Cinnamaldehyde / polygonatum polysaccharide-Pickering emulsion and application thereof

By preparing cinnamaldehyde/Polygonatum polysaccharide-Pickering emulsion, the problems of low solubility and poor stability of cinnamaldehyde in water were solved, achieving high drug loading for anti-tumor effects and intestinal protection, and enhancing the synergistic effect of chemotherapy drugs.

CN121243068AActive Publication Date: 2026-01-02THE PEOPLES HOSPITAL OF GUANGXI ZHUANG AUTONOMOUS REGION
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Patent Information

Application Number
CN202511768702.9
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-11-28
Publication Date
2026-01-02
Estimated Expiration
2045-11-28

AI Technical Summary

Technical Problem

Cinnamaldehyde has extremely low solubility in water and poor stability, making it difficult to administer orally. Existing formulations such as prodrug micelles and nanoemulsions use surfactants that can damage the digestive tract structure and affect the efficacy of tumor treatment.

Method used

The cinnamaldehyde/Polygonatum polysaccharide-Pickering emulsion is formed by dissolving cinnamaldehyde in olive oil, using Polygonatum polysaccharide as a stabilizer and zein as an emulsifier, and ultrasonic treatment to form an oil-in-water emulsion, avoiding the use of surfactants.

Benefits of technology

It significantly improves the solubility and stability of cinnamaldehyde, has good anti-tumor effects, enhances the efficacy of chemotherapy, protects the digestive tract structure, and reduces adverse reactions of chemotherapy.

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Abstract

The invention belongs to the field of anti-tumor compounds, and particularly relates to cinnamyl aldehyde / polygonatum polysaccharide-Pickering emulsion which is prepared from the following raw materials in dosage: cinnamyl aldehyde, olive oil, polygonatum polysaccharide and zein. The preparation method of the cinnamyl aldehyde / polygonatum polysaccharide-Pickering emulsion comprises the following steps: S1, dissolving cinnamyl aldehyde in olive oil to serve as an oil phase, and dissolving polygonatum polysaccharide in zein to serve as a water phase; and S2, mixing the water phase and the oil phase, and carrying out ultrasonic treatment on the mixed solution to obtain the cinnamyl aldehyde / polygonatum polysaccharide-Pickering emulsion. The invention further discloses application of the compound in preparation of anti-tumor drugs. The problems that in the prior art, cinnamyl aldehyde is poor in solubility, poor in stability and difficult to prepare medicines can be solved, the solubility of cinnamyl aldehyde and the stability of cinnamyl aldehyde in gastrointestinal tracts can be remarkably improved, and the cinnamyl aldehyde pharmaceutical composition has a good anti-tumor effect and has sensitization and synergistic interaction effects on chemotherapy.
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Description

TECHNICAL FIELD

[0001] The present application relates to the field of anti-tumor compounds, in particular to a cinnamaldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion and its application. BACKGROUND

[0002] Cinnamaldehyde is the main active ingredient of Guangxi Gui Shiwei traditional Chinese medicine Cinnamomum cassia, which can inhibit the growth of various tumor cells including colorectal cancer cells. However, as an aldehyde organic compound, cinnamaldehyde is a yellow viscous volatile oil with very low solubility in water, only 1.42 mg / mL, so it has poor oral bioavailability and is difficult to be made into a medicine. The aldehyde group structure in cinnamaldehyde leads to poor stability and easy oxidation, which is also the reason for the difficulty in the application of cinnamaldehyde.

