JPS6159606B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention provides a novel suppository base, more specifically, the following general formula (1): (In the formula, R ¹ represents CH ₃ or H, when R ¹ is CH ₃ , R ² represents a C ₁₁ to _{C 15} saturated or unsaturated hydrocarbon group, and when R ¹ is H, R ² represents C ₁₂ to _C16 saturated or unsaturated hydrocarbon group, A is

[Formula], R ³ represents a C ₁ to C ₂₀ saturated or unsaturated hydrocarbon group or (A) _h H, a, b, c, d,
The present invention relates to a suppository base containing hydroxypropyl etherified glycolipid ester (hereinafter referred to as POSL) represented by: Conventionally, liquid oil bases, solid oil bases, and solid water-soluble bases have been used as base bases. Solid oil bases include coconut oil, peanut oil, olive oil, soybean oil, rapeseed oil, cottonseed oil, sesame oil,
Corn oil, bran oil, camellia oil, cacao oil,
Hydrogenated products, acetylated products, and fractionated extracts of natural fats and oils such as pork oil, wool fat, and beef tallow, synthetic esters of higher fatty acids and glycerin, and synthetic esters of higher fatty acids and alcohols with 2 to 8 carbon atoms are used. , these bases and drugs are the main ingredients, and surfactants and the like are added as auxiliary ingredients. However, since suppositories obtained by combining various of these materials have a wide variety of ingredients, it is difficult to obtain a homogeneous mixture.
Due to the passage of storage time and changes in the temperature, humidity, etc. of the protective environment, an imbalance in compatibility occurs, causing sweating, blooming, cracking, etc., resulting in a deterioration in the quality of the appearance. There were other drawbacks. Under such circumstances, the inventor of the present invention conducted intensive research to solve the above-mentioned drawbacks, and as a result, found that the above-mentioned formula
The present invention was completed based on the discovery that an excellent suppository base free from the above-mentioned drawbacks can be obtained by blending POSL represented by (1). That is, the present invention provides a suppository base containing POSL represented by formula (1) that is free from sweating and dusting phenomena and does not cause cracking. POSL used in the present invention is a new compound, for example, the following general formula (), (In the formula, R ⁴ represents a C ₁ to C ₂₀ saturated or unsaturated hydrocarbon group or a hydrogen atom) Produced by reacting glycolipid or glycolipid ester with propylene oxide in the presence of an alkali catalyst (See Japanese Patent Application No. 53-24306). Typical properties of POSL used in the present invention are as follows.

[Table] The suppository base of the present invention can be produced in exactly the same manner as conventional methods, except for incorporating POSL into the composition. The amount of POSL to be blended is preferably 0.1 to 10% by weight (hereinafter simply referred to as %), particularly 0.5 to 8% by weight, in the suppository base. The following invention will be illustrated by way of examples. together
An example of manufacturing POSL is given as a reference example. Example 1 Samples A to C, which are commercially available products; Samples D to G, which have only a suppository base, which are products of the present invention prepared by the melting method using a normal suppository type according to the composition shown below; and samples D to G, which are conventionally formulated products. Specimens H and I, containing only suppository base, were heated to 10°C for 4 hours, then at 30°C and 80°C.
%R,H for 4 hours, the state of sweating was visually observed. In addition, the above specimen was heated to 30℃ for 8 hours, and then to 5℃.
After storage for 24 hours, the dusting phenomenon was visually observed. These results are shown in the table, and the specimens according to the present invention were stable with no sweating or dusting phenomenon observed.

