EP0896612A1 - A product based on olive oil, enriched and supplemented with antioxidants - Google Patents
A product based on olive oil, enriched and supplemented with antioxidantsInfo
- Publication number
- EP0896612A1 EP0896612A1 EP97908481A EP97908481A EP0896612A1 EP 0896612 A1 EP0896612 A1 EP 0896612A1 EP 97908481 A EP97908481 A EP 97908481A EP 97908481 A EP97908481 A EP 97908481A EP 0896612 A1 EP0896612 A1 EP 0896612A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- oil
- olive oil
- product
- added
- vitamin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 239000003963 antioxidant agent Substances 0.000 title claims abstract description 27
- 239000004006 olive oil Substances 0.000 title claims abstract description 13
- 235000008390 olive oil Nutrition 0.000 title claims abstract description 12
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 45
- 235000013824 polyphenols Nutrition 0.000 claims abstract description 37
- 150000008442 polyphenolic compounds Chemical class 0.000 claims abstract description 29
- 239000003921 oil Substances 0.000 claims abstract description 28
- 235000019198 oils Nutrition 0.000 claims abstract description 28
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 claims abstract description 25
- 239000011669 selenium Substances 0.000 claims abstract description 25
- 229910052711 selenium Inorganic materials 0.000 claims abstract description 25
- 229940088594 vitamin Drugs 0.000 claims abstract description 14
- 229930003231 vitamin Natural products 0.000 claims abstract description 14
- 235000013343 vitamin Nutrition 0.000 claims abstract description 14
- 239000011782 vitamin Substances 0.000 claims abstract description 14
- 241000196324 Embryophyta Species 0.000 claims abstract description 9
- 238000002360 preparation method Methods 0.000 claims abstract description 9
- 238000004519 manufacturing process Methods 0.000 claims abstract description 8
- 239000000654 additive Substances 0.000 claims abstract description 6
- 239000000126 substance Substances 0.000 claims abstract description 6
- 238000004090 dissolution Methods 0.000 claims abstract description 5
- 238000002156 mixing Methods 0.000 claims abstract description 5
- 239000006185 dispersion Substances 0.000 claims abstract description 4
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 claims description 34
- 239000000047 product Substances 0.000 claims description 34
- 239000000203 mixture Substances 0.000 claims description 33
- 239000000284 extract Substances 0.000 claims description 30
- 238000009472 formulation Methods 0.000 claims description 28
- 235000011649 selenium Nutrition 0.000 claims description 24
- 229940091258 selenium supplement Drugs 0.000 claims description 24
- 244000269722 Thea sinensis Species 0.000 claims description 23
- 235000006708 antioxidants Nutrition 0.000 claims description 22
- CWEZAWNPTYBADX-UHFFFAOYSA-N Procyanidin Natural products OC1C(OC2C(O)C(Oc3c2c(O)cc(O)c3C4C(O)C(Oc5cc(O)cc(O)c45)c6ccc(O)c(O)c6)c7ccc(O)c(O)c7)c8c(O)cc(O)cc8OC1c9ccc(O)c(O)c9 CWEZAWNPTYBADX-UHFFFAOYSA-N 0.000 claims description 21
- 229920002414 procyanidin Polymers 0.000 claims description 21
- XFZJEEAOWLFHDH-UHFFFAOYSA-N (2R,2'R,3R,3'R,4R)-3,3',4',5,7-Pentahydroxyflavan(48)-3,3',4',5,7-pentahydroxyflavan Natural products C=12OC(C=3C=C(O)C(O)=CC=3)C(O)CC2=C(O)C=C(O)C=1C(C1=C(O)C=C(O)C=C1O1)C(O)C1C1=CC=C(O)C(O)=C1 XFZJEEAOWLFHDH-UHFFFAOYSA-N 0.000 claims description 18
- MOJZMWJRUKIQGL-FWCKPOPSSA-N Procyanidin C2 Natural products O[C@@H]1[C@@H](c2cc(O)c(O)cc2)Oc2c([C@H]3[C@H](O)[C@@H](c4cc(O)c(O)cc4)Oc4c3c(O)cc(O)c4)c(O)cc(O)c2[C@@H]1c1c(O)cc(O)c2c1O[C@@H]([C@H](O)C2)c1cc(O)c(O)cc1 MOJZMWJRUKIQGL-FWCKPOPSSA-N 0.000 claims description 18
- 239000010462 extra virgin olive oil Substances 0.000 claims description 18
- 235000021010 extra-virgin olive oil Nutrition 0.000 claims description 18
