Coumarins. Medical search. Frequent questions

Coumarin is used in the pharmaceutical industry as a precursor reagent in the synthesis of a number of synthetic anticoagulant pharmaceuticals similar to dicoumarol. (wikipedia.org)
The synthesis of coumarin , the main component that gives tonka bean its memorable scent, was a watershed invention that greatly affected the modern era of perfumery. (typepad.com)
Design, synthesis and evaluation of modified coumarins as CB receptor ligands, Reihe: Beiträge zur organischen Synthese, Bd. (logos-verlag.de)
Background: This work reports design, synthesis, and in vitro cytotoxicity of novel coumarin-1,2,3-triazole-1,2,4-oxadiazole hybrids against three breast cancer cell lines MCF-7, MDA-MB-231, and T-47D. (irost.org)
The extraction, synthesis, and biological evaluation of coumarins have become extremely attractive and rapidly developing topics. (doabooks.org)
This research aimed at the design, the synthesis, the photophysical characterization of new LSS coumarin dyes and their use in different fields such as photoredox catalysis, photopolymerization and biological applications (bioconiugation and fluorescent microscopy). (unibo.it)
In the last several decades, though numerous coumarin-based products have been primarily separated from their biological origins, the laboratory synthesis of the coumarins is developing. (jmchemsci.com)
Synthesis devised for preparing various coumarin-derived compounds [18]. (jmchemsci.com)
The Pechmann reaction is claimed to be the most suitable synthetic pathway in the synthesis of coumarin-derived compounds which gives a promising yield towards the target product. (jmchemsci.com)
Coumarin anticoagulants interfere with the synthesis of vitamin-K dependent coagulation proteins (factors II, VII, IX, and X) in the liver. (msdmanuals.com)

The Pechmann condensation provides another route to coumarin and its derivatives, as does the Kostanecki acylation, which can also be used to produce chromones. (wikipedia.org)
A new and general strategy for highly functional furo[3,4- c ]coumarins and related furyl coumarin derivatives has been developed, which is based on an extraordinarily facile intramolecular Wittig reaction , starting from α , β -unsaturated ketones , tributylphosphine , and acyl chlorides . (rsc.org)
Many coumarin derivatives have been extracted from natural sources, designed, synthetized, and evaluated on different pharmacological targets. (doabooks.org)
The coumarin derivatives (see below coumarins, systemic ) phenprocoumon and warfarin are anticoagulants. (altmeyers.org)
The aim of the study was to evaluate the effect of coumarin and Bacillus cereus derivatives on the productivity and ecology of the caecum of broilers. (aimspress.com)

Exercise caution in concomitant treatment with coumarin anticoagulants. (nih.gov)
Risk of bleeding is increased by use of coumarin anticoagulants. (msdmanuals.com)
If the mother has taken phenytoin antiseizure drugs, coumarin anticoagulants, or cephalosporin antibiotics, the risk of hemorrhagic disease is increased. (msdmanuals.com)

Coumarin was first isolated from tonka beans in 1820 by A. Vogel of Munich, who initially mistook it for benzoic acid. (wikipedia.org)
Besides tonka beans, coumarin occurs naturally in hay, lavender, vanilla grass ( Anthoxanthum odoratum ), sweet woodruff ( Galium odoratum ), mullein ( Verbascum spp . (typepad.com)
In fact, when tonka beans or coumarin are described as tobacco-like, it has do to with the reverse association-tonka tincture has been used extensively to flavor cured tobacco leaves and pipe tobacco blends. (typepad.com)
Coumarin can be best smelled in Tonka beans, where the molecule makes up more then half of the molecules and dominates the scent of tonka beans. (profragrantia.com)

Previous phytochemical studies reveal the presence of coumarins, alkaloids, limonoidal triterpenes as well as phytosterols and their fatty acid estersin this plant [4]. (symbiosisonlinepublishing.com)

Coumarin (/ˈkuːmərɪn/) or 2H-chromen-2-one is an aromatic organic chemical compound with formula C9H6O2. (wikipedia.org)
Coumarin is an aromatic organic chemical compound. (foreverest.net)