[0003] In the prior art, it is prepared into a prodrug micelle, a gel, a nanoemulsion and the like to improve its solubility. However, the drug loading capacity of the prodrug micelle is limited, and a large amount of surfactant is usually added for solubilization in the nanoemulsion, but the use of a large amount of surfactant will destroy the tight junction of the digestive tract and destroy the intestinal flora, which is not conducive to the treatment of digestive tract tumors. SUMMARY

[0004] The purpose of the present application is to provide a cinnamaldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion and its application to solve the technical problems raised in the background. In order to achieve the above-mentioned purpose, the following technical solutions are adopted in the present application: A cinnamaldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion, comprising the following amount of raw materials: cinnamaldehyde 0.1-0.48 g, olive oil 0.605-1.5 mL, polygonatum sibiricum polysaccharide 0.1-0.6 g, and corn alcohol soluble protein 3-9 mL. The preparation method of the cinnamaldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion comprises the following steps: S1: dissolving cinnamaldehyde in olive oil as an oil phase, and dissolving polygonatum sibiricum polysaccharide in corn alcohol soluble protein as an aqueous phase; S2: mixing the aqueous phase and the oil phase, and ultrasonically treating the mixture to obtain a cinnamaldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion.

[0005] Further, in S2, the aqueous phase and the oil phase are mixed in a volume ratio of (3:1)-(9:1).

[0006] Further, in S2, the ultrasonic treatment has a power of 200-500 W and a time of 7-15 min.

[0007] The application of the cinnamaldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion in the preparation of an anti-tumor drug.

[0008] Further, the application of the cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion and the chemotherapeutic drug in the preparation of a combined antitumor drug.

[0009] The beneficial effects of the present application compared with the prior art are: 1. The present application can significantly improve the solubility of cinnamyl aldehyde by preparing cinnamyl aldehyde into a high drug loading cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion without surfactants, and the cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion is stable in the gastrointestinal tract and is convenient for oral administration.

[0010] 2. The present application has good antitumor effect, and can produce sensitization and synergistic effect on chemotherapy. At the same time, by using polysaccharide with intestinal protection as a stabilizer, the intestinal tight junction and flora disorder destroyed by chemotherapy can be improved. BRIEF DESCRIPTION OF DRAWINGS

