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Lignan triglucoside compound and preparation method and application thereof

A technology of compound and lignan, which is applied in the field of lignan triglycoside compound and its preparation, can solve the problem of few chemical components in the chestnut, achieve good tyrosinase inhibitory effect, high product purity, and easy operation

Inactive Publication Date: 2014-01-15
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, there are few studies on the chemical constituents of the chestnut, especially the discarded chestnut husks, which are currently almost limited to the use of fertilizers

Method used

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  • Lignan triglucoside compound and preparation method and application thereof
  • Lignan triglucoside compound and preparation method and application thereof
  • Lignan triglucoside compound and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] The preparation of embodiment 1 lignan triglycoside compound

[0025] Take 5kg of Castanea henryi (Skan) Rehd.et Wils husks, crush them, soak them in methanol for 2 weeks, suspend the soaking solution in 1L of distilled water after concentration, extract the water suspension with 1L of n-butanol, The alcohol extract was concentrated to obtain the medicinal extract; the sample was mixed with silica gel (100 mesh, 100g), and subjected to normal phase silica gel column chromatography separation (200-300 mesh, 1kg; silica gel column size L 500mm, 120mm), followed by gradient elution with chloroform / methanol with a volume ratio of 9:1, 5:1, 3:1, 1:1, 1:3, and 1:9, 5 L each time; TLC detected fractions, and collected eluted Fractions in a 3:1 ratio were combined and recrystallized from methanol.

Embodiment 2

[0026] The preparation of embodiment 2 lignan triglycoside compounds

[0027] Take 5kg of chestnut husks, crush them, extract with 5L of ethanol under reflux, concentrate the extract, extract the aqueous suspension with 1L of chloroform, and discard the chloroform layer. The aqueous layer was extracted with 1L n-butanol; the n-butanol was partially concentrated, and the sample was mixed with silica gel (100 mesh, 100 g), and separated by normal phase silica gel column chromatography (200-300 mesh, 1 kg; silica gel column size L 500mm, 120mm), followed by gradient elution with chloroform / methanol with a volume ratio of 9:1, 5:1, 3:1, 1:1, 1:3, and 1:9, 5 L each time; TLC detected fractions, and collected eluted Fractions in a 3:1 ratio were combined and recrystallized from methanol.

Embodiment 3

[0028] Preparation of embodiment 3 lignan triglycoside compound

[0029] Take 5kg of chestnut husks, crush them, extract with 5L of methanol / ethanol mixture, concentrate the extract, mix the sample with 100g of diatomaceous earth, heat extract with 5L of n-butanol; carry out normal phase silica gel column chromatography (200-300 mesh , 1kg; silica gel column size L 500mm, 120mm), followed by gradient elution with chloroform / methanol mixtures with volume ratios of 9:1, 5:1, 3:1, 1:1, 1:3, and 1:9, 5 L each time; fractions were detected by TLC and collected Fractions with an elution ratio of 3:1 were combined and recrystallized from acetone / n-hexane (volume ratio 1:1).

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Abstract

The invention discloses a lignan triglucoside compound and a preparation method and application thereof. The molecular formula of the lignan triglucoside compound is C38H54O21. The preparation method for the lignan triglucoside compound comprises the following steps of: extracting crushed Castanea henryi (Skan) Rehd. et Wils shells in an organic solvent, separating to obtain leaching liquor, extracting the leaching liquor, and concentrating the extracted liquor to obtain an extract; and performing chromatographic separation and purification on the extract, and thus obtaining the lignan triglucoside compound, wherein the organic solvent is one or more of methanol, ethanol, n-butanol and acetone. The lignan triglucoside compound with a novel structure is extracted and separated from the Castanea henryi (Skan) Rehd. et Wils shells; and the compound has good tyrosinase inhibiting activity, can be used for preparing tyrosinase inhibiting medicaments, whitening cosmetics or whitening health-care food, and has a good development prospect.

Description

technical field [0001] The invention relates to the field of plant active ingredients, in particular to a lignan triglycoside compound and its preparation method and application. Background technique [0002] Castanea henryi (Skan) Rehd. et Wils is a plant of the genus Chestnut in the family Fagaceae. It is a well-known woody grain and fruit tree species in southern my country. The fruit is sweet and delicious, and its flavor is obviously better than that of chestnut. Chestnut resources are most concentrated in the mountainous areas of southern Zhejiang and northern Fujian, and there are large-scale artificial forests ((a) Jiangyou. Jiang Fan. Gao Rixia. New Technology of Chestnut Cultivation. Fuzhou: Fujian Science and Technology Press, 1998.1-19.( b) Zheng Chengle. Jiang You. Chestnut Resources and Utilization Prospects in Northern Fujian. Journal of Fujian Agricultural University. 1998, 27(3): 291-295. (c) Gong Bangchu. Research, 1997, 10(6): 574-580. (d) Yang Zhiling, G...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H15/26C07H1/08A61K31/7048A61P39/06A61P35/00A61K8/60A61Q19/02A23L1/29A23L33/00
Inventor 吴斌
Owner ZHEJIANG UNIV
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