JPH0354088B2 - - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention, carried out at the Pierre Favre Research Center, provides a deodorized stable extract made from Sabal serrulatum that can be used as a main active ingredient in pharmaceutical formulations. Concerning a new method of manufacturing.

Sabal cellulatoum is a small American plant of the family Prunusaceae, which grows abundantly in the southeastern states of the United States, approximately between the Mississippi Estuary and North Carolina, and has a height of 1 to 7 m. This plant is found in dry rough sand areas.

The parts used to prepare the extract for the purposes of the present invention are ovoid, single-seeded drupe fruits, 1.5 to 2 cm long and 1 to 1.5 cm in diameter, reddish black.

The seeds are smooth, oval, dense, and about 1 cm long.
It is 0.4 to 0.6 cm in diameter and consists of a hard outer shell with transversely oriented embryos in a uniform endosperm.

The fruit is harvested during the ripening period from August to January, depending on the region.

Until now, the extraction of drugs from Sabal cellulatum has been carried out by alcohol extraction. National
This type of fluid extraction, as shown in Vol. 7, page 137 of Formulary, has traditionally been carried out by soaking the fruit in a solution of 4 volumes of ethanol and 1 volume of water, according to method A described on page 168. It was being done. Since the fruit of this plant contains a large amount of free fatty acids, the chemical composition obtained by extracting it with alcohol undergoes esterification and changes over time. Furthermore, given the high concentration of unsaturated fatty alcohols and unsaturated fatty acids, these extracts are likely to undergo oxidation resulting in their characteristic pungent odor.

The new method which is the object of the present invention is to obtain a stable extract free of unpleasant odors and to suppress the above-mentioned disadvantages, without changing the overall composition of fatty acids.

The present invention consists of: 1 (a) Extracting the fruit of Sabal cellulatum with a non-polar solvent that is inert to acids in an inert atmosphere in the presence of an antioxidant, and (b) extracting the liquid from step (a). This is a method for producing a deodorized and stable extract from the fruit of Sabal cellulatum as a raw material, characterized in that the liquid phase is recovered by removing the solvent from the phase to obtain an oily extract containing the main effective substances.

Examples of solvents that are inert to acids and nonpolar include hydrocarbons and halogenated hydrocarbons, such as hexane or petroleum ether.

Extraction is carried out under an inert gas such as nitrogen.

The antioxidant is selected from ascorbic palmitate, tocopherol, isopropyl gallate, butehydrocytoluene.

It must be noted that in order to improve the properties of the product, the solvent must be completely removed, ie its concentration must be below 1000 ppm, preferably below 500 ppm.

The solvent is preferably heated at 50 to 120°C under vacuum.
It may be evaporated in a nitrogen stream at a temperature of . The resulting oil can be decolorized with carbon black.

Examples will be described to facilitate understanding of the present invention.

EXAMPLE The fruits of Sabal cellulatum are crushed in a disk crusher.

In a 600°C reactor, 70 kg of the above vegetable powder with a particle size of 0.5-1.5 mm are suspended in 300°C hexane containing 5 g of ascorbyl palmitate. Stir for 1 hour under a nitrogen atmosphere, then separate the marc and wash with 50 g of hexane. The combined hexane solutions were preconcentrated in a LUWA-type continuous evaporator, and the solvent was then evaporated to 25.5 mm of mercury.
Nitrogen heated to 60-70°C in a reactor is continuously refluxed to perform final evaporation.

In this way, a bluish oil is obtained, which is heated at approximately 50°C in a nitrogen atmosphere to produce CECA, 2SA, or 3SA. Treat with 2% of carbon in the form. Upon filtration, an orange-yellow decolorized oil is obtained. The presence or absence of residual solvent is analyzed and controlled by gas phase chromatography. The maximum abundance is 300ppm. The product thus obtained has the following properties.

1 Organoleptique properties: Clear liquid, orange-yellow oil at 20°C, 2 Density: approx. 0.900 3 Refractive index: approx. 1.452 (at 20°C) 4 Solubility: soluble in organic solvents and alcohols,
Insoluble in water.

5 Iodity index: 45 to 55 6 Saponification index: approx. 230 7 Unsaponifiable content: 1.8 to 3.5 g/100 g 8 Identification of fatty acids: Performed by gas-liquid chromatography (CGL): column 4% DEGS. adsorbent ( Chromosorb) Top 3
m Injector detector temperature 250℃ Furnace temperature 100 to 210℃ (4℃/min) Detected acids: C ₆ , C ₈ , C ₁₀ , C ₁₈ ⁽⁰⁼⁾ , C ₁₈ ⁽²⁼⁾ and
C ₂₀ , mainly C ₁₂ , C ₁₄ , C ₁₆ and C ₁₈ ⁽¹⁼⁾ , As a result of the analysis of the object product of the present invention by CPG-SM, conventional In addition to β-Sitosterol, which was evident in the
3one), hexacosanol, octacosanol and triacontanol and high molecular weight alcohols from 350 to 600 were demonstrated.

This product has the advantage of being stable and free of unpleasant odors. Can be used in pharmaceutical preparations that can be used to treat prostate diseases.

For comparison, the alcoholic extract at 50 GL contains only 0.18% unsaponifiable matter, whereas the extract for the purpose of the present invention contains 2.5%. contains 14 times as much as the GL, and the useful main plant substances are the same in the two cases. Furthermore, according to thin layer chromatography of two unsaponifiables, the primary 4 spot (tache) and the secondary 3 spot (tache)
Spots were shown for each product, but on the contrary, the water-alcoholic extracts showed a strong absorption of RfO, which was very weak. The chromatographic system conditions are as follows: Silice Merck
Merck), hexane-ethyl ether (1-1),
or benzene-acetone (9-1): color former with 2% formaldehyde solution in concentrated sulfuric acid.
Heat to 110℃ for 10 minutes. This observation was performed using gas phase chromatography (conditions were as follows: 3% SE).
30 Chromosolve Q80-100 mesh, 2m,
T _ID = 260°, T _F = 160° - 10 minutes, 160° - 280°, 15° /
(minutes) was confirmed.

This product can also be used in the cosmetic or dermatological field as an antiseborrheic agent.

Embodiments of the invention are described below.

(1) A product obtained by the method described in any one of claims 1 to 5.

(2) Application of the product according to paragraph 1 above in the therapeutic field for the treatment of prostate disorders.

(3) Application of the product described in item 1 above to the fields of cosmetology and dermatology.

(4) Medical and cosmetic compositions containing the product described in any one of Items 1 to 3 above.

Claims (1)

[Claims] 1. (a) Extracting the fruits of Sabal cellulatum with a non-polar solvent inert to acids in the presence of an antioxidant in an inert atmosphere; (b) Step (a) 1. A method for producing a stable deodorized extract from the fruit of Sabal cellulatum as a raw material, comprising: recovering the liquid phase by removing the solvent from the liquid phase to obtain an oily extract containing the main effective substances. 2. The method according to claim 1, wherein the solvent used is a hydrocarbon, a halogenated hydrocarbon or a mixture of these solvents. 3 The antioxidant is ascorbyl palmitate,
3. The method according to claim 1 or 2, which is selected from tocopherol, isopropyl gallate, butehydrocitoluene, or isopropyl gallate. 4 Black for decolorizing oily substances (noir decolorant)
A method according to any one of claims 1 to 3, comprising treating with. 5. Subjecting the oily product containing the main active substance to a stream of nitrogen under vacuum, preferably at a temperature of 50 to 120° C., for the removal of volatile impurities, according to claims 1 to 4. The method described in either section.