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Phenylethanoid glycoside compound extracted from caryopteris clandonensis as well as preparation method and medical application thereof

A technology of phenylethanol glycosides and compounds, which is applied in the field of medicine, can solve the problems of the extraction and utilization of the active ingredients of eucalyptus aureus, which have not been reported, and achieve the enhancement of microglial cells to phagocytose myelin fragments, the preparation method is simple, and the pollution is less Effect

Inactive Publication Date: 2021-06-11
SHANGHAI UNIV OF T C M
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

There are related application records of other species of Clamella genus, but there is no report on the extraction and utilization of the active ingredients of Clamella aureus

Method used

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  • Phenylethanoid glycoside compound extracted from caryopteris clandonensis as well as preparation method and medical application thereof
  • Phenylethanoid glycoside compound extracted from caryopteris clandonensis as well as preparation method and medical application thereof
  • Phenylethanoid glycoside compound extracted from caryopteris clandonensis as well as preparation method and medical application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] The preparation of embodiment 1 phenylethanol glycosides

[0049] Take 12.0 kg of dried Herbs of Herba chrysalis, crush them, and extract them by cold soaking with 95% ethanol at room temperature (60 L, 1 week each time). The solvent was recovered under reduced pressure to obtain 1257 g of extract. Dissolve the medicinal extract with hot water, extract with n-butanol (2L each time), 438g of n-butanol, through MCI column chromatography, water, 10% methanol, 30% methanol, 50% methanol, 70% methanol , 95% methanol elution, TLC detection, combined the same components to obtain 6 components (Fr.1-Fr.6): Fr.1 (122g), Fr.2 (31g), Fr.3 (164g), Fr.4 (30g), Fr.5 (20g), Fr.6 (16g). The obtained camellia seed total saponins were eluted by Sephadex LH-20 with different proportions of methanol water system, reversed phase preparation liquid phase for further separation and purification, respectively eluted with different proportions of methanol water or acetonitrile water, detected...

Embodiment 2

[0050] Example 2 Effect of monomer phenylethanol glycosides on myelin phagocytosis by microglia and astrocytes

[0051] 1. Method

[0052] (1) Cell culture

[0053] After recovery, microglia and astrocytes were cultured in DMEM containing 10% FBS, 1% p / s at 37°C, 5% CO 2cultured in a cell culture incubator. When the cells reach 90% confluence, wash once with PBS, add 1ml 0.25% trypsin to blow off, add culture medium after digestion is complete, transfer the digested cells into a centrifuge tube, centrifuge at 800rpm, 3min, remove the supernatant , add 1ml medium to resuspend the cells; according to the cell density, subculture into 1 or more culture dishes, and keep the mixed cells at 37°C CO 2 cultured in an incubator.

[0054] (2) Administration method and dosage

[0055] Take logarithmic growth phase glial cells, digest and inoculate in 96-well plate, 100 μl / well, 1×10 4 Each well, placed in the incubator for 12 hours after adherence, set up the blank group, the myeli...

Embodiment 3

[0063] Example 3 Confirmation of the structure of the monomer phenylethanol glycoside J1

[0064] J1 is yellow-brown amorphous powder, easily soluble in methanol, (c 0.104, MeOH). By high resolution mass spectrometry HRESIMS m / z 997.2949[M-H] - (calcd.for 997.2954) and 1 H-NMR, 13 C-NMR spectral data can determine its molecular formula as C 46 h 54 o 23 , with an unsaturation of 20. 1 In the H-NMR spectrum (Table 1), it can be seen that there is a group of ABX coupling system aromatic hydrogen proton signal δ H 7.20(H,brs H-2'), δ H 6.81(1H,d,J=8.2Hz H-5') and δ H 7.08 (1H, d, J=8.2Hz H-6'), suggesting that J1 contains a 1,3,4-trisubstituted benzene ring; δ H 6.44(2H,s H-2”, H-6”) is the signal of two symmetrical aromatic hydrogen protons on the benzene ring, showing a 1,3,4,5-tetrasubstituted benzene ring; δ H 6.74 (1H, s H-2) and 6.61 (1H, sH-5) two singlet aromatic hydrogen signals suggest the presence of 1,3,4,6-tetrasubstituted benzene rings. Simultaneous...

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Abstract

The invention relates to the technical field of medicine, in particular to a phenylethanoid glycoside compound extracted from caryopteris clandonensis and a preparation method and medical application thereof. The phenylethanoid glycoside compound is shown in the formula (I), and in the formula (I), R1 is glycosyl or hydroxyl, feruloyl or caffeoyl or sinapyl; R2 is hydroxyl, feruloyl or caffeoyl or sinapyl; R3 is hydrogen, methoxyl or carbonyl or hydroxyl; and R4 is hydrogen, methoxyl or hydroxyl. According to the preparation method, phenylethanoid glycoside total saponins are obtained through percolation and microporous resin elution, then monomer phenylethanoid glycoside is prepared through ODS column chromatography, gel column chromatography and preparative liquid phase preparation, and the phenylethanoid glycoside in caryopteris clandonensis obtained through the modified preparation method is high in yield and purity. The phenylethanoid glycoside compound of caryopteris clandonensis has a neuron protection effect; the compound can be used for preparing medicines or health-care foods for protecting nerves.

Description

technical field [0001] The invention relates to the technical field of medicines, in particular to phenylethanol glycosides extracted from Aurea aureus and its preparation method and medical application. Background technique [0002] Plants of the genus Verbena are perennial herbs or shrubs of the Verbenaceae family. The main chemical components of this genus are diterpenoids, iridoids, phenylethanol glycosides, flavonoids, etc.; they have antioxidant, antibacterial, and antitumor properties. biological activity. C.aureoglandulosa (Van.) C.Y.Wu, also known as Octopus Gold (Guizhou Weng'an) among the people, is mainly produced in southwestern Sichuan, western to southern Guizhou and southwestern Yunnan, and is born on grassy slopes at an altitude of 550-750 meters. . There are related application records of other species of Clamella genus, but there is no report on the extraction and utilization of the active ingredients of Clamella aureus. Contents of the invention [0...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H15/18C07H13/04C07H1/08A61P25/00A23L33/105A23L33/125
CPCC07H15/18C07H13/04C07H1/08A61P25/00A23L33/105A23L33/125A23V2002/00A23V2200/322A23V2250/21
Inventor 侴桂新王永丽陈毅许红涛
Owner SHANGHAI UNIV OF T C M
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