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Structure and classification of lignans

Lignans are found in plants and are a type of phytoestrogens that have free radical scavenging and antioxidant effects in the body. The content of lignans is high in flax seeds and sesame seeds, and is also found in cereal foods (such as rye, wheat, oats, barley, etc.), soybeans, cruciferous plants (such as broccoli) and some fruits (such as strawberries). Lignans. Lignans can bind to estrogen receptors and interfere with cancer-promoting effects. Therefore, it may have a preventive and therapeutic effect on breast cancer, prostate cancer, and colon cancer.

Lignans are a type of natural ingredient formed by the polymerization of phenylpropanoid bimolecules. There are four types of monomers that make up lignans: ①Cinnamic acid and occasionally cinnamic aldehyde. ②Cinnamyl alcohol. ③Acrylbenzene. ④Allylbenzene.

Classification basis: Classification based on the basic carbon framework and condensation conditions of lignans. Diarylbutanes: Phyllocerin

It clears away heat and diuresis, improves eyesight, and eliminates accumulation.

It is used for hypochondriac pain, abdominal distension, and anorexia caused by damp-heat in the liver and gallbladder. Nausea and loose stools are two molecules of C6-C3 units. In addition to the 8-8′ connection, there are also epoxy structures formed by 7-0-7′, 9-0-9′, 7-0-9′, etc. (forming furan or tetrahydrofuran ring). [Example] Its representative substances include lycoside and olive fat.

Contains highly effective anti-wrinkle essence, which can quickly moisturize and replenish moisture. Lignanolactone is oxidized from the tetrahydrofuran epoxy in monoepoxy lignan to a lactone ring, which often exists in the same plant as its dehydrogenation compound. [Structural formula omitted]

For example, arctiin and arctigenin in burdock are lignan lactones. Aryl naphthas

Heat-clearing and detoxifying, phlegm-resolving and swelling-removing, anti-tumor and anti-viral

Cyclolignans composed of simple lignans cyclized Su [structural formula omitted]. Its representative is isotaxalidin. This is a type of lignan in which two molecules of phenylpropanoid side chains are connected to each other to form two epoxy structures. The naturally occurring diepoxy lignan structures all have cis-linked double-parallel tetrahydrofuran rings.

Forsythiarin and forsythin in Forsythia suspensa are both diepoxy lignans. Free lignans are lipophilic, generally insoluble in water, and easily soluble in lipophilic organic solvents and ethanol.

Lignans with phenolic hydroxyl groups are also soluble in alkaline aqueous solutions. When lignans are combined with sugars to form glycosides, their hydrophilicity increases and their solubility in water also increases. Free lignans are lipophilic and can be dissolved in low-polarity solvents such as ether. They can be extracted directly with low-polarity organic solvents, or extracted with ethanol (or acetone). After the extract is concentrated, it is dissolved with petroleum ether or ether. After multiple dissolutions, the pure product can be obtained. [Note: It often exists with resin in plants. It is easy to resinize when treated with solvent and should not be separated. ]

Lignan glycosides are highly hydrophilic and can be extracted according to the extraction method of glycosides. Since the aglycone molecules are relatively large, medium and low polarity solvents should be used. Lignans with a lactone structure can also be separated from other non-saponified lipophilic components by taking advantage of their ability to dissolve in alkali solution. However, attention should be paid to the isomerization of lignans, especially for optically active lignans. lipokine. Certain lignans also have cAMP phosphodiesterase inhibitory activity, immune enhancement, and promotion of protein and glycogen synthesis.