[0011] Figure 1 is the preparation process diagram of the cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion of the present application; Figure 2 is the product schematic diagram of the cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion of the present application; Figure 3 is the preparation principle diagram of the cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion of the present application; Figure 4 is the structure diagram of the cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion of the present application; Figure 5 is the particle size distribution diagram of the cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion of the present application; Figure 6 is the electron microscope diagram of the cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion of the present application; wherein, A is a bright field observation diagram, B is a Nile red oil staining fluorescence observation diagram, and C is a transmission electron microscope observation diagram; Figure 7 is the scratch test diagram of the cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion of the present application in vitro tumor cell killing ability; wherein, A is a diagram for investigating the migration inhibition effect of ½IC50 cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion on MC38 colorectal cancer cells; B is a diagram for investigating the migration inhibition effect of ½IC50 cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion on LoVo colorectal cancer cells; Figure 8is a column chart of the tumor cell invasion and migration inhibition ability of the cinnamaldehyde / polygonatum polysaccharide-Pickering emulsion in the application; wherein, A is a column chart of the migration inhibition area percentage of the cinnamaldehyde / polygonatum polysaccharide-Pickering emulsion on MC38 colorectal cancer cells; B is a column chart of the migration inhibition area percentage of the cinnamaldehyde / polygonatum polysaccharide-Pickering emulsion on LoVo colorectal cancer cells; Figure 9 is a live and dead cell staining chart of the IC50 cinnamaldehyde / polygonatum polysaccharide-Pickering emulsion after acting on HCT-116 cells in the application; wherein, A is a live cell staining chart; B is a dead cell staining chart; C is a live and dead cell staining chart; Figure 10 is a modeling and administration flow chart of MC38 colorectal cancer in the application; Figure 11 is a single tumor volume growth curve chart of each group of animals in the application; Figure 12 is a mean tumor volume growth curve chart of each group of animals in the application; Figure 13 is a column chart of the tumor inhibition rate of each group on the 16th day of the experiment in the application; Figure 14 is a tumor volume and weight diagram of each group of animals in the application; wherein A is a tumor volume diagram of each group of animals; B is a tumor weight column chart of each group of animals; Figure 15 is a body weight change curve chart of each group of animals during administration in the application; Figure 16 is a spleen weight column chart of each group of animals at the end of the experiment in the application; Figure 17 is a heart and liver weight diagram of each group of animals in the application; wherein, A is a heart weight column chart, and B is a liver weight column chart; Figure 18 is a kidney and lung weight diagram of each group of animals in the application; wherein, A is a kidney weight column chart; B is a lung weight column chart; Figure 19 is a liver function index chart of each group of animals at the end of the experiment in the application; wherein, A is an ALT index column chart of liver function; B is an AST index column chart of liver function; Figure 20 is a kidney function index chart of each group of animals at the end of the experiment in the application; wherein, A is a BUN index column chart of kidney function; B is a Crea index column chart of kidney function; Figure 21 is a colon AB-PAS staining chart of each group of animals in the application (scale = 100 μm); Figure 22is a histogram of the goblet cell count in the colon of each group of animals in the application, n = 3; Figure 23 is a ZO-1 (red) and DAPI (blue) immunofluorescence staining section graph (scale = 100 μm) of each group of animals in the application; wherein, A is a ZO-1 (red) immunofluorescence staining section graph; B is a DAPI (blue) immunofluorescence staining section graph; Figure 24 is an immunofluorescence quantification histogram of each group of animals in the application, n = 3; Figure 25 is a CRC mouse intestinal junction protein mRNA level histogram of each group of animals in the application, n = 6; *: P < 0.05; **: P < 0.01; ***: P < 0.001; wherein, A is a relative expression amount histogram of Muc 2 secreted by intestinal goblet cells; B is a relative expression amount histogram of intestinal TJ protein; C is a relative expression amount histogram of intestinal AJ protein; Figure 26 is an intestinal flora alpha-diversity analysis graph of the cinnamaldehyde / polygonatum sibiricum polysaccharide-Pickering in the application; wherein, A is an ACE index analysis graph; B is a Chao index analysis graph; C is a Shannon index analysis graph; D is a Simpson index analysis graph; Figure 27 is a Bray-Curtis dissimilarity (PCoA) based beta-diversity analysis graph in the application; Figure 28 is a relative abundance graph of intestinal flora at the phylum level in the application; Figure 29 is a phylum level dominant flora graph in the application, *: P < 0.05; **: P < 0.01; ***: P < 0.001; wherein, A is a relative abundance histogram of Bacteroidetes; B is a relative abundance histogram of Verrucomicrobia; C is a relative abundance histogram of Firmicutes; D is a relative abundance histogram of Deferribacteres. DETAILED DESCRIPTION

[0012] In order to make the purpose, technical scheme and advantages of the application clearer, the application will be further described in detail below with reference to the drawings and preferred embodiments. However, it should be noted that many details in the description are only to make the reader have a thorough understanding of one or more aspects of the application, and the aspects of the application can be realized even without these specific details.

[0013] A cinnamaldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion, comprising the following raw material composition: cinnamaldehyde 0.1-0.48 g, solvent olive oil 0.605-1.5 mL, stabilizer polygonatum sibiricum polysaccharide 0.1-0.6 g, emulsifier zein 3-9 mL.

[0014] As shown in Figure 1 The preparation method of the cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion comprises the following steps: S1: dissolve cinnamyl aldehyde in olive oil as the oil phase, and dissolve polygonatum sibiricum polysaccharide in 1.5% zein solution as the water phase; S2: mix the water phase and the oil phase in a volume ratio of (3:1)-(9:1), and perform ultrasonic treatment on the mixed solution, the power of the ultrasonic treatment being 200-500W, and the time being 7-15 minutes, to obtain the cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion, as shown in Figure 2 .

[0015] As shown in Figure 3 The present application takes cinnamyl aldehyde as the main drug, and zein as the emulsifier, and adds polygonatum sibiricum polysaccharide as the dispersion stabilizer, and finally obtains a stable oil-in-water type cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion, as shown in Figure 4 .

