Efficacy in Low-Moisture Food.
PubMed:Five hTRPA1 Agonists Found in Indigenous Korean Mint, Agastache rugosa.
PubMed:Pharmacokinetics, Safety and Tolerability of Melissa officinalis Extract which Contained Rosmarinic Acid in Healthy Individuals: A Randomized Controlled Trial.
PubMed:Hydrophobicity and antioxidant activity acting together for the beneficial health properties of nordihydroguaiaretic acid.
PubMed:Ecophysiological and antioxidant traits of Salvia officinalis under ozone stress.
PubMed:Antioxidant activity and sensory evaluation of a rosmarinic acid-enriched extract of Salvia officinalis.
PubMed:Phenolic composition and antioxidant activity of the different extracts from Thymus longicaulis C Presl. subsp. longicaulis var. longicaulis and T. longicaulis C. Presl. subsp. longicaulis var. subisophyllus growing in Turkey.
PubMed:Isolation and identification of chemical constituents from Origanum majorana and investigation of antiproliferative and antioxidant activities.
PubMed:Epigallocatechin gallate, ellagic acid, and rosmarinic acid perturb dNTP pools and inhibit de novo DNA synthesis and proliferation of human HL-60 promyelocytic leukemia cells: Synergism with arabinofuranosylcytosine.
PubMed:Effects of rosmarinic acid on liver and kidney antioxidant enzymes, lipid peroxidation and tissue ultrastructure in aging mice.
PubMed:Phenolic acids profile, antioxidant and antibacterial activity of chamomile, common yarrow and immortelle (Asteraceae).
PubMed:Magnetic purification of curcumin from Curcuma longa rhizome by novel naked maghemite nanoparticles.
PubMed:Antioxidant and DNA damage protection potentials of selected phenolic acids.
PubMed:Identification and quantification of adducts between oxidized rosmarinic acid and thiol compounds by UHPLC-LTQ-Orbitrap and MALDI-TOF/TOF tandem mass spectrometry.
PubMed:Rosmarinic acid attenuates hepatic ischemia and reperfusion injury in rats.
PubMed:Effect of stevia and citric acid on the stability of phenolic compounds and in vitro antioxidant and antidiabetic capacity of a roselle (Hibiscus sabdariffa L.) beverage.
PubMed:Two antigenotoxic chalcone glycosides from Mentha longifolia subsp. longifolia.
PubMed:Rosmarinic acid exerts an antiosteoporotic effect in the RANKL-induced mouse model of bone loss by promotion of osteoblastic differentiation and inhibition of osteoclastic differentiation.
PubMed:Study of the catabolism of thyme phenols combining in vitro fermentation and human intervention.
PubMed:[Antioxidative and membranotropic activities of rosmarinic acid].
PubMed:Ripening stage and extraction method effects on physical properties, polyphenol composition and antioxidant activities of cumin (Cuminum cyminum L.) seeds.
PubMed:A novel in vitro whole plant system for analysis of polyphenolics and their antioxidant potential in cultivars of Ocimum basilicum.
PubMed:Inhibitory effects of Colocasia esculenta (L.) Schott constituents on aldose reductase.
PubMed:Treatment of proteins with dietary polyphenols lowers the formation of AGEs and AGE-induced toxicity.
PubMed:Phytochemical screening, anticancer and antioxidant activities of Origanum vulgare L. ssp. viride (Boiss.) Hayek, a plant of traditional usage.
PubMed:Antioxidant activity guided separation of major polyphenols of marjoram (Origanum majorana L.) using flash chromatography and their identification by liquid chromatography coupled with electrospray ionization tandem mass spectrometry†.
PubMed:Ultrasound-assisted extraction of antioxidants in Misai Kucing (Orthosiphon stamineus).
PubMed:Protective effects of clovamide against H2O2-induced stress in rat cardiomyoblasts H9c2 cell line.
PubMed:High-rosmarinic acid spearmint tea in the management of knee osteoarthritis symptoms.
PubMed:The effects of plant growth regulators and L-phenylalanine on phenolic compounds of sweet basil.
PubMed:Structural characterisation and antioxidant activity evaluation of phenolic compounds from cold-pressed Perilla frutescens var. arguta seed flour.
PubMed:Phytochemical profile and nutraceutical potential of chia seeds (Salvia hispanica L.) by ultra high performance liquid chromatography.