- HGVVOUNEGQIPMS-UHFFFAOYSA-N procyanidin Chemical compound O1C2=CC(O)=CC(O)=C2C(O)C(O)C1(C=1C=C(O)C(O)=CC=1)OC1CC2=C(O)C=C(O)C=C2OC1C1=CC=C(O)C(O)=C1 HGVVOUNEGQIPMS-UHFFFAOYSA-N 0.000 claims description 18
- 239000010463 virgin olive oil Substances 0.000 claims description 18
- 235000019165 vitamin E Nutrition 0.000 claims description 18
- 239000011709 vitamin E Substances 0.000 claims description 18
- 229930003427 Vitamin E Natural products 0.000 claims description 17
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 claims description 17
- 229940046009 vitamin E Drugs 0.000 claims description 17
- QAQJMLQRFWZOBN-LAUBAEHRSA-N L-ascorbyl-6-palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O QAQJMLQRFWZOBN-LAUBAEHRSA-N 0.000 claims description 16
- JPJALAQPGMAKDF-UHFFFAOYSA-N selenium dioxide Chemical compound O=[Se]=O JPJALAQPGMAKDF-UHFFFAOYSA-N 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 15
- QAIPRVGONGVQAS-DUXPYHPUSA-N trans-caffeic acid Chemical compound OC(=O)\C=C\C1=CC=C(O)C(O)=C1 QAIPRVGONGVQAS-DUXPYHPUSA-N 0.000 claims description 15
- RFWGABANNQMHMZ-UHFFFAOYSA-N 8-acetoxy-7-acetyl-6,7,7a,8-tetrahydro-5H-benzo[g][1,3]dioxolo[4',5':4,5]benzo[1,2,3-de]quinoline Natural products CC=C1C(CC(=O)OCCC=2C=C(O)C(O)=CC=2)C(C(=O)OC)=COC1OC1OC(CO)C(O)C(O)C1O RFWGABANNQMHMZ-UHFFFAOYSA-N 0.000 claims description 12
- HKVGJQVJNQRJPO-UHFFFAOYSA-N Demethyloleuropein Natural products O1C=C(C(O)=O)C(CC(=O)OCCC=2C=C(O)C(O)=CC=2)C(=CC)C1OC1OC(CO)C(O)C(O)C1O HKVGJQVJNQRJPO-UHFFFAOYSA-N 0.000 claims description 12
- 235000011576 oleuropein Nutrition 0.000 claims description 12
- RFWGABANNQMHMZ-CARRXEGNSA-N oleuropein Natural products COC(=O)C1=CO[C@@H](O[C@H]2O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)C(=CC)[C@H]1CC(=O)OCCc3ccc(O)c(O)c3 RFWGABANNQMHMZ-CARRXEGNSA-N 0.000 claims description 12
- RFWGABANNQMHMZ-HYYSZPHDSA-N Oleuropein Chemical compound O([C@@H]1OC=C([C@H](C1=CC)CC(=O)OCCC=1C=C(O)C(O)=CC=1)C(=O)OC)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O RFWGABANNQMHMZ-HYYSZPHDSA-N 0.000 claims description 11
- 230000008569 process Effects 0.000 claims description 11
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 10
- 235000009569 green tea Nutrition 0.000 claims description 10
- 235000013616 tea Nutrition 0.000 claims description 10
- 235000000072 L-ascorbyl-6-palmitate Nutrition 0.000 claims description 9
- 239000011786 L-ascorbyl-6-palmitate Substances 0.000 claims description 9
- ACEAELOMUCBPJP-UHFFFAOYSA-N (E)-3,4,5-trihydroxycinnamic acid Natural products OC(=O)C=CC1=CC(O)=C(O)C(O)=C1 ACEAELOMUCBPJP-UHFFFAOYSA-N 0.000 claims description 8
- 229940074360 caffeic acid Drugs 0.000 claims description 8
- 235000004883 caffeic acid Nutrition 0.000 claims description 8
- QAIPRVGONGVQAS-UHFFFAOYSA-N cis-caffeic acid Natural products OC(=O)C=CC1=CC=C(O)C(O)=C1 QAIPRVGONGVQAS-UHFFFAOYSA-N 0.000 claims description 8
- 235000005911 diet Nutrition 0.000 claims description 8
- BVTBRVFYZUCAKH-UHFFFAOYSA-L disodium selenite Chemical compound [Na+].[Na+].[O-][Se]([O-])=O BVTBRVFYZUCAKH-UHFFFAOYSA-L 0.000 claims description 6
- 229960001471 sodium selenite Drugs 0.000 claims description 6
- 235000015921 sodium selenite Nutrition 0.000 claims description 6
- 239000011781 sodium selenite Substances 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 6
- 235000019155 vitamin A Nutrition 0.000 claims description 5
- 239000011719 vitamin A Substances 0.000 claims description 5
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 claims description 4
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 claims description 4
- 235000006468 Thea sinensis Nutrition 0.000 claims description 4
- 241000219094 Vitaceae Species 0.000 claims description 4
- FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 claims description 4
- 229930003268 Vitamin C Natural products 0.000 claims description 4
- 240000006365 Vitis vinifera Species 0.000 claims description 4