Coumarins: their versatile use in photoredox catalysis and biological applications. (unibo.it)
Under catalysis of CYP2A6, coumarin is predominantly metabolised to 7-hydroxycoumarin, which is excreted renally after conjugation with glucuronide or sulphate. (altmeyers.org)

for example, one study showed that authentic Ceylon cinnamon bark contained 0.012 to 0.143 mg/g coumarin, but samples purchased at markets contained up to 3.462 mg/g, possibly because those were mixed with other cinnamon varieties. (wikipedia.org)
Especially rich in coumarin are the seeds of the tonka bean (the fruits have a coumarin content of about 2 to 3%) as well as cinnamon. (altmeyers.org)
Coumarin can be found in various plants such as: the fragrant perfumed grass, clover, woodruff, umbellifers such as dill or caraway, dates, tonka bean (cumaru = tonka bean tree) and cinnamon cassava. (altmeyers.org)
Derived from the barks of cinnamon and cassia plants, coumarin is a natural compound known for its sweet, warm, and slightly spicy aroma. (whatsvegan.app)
Whether it's the classic cinnamon rolls or the popular gingerbread cookies, coumarin helps in achieving that perfect balance of flavors that make these treats simply irresistible. (whatsvegan.app)

Also in 1820, Nicholas Jean Baptiste Gaston Guibourt (1790-1867) of France independently isolated coumarin, but he realized that it was not benzoic acid. (wikipedia.org)
Coumarin was first isolated in 1820 from the tonka bean by the French pharmacist and chemist, Guillaume Dupuytren. (profragrantia.com)
Vogel novally separated the primary component, coumarin itself, from this plant that commonly known as tonka bean in 1820 [1]. (jmchemsci.com)

Coumarin is a colorless crystalline solid with a sweet odor resembling the scent of vanilla and a bitter taste. (wikipedia.org)
Dihydrocoumarin has an odor similar to coumarin at room temperature or reminiscent of nitrobenzene at higher tem[1]perature. (odowell.com)

The chemical structures of new prenylated coumarins 1 - 3 were unambiguously established by means of comprehensive spectroscopic analyses, and the known compounds 4 - 10 were determined by comparing their experimental spectral data with those described data in the literature. (nih.gov)
Among the chemical compounds that stand out in the plant against these conditions are coumarins, such as 7- O -prenylscopoletin (PE), scoparone (SC), dimethylfraxetin (DF), herniarin (HR), and 7- O -prenylumbelliferone (PU), considered potential anti-neuroinflammatory compounds. (mdpi.com)
Methods: Synthetic procedure for the preparation of desired compounds was started from the reaction of coumarins or with propargyl bromide to give O-propargylated coumarins or 5. (irost.org)
The huge and growing range of applications of coumarins described in this book is a demonstration of the potential of this family of compounds in Organic Chemistry, Medicinal Chemistry, and different sciences related to the study of natural products. (doabooks.org)
In various plant components such as the fruits, leaves, roots, and stems, coumarin-derived compounds can attain high levels. (jmchemsci.com)

According to the research results, the activity of cellular biomasses to suppress quorum sensing (QS) ( Chromobacterium violaceum 026 ) in Bacillus cereus and a coumarin derivative was revealed. (aimspress.com)
Coumarin derivative and Bacillus cereus change live weight and cecal ecology in broilers[J]. AIMS Agriculture and Food, 2021, 6(1): 360-380. (aimspress.com)
ChEBI: A chromanone that is the 3,4-dihydro derivative of coumarin. (odowell.com)
This reaction, as illustrated in Scheme 3, involves the creation of coumarin-based derivative by conjugating a phenolic compound with dicarboxylic acid-containing derivative using concentrated inorganic acid like HCl or H 2 SO 4 as a promoter [22]. (jmchemsci.com)

Coumarin is an organic compound that belongs to the benzopyrone family. (profragrantia.com)
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There were significant differences in the rates and metabolite profiles of coumarin metabolism in the livers of Wistar rats and C57BL/6 mice. (aspetjournals.org)
In humans, coumarin is almost completely absorbed from the gastrointestinal tract after oral administration, but is subject to a pronounced first-pass metabolism in the liver, so that only about 2 to 6 % of the absorbed dose enters the systemic circulation. (altmeyers.org)