PubMed:Identification and quantitation of phenolic compounds from the seed and pomace of Perilla frutescens using HPLC/PDA and HPLC-ESI/QTOF/MS/MS.
PubMed:Some phenolic compounds of extracts obtained from Origanum species growing in Turkey.
PubMed:Antimicrobial mechanism and activity of dodecyl rosmarinate against Staphylococcus carnosus LTH1502 as influenced by addition of salt and change in pH.
PubMed:Nephroprotective activities of rosmarinic acid against cisplatin-induced kidney injury in mice.
PubMed:The polyphenolic content of common lamiaceae species available as herbal tea products in Romanian pharmacies.
PubMed:How do background ozone concentrations affect the biosynthesis of rosmarinic acid in Melissa officinalis?
PubMed:Antioxidant and antiglycation activity of selected dietary polyphenols in a cookie model.
PubMed:Optimization of the production of solid Witepsol nanoparticles loaded with rosmarinic acid.
PubMed:Rosmarinic acid extract for antioxidant, antiallergic, and α-glucosidase inhibitory activities, isolated by supramolecular technique and solvent extraction from Perilla leaves.
PubMed:Effect of rosmarinic acid on sertoli cells apoptosis and serum antioxidant levels in rats after exposure to electromagnetic fields.
PubMed:Rapid identification of aldose reductase inhibitory compounds from Perilla frutescens.
PubMed:Structural characterization of phenolic antioxidants from purple perilla (Perilla frutescens var. acuta) leaves.
PubMed:The stability investigation of compound Danshen injection (a traditional medicine) with a new high-performance liquid chromatography method.
PubMed:Neuroprotective effects of rosmarinic acid on ciguatoxin in primary human neurons.
PubMed:Nematicidal activity of mint aqueous extracts against the root-knot nematode Meloidogyne incognita.
PubMed:Wnt signaling in liver fibrosis: progress, challenges and potential directions.
PubMed:Impacts of selected dietary polyphenols on caramelization in model systems.
PubMed:Impact of fatty acid chain length of rosmarinate esters on their antimicrobial activity against Staphylococcus carnosus LTH1502 and Escherichia coli K-12 LTH4263.
PubMed:Ethanol extract of Lycopus lucidus elicits positive inotropic effect via activation of Ca2+ entry and Ca2+ release in beating rabbit atria.
PubMed:Metabolic profile and biological activities of Lavandula pedunculata subsp. lusitanica (Chaytor) Franco: studies on the essential oil and polar extracts.
PubMed:The profiling of bioactive ingredients of differently aged Salvia miltiorrhiza roots.
PubMed:Anticholinesterase activity of phenolic acids and their derivatives.
PubMed:Cytotoxic impact of phenolics from Lamiaceae species on human breast cancer cells.
PubMed:Rosmarinic acid down-regulates endothelial protein C receptor shedding in vitro and in vivo.
PubMed:Identification and quantification of leaf surface flavonoids in wild-growing populations of Dracocephalum kotschyi by LC-DAD-ESI-MS.
PubMed:Phytochemical contents and enzyme inhibitory and antioxidant properties of Anethum graveolens L. (dill) samples cultivated under organic and conventional agricultural conditions.
PubMed:Antioxidant activity of carnosic acid and rosmarinic acid in raw and cooked ground chicken patties.
PubMed:Antioxidative/acetylcholinesterase inhibitory activity of some Asteraceae plants.
PubMed:The effect of tea fermentation on rosmarinic acid and antioxidant properties using selected in vitro sprout culture of Orthosiphon aristatus as a model study.
PubMed:Modified Folin-Ciocalteu antioxidant capacity assay for measuring lipophilic antioxidants.
PubMed:Antibacterial activity-guided purification and identification of a novel C-20 oxygenated ent-kaurane from Rabdosia serra (MAXIM.) HARA.
PubMed:Enrichment of antioxidant compounds from lemon balm (Melissa officinalis) by pressurized liquid extraction and enzyme-assisted extraction.
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:Rosmarinus officinalis extract suppresses Propionibacterium acnes-induced inflammatory responses.
PubMed:Characterization of phenolics of Sarcandra glabra by non-targeted high-performance liquid chromatography fingerprinting and following targeted electrospray ionisation tandem mass spectrometry/time-of-flight mass spectrometry analyses.
