Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – C-o-group doai
Reexamination Certificate
2000-08-01
2002-05-07
Tate, Christopher R. (Department: 1651)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
C-o-group doai
C514S717000, C514S718000, C514S721000, C514S723000, C514S738000, C424S195170
Reexamination Certificate
active
06384085
ABSTRACT:
BACKGROUND OF THE INVENTION
1. Field of the Invention
This invention relates to materials separated from
Ecklonia cava
, their preparation, and their use as antioxidants. More particularly, the present invention relates to materials extracted from
Ecklonia cava
, which is superior in antioxidative activity and thermal stability, a method for the extraction and purification of such antioxidative materials from
Ecklonia cava
, and use thereof as antioxidants.
2. Description of the Prior Arts
The human body can be maintained alive, utilizing the energy obtained from nutrients through aerobic metabolisms. However, various physical, chemical and biological stresses change oxygen, used as an electron acceptor in aerobic metabolisms, into harmful active oxygen species such as superoxide anion radical (O
2
−
), hydrogen peroxide, or hydroxy radical to generate fatal physiological disorders or to induce diseases in the human body. The human body possesses an antioxidative mechanism as a self-defense mechanism to scavenge such active oxygen species. However, active oxygen species, if they occur with more potential power than the defense ability of the body, break the factors responsible for the immune system, such as proteins, DNA, enzymes and T cells, to generate disorders. Also, such powerful active oxygen species attack unsaturated fatty acids, which are constituents of cellular membranes, to cause a peroxidation reaction. It is known that lipid peroxides accumulated in the body cause aging and disorders.
There has been widely acknowledged the theory that aging and adult diseases are attributed to active oxygen species. Researches have been directed to the theory since the report on auto-oxidation in the 1940s. Antioxidants, able to inhibit an oxidation reaction, can be used to inhibit acidification of foods, aging of the human body and the like. In particular, synthetic antioxidants, such as butylhydroxytoluene (BHT) and butylhydroxyanisole (BHA), have been extensively used in the food industry. However, these synthetic materials are known to be carcinogenic, so that humans are reluctant to eat such synthetic antioxidant-containing foods. An intensive and extensive interest has been taken in methods for extracting antioxidative materials from natural materials because the extracts do not cause cancers. Of them, a method for extracting beta-carotene from carrots is found to be economically unfavorable because its output is very small. Recently, Shin-Ya et al. have extracted and identify naphtherpin, a kind of antioxidant, from Streptomyces CL 190 (K. Shin-Ya, S, Imai, K. Furihata, Y, Hayakawa, K, Kato, G. D. Vanduyne, J. Clardy and H. Seto, J. Antibiotics 43, 444(1990)), which, however, was not commercialized. Further, Teshima et al. and Mo et al. reported the extraction of antioxidative materials from microorganisms (Y. Techima and K, Shin-Ya, J. Antibiotics 44, 685(1991); C. J. Mo, K. Shin-Ya, K. Furihata, A Shimazu, Y. Hayakawa and H. Seto, J. Antibiotics 43, 1337(1990)), but it was not commercialized, either. In addition, active research efforts have been and continue to be directed to methods for extracting various antioxidative materials from farm products and marine products. Particularly, tocopherol is well-known as an antioxidant, and tea extracts are known to contain various antioxidants. Korean Pat. Publication No. 1997-3067 refers to a method for preparing natural antioxidants by immersing fish skin in hot water to extract gelatin and hydrolyzing the extracted gelatin in a three-step enzyme membrane reactor to obtain enzymatic lysates.
Also, Korean Pat. Application No.99-60007 refers to a method for preparing a natural antioxidant from wild roses, in which the flowers are immersed in an organic solvent to obtain an extract of antioxidative activity from which beta-glucogalin is isolated and purified.
Meanwhile, other attempts to extract physiologically active materials, especially antioxidative materials from seaweeds have been made since late 1980s and have met with success in France and Japan. Tagaki and Miyashida reported that natural compounds extracted from 12 kinds of seaweeds in Japan waters contain tocopherol consisting mainly of an alpha-type along with a minor portion of a beta-type (Miyashita and T. Tagaki, Agric. Biol. Chem. 51, 3115(1987)). Also, Kaneniwa et al. successfully extracted lipid materials of antioxidative activity from seaweeds and identified them as 5-olefinic acids, which are unusual materials in regard to antioxidants (M. Kaneniwa, Y. Itabashi and T Tagaki, Nippon Suisan Gakkashi 53, 861(1987)). Nishibori and Nakami reported that antioxidative lipid materials were extracted from seven kinds of seaweeds with a hexane/ethanol mixture and the lipid materials extracted from lavers and brown seaweeds have an antioxidative activity similar to that of BHA and alpha-tocopherol (S. Nishibori and K. Namiki, kateigaku zaxtusi 36, 17(1985)). But the extracted amount was so small that this method was not commercialized.
It is reported that methanol and chloroform extracts from lavers and brown seaweeds and sea tangles are superior in antioxidative activity to BHA (Jae-Han Park, Gyu-chan Kang, Sang-Bong Paek, Yun-Hyung Lee, Gyu-Soon Lee, Korean Journal of Food Science and Technology 23, 256(1991)). They used methanol and chloroform, in order, for the extraction of the antioxidative materials from 12 kinds of seaweeds, but failed to commercialize the materials owing to their weak thermal stability.
SUMMARY OF THE INVENTION
In view of these situations, the present inventors have made an extensive research designed to extract and purify useful materials from seaweeds. As a result, the present invention has been completed through the development of novel materials separated from
Ecklonia cava
, which can be used as antioxidants because they have both an excellent antioxidative activity and a thermal stability. In connection, there was also developed a method for extracting and purifying the novel materials of antioxidative activity.
Accordingly, it is an object of the present invention to provide novel materials extracted from
Ecklonia cava
, a kind of seaweed in Korean waters.
It is another object of the invention to provide a method for extracting and purifying such natural materials from
Ecklonia cava.
It is a further object of the invention to provide use of such natural materials as antioxidants by taking advantage of their superior radical scavenging activity and thermal stability.
Novel materials for achieving said object are represented by the following Formula I.
To accomplish another object of the present invention, the method for extracting and purifying said materials from
Ecklonia cava
, comprises the following steps; extracting antioxidative ingredients from powdered
Ecklonia cava
one or more times with an organic solvent; fractionating the antioxidative ingredients one or more times in solvents; and purifying the solvent fractions by chromatography.
To accomplish another object of the present invention, novel materials extracted from
Ecklonia cava
are used as antioxidants.
DETAILED DESCRIPTION OF THE INVENTION
Novel materials according to the present invention are represented by the following Formula I, and can be used as antioxidants by virtue of excellent scavenging activity and thermal stability.
The antioxidative materials is extracted and purified as follows.
Ecklonia cava
is washed with distilled water to eliminate impurities, dried in the absence of direct sunlight, and crushed into powder. At room temperature, this powdered
Ecklonia cava
is immersed in an organic solvent to obtain an extract containing the compound of Formula I. Useful in this extraction is an organic solvent which is preferably selected from the group consisting of methanol, ethanol, ethyl acetate, acetonitrile, acetone, water and a mixture thereof and water/ethanol mixture. Optionally, said extraction procedure may be conducted at least twice in order to increase the yield, wherein a different organic solvent may be used in each repetition step. F
Choi Byung-Wook
Kim Sang-Keun
Lee Bong-Ho
Ryu Geon-Seek
Shin Hyeon-Cheol
Tate Christopher R.
Ventree Co., Ltd.
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