WO1996010341A1 - Food and health products - Google Patents
Food and health products Download PDFInfo
- Publication number
- WO1996010341A1 WO1996010341A1 PCT/NL1995/000333 NL9500333W WO9610341A1 WO 1996010341 A1 WO1996010341 A1 WO 1996010341A1 NL 9500333 W NL9500333 W NL 9500333W WO 9610341 A1 WO9610341 A1 WO 9610341A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- hypocotyls
- products
- substantially pure
- seeds
- food
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Their preparation
- A23L2/38—Other non-alcoholic beverages
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L11/00—Pulses, i.e. fruits of leguminous plants, for production of food; Products from legumes; Preparation or treatment thereof
- A23L11/05—Mashed or comminuted pulses or legumes; Products made therefrom
- A23L11/07—Soya beans, e.g. oil-extracted soya bean flakes
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/20—Reducing nutritive value; Dietetic products with reduced nutritive value
- A23L33/21—Addition of substantially indigestible substances, e.g. dietary fibres
- A23L33/22—Comminuted fibrous parts of plants, e.g. bagasse or pulp
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/48—Fabaceae or Leguminosae (Pea or Legume family); Caesalpiniaceae; Mimosaceae; Papilionaceae
Definitions
- hypocotyls of Glvcine max. are a very suitable source for these plant hormones.
- hypocotyls of Glvcine max. are a very suitable source for these plant hormones.
- hypocotyls of Glycine max. seeds amounts to 1250 mg/100 g hypocotyls.
- the substantially pure hypocotyls of the invention have been found to have a much higher content of isoflavones of 1636 mg/100 g hypocotyls, and also contents of 2400 to 2900 mg/100 g hypocotyls have been found in analysis.
- the latter hypocotyls are more than 99% pure. Because of this high purity it is now practically possible to isolate sufficient quantities of glycitin to do experimental research.
- a recommendable daily amount of isoflavones is about 50-300, preferably 75-200, more preferably about 100 mg.
- the saponines are claimed to have curative properties against diseases of the immunosystem.
- the substantially pure hypocotyls of the invention may form the basis of or be the active ingredient in various types of products, such as tablets, capsules, drinks, powders, candy bars, dairy products, breakfast cereals, food supplements, muscle developers, fermentation products, veterinary products, pet feed supplements, homeopathic products, bakery products, health teas, hydrolysates etc..
- the pure hypocotyls may be subjected to a further processing step, such as toasting, steaming, roasting, milling, breaking, agglomerating, coating or combinations thereof. Processing methods that require heat lead to an inactivation of unwanted components such as trypsin inhibitor etc.. At the same time valuable flavors may develop, similar to the flavour of walnuts and other nuts. This is especially the case if the hypocotyls are roasted.
- the intermediate fraction was freed of testae and hilums by means of an air separator.
- the remaining fraction was further purified by means of a gravity table.
- hypocotyls have a purity of 99%.
- Their content of isoflavones were determined by HPLC as described by Setchell et al. (1987) . The results are shown in the following table.
- the purified hypocotyls were roasted in hot air of 200 to 230°C.
- the thus obtained product may be used as ingredient for breakfast cereals, candy bars, bakery products and teas.
- the hypocotyls may be dried and pulverized to obtain a powder for use in various food and health products, homeopathic products, veterinary products, fitness products, pet feed supplements.
- the hypocotyls may be extracted, puffed, swollen, hydrolysed and/or fermented for use in therapeutical or preventive applications.
- a functional food product, especially intended for body-builders, in the form of a tomato juice cocktail was prepared from the following ingredients: water, tomato concentrate, extracts of walnuts, carrots, cabbage, Brussels sprouts, broccoli, garlic, orange
- the product contained 10 mg genisteine/daidzeine as glucosides per can of 163 ml.
- hypocotyls of Glycine max. were used as an extract as an ingredient in a drink.
- pure hypocotyls may be used as the sole ingredient in capsules to be used as food supplements. These capsules contain 100% hypocotyls and have thus a very high content of isoflavones, tocopherols and saponines.