PubMed:Direct determination of rosmarinic acid in Lamiaceae herbs using diffuse reflectance infrared Fourier transform spectroscopy (DRIFTS) and chemometrics.
PubMed:Identification of 1,8-cineole, borneol, camphor, and thujone as anti-inflammatory compounds in a Salvia officinalis L. infusion using human gingival fibroblasts.
PubMed:Use of the Combination Index to determine interactions between plant-derived phenolic acids on hepatotoxicity endpoints in human and rat hepatoma cells.
PubMed:The hepatoprotection of caffeic acid and rosmarinic acid, major compounds of Perilla frutescens, against t-BHP-induced oxidative liver damage.
PubMed:Anti-Campylobacter activities and resistance mechanisms of natural phenolic compounds in Campylobacter.
PubMed:Effect of luteolin and apigenin on rosmarinic acid bioavailability in Caco-2 cell monolayers.
PubMed:Identification, characterisation, and quantification of phenolic compounds in the antioxidant activity-containing fraction from the seeds of Korean perilla (Perilla frutescens) cultivars.
PubMed:Rosmarinic acid ameliorates acute liver damage and fibrogenesis in carbon tetrachloride-intoxicated mice.
PubMed:Anti-inflammatory effect and modulation of cytochrome P450 activities by Artemisia annua tea infusions in human intestinal Caco-2 cells.
PubMed:Effects of temperature and time on polyphenolic content and antioxidant activity in the pressurized hot water extraction of deodorized thyme (Thymus vulgaris).
PubMed:Barrier protective effects of rosmarinic acid on HMGB1-induced inflammatory responses in vitro and in vivo.
PubMed:Phenolic profiles of cultivated, in vitro cultured and commercial samples of Melissa officinalis L. infusions.
PubMed:Interactions between α-tocopherol and rosmarinic acid and its alkyl esters in emulsions: synergistic, additive, or antagonistic effect?
PubMed:Interactions of different polyphenols with bovine serum albumin using fluorescence quenching and molecular docking.
PubMed:Modification of fatty acid, essential oil and phenolic contents of salt-treated sweet marjoram (Origanum majorana L.) according to developmental stage.
PubMed:Relevance of carnosic acid, carnosol, and rosmarinic acid concentrations in the in vitro antioxidant and antimicrobial activities of Rosmarinus officinalis (L.) methanolic extracts.
PubMed:Isolation and identification of phenolic compounds from the seeds of Perilla frutescens (L.) and their inhibitory activities against α-glucosidase and aldose reductase.
PubMed:Thymus lotocephalus wild plants and in vitro cultures produce different profiles of phenolic compounds with antioxidant activity.
PubMed:Validation of determination of plasma metabolites derived from thyme bioactive compounds by improved liquid chromatography coupled to tandem mass spectrometry.
PubMed:Degradation study of carnosic acid, carnosol, rosmarinic acid, and rosemary extract (Rosmarinus officinalis L.) assessed using HPLC.
PubMed:Rosmarinic acid content in antidiabetic aqueous extract of Ocimum canum sims grown in Ghana.
PubMed:Dietary intake of rosmarinic acid by Apc(Min) mice, a model of colorectal carcinogenesis: levels of parent agent in the target tissue and effect on adenoma development.
PubMed:Accumulation of tilianin and rosmarinic acid and expression of phenylpropanoid biosynthetic genes in Agastache rugosa.
PubMed:Concentration of antioxidant polyphenols from Thymus capitatus extracts by membrane process technology.
PubMed:Evaluation of food protective property of five natural products using fresh-cut apple slice model.
PubMed:Comparative study of rosmarinic acid content in some plants of Labiatae family.
PubMed:A rapid LC/MS/MS method for the analysis of nonvolatile antiinflammatory agents from Mentha spp.
PubMed:An investigation of the versatile antioxidant mechanisms of action of rosmarinate alkyl esters in oil-in-water emulsions.
PubMed:Rosmarinic acid as a protective agent against genotoxicity of ethanol in mice.
PubMed:Optimization of ultrasound assisted extraction of antioxidant compounds from marjoram (Origanum majorana L.) using response surface methodology.
