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Flavonoid glycosides, platanus orientalis leaf extract as well as preparation method and pharmaceutical application thereof

A technology of flavonoid glycosides and sycamore, applied in the field of medicine, can solve the problems of lack of reports on the antibacterial activity of extracts and monomer components, and unsystematic research on phytochemical components.

Active Publication Date: 2022-01-21
TAIZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008]However, although the leaves of the "street tree" sycamore (commonly known as Platanus two-ball and Platanum three-ball) are extremely prolific, studies on their phytochemical constituents have not been systematically , especially the lack of reports on the antibacterial activity of its extracts and monomer components

Method used

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  • Flavonoid glycosides, platanus orientalis leaf extract as well as preparation method and pharmaceutical application thereof
  • Flavonoid glycosides, platanus orientalis leaf extract as well as preparation method and pharmaceutical application thereof
  • Flavonoid glycosides, platanus orientalis leaf extract as well as preparation method and pharmaceutical application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0071] Embodiment 1: the preparation of sycamore extract

[0072] The dry leaves of sycamore (Platanus acerifolia Wild.) or Platanus orientalis Linn.) in November were crushed and extracted 4 times with 75% ethanol, each time for 36 hours, and the obtained extracts were combined Concentrate under reduced pressure to obtain 75% ethanol extract.

[0073] With 75% ethanol extract (3.5kg) through macroporous resin D101 column, adopt ethanol-water (EtOH / H 2 O) solvent system carries out gradient; Wherein the initial volume fraction of ethanol is 0~30%, the final volume fraction of ethanol is 100%; Preferably, 60~70% EtOH eluting fractions are combined and concentrated to obtain subcomponents I (70g). Subcomponent I passes through the small hole resin MCI gel column, adopts methanol-water (MeOH / H 2 O) solvent system carries out gradient elution; Wherein the initial volume fraction of methanol is 0~30%, the final volume fraction of methanol is 100%; Preferably, the MeOH eluting fr...

Embodiment 2

[0074] Embodiment 2: the preparation of sycamore extract

[0075] After crushing the dried leaves of sycamore (Platanus acerifolia Wild.) or three-ball Platanus (Platanus orientalis Linn.), add 10 times of ultrapure water, heat and reflux for 2 hours, and filter with gauze to obtain the supernatant , extracted 4 times, combined the filtrates, and concentrated under reduced pressure to an aqueous extract with a concentration of 1.0 g / mL.

[0076] The water extract was passed through the macroporous resin D101 column, and the ethanol-water (EtOH / H 2 O) solvent system carries out gradient; Wherein the initial volume fraction of ethanol is 0~30%, the final volume fraction of ethanol is 100%; Preferably, 60~70% EtOH eluting fractions are combined and concentrated to obtain subcomponents I. Subcomponent I was passed through a small-pore resin MCI gel column, using methanol-water (MeOH / H 2 O) solvent system carries out gradient elution; Wherein the initial volume fraction of metha...

Embodiment 3

[0077] Embodiment 3: Preparation of flavonoid glycosides

[0078] The above subcomponent II (70.0 mg, prepared in Example 1) was eluted isocratically with methanol:0.05% trifluoroacetic acid aqueous solution (66:34, v / v) by semi-preparative HPLC (SunFire column, 3.0 mL / min), Obtain novel flavonoid glycoside compound 1 (3.0mg, t R =22.5min) and compound 2 (3.2mg, t R = 31.7 min).

[0079] Compounds were elucidated by NMR spectroscopy (1D / 2D NMR techniques) and HRMS data:

[0080] HR-ESI spectrum of compound 1 ( figure 2 ) shows that its quasi-molecular ion peak is m / z 763.1621 ([M+ Na] + , calcd763.1633), combined with the carbon spectrum to infer that its molecular formula is C 39 h 32 o 15 .

[0081] The hydrogen spectrum of compound 1 ( image 3 , Table 1) shows an aromatic ring ABX spin system [δ H 7.42(1H,dd,J=2.0,8.4Hz,H-6′),δ H 7.38(1H,d,J=2.0Hz,H-2′),δ H 6.96(1H,d,J=8.4 Hz,H-5′)], and 2 aromatic ring singlet proton signals [δ H 6.39 (1H, s, H-8), δ H ...

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Abstract

The invention discloses a flavonoid glycosides, a platanus orientalis leaf extract as well as a preparation method and pharmaceutical application thereof. The structural formula of the flavonoid glycosides is shown in the specification. The platanus orientalis leaf extract and a monomeric compound have the advantages that the growth of staphylococcus aureus is inhibited, the platanus orientalis leaf extract and the monomeric compound can be used for preparing a staphylococcus aureus inhibitor or used as a lead compound of the antibacterial drug, and has huge potential application in the field of preparing drugs for treating suppurative infection, mastitis, pneumonia, enteritis, endocarditis, septicemia and toxic shock caused by staphylococcus aureus infection.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to a flavonoid glycoside compound, a sycamore leaf extract, a preparation method thereof, and an application in preparing a medicine for treating Staphylococcus aureus infection. Background technique [0002] Staphylococcus aureus, a highly virulent Gram-positive coccus that infects humans and animals, is responsible for many superficial, toxin-mediated, or invasive infections. Superficial lesions caused by Staphylococcus aureus range from mild pimples and boils to severe abscesses and carbuncles. Once through the skin barrier, S. aureus can cause muscle and bone infections such as osteomyelitis and septic arthritis; these internal infections can lead to more severe pneumonia, bacteremia, endocarditis, and sepsis. Due to its ability to produce shedding toxins, superantigens, and cytotoxins, S. aureus is also the causative agent of many toxin-mediated infections such as food poison...

Claims

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Application Information

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IPC IPC(8): C07H17/07C07H1/08A61P31/04A61K31/7048
CPCC07H17/07C07H1/08A61P31/04
Inventor 胡金锋熊娟武喜营江维姜春筱
Owner TAIZHOU UNIV
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