In Germany, the limit value for coumarin as a food additive is laid down in the Flavour Regulation at currently 2 mg per kilogram of prepared food. (altmeyers.org)
Coumarin is mainly used as a fragrance and flavour in perfumery and in the tobacco industry. (altmeyers.org)

Coumarin dyes have proven to posses unique photophysical properties thanks to the high quantum yield, and stability and an absorption and emission which cover the most part of the visible spectrum. (unibo.it)
Thanks to these exceptional photophysical properties, coumarin dyes are widespread used in different applications including fluorescent bio-label, emitting materials in OLED and dyes in solar cells as example. (unibo.it)

Coumarin is found naturally in many plants. (wikipedia.org)

Three of the active drugs were propyl coumarin analogues (2a, 7 and 8), two were dipyranone or chromeno-coumarins (9 and 10), and one was a benzotripyranone with a coumarin nucleus (18). (usu.edu)
Coumarin chemical nucleus is a gift awarded from nature to humanity. (jmchemsci.com)

Due to its bitter taste, coumarin belongs to the bitter substances. (altmeyers.org)
Coumarin belongs to the Fabacean family called "Coumarou" which is the plant's derogatory name. (jmchemsci.com)

Coumarin is a widespread substance in nature, readily soluble in ethanol, ether and essential oils, but little soluble in water (coumarin from the Spanish "cumarú = tonka bean tree", a tree native to Guyana (Coumaruona odorata)), which causes the aromatic scent of numerous plants (e.g. woodruff, sweet clover, dates, etc. (altmeyers.org)

In our current study, three new prenylated coumarins, manizapotins A-C ( 1 - 3 ), together with seven known prenylated coumarins ( 4 - 10 ), were separated from the fruits of M. zapota . (nih.gov)
Furthermore, the discovery of these prenylated coumarins from the fruits of M. zapota holding pronounced anti-inflammatory effects along with anti-HIV activities could be of great significance to the research and development of new natural anti-inflammatory and anti-HIV agents. (nih.gov)

Prenylated coumarins 1 - 10 dispalyed remarkable inhibitory effects against nitric oxide production induced by lipopolysaccharide in mouse macrophage RAW 264.7 cells with the IC 50 values equivalent to that of hydrocortisone in vitro. (nih.gov)
Coumarin is a remarkable food ingredient that adds a distinctive touch to various culinary delights. (whatsvegan.app)
Ltd. is one of the remarkable 6-Methyl Coumarin Manufacturers in India who offer you 100% pure and safe mint products. (naturalmint.in)

A series of coumarin and pyranocoumarin analogues were evaluated in vitro for antiviral efficacy against measles virus (MV), strain Chicago. (usu.edu)

With its rich history dating back centuries, coumarin has been utilized in cuisines across the globe. (whatsvegan.app)

Coumarin is derived from coumarou, the French word for the tonka bean. (wikipedia.org)

Coumarin has various properties that make it a useful ingredient in perfumery. (profragrantia.com)
These fragrances were hugely popular and helped to establish coumarin as a key ingredient in perfumery. (profragrantia.com)
Thus, coumarin still plays an important role in perfumery today, which is great, as its scent is very pleasing. (profragrantia.com)

While the USA has banned the use of coumarin as a flavor since 1953, many countries in Europe still allow it. (typepad.com)
Of course the naturally occurring amounts of coumarin in Tonka are small, but you can see why it would be regulated as a flavor. (typepad.com)
So, explore the wonderful world of coumarin and let its unique characteristics elevate your culinary creations to new heights of flavor. (whatsvegan.app)
In addition to its incredible flavor-enhancing qualities, coumarin offers a myriad of creative possibilities in the world of mixology. (whatsvegan.app)
Whether it's a sophisticated bourbon-based creation or a refreshing gin cocktail, the inclusion of coumarin brings an enchanting twist to the flavor profile, leaving your taste buds craving more. (whatsvegan.app)
As a result, it is crucial to choose high-quality, natural sources of coumarin to ensure the best flavor and potential health benefits. (whatsvegan.app)
The tonka bean's distinct flavor is thanks to coumarin, a chemical compound that has been banned in the United States since 1954 because it can cause liver problems in high concentrations. (rf-onlinegame.com)