PubMed:Comparative evaluation of rosmarinic acid, methyl rosmarinate and pedalitin isolated from Rabdosia serra (MAXIM.) HARA as inhibitors of tyrosinase and α-glucosidase.
PubMed:Corn mint (Mentha arvensis) extract diminishes acute Chlamydia pneumoniae infection in vitro and in vivo.
PubMed:Antioxidant capacity and phenolic composition of fermented Centella asiatica herbal teas.
PubMed:Rosemary and cancer prevention: preclinical perspectives.
PubMed:Identification of phenolic components in dried spices and influence of irradiation.
PubMed:Phenolic compounds and biological activity of Kitaibelia vitifolia.
PubMed:Characterisation of phenolic antioxidants in aqueous extract of Orthosiphon grandiflorus tea by LC-ESI-MS/MS coupled to DPPH assay.
PubMed:Permeability of rosmarinic acid in Prunella vulgaris and ursolic acid in Salvia officinalis extracts across Caco-2 cell monolayers.
PubMed:Rapid UHPLC determination of polyphenols in aqueous infusions of Salvia officinalis L. (sage tea).
PubMed:Function of Plectranthus barbatus herbal tea as neuronal acetylcholinesterase inhibitor.
PubMed:Application of response surface methodology to optimize pressurized liquid extraction of antioxidant compounds from sage (Salvia officinalis L.), basil (Ocimum basilicum L.) and thyme (Thymus vulgaris L.).
PubMed:Phenylethanoid glycosides as major antioxidants in Lippia multiflora herbal infusion and their stability during steam pasteurisation of plant material.
PubMed:Structure and function of the oxidation products of polyphenols and identification of potent lipoxygenase inhibitors from Fe-catalyzed oxidation of resveratrol.
PubMed:Inhibitory effect of Lavandula viridis on Fe(2+)-induced lipid peroxidation, antioxidant and anti-cholinesterase properties.
PubMed:Storage method, drying processes and extraction procedures strongly affect the phenolic fraction of rosemary leaves: an HPLC/DAD/MS study.
PubMed:Identification and quantification of a major anti-oxidant and anti-inflammatory phenolic compound found in basil, lemon thyme, mint, oregano, rosemary, sage, and thyme.
PubMed:Anti-inflammatory properties of clovamide and Theobroma cacao phenolic extracts in human monocytes: evaluation of respiratory burst, cytokine release, NF-κB activation, and PPARγ modulation.
PubMed:Rosmarinic acid, major phenolic constituent of Greek sage herbal tea, modulates rat intestinal SGLT1 levels with effects on blood glucose.
PubMed:Isolation and characterization of a novel tannase from a metagenomic library.
PubMed:Rosmanol potently induces apoptosis through both the mitochondrial apoptotic pathway and death receptor pathway in human colon adenocarcinoma COLO 205 cells.
PubMed:A mint purified extract protects human keratinocytes from short-term, chemically induced oxidative stress.
PubMed:Identification of cytotoxic dimers in oxidation product from sesamol, a potent antioxidant of sesame oil.
PubMed:Phenolic composition and antioxidant properties of some traditionally used medicinal plants affected by the extraction time and hydrolysis.
PubMed:Importance of extract standardization and in vitro/ex vivo assay selection for the evaluation of antioxidant activity of botanicals: a case study on three Rosmarinus officinalis L. extracts.
PubMed:Introduction of distillate rosemary leaves into the diet of the Murciano-Granadina goat: transfer of polyphenolic compounds to goats' milk and the plasma of suckling goat kids.
PubMed:Antioxidant activities of leaf extract of Salvia miltiorrhiza Bunge and related phenolic constituents.
PubMed:Polyphenolic acids from mint (the aerial of Mentha haplocalyx Briq.) with DPPH radical scavenging activity.
PubMed:LC-MS method for the simultaneous quantitation of the anti-inflammatory constituents in oregano (Origanum species).
PubMed:Inhibition of heterocyclic amine formation in beef patties by ethanolic extracts of rosemary.
PubMed:Polyphenolic compounds from Salvia species protect cellular DNA from oxidation and stimulate DNA repair in cultured human cells.
PubMed:Depsides and other polar constituents from Origanum dictamnus L. and their in vitro antimicrobial activity in clinical strains.
PubMed:Comparison of spice-derived antioxidants and metal chelators on fresh beef color stability.
