1-0-caffeoyl -6-0-(S)-caesalpinia sepiaria acyl group -Beta-D-glucopyranose and uses thereof

A technology of glucopyranose and caffeoyl, applied in the direction of sugar derivatives, sugar derivatives, esterified saccharides, etc., can solve the problems such as the use of such compounds is not disclosed

Inactive Publication Date: 2008-01-23
SOUTHERN MEDICAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But the above-mentioned article does not disclose the purposes of this type of compound, also does not see other reports

Method used

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  • 1-0-caffeoyl -6-0-(S)-caesalpinia sepiaria acyl group -Beta-D-glucopyranose and uses thereof
  • 1-0-caffeoyl -6-0-(S)-caesalpinia sepiaria acyl group -Beta-D-glucopyranose and uses thereof
  • 1-0-caffeoyl -6-0-(S)-caesalpinia sepiaria acyl group -Beta-D-glucopyranose and uses thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example

[0041]1. Take the snake wild rice produced in Japan, chop it, soak it with 70% methanol at room temperature for 24 hours, filter, and use a rotary evaporator to concentrate the filtrate to remove methanol, and the concentrated solution is the total extract. The methanol extract was extracted with ether and ethyl acetate respectively, and divided into three parts: ether layer, ethyl acetate layer and water layer. The water layer is the water-soluble part, which contains hydrolyzable tannins. The water-soluble part was subjected to MCI-gelCHP20P column chromatography, eluted with water and then eluted with 10%-40% methanol, and the methanol eluate was collected and passed through Chromatorex ODS, eluted with water and then eluted with a gradient of 10-80% methanol. Collect 40-80% methanol eluate, recover methanol under reduced pressure, add a little methanol to dissolve the residue; then apply MCI-gel CHP20P, elute with water and then gradient elution with 10-80% methanol, colle...

example 1

[0066] 【prescription】

[0067] 1-O-Caffeoyl-6-O-(S)-Ceremoyl-β-D-Glucopyranose 20g

[0068] Microcrystalline Cellulose 48g

[0069] Soluble starch 30g

[0070] Talc powder 2g

[0071] A total of 1000 tablets were produced, each containing 20 mg of the compound.

[0072] 【Preparation】

[0073] Weigh 20g of the compound, add soluble starch to dilute to 50g, mix well, then weigh 48g of microcrystalline cellulose, use 95% ethanol to make soft material, sieve and granulate, dry at low temperature at 50°C, granulate, add talc powder 2g , mixed evenly, compressed into tablets (0.1g each), inspected for quality, packaged, and obtained.

[0074] 【Dosage】

[0075] 3 tablets each time, 3 times a day.

[0076] 【For people】

[0077] Applicable to various tumor patients.

example 2

[0079] 【prescription】

[0080] 1-O-Caffeoyl-6-O-(S)-Ceremoyl-β-D-Glucopyranose 10g

[0081] Microcrystalline Cellulose 48g

[0082] Soluble starch 40g

[0083] Talc powder 2g

[0084] A total of 1000 tablets were produced, each containing 10 mg of the compound.

[0085] 【Preparation】

[0086] Weigh 10g of the compound, add soluble starch to dilute to 50g, mix well, then weigh 48g of microcrystalline cellulose, use 95% ethanol to make soft material, sieve and granulate, dry at low temperature at 50°C, granulate, add talc powder 2g , mixed evenly, compressed into tablets (0.1g each), inspected for quality, packaged, and obtained.

[0087] 【Dosage】

[0088] 3 tablets each time, 3 times a day.

[0089] 【For people】

[0090] Applicable to various tumor patients.

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Abstract

The invention provides condensed tannin of the glucopyranose containing caffeoyl, in particular to the 1-O-caffeoyl-6-O-(S)-caesalpinia digyna acyl-Beta-D-glucopyranose. The chemical structure is as shown in the formula (I). The compound of the invention can inhibit the multiplication of the tumour and has better antitumor activity, which can be used for preparing the antitumor drugs.

Description

technical field [0001] The invention relates to the field of organic chemistry, in particular to a caffeoyl-containing glucopyranose hydrolyzable tannin. Background technique [0002] Tannins, also known as vegetable tannins, are a class of complex polyphenolic compounds widely present in plants, among which hydrolyzable tannins are esters or glycosides formed of phenolic acids and polyols. [0003] In 2001, Zhi-hong Jiang and Yoko Hirose found a variety of glucopyranose hydrolyzable tannins containing caffeoyl and galloyl groups in snake mushroom (Balanophora japonica Makino), such as: 1-O-(E) -Caffeoyl-3-O-galloyl-β-D-glucopyranose, the compound is a yellow amorphous powder, [α] D 15 -48.9°(c=0.8, MeOH), can be hydrolyzed into gallic acid and 1-O-(E)-caffeoyl-β-D-glucopyranose under the action of tannase; 3-O-(E) -Caffeoyl-4-O-galloyl-D-glucopyranose, the compound is a yellow amorphous powder, [α] D 15 -144.2°(c=0.7, MeOH), under the action of tannase, it can be hydro...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H13/00C07H13/04A61K36/185A61K31/7048A61P35/00C07H13/10
Inventor 姜志宏吴少瑜田中山中崇文晓芸刘中秋岩田弘美河野高畑勋吴曙光广濑小野
Owner SOUTHERN MEDICAL UNIVERSITY
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