- 235000014787 Vitis vinifera Nutrition 0.000 claims description 4
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 235000002532 grape seed extract Nutrition 0.000 claims description 4
- 235000021021 grapes Nutrition 0.000 claims description 4
- 239000000843 powder Substances 0.000 claims description 4
- 235000019154 vitamin C Nutrition 0.000 claims description 4
- 239000011718 vitamin C Substances 0.000 claims description 4
- 229940045997 vitamin a Drugs 0.000 claims description 4
- 241001529744 Origanum Species 0.000 claims description 2
- 235000011203 Origanum Nutrition 0.000 claims description 2
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- 241000862632 Soja Species 0.000 claims description 2
- 240000002657 Thymus vulgaris Species 0.000 claims description 2
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- 239000001913 cellulose Substances 0.000 claims description 2
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- 235000015872 dietary supplement Nutrition 0.000 claims description 2
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- 241000208947 Cynara Species 0.000 claims 1
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- 230000018044 dehydration Effects 0.000 abstract 1
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- 230000003078 antioxidant effect Effects 0.000 description 18
- 235000013305 food Nutrition 0.000 description 10
- -1 polyphenol compounds Chemical class 0.000 description 8
- JUUBCHWRXWPFFH-UHFFFAOYSA-N Hydroxytyrosol Chemical compound OCCC1=CC=C(O)C(O)=C1 JUUBCHWRXWPFFH-UHFFFAOYSA-N 0.000 description 6
- 230000037213 diet Effects 0.000 description 6
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- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 3
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- ADRVNXBAWSRFAJ-UHFFFAOYSA-N catechin Natural products OC1Cc2cc(O)cc(O)c2OC1c3ccc(O)c(O)c3 ADRVNXBAWSRFAJ-UHFFFAOYSA-N 0.000 description 3
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Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
- A23D9/00—Other edible oils or fats, e.g. shortenings, cooking oils
- A23D9/06—Preservation of finished products
-
- 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
- A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
- A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
- A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
- A23L3/3463—Organic compounds; Microorganisms; Enzymes
- A23L3/3472—Compounds of undetermined constitution obtained from animals or plants
-
- 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
- A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
- A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
- A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
- A23L3/3463—Organic compounds; Microorganisms; Enzymes
- A23L3/3544—Organic compounds containing hetero rings
-
- 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
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/15—Vitamins
-
- 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
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/16—Inorganic salts, minerals or trace elements
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B5/00—Preserving by using additives, e.g. anti-oxidants
- C11B5/0085—Substances of natural origin of unknown constitution, f.i. plant extracts
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B5/00—Preserving by using additives, e.g. anti-oxidants
- C11B5/0092—Mixtures
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
Definitions
- the present invention relates to a product based on olive oil, virgin olive oil or ex ra-virgin olive ' oil, which is enriched and supplemented with additives including organic and inorganic antioxidants.
- the organic antioxidants include plan -derived polyphenols which are preferably different from those naturally present in olive oil, and optionally vitamins.