PubMed:Flavonoids and phenolic compounds from Rosmarinus officinalis.
PubMed:The influence of harvest time on essential oil composition, phenolic constituents and antioxidant properties of Turkish oregano (Origanum onites L.).
PubMed:Effects of chitosan and rosmarinate esters on the physical and oxidative stability of liposomes.
PubMed:Investigation of antioxidant and rosmarinic acid variation in the sage collection of the genebank in Gatersleben.
PubMed:Cytotoxic and cell cycle effects induced by two herbal extracts on human cervix carcinoma and human breast cancer cell lines.
PubMed:Relationship between hydrophobicity and antioxidant ability of "phenolipids" in emulsion: a parabolic effect of the chain length of rosmarinate esters.
PubMed:Relationship between the antioxidant capacity and effect of rosemary (Rosmarinus officinalis L.) polyphenols on membrane phospholipid order.
PubMed:Rosmarinic acid in Prunella vulgaris ethanol extract inhibits lipopolysaccharide-induced prostaglandin E2 and nitric oxide in RAW 264.7 mouse macrophages.
PubMed:Variations in essential oil, phenolic compounds, and antioxidant activity of tunisian cultivated Salvia officinalis L.
PubMed:Hydrolysis of rosmarinic acid from rosemary extract with esterases and Lactobacillus johnsonii in vitro and in a gastrointestinal model.
PubMed:Effect of chelating agents and spice-derived antioxidants on myoglobin oxidation in a lipid-free model system.
PubMed:Chemical characteristics of Salvia miltiorrhiza (Danshen) collected from different locations in China.
PubMed:Investigation of contribution of individual constituents to antioxidant activity in herbal drugs using postcolumn HPLC method.
PubMed:Further examination of antiradical properties of Crocus sativus stigmas extract rich in crocins.
PubMed:Relationships between free radical scavenging and antioxidant activity in foods.
PubMed:Effect of marinades on the formation of heterocyclic amines in grilled beef steaks.
PubMed:Antioxidant effect rosemary (Rosmarinus officinalis L.) and oregano (Origanum vulgare L.) extracts on TBARS and colour of model raw pork batters.
PubMed:Rosmarinic acid, a photo-protective agent against UV and other ionizing radiations.
PubMed:Oregano: a source for peroxisome proliferator-activated receptor gamma antagonists.
PubMed:Separation and identification of water-soluble salvianolic acids from Salvia miltiorrhiza Bunge by high-speed counter-current chromatography and ESI-MS analysis.
PubMed:Rosmarinic acid antagonizes activator protein-1-dependent activation of cyclooxygenase-2 expression in human cancer and nonmalignant cell lines.
PubMed:Antioxidant activities of rosemary (Rosmarinus Officinalis L.) extract, blackseed (Nigella sativa L.) essential oil, carnosic acid, rosmarinic acid and sesamol.
PubMed:Effects of nitrogen fertilization on the phenolic composition and antioxidant properties of basil (Ocimum basilicum L.).
PubMed:Antioxidative properties of Thymus vulgaris leaves: comparison of different extracts and essential oil chemotypes.
PubMed:[Absorption and isolation of macroporous resin for five salvianolic acids from Salviae mitiorrhizae].
PubMed:Determination of polyphenolic compounds in commercial herbal drugs and spices from Lamiaceae: thyme, wild thyme and sweet marjoram by chromatographic techniques.
PubMed:Phenolic composition and biological activities of Salvia halophila and Salvia virgata from Turkey.
PubMed:Inhibitory effect of Turkish Rosmarinus officinalis L. on acetylcholinesterase and butyrylcholinesterase enzymes.
PubMed:Polyphenolic transmission to Segureno lamb meat from ewes' diet supplemented with the distillate from rosemary (Rosmarinus officinalis) leaves.
PubMed:In vitro antioxidant properties and phenolic composition of Salvia virgata Jacq. from Turkey.
PubMed:Determination of water-soluble polyphenolic compounds in commercial herbal teas from Lamiaceae: peppermint, melissa, and sage.
PubMed:Antioxidant and antimutagenic activities of Mexican oregano (Lippia graveolens Kunth).
PubMed:Antioxidant activity and phenolic composition of Lavandin (Lavandula x intermedia Emeric ex Loiseleur) waste.