[0016] Example 1 A cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion comprises the following raw material composition: cinnamyl aldehyde 0.395g, solvent olive oil 0.605mL, stabilizer polygonatum sibiricum polysaccharide 0.2g, and emulsifier zein 5mL.

[0017] The preparation method of the cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion comprises the following steps: S1: dissolve cinnamyl aldehyde in olive oil as the oil phase, and dissolve polygonatum sibiricum polysaccharide in 1.5% zein solution as the water phase; S2: mix the water phase and the oil phase in a volume ratio of 6:1, and perform ultrasonic treatment on the mixed solution, the power of the ultrasonic treatment being 250W, and the time being 7 minutes, to obtain the cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion.

[0018] Example 2 A cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion comprises the following raw material composition: cinnamyl aldehyde 0.48g, solvent olive oil 1.5mL, stabilizer polygonatum sibiricum polysaccharide 0.5g, and emulsifier zein 5mL.

[0019] The preparation method of the cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion comprises the following steps: S1: dissolve cinnamyl aldehyde in olive oil as the oil phase, and dissolve polygonatum sibiricum polysaccharide in 1.5% zein solution as the water phase; S2: Mix the aqueous phase and oil phase at a volume ratio of 5:1, and then sonicate the mixture at a power of 500W for 15 minutes to obtain cinnamaldehyde / Polygonatum polysaccharide-Pickering emulsion.

[0020] Example 3 A cinnamaldehyde / Polygonatum polysaccharide-Pickering emulsion comprises the following ingredients: 0.4g cinnamaldehyde, 0.6mL olive oil solvent, 0.6g Polygonatum polysaccharide stabilizer, and 9mL zein emulsifier.

[0021] The preparation method of the cinnamaldehyde / Polygonatum polysaccharide-Pickering emulsion includes the following steps: S1: Cinnamaldehyde was dissolved in olive oil as the oil phase, and Polygonatum polysaccharide was dissolved in 1.5% zein solution as the aqueous phase; S2: Mix the aqueous phase and oil phase at a volume ratio of 9:1, and then sonicate the mixture at a power of 500W for 10 minutes to obtain cinnamaldehyde / Polygonatum polysaccharide-Pickering emulsion.

[0022] Example 4 A cinnamaldehyde / Polygonatum polysaccharide-Pickering emulsion comprises the following raw materials: 0.1g cinnamaldehyde, 0.9mL olive oil solvent, 0.1g Polygonatum polysaccharide stabilizer, and 3mL zein emulsifier.

[0023] The preparation method of the cinnamaldehyde / Polygonatum polysaccharide-Pickering emulsion includes the following steps: S1: Cinnamaldehyde was dissolved in olive oil as the oil phase, and Polygonatum polysaccharide was dissolved in 1.5% zein solution as the aqueous phase; S2: Mix the aqueous phase and oil phase at a volume ratio of 3:1, and then sonicate the mixture at a power of 400W for 10 minutes to obtain cinnamaldehyde / Polygonatum polysaccharide-Pickering emulsion.

[0024] 1. Characterization of cinnamaldehyde / Polygonatum polysaccharide-Pickering emulsion 1.1 The solubility of the cinnamaldehyde / Polygonatum polysaccharide-Pickering emulsions prepared in Examples 1-4 was detected by ultraviolet spectrophotometer at a wavelength of 286 nm. The results are shown in Table 1. Table 1. Solubility of Cinnamaldehyde / Polygonatum Polysaccharide-Pickering Emulsion As can be seen from Table 1, the solubility of cinnamaldehyde in water is 1.42 mg / mL according to the chemical module database (pubchem), and the solubility of the cinnamaldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion prepared in Examples 1-4 is significantly improved, among which Example 2 reaches 79.1 mg / mL, but considering the solubility and stability, Example 1 is more conducive to subsequent experiments, so Example 1 is used as the experimental object for subsequent experiments.