- Said vitamins include one or more of the following vitamins: A, E and C, it being possible for vitamin C to be in the form of a semi-synthetic product such as ascorbyl 6-palmitate (vitamin C palmitate) .
- Said inorganic antioxidants include selenium-based derivatives such as selenium oxide or sodium selenite.
- the invention also relates to a process for the production of olive oil or virgin olive oil or extra- virgin olive oil, which are enriched with complexes as above, this process including the following stages:
- Fig. 1 is a histogram representing the antioxidant activity of certain phenols of extra-virgin olive oil, compared with that of standard polyphenols and synthetic antioxidants, such as BHT (Perrin 1992) ; and Fig. 2 represents the chemical structure of the main procyanidins present in extract of green tea.
- virgin and extra-virgin olive oil is the only plant oil which naturally contains appreciable amounts of polyphenol substances for consumption. According to recent studies aimed at the qualitative and quantitative determination of the polyphenol compounds present in virgin and extra-virgin olive oil, the total polyphenol content may vary significantly as a function of many factors such as the type of cultivar, the area of cultivation, how long the olives have been ripening, the storage times and methods, the methods of pressing and squeezing, etc.
- the polyphenol content ranges between 150 and 200 mg/kg, while for samples harvested in December this value is about 135 mg/kg, and for oils obtained from specific areas and/or selected cultivars, the value of total polyphenols can be up to 600 mg/kg (G. Montedoro, "I componenti minori degli oli vergini di oliva e la loro i portanza qualitativa” , Atti Tavola Rotonda Caratteristiche e Qualita olio Extravergine d 1 oliva ["Minor components of virgin olive oil and their qualitative importance", Round Table Proceedings on Characteristics and Quality of Extra-Virgin Olive Oil] page 41, pub. IVOT 1994) .
- the main polyphenol compounds present in extra- virgin olive oil, virgin olive oil and olive oil are: tyrosol, hydroxytyrosol and derivatives thereof, while phenolic acids such as caffeic acid and derivatives thereof, flavones such as apigenin, luteolin and glycosides thereof and oleuropein and related hydrolysis products can also be found in smaller amounts. It has been demonstrated in recent years that besides imparting a pleasant taste, these molecules are largely responsible for the stability of extra-virgin olive oil and virgin olive oil, to which they impart great resistance both to autoxidation and to thermal oxidation, thereby also contributing toward increasing the life of the product.
- Oleuropein is of advantageous biological activity, having recently been shown to have coronarodilatory, hypoglycaemic and anticholesterolaemic actions (Ficarra P., Ficarra L. , De Pasquae A., Monteforte M.T., Calabr ⁇ M.L. "HPLC analysis of oleuropein and some flavonoids in leaf and bud of Olea europaea L.”, II Farmaco, 1991, 46, 803- 815) .
- the antioxidant effect of oleuropein together with hydroxytyrosol has been studied in vitro also with respect to one of the atherogenetic risk factors such as the oxidation of low density proteins (LDL) .
- LDL low density proteins
- Polyphenol compounds Many plants such as: Vitis vinifera , Camellia sinensis , Camomilla ma tri caria , Camomilla recuti ta , plants of the Ci trus genus, Cynara scolymus , Origanum vulgaris, Origanum majorana , Men ta piperi ta, Rosmarinu ⁇ officinalis, Sal via officinalis , Rosa canina , Thymus vulgaris , Giycine soja and Giycine max, are used for the preparation of natural extracts containing polyphenol compounds with high antioxidant power.
- antioxidant action of this extract was tested recently by the active oxygen method (AOM) by evaluating the level of rancidity of samples of food fats (lard) in comparison with the action of -tocopherol (vitamin E) and butyl hydroxyanisole
- Vitamins Information relating to the liposoluble vitamins has not been reported in the present description since their biological activity is widely known, in particular for vitamins A and E which may be incorporated into the formulations according to the invention.
- vitamin C palmitate represents an innovative feature since it allows the dissolution in oil of a water-soluble vitamin known for its antioxidant actions (vitamin C) .
- Vitamin C palmitate is moreover present in the list of antioxidants used in the food sector (Tecnoalimenti "Tox Data Food” page 24, pub. OEMF, 1991) .