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Nutrition Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Botany (AREA)
- Mycology (AREA)
- Biotechnology (AREA)
- Epidemiology (AREA)
- Agronomy & Crop Science (AREA)
- Medical Informatics (AREA)
- Medicinal Chemistry (AREA)
- Microbiology (AREA)
- Pharmacology & Pharmacy (AREA)
- Alternative & Traditional Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention relates to food or health products, comprising substantially pure hypocotyls of the seeds of Glycine max., wherein the hypocotyls are optionally further subjected to a processing step such as toasting, steaming, roasting, milling, breaking, agglomerating, coating or combinations thereof. The hypocotyls may be obtained in a substantially pure form by breaking the seeds of Glycine max., sieving the thus obtained product to obtain a first fraction, comprising larger cotyledon fragments, and a second fraction, comprising the hypocotyls, smaller cotyledon fragments and testa, removing the smaller cotyledon fragments and testa by a separation step based on the differences in floating behavior in an air flow and optionally performing a processing step thereon.
Description
FOOD AND HEALTH PRODUCTS
The present invention relates to food or health products, and to prophylactic compositions. Research into the occurrence of various forms of cancer in Western Europe and Northern America as compared to the Far East countries has led to the conclusion that the differences in daily diet may play an important role in the development of cancer. In the Western countries food products mainly originate from animal sources, whereas in Eastern countries a significantly higher amount of plant products are consumed. This led to the observation that there is a high correlation between the type of food products, especially proteins, consumed (animal versus plant) and the occurrence of breast and prostate cancer. Furthermore, it was found that urine of Japanese men contains high amounts of phyto-oestrogens (plant hormones) . The conclusion is that it appears advisable to supplement the Western diet with plant proteins and plant hormones.
It is the object of the invention to provide a source for plant hormones to be used in various products, such as food products, health products and prophylactic compositions.
It has now been found according to the invention that hypocotyls of Glvcine max. are a very suitable source for these plant hormones. However in order to avoid undesirable side-effects it is important to start with very pure hypocotyls.
The invention therefore provides hypocotyls in a substantially pure form obtainable by breaking the seeds of Glycine max.. sieving the thus obtained product to obtain a first fraction, comprising larger cotyledon fragments, and a second fraction, comprising the hypocotyls, smaller cotyledon fragments and testa, removing the smaller cotyledon fragments and testa by a
separation step based on the differences in floating behavior in an air flow and optionally performing a processing step thereon.
The thus obtained hypocotyls are very pure, the purity may even be as high as 85%, preferably 90%, more preferably 95% and most preferably even 99% or higher. Due to this high degree of purity the relative amount of isoflavones in the hypocotyls of the invention is higher than reported previously. Although it is known to isolate the various active components from the hypocotyls and use these in food supplements, it was never disclosed to use the complete hypocotyl as an ingredient in food and health products. Furthermore, until the present invention it was not possible to provide hypocotyls in a very pure form. The hypocotyls contain various valuable components, such as the isoflavones diadzin, genistin and glycitin or their esters and aglucons, as well as tocopherols and saponines. Isoflavones can inhibit or prevent the onset of certain types of cancer and negatively affect the growth of tumors. Research (Hirayama, 1986) showed in a test with 143.000 women in Japan that the chance to develop breast cancer was smaller if the consumption of soya products was higher. An analogous result was obtained for prostrate cancer (Sharma et al., 1992). Furthermore it was found that the consumption of soya products significantly delayed the progression of the disease. Research by S. Barnes (unpublished results) showed that the ingredients of soya products responsible for the above effects are indeed the isoflavones. A soya protein concentrate from which the isoflavones were removed had no effect on the development of uterine cancer, whereas an unrefined concentrate had. V. Steele (unpublished results) showed that a high amount of isoflavones in the diet caused a decrease in abnormal crypts in the large intestine. Poole (1989) and Hu et al. (1991) found a protective effect.