[0025] 1.2 The particle size of the cinnamaldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion obtained in Example 1 was detected, and the results are shown in Figure 5 1.3 The droplet structure of the cinnamaldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion obtained in Example 1 was observed under a fluorescence microscope, as shown in Figure 6 Figure 6 , wherein A is a bright field observation diagram, B is a Nile red oil staining fluorescence observation diagram, and C is a transmission electron microscope observation diagram.

[0026] As shown in Figure 5-6 , the particle size of the cinnamaldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion is 872.7±19.8 nm, and the clear oil-in-water structure can be observed by transmission electron microscope observation, indicating that the emulsion of the application is a stable preparation, which can improve the stability of cinnamaldehyde and is conducive to its in vivo application.

[0027] 2. In vitro anti-colorectal cancer experiment LoVo, MC38 cells were set up cinnamaldehyde group (Cin), cinnamaldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion group (Cin-Pickering) and blank model control group (control), and the scratch experiment was carried out and the percentage of cell migration area was calculated, as shown in Figure 7-8

[0028] Live / dead cell staining experiment was carried out on HCT-116 cells, as shown in Figure 9

[0029] As can be seen from Figure 7-9 , the killing ability of HCT-116, LoVo, MC38 cells in the Cin-Pickering group of the application is equivalent to that in the Cin group, indicating that the cinnamaldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion of the application has the ability to effectively inhibit the migration and invasion of various colorectal cancer cells.

[0030] 3. In vivo anti-colorectal cancer experiment ​​​​To investigate the efficacy of the cinnamon aldehyde / polygonatum polysaccharide-Pickering emulsion in sensitizing colorectal cancer adjuvant chemotherapy drugs, the present application constructs a MC38 colorectal cancer subcutaneous tumor model, 5 animals are taken as a group, and are divided into saline group (saline), 5-fluorouracil (5-FU) + oxaliplatin (Oxa) drug chemotherapy group (5-FU + Oxa), cinnamon aldehyde / polygonatum polysaccharide-Pickering emulsion synergistic drug chemotherapy group (5-FU + Oxa + Cin-P), cinnamon aldehyde / polygonatum polysaccharide-Pickering emulsion group (Cin-P) and cinnamon aldehyde group (Cin), and the modeling and drug administration scheme are as shown in Figure 10 .

[0031] After the experiment, the tumor volume of each group was measured, the average tumor volume of each group was calculated, and finally the tumor inhibition rate was calculated, as shown in Figure 11-13 . At the same time, after the experiment, the tumors of each group were removed, measured and weighed, as shown in Figure 14 .

[0032] As can be seen from Figure 11-13 , the 5-FU + Oxa + Cin-P group has the best anti-tumor effect, Figure 13 which is 66.18 ± 14.50% on the 16th day, which is significantly higher than that of the 5-FU + Oxa group (33.29 ± 14.83%); while the inhibition rate of the Cin-P group is 52.92 ± 18.21%, and the inhibition rate of the Cin group is 33.79 ± 10.08%, which has no significant difference with the 5-FU + Oxa group.

[0033] As can be seen from A and B of Figure 14 , the tumor size and weight of the 5-FU + Oxa + Cin-P group are significantly lower than those of the other groups.

[0034] Therefore, the cinnamon aldehyde / polygonatum polysaccharide-Pickering emulsion of the present application has good anti-tumor effect in vivo, and has excellent synergistic sensitization effect on adjuvant chemotherapy drugs 5-FU and oxaliplatin.

[0035] In addition, as can be seen from Figure 11-12 , the tumor growth rate of the 5-FU + Oxa group significantly increased after the third administration (day 11), indicating that it developed resistance to chemotherapy after multiple uses, but the 5-FU + Oxa + Cin-P group could still significantly inhibit the growth of the tumor at the same time, indicating that the cinnamon aldehyde / polygonatum polysaccharide-Pickering emulsion of the present application has the potential as an adjuvant therapy synergistic drug, which can effectively inhibit the occurrence of drug resistance of chemotherapy drugs.