- the process includes the following stages, with reference to the products which are used in the various formulations according to the invention: - dehydrating the polyphenols for 24 hours in a desiccator; dissolving the dehydrated polyphenol in glycerol; mixing with a mixer with asymmetrical paddles for 6-8 hours under vacuum and at a suitable temperature depending on the formulation chosen; preparing the oily solutions of the vitamins in proportions which are suitable for the final mass to be produced;
- vitamin C palmitate vitamin C palmitate
- Glycerol was used as technological coadjuvant to solubilize the less liposoluble compounds.
- the base formulation was prepared in the following way: the extract of procyanidin from the tea was kept in a desiccator for 24 hours; 40 mg of this extract were dissolved in 0.5-1.0 ml of glycerol and this solution was added to 1 liter of virgin oil, filtered beforehand through a cellulose filter, and maintained under mechanical stirring, at a suitable temperature. 2 ml of oily solution of vitamin E, equal to 300.mg of d, l- ⁇ -tocopheryl acetate, and 1 ml of oily solution of vitamin A, equal to 300,000 I.U., were then added. Lastly, 1.6 mg of selenium dioxide (equivalent to 1.14 mg of selenium) was added and the oil was maintained under mechanical stirring at a suitable temperature until dissolution was complete.
- Caffeic acid powder (predried) was added to the base formulation in concentrations within the range between 5 and 10 mg/1.
- the caffeic acid was added to - li ⁇ the glycerol together with the extract of procyanidin from tea and this mixture was subsequently added to the sample of extra-virgin olive oil.
- Example of the preparation of Formulation No. 3. A commercial dry extract of procyanidin from grapes, which had been predried, was added to the base formulation in concentrations within the range between 5 and 10 mg/1. This extract was added to the glycerol solution of the extract of procyanidin from tea and this mixture was subsequently added to the sample of extra-virgin olive oil.
- Ascorbyl 6-palmitate (vitamin C palmitate) was added to the base formulation in concentrations within the range between 10 and 60 mg/1. This product was added to the base formulation of extra-virgin olive oil and the sample was maintained under mechanical stirring at a suitable temperature.
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nutrition Science (AREA)
- Health & Medical Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- General Chemical & Material Sciences (AREA)
- Microbiology (AREA)
- Botany (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Mycology (AREA)
- Biochemistry (AREA)
- Inorganic Chemistry (AREA)
- Medicines Containing Plant Substances (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Fats And Perfumes (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ITFI960041 | 1996-03-05 | ||
IT96FI000041A IT1286564B1 (it) | 1996-03-05 | 1996-03-05 | Un prodotto a base di olio extravergine di oliva,olio vergine di oliva od olio di oliva arricchito ed integrato,ed un procedimento per |
PCT/IT1997/000046 WO1997032947A1 (en) | 1996-03-05 | 1997-03-04 | A product based on olive oil, enriched and supplemented with antioxidants |
Publications (1)
Publication Number | Publication Date |
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EP0896612A1 true EP0896612A1 (en) | 1999-02-17 |
Family
ID=11351521
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP97908481A Withdrawn EP0896612A1 (en) | 1996-03-05 | 1997-03-04 | A product based on olive oil, enriched and supplemented with antioxidants |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP0896612A1 (it) |
IT (1) | IT1286564B1 (it) |
WO (1) | WO1997032947A1 (it) |