Coumarin is sweet aromatic coconut herbaceous-warm spicy haylike nut tobacco herbaceous odors lavender lavandin rosemary citrus oils oakmoss oriental fougere lime herbal hay fixative-effect. (perfumersworld.com)

Reduce the dosage of coumarin to maintain the prothrombin time/INR at the desired level to prevent bleeding complications. (nih.gov)

In addition, coumarin-based ion receptors, fluorescent probes, and biological stains are growing quickly and have extensive applications to monitor timely enzyme activity, complex biological events, as well as accurate pharmacological and pharmacokinetic properties in living cells. (doabooks.org)
Research articles, reviews, communications, and concept papers focused on the multidisciplinary profile of coumarins, highlighting natural sources, most recent synthetic pathways, along with the main biological applications and theoretical studies, were the main focus of this book. (doabooks.org)
Xanthotoxol is a coumarin and a major component in C. monnieri that has diverse biological activities. (medkoo.com)

At least six coumarin metabolites were detected in OM microsomal reactions, with o -hydroxyphenylacetaldehyde ( o -HPA) being the most abundant. (aspetjournals.org)

Perkin first conducted the chemical construction of the parent compound, coumarin. (jmchemsci.com)
The high - temperature reaction of acetate anhydride with salicylaldehyde, using an alkaline dried salt like sodium acetate, has created the coumarin-derived compound as indicated in Scheme 1. (jmchemsci.com)

Coumarin has a sweet, vanilla-like aroma, which makes it a popular ingredient. (profragrantia.com)
During the early 20th century, coumarin became an essential ingredient in perfumes, particularly in the creation of oriental and amber fragrances. (profragrantia.com)
In conclusion, coumarin is a captivating food ingredient that brings a harmonious blend of sweetness and spice to a wide range of culinary creations. (whatsvegan.app)

This led to a decline in the use of coumarin in perfumes, as perfume manufacturers were concerned about the safety of their products. (profragrantia.com)
Coumarin-infused products such as candles, lotions, and sprays have become popular alternatives to chemical-laden repellents, offering a more natural and aromatic approach to bug prevention. (whatsvegan.app)
Coumarin-based products in the plant, animal and microorganism worlds are heavily marketed [2]. (jmchemsci.com)

citation needed] In humans, the enzyme encoded by the gene UGT1A8 has glucuronidase activity with many substrates, including coumarins. (wikipedia.org)
Furthermore, of 13 human cytochrome P-450s (P-450s) examined, five (CYP1A1, CYP1A2, CYP2B6, CYP2E1, and CYP3A4) were active in the metabolic activation of coumarin, suggesting a potential risk of coumarin toxicity in humans. (aspetjournals.org)

From the coumarin derivates synthesized, the most potent one was warfarin, an acronym for the Wisconsin Alumni Research Foundation (WARF). (eur.nl)

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Coumarin (and related substances) are responsible for the typical hay smell when drying grass or woodruff. (altmeyers.org)
Only then does coumarin exude its typical smell. (altmeyers.org)
It does appear to be coumarin free although the quality of the vanilla, taste and smell, is not any better than imitation. (rf-onlinegame.com)

Coumarins from the roots of Angelica dahurica with antioxidant and antiproliferative activities. (medkoo.com)
2. Li, D., and Wu, L. Coumarins from the roots of Angelica dahurica cause anti-allergic inflammation. (medkoo.com)

In the presented thesis, the design, syntheses and pharmacologic evaluation of substituted coumarins as potential new drug candidates as selective synthetic cannabinoids were investigated. (logos-verlag.de)