[0036] 4. Adverse reaction experiment Based on the in vivo anti-colorectal cancer experiment of Experiment 3, the body weight of the animals was monitored daily during the administration, as shown in Figure 15 , and the weight of the spleen and other organs of the animals was detected after the animals were cut off at the end of the experiment, as shown in Figure 16-18 , and the liver function and kidney function of the animals were detected, as shown in Figure 19-20 .

[0037] As can be seen from Figure 15 , the body weight of the 5-FU+Oxa group and the 5-FU+Oxa+Cin-P group administered with the chemotherapeutic drug decreased significantly compared with the saline group, while the administration of the raw material drug Cin group and the Cin-P group of the cinnamon aldehyde / polysaccharide of Polygonatum-Pickering emulsion did not cause the body weight of the mice to decrease, indicating that it had a comparable tumor inhibition effect to the chemotherapeutic drug without causing the body weight of the mice to decrease. The body weight of the 5-FU+Oxa+Cin-P group increased slightly after the 5-FU+Oxa group, indicating that the 5-FU+Oxa+Cin-P group can reduce the adverse reactions of body weight loss caused by chemotherapeutic drugs.

[0038] During the experiment, the 5-FU+Oxa group caused diarrhea in the animals after multiple administrations, but the 5-FU+Oxa+Cin-P group did not have this adverse reaction, which may be related to the recovery of body weight.

[0039] As can be seen from Figure 16-18 , the 5-FU+Oxa group had no significant effect on the weight of the heart, liver, lung, and kidney, but had a significant effect on the weight of the spleen. The spleen weight of the 5-FU+Oxa group was 0.0220±0.0023g, which was significantly lower than that of the saline group of 0.0576±0.0158g, and since the spleen is related to the immune function of the body system, it indicates that the chemotherapy caused severe immunosuppression. The spleen weight of the 5-FU+Oxa+Cin-P group was 0.0318±0.0027g, which was 0.45 times higher than that of the 5-FU+Oxa group, indicating that it can restore the immunosuppression caused by chemotherapy.

[0040] As can be seen from Figure 19-20 , the 5-FU+Oxa group caused an increase in ALT, but the liver function of the 5-FU+Oxa+Cin-P group returned to normal.

[0041] The above results all show that the combination of chemotherapeutic drugs and cinnamon aldehyde / polysaccharide of Polygonatum-Pickering emulsion not only improves the efficacy of adjuvant chemotherapy, but also improves the safety of chemotherapy and reduces the occurrence of adverse reactions.

[0042] 5. Intestinal wall injury experiment The changes and rules of mouse goblet cells were studied by AB-PAS staining experiment, as shown in Figure 21-25 .

[0043] As shown in Figure 21 , the content of goblet cells (purple red particles) was rich and evenly distributed in the healthy group (Healthy). The number of goblet cells was significantly reduced in the model blank control group (Saline) and the chemotherapy group (5-Fu+Oxa) under naked eye. After giving the cinnamon aldehyde / polygonatum polysaccharide-Pickering emulsion (Cin-P), the loss of goblet cells caused by chemotherapy was reversed. As shown in Figure 22 , the quantitative data of goblet cells further verified the results.

[0044] In order to more directly observe the structural changes and expression of intestinal wall proteins, ZO-1 was used for intestinal immunofluorescence staining. As shown in Figure 23 and Figure 24 , the red fluorescence (ZO-1) expression of the outermost layer of the intestinal crypt in the healthy group (Healthy) was strong, and the intestinal connection was complete; the expression intensity of fluorescence in the Saline group and the 5-Fu+Oxa group was reduced, and the intestinal crypt connection was incomplete. After giving the cinnamon aldehyde / polygonatum polysaccharide-Pickering emulsion (Cin-P), the expression of ZO-1 white was significantly increased. It can be seen that the cinnamon aldehyde / polygonatum polysaccharide-Pickering emulsion (Cin-P) can slow down the destruction of intestinal wall function in CRC chemotherapy mice.