Families Citing this family (38)
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IT1298659B1 (it) * | 1997-02-27 | 2000-01-12 | Mario Menconi | Procedimento per l'estrazione di una miscela di olii e miscela di olii ottenuti mediante detto procedimento |
JPH1192410A (ja) * | 1997-09-25 | 1999-04-06 | Naohiko Sato | 抗酸化活性物質 |
DK1042435T3 (da) | 1997-12-19 | 2002-11-04 | Unilever Nv | Olivenolieholdig fødevaresammensætning |
EP0933419B1 (en) * | 1998-01-28 | 2003-01-02 | Unilever N.V. | Debittering of olive oil |
PT933419E (pt) | 1998-01-28 | 2003-04-30 | Unilever Nv | Desamargar do azeite |
IT1298283B1 (it) * | 1998-02-19 | 1999-12-20 | B & T S R L | Uso dell'estratto delle foglie di olea europea come antiradicalico |
GR980100132A (el) * | 1998-04-10 | 1999-12-31 | �s@ f6ft�5� @5# 00fs � | s * f@ 0t5f95 @9 5 |
TR200002967T2 (tr) * | 1998-04-14 | 2001-01-22 | Unilever N.V. | Bitki yağlarının antioksidan ile kuvvetlendirilmesi. |
EP1139797A2 (en) | 1998-12-22 | 2001-10-10 | Unilever N.V. | Food compositions fortified with anti-oxidants |
EP1013752A1 (en) * | 1998-12-23 | 2000-06-28 | Unilever N.V. | Process for preparing food products fortified with oleanolic acid |
TR199903215A2 (xx) | 1998-12-23 | 2001-05-21 | Unilever N.V. | Oleanolik asit ile takviye edilmi� g�da �r�nlerinin haz�rlanmas� i�in i�lem |
DE69924522T2 (de) * | 1998-12-23 | 2005-09-08 | Unilever N.V. | Verstärkung von nahrungsmitteln mit olivenfruchtbestandteilen |
US6375992B1 (en) | 2000-02-23 | 2002-04-23 | The Procter & Gamble Co. | Methods of hydrating mammalian skin comprising oral administration of a defined composition |
AUPQ598300A0 (en) * | 2000-03-03 | 2000-03-23 | Citrus Sensation Pty Ltd | Citrus fruit preservative |
EP1136073A1 (en) * | 2000-03-22 | 2001-09-26 | N.V. Nutricia | Compositions suitable for the treatment of damage caused by ischemia/reperfusion or oxidative stress |
ES2169990B1 (es) * | 2000-03-27 | 2003-11-01 | Compania Alimentaria Del Sur D | Procedimiento para obtencion de aceite virgen extra enriquecido con vitamina e. |
ES2169989B1 (es) * | 2000-03-27 | 2003-11-01 | Compania Alimentaria Del Sur D | Procedimiento para obtencion de aceite virgen extra enriquecido con vitaminas. |
EP1221286B1 (en) * | 2000-12-22 | 2005-01-26 | Unilever N.V. | Method for the preparation of oil having increased polyphenol content |
ES2174763B1 (es) * | 2001-04-30 | 2003-10-16 | Alcala Farma S L Lab | Composicion que contiene aceites vegetales enriquecidos, metodo para su obtencion y uso como suplemento nutricional. |
AU2003280517A1 (en) * | 2002-06-27 | 2004-01-19 | Salov, S.P.A. | Dietary extra-virgin olive oil with omega-3 fatty acids and relevant production technique |
ITAN20030008A1 (it) * | 2003-01-31 | 2004-08-01 | Francesca Petrini | Olio alimentare additivato con vitamine atte |
ITFI20050029A1 (it) * | 2005-02-21 | 2006-08-22 | Genius S R L | Procedimento per arricchire ed integrare con antiossidanti organici oli di oliva e prodotto ottenuto con tale procedimento, ed impianto per attuare detto procedimento |
ITFI20050070A1 (it) * | 2005-04-13 | 2006-10-14 | Genius S R L | Arricchimento ed integrazione di oli vegetali monoseme e poliseme ed oli di cocco, di palma, di argan ed altri, con antiossidanti organici nonche' procedimento per produrli |
AU2006338273B2 (en) * | 2006-02-10 | 2011-10-13 | Mannatech, Inc. | All natural multivitamin and multimineral dietary supplement formulations for enhanced absorption and biological utilization |
ITRM20060120A1 (it) * | 2006-03-08 | 2007-09-09 | Univ Degli Studi Udine | Uso di materia non saponificabile di olio di semi di vinacciolo come additivo antiossidante per biodiesel |
