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Two novel compounds in paeonia anomala subsp.anomala and antioxidant activity parts of two novel compounds

A compound, peony technology, applied in the directions of drug combination, antidote, sugar derivatives, etc., can solve problems such as insufficient comprehensiveness, and achieve the effects of simple operation, improved detection efficiency, and great application value.

Inactive Publication Date: 2019-09-24
CHINA PHARM UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The chemical composition of Xinjiang peony is complex and diverse, mainly including monoterpenes and monoterpene glycosides, triterpenes and steroids, phenols and tannins, etc. There are many studies on Xinjiang peony and monoterpene glycosides. It is very necessary to understand the active components of Xinjiang Paeoniae, for the separation and research of new compounds in Xinjiang Paeoniae. The content of paeoniflorin in the chemical components of Xinjiang Paeoniae is the largest. In the Pharmacopoeia, paeoniflorin is also used as the determination method for the content of two medicinal materials of the same genus, Radix Paeoniae Rubra and Radix Paeoniae Alba. However, this method of using only one component as a detection index is not comprehensive enough, so establishing a simultaneous, multiple and fast component detection method is of great significance to the quality control of Xinjiang peony and its preparations

Method used

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  • Two novel compounds in paeonia anomala subsp.anomala and antioxidant activity parts of two novel compounds
  • Two novel compounds in paeonia anomala subsp.anomala and antioxidant activity parts of two novel compounds
  • Two novel compounds in paeonia anomala subsp.anomala and antioxidant activity parts of two novel compounds

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Two new compounds obtained by extracting and separating from Radix Paeoniae Alba, its chemical structural formula is as shown in formula (I), formula (II):

[0027]

[0028] The chemical name is: 2-O-β-D-glucopyranosyl-3-hydroxymethyl-5-(prop-1-en-2-yl)cyclohexanone

[0029]

[0030] The chemical name is: 9-O-[β-xylopyranosyl(1″→6′)-β-glucopyranosyl]-benzylbenzoate

[0031] The separation and preparation method of the two novel compounds comprises the following steps:

[0032] Take 10 kg of dry medicinal material of Radix Paeoniae Alba, pulverize, extract by heating and refluxing 3 times with 80% ethanol, combine the extracts, and recover under reduced pressure to obtain ethanol extract; Butanol was extracted 3 times, and the solvent was recovered to obtain extracts of various parts; wherein 420 g of n-butanol extracts were separated by D101 type macroporous adsorption resin column chromatography, and ethanol-water was used in volume ratios of 0:1, 3:7, Gradient...

Embodiment 2

[0045] Below in conjunction with the accompanying drawings, the HPLC technical scheme for simultaneously measuring the contents of 9 compounds in Radix Paeoniae Alba is further described, but it is not limited thereto. Any modification or equivalent replacement of the technical scheme of the present invention will not depart from the scope of the technical scheme of the present invention. , should be covered in the protection scope of the present invention.

[0046] The invention provides a method for simultaneous determination of paeonin R in Xinjiang peony 1 , paeoniflorin, galloyl paeoniflorin, oxidized paeoniflorin, isovanillic acid, benzoic acid, gallic acid, methyl gallate, 1,2,3,4,6-HPLC method for 9 compounds of pentagalloyl glucose, specifically implemented Proceed as follows:

[0047] Instruments and reagents: Agilent 1260 high performance liquid chromatography; C 18 Chromatographic column; standard paeonin R 1 , paeoniflorin, galloyl paeoniflorin, oxidized paeoni...

Embodiment 3

[0065] The activity of Radix Paeoniae Alba in the present invention to scavenge DPPH free radicals will be further described below through specific embodiments. The examples are only to help understand the present invention and should not be regarded as specific limitations to the present invention.

[0066] Main experimental materials: microplate reader (VarioskanFlash, 4.00.53, ThermoFisher Scientific); absolute ethanol (analytical grade), 2,2-biphenyl-1-picrylhydrazine (DPPH), quinol dimethacrylic acid (Trolox), Ascorbic Acid (Vc).

[0067] Need testing solution preparation: Xinjiang peony ethanol extract is the 80% ethanol extract under embodiment 1, and its mother liquor concentration is 20mg / mL; Xinjiang peony methanol extract is the methanol extract under embodiment 2, and its mother liquor concentration is 25mg / mL; when used, it was diluted in sequence to sample solutions with concentrations of 1200, 1000, 800, 600, 400, 200, 100, and 50 μg / mL for later use.

[0068] ...

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Abstract

The invention belongs to the technical field of medicines and relates to two novel compounds in paeonia anomala subsp.anomala and antioxidant activity parts of the two novel compounds. The chemical structural formulas of the two novel compounds are shown in formulas (I) and (II). According to a 80% ethyl alcohol extract of the paeonia anomala subsp.anomala, petroleum ether, ethyl acetate and water-saturated n-butyl alcohol are used for extraction to obtain all parts, the n-butyl alcohol part is separated through macroporous resin to obtain all flow components, a water part is subjected to multiple separation methods such as silica gel column chromatography, MCI column chromatography, reverse-phase ODS column chromatography and Sephadex LH-20, and the two novel compounds shown in (I) and (II) are separated. The invention further relates to a method for simultaneously measuring the content of nine compounds, including albiflorin R1, paeoniflorin, nutgall acyl paeoniflorin, oxypaeoniflorin, isovanillic acid, benzoic acid, gallic acid, methyl gallate and 1,2,3,4,6-pentagalloylglucose, in the paeonia anomala subsp.anomala. It is proved through a DPPH test that the paeonia anomala subsp.anomala has application prospects in the antioxidation aspect.

Description

technical field [0001] The present invention relates to the technical field of medicine, in particular, to two new chemical components in Xinjiang Paeoniae Alba and their separation and preparation methods; the invention also relates to the technical field of quality control of Chinese medicinal materials and their preparations, and relates to the simultaneous determination of Paeonin R in Xinjiang Paeoniae Alba 1 , paeoniflorin, galloyl paeoniflorin, oxidized paeoniflorin, isovanillic acid, benzoic acid, gallic acid, methyl gallate, 1,2,3,4,6-pentagalloyl glucose 9 compounds; and Xinjiang peony Application prospects in antioxidant and related aspects. Background technique [0002] Xinjiang peony (Paeonia anomala subsp.anomala) is a medicinal plant of Paeoniaceae Paeoniae genus Paeonia. The plant is a perennial herb with medicinal parts as roots and is distributed in the Altai Mountains. The plant is rich in resources and is wild. It is used as red peony in Uighur medicine ...

Claims

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Application Information

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IPC IPC(8): C07H15/203C07H15/207C07H1/08A61P39/06G01N30/02G01N30/06
CPCC07H15/203C07H15/207C07H1/08A61P39/06G01N30/02G01N30/06G01N2030/062
Inventor 蒋建勤胡勤美卢梦吕昊宇
Owner CHINA PHARM UNIV
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