[0045] As shown in Figure 25 , the intestinal TJ protein (ZO-1) and AJ protein (E-cadherin) and the goblet cell secreted Muc 2 were quantified from the transcription level (qPCR), and the results showed that the mRNA expression levels of ZO-1 and E-cadherin in the model blank control group (Saline) and the chemotherapy group (5-Fu+Oxa) were significantly reduced; when the cinnamon aldehyde / polygonatum polysaccharide-Pickering emulsion (Cin-P) was given, the mRNA expression content increased, which alleviated the reduction of intestinal connection protein caused by CRC chemotherapy.

[0046] 6. Intestinal flora and its metabolite experiment Through caecal content 16S rRNA sequencing, the microbial diversity in the sample was studied from the analysis of alpha diversity, Chao and ACE represented the abundance of flora, Shannon (Shannon index) and Simpson (Simpson index) were used to estimate the diversity of microorganisms in the sample, the larger the value, the higher the community diversity, and the results are shown in Figure 26-29 .

[0047] As shown in Figure 26 .As shown, the results showed that the saline group and the mice receiving chemotherapy group had up-regulated bacterial abundance and diversity compared with the healthy group, and it was speculated that the proportion of harmful bacteria increased, while the cinnamaldehyde / pachyman Pickering emulsion adjusted the intestinal flora abundance and diversity of chemotherapy-induced CRC mice, making them tend to be healthy mice.

[0048] The structure of intestinal flora was analyzed by principal coordinate analysis (PCoA) of Bray-Curtis distance, as shown in FIG. 6. Figure 27-29 As shown, the principal coordinate analysis (PCoA) based on Bray-Curtis distance showed that compared with the model group (saline) and the chemotherapy group (5-Fu+Oxa), the cinnamaldehyde / pachyman Pickering emulsion (Cin-P) could significantly improve the structure of intestinal flora in the cecal contents of mice.

[0049] The above only describes the preferred embodiments of the present application, and it should be noted that for those skilled in the art, without departing from the principles of the present application, a number of improvements and refinements can be made, and these improvements and refinements should also be considered as the protection scope of the present application.

Claims

1. A cinnamaldehyde / polygonatum polysaccharide-Pickering emulsion, characterized in that, The raw material composition comprises the following ingredients: cinnamyl aldehyde 0.1-0.48 g, olive oil 0.605-1.5 mL, polygonatum sibiricum polysaccharide 0.1-0.6 g, and zein 3-9 mL; The preparation method of the cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion comprises the following steps: S1: dissolving cinnamyl aldehyde in olive oil as an oil phase and dissolving polygonatum sibiricum polysaccharide in zein as an aqueous phase; S2: mixing the aqueous phase and the oil phase and performing ultrasonic treatment on the mixed solution to obtain the cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion.

2. The cinnamaldehyde / polygonatum polysaccharide-Pickering emulsion according to claim 1, characterized in that: In S2, the aqueous phase and the oil phase are mixed in a volume ratio of (3:1)-(9:1).

3. The cinnamaldehyde / polygonatum polysaccharide-Pickering emulsion according to claim 1, characterized in that: In S2, the ultrasonic treatment is performed at a power of 200-500 W for 7-15 min.

4. The cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion according to any one of claims 1-3 for use in the preparation of an antitumor drug.

5. The use of the cinnamaldehyde / polygonatum polysaccharide-Pickering emulsion according to claim 4 in the preparation of an antitumor drug, characterized in that: The cinnamyl aldehyde / polygonatum sibiricum polysaccharide-Pickering emulsion and a chemotherapeutic drug for use in the preparation of a combined antitumor drug.

Citation Information

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