Studies in the Chinese miners community demonstrated that a higher consumption of soya products led to a decreased chance to develop lung cancer (Swanson et al. , 1992) . Animal tests, in which chemicals were used to induce tumors in liver and gall (Becker et al., 1981; Mokhtar et al., 1988) demonstrated that animals on a high isoflavone diet did not develop such disorders, whereas animals on two low-isoflavone diets did in 27% and 40% of the cases. Isoflavones are furthermore known to have a negative effect on the symptoms of the menopause, and reduces the chance to develop arteriosclerosis. They also influence the cholesterol metabolism.
The isoflavones are chemically related to oestrogens and can compete in the body for the oestrogen receptors. However, isoflavones do not induce oestrus. Genistin has less than 1% of the oestrus generating effect in mice as compared to oestrol, and daidzine has less than 10 to 20% of the activity of genistin. They compete with endogenous hormones for receptor sites but without generating the same effect.
According to the literature the isoflavone content of hypocotyls of Glycine max. seeds amounts to 1250 mg/100 g hypocotyls. The substantially pure hypocotyls of the invention have been found to have a much higher content of isoflavones of 1636 mg/100 g hypocotyls, and also contents of 2400 to 2900 mg/100 g hypocotyls have been found in analysis. The latter hypocotyls are more than 99% pure. Because of this high purity it is now practically possible to isolate sufficient quantities of glycitin to do experimental research.
A recommendable daily amount of isoflavones is about 50-300, preferably 75-200, more preferably about 100 mg.
Tocopherols are known to possess vitamin E (α- tocopherol) and anti-oxidant activity. Tocopherols exist in various forms. Hypocotyls of Glycine max. are very
rich in o-, B-, τ~, and fS-tocopherol. Especially the presence of the very active 6-tocopherol in the hypocotyls of Glvcone max. is highly advantageous. The Glvcine max. tocopherols are very stable and have therefore a long shelf-life. Tocopherols are supposed to be protective against coronary heart diseases.
The saponines are claimed to have curative properties against diseases of the immunosystem.
The substantially pure hypocotyls of the invention may form the basis of or be the active ingredient in various types of products, such as tablets, capsules, drinks, powders, candy bars, dairy products, breakfast cereals, food supplements, muscle developers, fermentation products, veterinary products, pet feed supplements, homeopathic products, bakery products, health teas, hydrolysates etc..
The pure hypocotyls may be subjected to a further processing step, such as toasting, steaming, roasting, milling, breaking, agglomerating, coating or combinations thereof. Processing methods that require heat lead to an inactivation of unwanted components such as trypsin inhibitor etc.. At the same time valuable flavors may develop, similar to the flavour of walnuts and other nuts. This is especially the case if the hypocotyls are roasted.
The hypocotyls may also be used for isolating the isoflavones and/or tocopherols and/or saponines therefrom. Both the hypocotyls and isolated components thereof may be used in prophylactic, therapeutical and homeopathic compositions.
The present invention will be further elucidated in the following examples which are given for illustration purposes only and are not intended to limit the scope of the invention.
EXAMPLES
EXAMPLE 1
Preparation of hypocotyls according to the invention Seeds of Glvcine max. were sifted on a sieving machine having screens with a sieve width of 6 mm to remove unwanted components. The purified seeds were then broken by a crushing roller to obtain 2 to 20 pieces per seed. The broken seeds were sifted on a sieving machine with screens having apertures of 1 to 2 mm diameter.
The intermediate fraction was freed of testae and hilums by means of an air separator. The remaining fraction was further purified by means of a gravity table.
The thus obtained hypocotyls have a purity of 99%. Their content of isoflavones were determined by HPLC as described by Setchell et al. (1987) . The results are shown in the following table.
Isoflavone Concentration
Daidzin 13.11 mg/ml
Genistin 2.47 mg/g
Daidzein 0.71 mg/g
Genistein 0.07 mg/g
Total 16.36 mg/g
The purified hypocotyls were roasted in hot air of 200 to 230°C. The thus obtained product may be used as ingredient for breakfast cereals, candy bars, bakery products and teas. As an alternative the hypocotyls may be dried and pulverized to obtain a powder for use in various food and health products, homeopathic products, veterinary products, fitness products, pet feed supplements. As a further alternative the hypocotyls may be extracted,
puffed, swollen, hydrolysed and/or fermented for use in therapeutical or preventive applications.