[Table] Reference example (i) Glucose 1500g, Yeast extract 75g, Urea 15
Add water to make a total volume of 15 g, sterilize it, and use it as a fermentation liquid. Add a medium of the same composition to this fermentation liquid,
Torulopsis bombicola cultured at 30℃ for 48 hours is inoculated, and fermentation is started at a temperature of 20℃, stirring rate of 300 rpm, and aeration rate of 0.33VVM. 24 days after bacterial inoculation
After culturing for an hour, 150 g of beef tallow was added, and the same amount of beef tallow was then added at 24 hour intervals for a total of 900 g. After the last addition, fermentation was continued for another 24 hours, for a total of 168 hours. After the fermentation was completed, the sophorolipid phase that had settled at the bottom of the fermenter was decanted to obtain 1300 g of sophorolipid. This stuff has about 50% water
It is paste-like at room temperature. (ii) 100g of this sophorolipid with an average molecular weight of 200
200 with 2.5g of polypropylene glycol
ml in a round bottom flask with a stirrer, attached a Liebig condenser, and stirred in an 80℃ oil bath at 250℃.
Water was distilled off under reduced pressure of mmHg. Distillation of water was completed in about 2 hours, and the water content at this time was 1% or less. (iii) Add 150 g of methanol to the polypropylene glycol solution of sophorolipid prepared in this way.
After adding 2.5g of sulfuric acid, the temperature was increased to 40℃±
The reaction was carried out for 90 minutes at a temperature of 2°C. The reaction is examined by silica gel thin layer chromatography (developing solution: chloroform-methanol-acetic acid (75:20:5)) and is completed when many spots of the raw material sophorolipid converge to one point on the glycolipid methyl ester. After the reaction is complete, neutralize with a predetermined amount of potassium hydroxide.
The liquid was poured into a round-bottomed flask with a Liebig condenser, and methanol and methyl acetate were distilled off to form a brown paste [(2'-O-β-
48 g of polypropylene glucose coexisting material containing 94% of D-glucopyranosyl-β-D-glucopyranosyl)oxy]alkanoic acid and alkenoic acid methyl ester was obtained, and further purification by silica gel column chromatography yielded pure [(2'-O -β-D-glucopyranosyl-β
-D-glucopyranosyl)oxy]alkanoic acid and alkenoic acid methyl ester are obtained. IR (cm ^-1 ): 1740 (〓C=O ester) 1380-3200 (-OH sugar) 900-750 (glucopyranose ring) NMR [δ (pyridine)]: 1.1-1.6 (-CH ₂ -
CH ₂ −) 3.6 (-O-CH ₃ ) 3.5 to 5.0 (sugar) 5.5 (-CH=CH-unsaturated fatty acid) Oil and fat characteristic analysis: Acid value 0 Hydroxyl value 615 Saponification value 88 Ester value 87 (iv) 100 g of the coexistence of [(2'-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]alkanoic acid and alkenoic acid methyl ester obtained above and polypropylene glycol was placed in an autoclave with 0.25 g of potassium hydroxide. The reaction was carried out at 100 to 120° C. for 6 hours while blowing propylene oxide gas corresponding to the number of moles added. After the reaction, the product was neutralized with phosphoric acid and separated under pressure to obtain a brown paste-like crude product, which was further purified by silica gel chromatography to give a pale yellow paste-like polyoxypropylene [(2'-O-β-
D-glucopyranosyl-β-D-glucopyranosyl)oxy]alkanoic acid and alkenoic acid methyl ester were obtained.

Claims (1)

[Claims] 1 General formula (1) (In the formula, R ¹ represents CH ₃ or H, when R ¹ is CH ₃ , R ² represents a C ₁₁ to _{C 15} saturated or unsaturated hydrocarbon group, and when R ¹ is H, R ² represents C ₁₂ to C ₁₆ saturated or unsaturated hydrocarbon group, A represents [Formula], R ³ represents C ₁ to C ₂₀ saturated or unsaturated hydrocarbon group or (A) _h H, a, b, c, d,
A suppository base comprising a hydroxypropyl etherified glycolipid ester represented by 2. The suppository base according to claim 1, wherein 0.1 to 10% by weight of hydroxypropyl etherified glycolipid ester is blended into the composition.