The Introduction of Lignans:
Lignans are fiber-associated compounds found in many plant families and common foods, including grains, nuts, seeds, vegetables, and drinks such as tea, coffee or wine. These compounds are formed through the metabolism of plant lignans by the gut bacteria in our digestive system. Once ingested, lignans are converted into enterolignans, such as enterodiol and enterolactone, which are then absorbed into the bloodstream. Lignans are phenolic dimers possessing a 2,3-dibenzylbutane structure. Such compounds are known to exist as minor constituents of many plants, where they form the building blocks for the formation of lignin in the plant cell wall. The compounds occur mainly in glycosidic form. In rye, lignans are predominantly present in the bran fraction. They are defined as phytoestrogens. Generally found in free forms, lignans show considerable diversity in terms of basic structure. Lignans act as antioxidants and can bind to estrogen receptors in the breast tissue.
By mimicking the effects of estrogen, lignans can bind to estrogen receptors in the body and exert estrogen-like or anti-estrogenic effects, depending on the circumstances. From their estrogen-like effects to their antioxidant and anti-inflammatory properties, lignans have the potential to play a crucial role in promoting health and preventing diseases. Lignans have been shown to have potential anti-cancer properties, particularly in hormone-related cancers like breast and prostate cancer. They may help inhibit the growth of cancer cells and reduce the risk of tumor formation. Lignans may help lower blood pressure, reduce inflammation, and improve lipid profiles. Lignans may help protect against chronic diseases associated with oxidative stress, including neurodegenerative disorders and age-related macular degeneration. The extensive pharmaceutical use of lignans is linked to their antitumor, antiviral, hepatoprotective, and platelet-activating factor (PAF) antagonistic activities, among many others.
Fig 1 Chemical Structure of Lignans
Classification of Lignans:
Lignans have received considerable attention from both chemists and pharmacologists over the past few decades. Lignans are classified as monoepoxy lignan, double tetrahydrofuran lignan, cyclolignan, and dibenzocyclooctadiene lignan depending on their chemical structure.
--Monoepoxy Lignans: The structure of monoepoxy lignans is characterized by the existence of a tetrahydrofuran structure based on simple lignin. In Schisandra, this kind of composition is mainly 7-o-7’, which often has a symmetrical structure. In the hydrogen spectrum, it can be seen that the methyl signals of two D peaks overlap. There are two M-peak hydrogen signals around δ 1.78.
--Double Tetrahydrofuran Lignans: Natural tetrahydrofuran lignans are secondary metabolites formed by oxidative polymerization of two molecules of phenylpropanoid units, which mainly exist in Lauraceae, Magnoliaceae, Piperaceae, Cucurbitaceae, Myristicaceae, Daphne, Compositae, Oleaceae, Caprifoliaceae, Aristolochiaceae and other plants. It has strong biological activities, including anti-tumor, anti-oxidation, anti-inflammatory, neuroprotective, insecticidal and estrogen-like effects.
--Cyclolignans: Cyclolignans have a good neuroprotective effect. Cyclolignans are formed by the cyclization of the 6-position benzene ring in one phenylpropanoid unit and the 7-position benzene ring in another phenylpropanoid unit. In the infrared spectrum, the common characteristic absorption groups of this kind of lignan are hydroxyl, methylenedioxy and carbonyl.
--Dibenzocyclooctadiene Lignans: Dibenzocyclooctadiene lignans are unique chemical constituents of Schisandra. The structure of this kind of lignan is not only the structure of biphenyl, but also the eight-membered cyclic structure synthesized by biphenyl and side chains. The 1 ~ 3 and 12 ~ 14 positions of benzene rings on both sides of the structure are mainly replaced by hydroxyl, methylenedioxy or methoxy. The substituents at the C 6 position are usually ester groups such as benzoate, acetate, angelica acid ester or cis-zhi acid ester. Dibenzocyclooctadiene lignans contain many chiral carbon atoms, and their absolute configuration is mainly judged by the steric conformation of cyclooctene and the steric configuration of substituents.
Product Description:
By using lignans supplied by ALL Chemistry, you can explore the vast potential of these versatile compounds in a wide range of chemical reactions, synthesis processes, and analytical methods. The lignans are a large group of polyphenols found in plants. Some examples of lignans include enterolignans, enterodiol and enterolactone. Lignans are one of the major classes of phytoestrogens and a part of the human diet. These compounds exhibit unique chemical structures that can act as antioxidants, antimicrobial agents, and even precursors for the synthesis of novel pharmaceuticals and bioactive molecules.
Plant lignans such as pinoresinol, lariciresinol, secoisolariciresinol, matairesinol, hydroxymatairesinol, syringaresinol and sesamin can be metabolized by intestinal bacteria into mammalian lignans enterodiol and enterolactone, which play a role in the cancer-protective effects of vegetarian diets. Whether you are studying the biological activity of lignans, investigating their potential as natural additives, or exploring their role in environmental chemistry, our product provides you with a convenient and reliable source to support your research endeavors. Unlock the potential of lignans in your chemical research with Lignans for ALL Chemistry.
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Product Category
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CAS Number
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Product Name
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Purity
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Molecular Formula
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Lignans
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52151-92-5
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Piperitol
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97%
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C20H20O6
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Lignans
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96895-25-9
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Nyasol
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98.00%
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C17H16O2
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Lignans
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4263-87-0
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Dehydrodiconiferyl alcohol
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96.00%
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C20H22O6
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Lignans
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33419-42-0
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Etoposide
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>98%
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C29H32O13
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Lignans
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6559-91-7
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4'-Demethylepipodophyllotoxin
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>98%
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C21H20O8
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Lignans
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607-80-7
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Sesamin
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≥98%
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C20H18O6
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Lignans
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528-43-8
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Magnolol
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≥98%
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C18H18O2
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Lignans
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35354-74-6
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Honokiol
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≥98%
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C18H18O2
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Lignans
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125072-69-7
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Epinortrachelogenin
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≥95%
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C20H22O7
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Lignans
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57296-22-7
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Boehmenan
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>97%
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C40H40O12
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Please contact us for further information if you have a purchase requirement, including pricing, samples, and technical specifications. We look forward to providing our lignan 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 lignan products with a purity greater than 95%.
ALL Chemistry guarantees the confidence to put our products in a risk-free environment for worldwide scientists and researchers.
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