EXAMPLE 2 Tomato uice cocktail
A functional food product, especially intended for body-builders, in the form of a tomato juice cocktail was prepared from the following ingredients: water, tomato concentrate, extracts of walnuts, carrots, cabbage, Brussels sprouts, broccoli, garlic, orange
(oil) , salmon (oil) , green tea, rice, cherries, licorice and soy lecithin, natural flavors, natural β-carotene, natural vitamin E and 0.6% of an extract of the hypocotyls of Glvcine max.. The product contained 10 mg genisteine/daidzeine as glucosides per can of 163 ml.
EXAMPLE 3
Capsules containing the hypocotyls
In the previous example the hypocotyls of Glycine max. were used as an extract as an ingredient in a drink. As an alternative the pure hypocotyls may be used as the sole ingredient in capsules to be used as food supplements. These capsules contain 100% hypocotyls and have thus a very high content of isoflavones, tocopherols and saponines.
REFERENCES
Hirayama, T. , "A Large Scale Cofort Study on Cancer Risks by Diet - With Special Reference to the Risk Reducing Effects of Green-Yellow Vegetable Consumption". In: "Diet, Nutrition and Cancer", Y Ayashi et al. (eds.) Utrecht, The Netherlands: Tokyo?VNU Sci Press, 1986, p.41-53
Shar a, O.P. et al., "Soy of Dietary Source Plays a
Preventive Role against the Pathogenesis of Prostatitis in Rats." Journ. of Steroid Biochem. Mol. Biol. 43, 557- 564 (1992).
Poole, C. , "A Case-Control Study of Diet and Colon Cancer (Dissertation) , Boston, MA: HArvard School of Medical Health (1989).
Hu, J. et al., "Diet and Cancer of the Colon and Rectum: A Case-Control Study in China". Int. J. Epidemiol. 20, 362-367 (1991) .
Swanson, C.A. et al., "Dietary Determinants of Lung- Cancer Risk: Results from a Case-Control Study in Yunnan Province, China". Int. J. Cancer 50, 876-880 (1992).
Becker, F.F., "Inhibition of Spontaneous Hepato- carcinogenesis in C3H/He Mice by Edi Pro A, an Isolated Soy Protein", Carcinogenesis 2, 1213-1214 (1981).
Mokhtar, N.M. et al., "Effect of Soybean Feeding on Exeprimental Carcinogenesis-III. Carcinogenecity of Nitrite and Dibutylamine in Mice: A Histopathological Study". Eur. J. Clin. Oncol. 24, 403-411 (1988).
Setchell, K.D.R. et al., J. Chromatography 368, 315-323 (1987) .
Claims
1. Food or health product, comprising substan¬ tially pure hypocotyls of the seeds of Glvcine max..
2. Food or health product as claimed in claim
1, wherein the hypocotyls are further subjected to a processing step such as toasting, steaming, roasting, milling, breaking, agglomerating, coating or combinations thereof.
3. Food or health product as claimed in claim 1 or 2, wherein the hypocotyls are obtainable in a substan¬ tially pure form by breaking the seeds of Glycine max.. sieving the thus obtained product to obtain a first fraction, comprising larger cotyledon fragments, and a second fraction, comprising the hypocotyls, smaller coty¬ ledon fragments and testa, removing the smaller cotyledon fragments and testa by a separation step based on the differences in floating behavior in an air flow and optionally performing a processing step thereon.
4. Food or health product as claimed in claim 1 to 3, wherein the product is in a form selected from the group consisting of tablets, capsules, drinks, powders, candy bars, dairy products, breakfast cereals, food supplements, muscle developers, fermentation products, veterinary products, pet feed supplements, homeopathic products, bakery products, health teas, hydrolysates.