ES2288123B1 (es) * | 2006-06-05 | 2008-10-01 | Furfural Español, S.A. | Composicion alimentaria funcional rica en compuestos fenolicos y uso de dicha composicion. |
FR2905827B1 (fr) * | 2006-09-19 | 2012-07-13 | Agronomique Inst Nat Rech | Additif antioxydant naturel d'origine vegetale destine a la nutrition animale |
WO2009007964A2 (en) * | 2007-07-09 | 2009-01-15 | Yeda Research And Development Co. Ltd. | Pectin methyl esterase-inhibiting polyphenolic flavonoids and use thereof |
ES2330603B1 (es) * | 2008-05-22 | 2010-09-22 | Oleum Vitae, S.L. | Sistema para perfeccionar, aprestar e innovar nutricionalmente los aceites de uso alimentario. |
ITMI20081201A1 (it) * | 2008-06-30 | 2010-01-01 | Lachifarma Srl | Olio contenente idrossitirosolo ed altri biofenoli ad attivita' nutrizionale preventiva benefica |
IT1391654B1 (it) * | 2008-11-07 | 2012-01-17 | Tarullo | Prodotto alimentare a base di olio extra vergine di oliva |
EP2488040B1 (en) * | 2009-10-15 | 2015-04-29 | DuPont Nutrition Biosciences ApS | Anti-oxidant composition |
GR1007648B (el) * | 2011-02-25 | 2012-07-13 | Αφοι Α. Πιτενη Αβεε, | Εκχυλιση της σκονης και των στιγματων του φυτου saffron (crocus sativus l.) με πολικους και μη πολικους διαλυτες και ενσωματωση τους σε ελαιολαδο, με σκοπο την παραγωγη ενος εμπλουτισμενου ελαιολαδου με αυξημενες αντιοξειδωτικες ιδιοτητες |
EA026079B1 (ru) * | 2011-05-27 | 2017-02-28 | Унилевер Н.В. | Противовоспалительная композиция |
DE102018006661A1 (de) * | 2018-08-23 | 2020-02-27 | Klüber Lubrication München Se & Co. Kg | Schmiermittelzusammensetzung |
CN111254012B (zh) * | 2018-12-03 | 2023-05-02 | 南昌大学 | 一种天然多酚复配剂添加到油脂中作抗氧化剂的方法 |
CN111876231A (zh) * | 2020-08-07 | 2020-11-03 | 深圳龙唛粮油有限公司 | 菜籽油及其制备方法 |
CN113826709B (zh) * | 2020-12-24 | 2023-11-28 | 丰益(上海)生物技术研发中心有限公司 | 油脂添加剂、煎炸油组合物及煎炸食品 |
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JPS59219384A (ja) * | 1983-05-30 | 1984-12-10 | Mitsui Norin Kk | 天然抗酸化剤の製造方法 |
JPH0693996B2 (ja) * | 1984-12-03 | 1994-11-24 | 武田薬品工業株式会社 | 乳化組成物 |
US5059437A (en) * | 1990-05-16 | 1991-10-22 | Kalamazoo Holdings, Inc. | Color-stabilized paprika pigment compositions and foods colored therewith having increased resistance to oxidative color fading |
ATE123209T1 (de) * | 1991-03-30 | 1995-06-15 | Nestle Sa | Verfahren zur herstellung eines flüssigen antioxydationsextraktes aus gewürzen. |
FR2675692A1 (fr) * | 1991-04-24 | 1992-10-30 | Oreal | Systeme anti-oxydant contenant du pyrrolidone carboxylate de lysine et/ou du pyrrolidone carboxylate d'arginine soit seul soit associe a un derive phenolique et son utilisation en cosmetique. |
WO1994022321A1 (en) * | 1993-04-01 | 1994-10-13 | Kalamazoo Holdings, Inc. | Lipid-soluble green tea catechin antioxidant solutions |
WO1994022322A1 (en) * | 1993-04-01 | 1994-10-13 | Kalamazoo Holdings, Inc. | Solid microcrystalline green tea catechin antioxidants for lipids |
GB2280449B (en) * | 1993-07-02 | 1996-10-02 | Charleville Res | A method for preparing an edible water-in-oil emulsion |
US5444054A (en) * | 1994-04-01 | 1995-08-22 | Abbott Labatories | Method of treating ulcerative colitis |
-
1996
- 1996-03-05 IT IT96FI000041A patent/IT1286564B1/it active IP Right Grant
-
1997
- 1997-03-04 WO PCT/IT1997/000046 patent/WO1997032947A1/en not_active Application Discontinuation
- 1997-03-04 EP EP97908481A patent/EP0896612A1/en not_active Withdrawn
Non-Patent Citations (1)
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See references of WO9732947A1 * |
Also Published As
Publication number | Publication date |
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ITFI960041A0 (it) | 1996-03-05 |
ITFI960041A1 (it) | 1997-09-05 |
IT1286564B1 (it) | 1998-07-15 |
WO1997032947A1 (en) | 1997-09-12 |
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