PubMed:Chemical composition and antioxidant property of holy basil (Ocimum sanctum L.) leaves, stems, and inflorescence and their in vitro callus cultures.
PubMed:Enhanced carnosic acid levels in two rosemary accessions exposed to cold stress conditions.
PubMed:HPLC analysis of rosmarinic acid in feed enriched with aerial parts of Prunella vulgaris and its metabolites in pig plasma using dual-channel coulometric detection.
PubMed:Inhibitory activities of dietary phenolic compounds on heterocyclic amine formation in both chemical model system and beef patties.
PubMed:The effects of essential oils and aqueous tea infusions of oregano (Origanum vulgare L. spp. hirtum), thyme (Thymus vulgaris L.) and wild thyme (Thymus serpyllum L.) on the copper-induced oxidation of human low-density lipoproteins.
PubMed:In vitro and in vivo stability of caffeic acid phenethyl ester, a bioactive compound of propolis.
PubMed:Low-density lipoprotein, collagen, and thrombin models reveal that Rosemarinus officinalis L. exhibits potent antiglycative effects.
PubMed:Chemical changes and overexpressed genes in sweet basil (Ocimum basilicum L.) upon methyl jasmonate treatment.
PubMed:Crocin bleaching assay (CBA) in structure-radical scavenging activity studies of selected phenolic compounds.
PubMed:[Comparative characteristics of the antioxidants of plant origin introduced in fat emulsion foods].
PubMed:Radical quenching by rosmarinic acid from Lavandula vera MM cell culture.
PubMed:Rosemary (Rosmarinus officinalis) diterpenes affect lipid polymorphism and fluidity in phospholipid membranes.
PubMed:Ingestion of oregano extract increases excretion of urinary phenolic metabolites in humans.
PubMed:Determination of phenolic compounds in fennel by HPLC and HPLC-MS using a monolithic reversed-phase column.
PubMed:Polar constituents from the aerial parts of Origanum vulgare L. Ssp. hirtum growing wild in Greece.
PubMed:Nutraceutical inhibitors of urokinase: potential applications in prostate cancer prevention and treatment.
PubMed:Isolation and characterization of rosmarinic acid oligomers in Celastrus hindsii Benth leaves and their antioxidative activity.
PubMed:Liquid chromatograpic-mass spectrometric analysis of phenolics and free radical scavenging activity of rosemary extract from different raw material.
PubMed:Effect of methyl jasmonate on secondary metabolites of sweet basil (Ocimum basilicum L.).
PubMed:Radioprotective-antimutagenic effects of rosemary phenolics against chromosomal damage induced in human lymphocytes by gamma-rays.
PubMed:Evaluation of clonal herbs of Lamiaceae species for management of diabetes and hypertension.
PubMed:Synergistic antioxidative effects of alkamides, caffeic acid derivatives, and polysaccharide fractions from Echinacea purpurea on in vitro oxidation of human low-density lipoproteins.
PubMed:Determination of phenolic compounds in Perilla frutescens L. by capillary electrophoresis with electrochemical detection.
PubMed:Antioxidant capacity of 26 spice extracts and characterization of their phenolic constituents.
PubMed:Determination of rosmarinic acid in sage and borage leaves by high-performance liquid chromatography with different detection methods.
PubMed:Pressurized liquid extraction-capillary electrophoresis-mass spectrometry for the analysis of polar antioxidants in rosemary extracts.
PubMed:A universal HPLC method for the determination of phenolic acids in compound herbal medicines.
PubMed:Pharmacokinetic study of caffeic and rosmarinic acids in rats after oral administration.
PubMed:Enhancing health benefits of berries through phenolic antioxidant enrichment: focus on cranberry.
PubMed:Distribution of a new rosmarinic acid derivative in Eryngium alpinum L. and other Apiaceae.
PubMed:Effect of chitosan on the biological properties of sweet basil (Ocimum basilicum L.).
PubMed:Transepithelial transport of rosmarinic acid in intestinal Caco-2 cell monolayers.
PubMed:Inhibitory effect of clonal oregano extracts against porcine pancreatic amylase in vitro.
PubMed:Screening of free radical scavenging compounds in water extracts of Mentha samples using a postcolumn derivatization method.