5. Substantially pure hypocotyls of the seeds of Glycine max. obtainable by breaking the seeds, sieving the thus obtained product to obtain a first fraction, comprising larger cotyledon fragments, and a second fraction, comprising the hypocotyls, smaller cotyledon fragments and testa, removing the smaller cotyledon fragments and testa by a separation step based on the differences in floating behavior in an air flow and optionally performing a processing step thereon.
6. Substantially pure hypocotyls as claimed in claim 5 for use in food products.
7. Substantially pure hypocotyls as claimed in claim 5 for use in health products.
8. Substantially pure hypocotyls as claimed in claim 5 for use in prophylactic compositions.
9. Substantially pure hypocotyls as claimed in claim 5 for use in homeopathic products.
10. Substantially pure hypocotyls as claimed in claim 5 for use as a raw material for the isolation of isoflavones, such as daidzin, genistin and glycitin.
11. Substantially pure hypocotyls as claimed in claim 5 for use as a raw material for the isolation of tocopherols and/or saponines.
12. Use of pure hypocotyls as claimed in claim 5 for the preparation of prophylactic compositions.
13. Prophylactic composition comprising as an active ingredient substantially pure hypocotyls of the seeds of Glycine max.. and a suitable excipient.
14. Method for manufacturing substantially pure hypocotyls of the seeds of Glvcine max.. comprising the steps of breaking the seeds, sieving the thus obtained product to obtain a first fraction, comprising larger cotyledon fragments, and a second fraction, comprising the hypocotyls, smaller cotyledon fragments and testa, removing the smaller cotyledon fragments and testa by a separation step based on the differences in floating behavior in an air flow and optionally performing a processing step thereon.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU36890/95A AU3689095A (en) | 1994-10-03 | 1995-10-03 | Food and health products |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL9401618 | 1994-10-03 | ||
NL9401618 | 1994-10-03 | ||
US50980395A | 1995-08-01 | 1995-08-01 | |
US08/509,803 | 1995-08-01 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1996010341A1 true WO1996010341A1 (en) | 1996-04-11 |
Family
ID=26647263
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/NL1995/000333 WO1996010341A1 (en) | 1994-10-03 | 1995-10-03 | Food and health products |
Country Status (2)
Country | Link |
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AU (1) | AU3689095A (en) |
WO (1) | WO1996010341A1 (en) |
Cited By (31)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0656786A4 (en) * | 1992-05-19 | 1997-06-11 | Graham Edmund Kelly | Health supplements containing phyto-oestrogens, analogues or metabolites thereof. |
WO1998003084A1 (en) * | 1996-07-18 | 1998-01-29 | Nutricor, Inc. | Nutritious food preparations and methods for making them |
WO1998008503A1 (en) * | 1996-08-30 | 1998-03-05 | Novogen Research Pty. Ltd. | Therapeutic methods and compositions involving isoflavones |
EP0857428A2 (en) * | 1997-02-06 | 1998-08-12 | Kikkoman Corporation | Dietetic soy based products and method for production thereof |
US5855892A (en) * | 1997-09-19 | 1999-01-05 | Potter; Susan M. | Method for decreasing LDL-cholesterol concentration and increasing HDL-cholesterol concentration in the blood to reduce the risk of atherosclerosis and vascular disease |
DE19732866A1 (en) * | 1997-07-30 | 1999-02-18 | Indena Spa | Soya extract containing group B soya saponin(s) |
DE19732855A1 (en) * | 1997-07-30 | 1999-02-18 | Indena Spa | Soya extract containing group B soya saponin(s) |
US6015785A (en) * | 1996-04-12 | 2000-01-18 | Protein Technologies International, Inc. | Aglucone isofavone enriched vegetable protein extract and isolate and process for producing |
