Coumarins - ALL Chemistry-Custom Chemical Solutions Supplier

Coumarins

The Introduction of Coumarins:

Coumarins are a class of natural compounds that belong to the benzopyrone family. They are widely distributed in various plants and exhibit a diverse range of biological activities. Coumarins are a family of plant-derived secondary metabolites that are produced via the phenylpropanoid pathway. Coumarin is an aromatic compound that has a bicyclic structure with lactone carbonyl groups. In the past decade, coumarins have emerged as iron-mobilizing compounds that are secreted by plant roots and aid in iron uptake from iron-deprived soils. The name "coumarin" originates from the French word "coumarou," which refers to the tonka bean (Dipteryx odorata) from which coumarin was first isolated. However, coumarins can be found in many other plant sources, such as citrus fruits, clover, sweet woodruff, and various herbs. They are often responsible for the characteristic aroma and flavor of these plants. Many naturally occurring substances, traditionally used in popular medicines around the world, contain the coumarin moiety. Coumarin represents a privileged scaffold for medicinal chemists, because of its peculiar physicochemical features, and the versatile and easy synthetic transformation into a large variety of functionalized coumarins.

Members of the coumarin family are found in many plant species. Besides their role in iron uptake, coumarins have been extensively studied for their potential to fight infections in both plants and animals. Coumarin activities range from antimicrobial and antiviral to anticoagulant and anticancer. Coumarins display a remarkable array of biochemical and pharmacological activities. Certain members of this group of compounds may significantly affect the function of various mammalian cellular systems. Coumarin is most often used as a fragrance ingredient, where it functions as a fragrance, a fragrance enhancer, and a stabilizer. Coumarin is widely used in perfumes, hand soaps, detergents, and lotions at concentrations ranging from 0.01 to 2.4%. It is used to give pleasant aromas to household products or to mask unpleasant odors. The study of coumarins and their derivatives has demonstrated their immense potential as valuable drug candidates. Understanding their chemical structures, sources, and biological activities is crucial for further exploration and exploitation of these compounds for medicinal purposes.

Fig 1 Structure and Numbering Scheme of Coumarin

Classification of Coumarins:

Coumarin belongs to natural phenylpropanoids. Phenylpropanoids are derived from acetic acid or phenylalanine and tyrosine in plants, and the latter two substances are deaminated to produce cinnamic acid derivatives. Coumarin is a lactone of o-hydroxycinnamic acid. The mother nucleus of coumarin is benzoα-pyrone. According to its structural characteristics, it can be divided into four categories, namely simple coumarins, furan coumarins, pyranocoumarins and isocoumarins.

--Coumarin: Simple coumarin refers to coumarin with substitution on the benzene ring, and no furan ring or pyran ring is formed between the 7-position hydroxyl group and 6-position or 8-position, which belongs to one kind of coumarin compounds. The representative compound is 7-Hydroxycoumarin.

--Furanocoumarins: Furanocoumarins are a special group of secondary metabolites commonly found in many higher plants. In particular, furanocoumarins have strong antiproliferative activities against cancer cell growth through modulation of many types of molecular pathways, e.g., regulation of the signal transducer and activator of transcription 3 (STAT 3), NF-kB, phosphatidylinositol-3-kinase/AKT, and mitogen-activated protein kinase expression.

--Pyranocoumari: Pyrano- and dipyranocoumarins are classes of naturally occurring organic compounds with very interesting biological activities. Pyranocoumarin can be divided into 6,7-pyracoumarin (linear) and 7,8-pyracoumarin (angular). The former is represented by Zanthoxylactone, while the latter is represented by Artemisia lactone. Pyranocoumarin compounds were identified to embody a novel and unique pharmacophore for anti-TB activity. Pyranocoumarins and dipyranocoumarins present anti-HIV, anti-cancer, neuroprotective, antidiabetic, antibacterial, antifungal, anti-inflammatory activities. Especially khellactones and calanolides are usually potent and selective in anti-HIV activity. Decursin and decursinol derivatives are effective as anticancer, neuroprotective, antidiabetic, antibacterial, and antifungal agents.

--Isocoumarins: Isomers of coumarin, the representative compounds are capillarity lactone, agrimony lactone, and so on. Isocoumarins are lactonic natural products abundant in microbes and higher plants. These are considered amazing scaffolds consecrated to more or less all types of pharmacological applications.

Product Description:

Coumarins are a class of natural compounds that are widely distributed and possess some biological activities. Coumarin smells very similar to vanilla, with almond candy and caramel fragrance. Coumarin is often mistaken for photosensitivity because of its brother furan coumarin. However, coumarin compounds are generally not photosensitive, and even at low doses, they have the effect of protecting against ultraviolet rays. At ALL Chemistry Company, we are proud to offer a comprehensive range of high-quality coumarin compounds. Coumarin compounds are a class of natural compounds known for their diverse applications and unique aromatic properties.

Our coumarin compounds are meticulously synthesized using advanced chemical processes and undergo rigorous quality control measures to ensure their purity and efficacy. We strive to provide our customers with the finest coumarin compounds that meet the highest industry standards. At ALL Chemistry Company, we prioritize customer satisfaction and offer a wide range of coumarin compounds to cater to individual needs. Our experienced team is dedicated to providing excellent customer service and technical support throughout the purchasing process.

Partial Product Details:

Product Category	CAS Number	Product Name	Purity	Molecular Formula
Coumarins	5928-25-6	Decursin	>98%	C19H20O5
Coumarins	139079-42-8	(-)-Heraclenol	>95%	C16H16O6
Coumarins	23013-84-5	Glycyrol	>98%	C21H18O6
Coumarins	133164-11-1	Oxypeucedanin hydrate	>98%	C16H16O6
Coumarins	19427-82-8	Selinidin	>97%	C19H20O5
Coumarins	4970-26-7	(-)-Praeruptorin B	>95%	C24H26O7
Coumarins	1088-17-1	Isomeranzin	>98%	C15H16O4
Coumarins	350681-33-3	Isodemethylwedelolactone	>98%	C15H8O7
Coumarins	13161-75-6	Pteryxin	>98%	C21H22O7
Coumarins	495-31-8	Nodakenin	>98%	C20H24O9

Please contact us for further information if you have a purchase requirement, including pricing, samples, and technical specifications. We look forward to providing our coumarin products. In addition, ALL Chemistry provides a seamless one-stop process development service, ALL Chemistry can provide synthesis and fine chemical services if the existing products can't meet your needs, we have expertise in the synthesis of a broad array of customized molecules, and we offer lab scale custom synthesis, biosynthesis, bioconjugation and analytical services.

Product Advantage:

Provide quality-guaranteed products, all products are provided with a quality analysis report (COA), use advanced instruments such as MS(Mass Spectrometry), HPLC and NMR (Nuclear Magnetic Resonance) for quality inspection.

Professional and reliable packaging ensures the safety and stability of products from transportation, storage to use.

ALL Chemistry provides coumarin products with a purity greater than 95%.

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