In recent years, coumarin has also gained attention for its use as a natural mosquito repellent. (whatsvegan.app)
The geological and temporal factors can significantly affect the amount of natural coumarins in these plant zones [4]. (jmchemsci.com)
A number of pharmacologically significant natural coumarins have been separated from various micro-organisms. (jmchemsci.com)
Previous reports had shown that natural coumarins , especially mammea A/BA isolated from the tropical tree Calophyllum brasiliense, is a promissory molecule for developing new drugs , due to its potent activity, higher than benznidazole, selectivity, and its low toxicity in mice . (bvsalud.org)

Coumarin was first synthesized in 1868 by the English chemist William Henry Perkin. (wikipedia.org)
Coumarin was first isolated in 1813 by the German chemist A. Vogel, who was able to extract the substance from the seeds of the tonka tree. (altmeyers.org)

Coumarins are widely distributed in nature and can be found in a large number of naturally occurring and synthetic bioactive molecules. (doabooks.org)

Certain individuals, such as those with liver conditions, are advised to exercise caution when incorporating coumarin into their diet. (whatsvegan.app)

And as of today, safety evaluations of the use of coumarin in perfumes led to the conclusion that it is save to use in perfumes if certain levels of concentration are not exceeded. (profragrantia.com)

From sweet treats to savory dishes, the versatility of coumarin knows no bounds. (whatsvegan.app)
Just a touch of coumarin can turn a simple tomato sauce into an extraordinary culinary experience, enhancing the taste with its unique blend of sweet and spicy notes. (whatsvegan.app)

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Two New Coumarins from the Leaves of Phellodendronamurense . (symbiosisonlinepublishing.com)
Two new coumarins, PhellodenolsI (1) and J (2), were isolated from the leaves of Phellodendronamurense. (symbiosisonlinepublishing.com)
In our study, two new coumarins, phellodenolsI (1) and J (2), were isolated from the leaves of P.amurense (Figure 1). (symbiosisonlinepublishing.com)

Coumarin is found naturally also in many edible plants such as strawberries, black currants, apricots, and cherries. (wikipedia.org)
Coumarins were found to be uncommon but occasional components of propolis by Santos-Buelga and Gonzalez-Paramas 2017. (wikipedia.org)
Coumarin was previously found to cause tissue-selective toxicity in the olfactory mucosa (OM) of rats and mice, with rats being the more sensitive species. (aspetjournals.org)
Coumarin was found to be toxic to the liver in animals, and it was banned as a food additive in many countries. (profragrantia.com)
It's important to note that while coumarin is naturally occurring, it is also found in some synthetic forms. (whatsvegan.app)

The rates of metabolic activation of coumarin, as indicated by the formation of o -HPA, were comparable in OM microsomes of the two species but about 25- and 3-fold higher in OM than in liver microsomes of rats and mice, respectively. (aspetjournals.org)

Coumarin has appetite-suppressing properties, which may discourage animals from eating plants that contain it. (wikipedia.org)
The biosynthesis of coumarin in plants is via hydroxylation, glycolysis, and cyclization of cinnamic acid. (wikipedia.org)

This protocol provides a new route to 3,4-disubstituted coumarins. (unboundmedicine.com)
Ultrafast transient spectroscopy of 7-diethyl amino coumarin 3-carboxylic acid (D-1421) sensitized TiO 2 film reveals that TICT states facilitate higher charge separation and slow recombination and proved to be new route to design higher efficient solar cell. (epj-conferences.org)

Anatomy2

Organisms11

Chemicals and Drugs19

Phenomena and Processes2

Synthesis10

Derivatives5

Anticoagulants3

Tonka beans4

Alkaloids1

Aromatic organic chemical2

Catalysis2

Cinnamon5

18203

Odor2

Compounds5

Derivative4

Organic3

Metabolism2

Flavour2

Photophysical2

Naturally in many plants1

Nucleus2

Belongs2

Widespread1

Fruits2

Remarkable3

Vitro1

Cuisines1

Coumarou1

Perfumery3

Flavor7

Coconut1

Dosage1

Biological3

Abundant1

Compound2

Ingredient3

Products3

Humans2

Warfarin1

Suppliers2

Smell3

Roots2

Syntheses1

Natural4

Chemist2

Widely1

Caution1

Conclusion1

Sweet2

Pharmaceutical1

Leaves3

Found5

Liver1

Plants2

Route2