PubMed:Flavonoid distribution during the development of leaves, flowers, stems, and roots of Rosmarinus officinalis. postulation of a biosynthetic pathway.
PubMed:Stability and enhancement of berry juice color.
PubMed:Chemical and biological characterization of cinnamic acid derivatives from cell cultures of lavender (Lavandula officinalis) induced by stress and jasmonic acid.
PubMed:Orally administered rosmarinic acid is present as the conjugated and/or methylated forms in plasma, and is degraded and metabolized to conjugated forms of caffeic acid, ferulic acid and m-coumaric acid.
PubMed:Bioguided isolation and identification of the nonvolatile antioxidant compounds from fennel (Foeniculum vulgare Mill.) waste.
PubMed:Inhibitory effects of rosmarinic acid extracts on porcine pancreatic amylase in vitro.
PubMed:Phenolics composition and antioxidant activity of sweet basil (Ocimum basilicum L.).
PubMed:Phenolic diterpenes, flavones, and rosmarinic acid distribution during the development of leaves, flowers, stems, and roots of Rosmarinus officinalis. Antioxidant activity.
PubMed:Polyphenols from some foodstuffs as inhibitors of ovalbumin permeation through caco-2 cell monolayers.
PubMed:Anti-allergic effect of Perilla frutescens and its active constituents.
PubMed:Evaluation of antioxidant activity of some natural polyphenolic compounds using the Briggs-Rauscher reaction method.
PubMed:Anthocyanin color behavior and stability during storage: effect of intermolecular copigmentation.
PubMed:The detection of radical scavenging compounds in crude extract of borage (Borago officinalis L.) by using an on-line HPLC-DPPH method.
PubMed:Chemical characterization of basil (Ocimum basilicum L.) found in local accessions and used in traditional medicines in Iran.
PubMed:Antioxidant activities and phenolic composition of extracts from Greek oregano, Greek sage, and summer savory.
PubMed:Identification of radical scavengers in sweet grass (Hierochloe odorata).
PubMed:Antioxidant activity and phenolic compounds in selected herbs.
PubMed:Induction of cytochrome P450 and/or detoxication enzymes by various extracts of rosemary: description of specific patterns.
PubMed:Identification and quantification of caffeic and rosmarinic acid in complex plant extracts by the use of variable-temperature two-dimensional nuclear magnetic resonance spectroscopy.
PubMed:Effects of a water-soluble extract of rosemary and its purified component rosmarinic acid on xenobiotic-metabolizing enzymes in rat liver.
PubMed:Flavonoids and phenolic acids of sage: influence of some agricultural factors.
PubMed:Antioxidant and cyclooxygenase inhibitory phenolic compounds from Ocimum sanctum Linn.
PubMed:Pharmacology of rosemary (Rosmarinus officinalis Linn.) and its therapeutic potentials.
PubMed:Tissue culture based screening for selection of high biomass and phenolic producing clonal lines of lavender using pseudomonas and azetidine-2-carboxylate.
PubMed:Biotechnology to harness the benefits of dietary phenolics; focus on Lamiaceae.
 
Notes:
Isol. from rosemary, mint, sage, thyme, lemon balm and other plants Rosmarinic acid is an ester of caffeic acid and 3,4-dihydroxyphenyllactic acid. It is commonly found in species of the Boraginaceae and the subfamily Nepetoideae of the Lamiaceae. It is a red-orange powder that is slightly soluble in water, but well soluble is most organic solvents. Rosmarinic acid is one of the polyphenolic substances contained in culinary herbs such as perilla (Perilla frutescens L.), rosemary (Rosmarinus officinalis L.), sage (Salvia officinalis L.), mint (Mentha arvense L.), and basil (Ocimum basilicum L.). These herbs are commonly grown in the garden as kitchen herbs, and while used to add flavor in cooking, are also known to have several potent physiological effects. (PMID: 12482446, 15120569); Rosmarinic acid, C18H16O8, is a natural polyphenol antioxidant carboxylic acid found in many Lamiaceae herbs used commonly as culinary herbs such as lemon balm, rosemary, oregano, sage, thyme and peppermint. Chemically, rosmarinic acid is an ester of caffeic acid with 3,4-dihydroxyphenyl lactic acid. It is a red-orange powder that is slightly soluble in water, but well soluble in most organic solvents.
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