US6132795A (en) * | 1998-03-15 | 2000-10-17 | Protein Technologies International, Inc. | Vegetable protein composition containing an isoflavone depleted vegetable protein material with an isoflavone containing material |
US6509043B1 (en) | 1998-11-25 | 2003-01-21 | Nutri Pharma Asa | Composition comprising soy protein, dietary fibres and a phytoestrogen compound and use thereof in the prevention and/or treatment of pulmonary diseases |
US6544566B1 (en) | 1999-04-23 | 2003-04-08 | Protein Technologies International, Inc. | Composition containing plant sterol, soy protein and isoflavone for reducing LDL cholesterol |
EP1331857A1 (en) * | 2000-11-09 | 2003-08-06 | Cargill, Incorporated | Soybean processing |
US6607757B2 (en) | 1997-07-30 | 2003-08-19 | Indena S.P.A. | Soya extract, process for its preparation and pharmaceutical composition |
US6630178B1 (en) | 1998-11-25 | 2003-10-07 | Nutri Pharma Asa | Composition comprising soy protein, dietary fibres and a phytoestrogen compound and use thereof in the prevention and/or treatment of cardiovascular diseases |
US6664382B2 (en) | 1996-06-11 | 2003-12-16 | Solae, Llc | Recovery of isoflavones from soy molasses |
US6787151B2 (en) | 2001-08-10 | 2004-09-07 | Lipton, Division Of Conopco, Inc. | Composition for lowering blood cholesterol |
US6855359B2 (en) | 2002-11-15 | 2005-02-15 | Cargill, Incorporated | Soluble isoflavone compositions |
US7033621B1 (en) | 1997-04-28 | 2006-04-25 | Novogen, Inc. | Isoflavone compositions produced from legumes |
WO2006076240A2 (en) * | 2005-01-10 | 2006-07-20 | The Procter & Gamble Company | Compositions, products and methods for controlling weight in a mammal |
AU2004224982B2 (en) * | 1996-08-30 | 2007-09-13 | Novogen Research Pty Ltd | Therapeutic methods and compositions involving isoflavones |
US7285297B1 (en) | 1999-04-23 | 2007-10-23 | Archer-Daniels-Midland Company | Method of reducing low density liproprotein cholesterol concentration |
US7312344B2 (en) | 2001-03-08 | 2007-12-25 | Novogen Research Pty Limited | Dimeric isoflavones |
US7396855B2 (en) | 2002-07-24 | 2008-07-08 | Children's Hospital Medical Center | Compositions and products containing S-equol, and methods for their making |
US7488494B2 (en) | 1999-09-06 | 2009-02-10 | Novogen Research Pty Ltd. | Compositions and therapeutic methods involving isoflavones and analogues thereof |
US8153684B2 (en) | 2002-10-29 | 2012-04-10 | Colorado State University Research Foundation | Use of equol for treating androgen mediated diseases |
US8362317B2 (en) | 2007-03-09 | 2013-01-29 | Monsanto Technology Llc | Preparation and use of plant embryo explants for transformation |
US8580846B2 (en) | 2002-10-29 | 2013-11-12 | Brigham Young University | Use of equol for ameliorating or preventing neuropsychiatric and neurodegenerative diseases or disorders |
US8668914B2 (en) | 2002-07-24 | 2014-03-11 | Brigham Young University | Use of equol for treating skin diseases |
JP2015221014A (en) * | 2014-05-23 | 2015-12-10 | 不二製油グループ本社株式会社 | Soybean hypocotyl processed product |
US9648814B2 (en) | 2003-08-05 | 2017-05-16 | Monsanto Technology Llc | Method and apparatus for substantially isolating plant tissues |
WO2019148250A1 (en) * | 2018-02-02 | 2019-08-08 | Commonwealth Scientific And Industrial Research Organisation | Protecting a bioactive and/or precursor thereof |
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1995
- 1995-10-03 AU AU36890/95A patent/AU3689095A/en not_active Abandoned
- 1995-10-03 WO PCT/NL1995/000333 patent/WO1996010341A1/en active Application Filing
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Non-Patent Citations (2)
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Cited By (72)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0656786A4 (en) * | 1992-05-19 | 1997-06-11 | Graham Edmund Kelly | Health supplements containing phyto-oestrogens, analogues or metabolites thereof. |
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