WO2004002234A1 - Dietary extra-virgin olive oil with omega-3 fatty acids and relevant production technique - Google Patents
Dietary extra-virgin olive oil with omega-3 fatty acids and relevant production technique Download PDFInfo
- Publication number
- WO2004002234A1 WO2004002234A1 PCT/IT2003/000391 IT0300391W WO2004002234A1 WO 2004002234 A1 WO2004002234 A1 WO 2004002234A1 IT 0300391 W IT0300391 W IT 0300391W WO 2004002234 A1 WO2004002234 A1 WO 2004002234A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- vitamin
- extra
- olive oil
- virgin olive
- added
- Prior art date
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- 239000010462 extra virgin olive oil Substances 0.000 title claims abstract description 45
- 235000021010 extra-virgin olive oil Nutrition 0.000 title claims abstract description 45
- 235000020660 omega-3 fatty acid Nutrition 0.000 title claims abstract description 17
- 229940012843 omega-3 fatty acid Drugs 0.000 title claims abstract description 16
- 239000006014 omega-3 oil Substances 0.000 title claims abstract description 16
- 235000005911 diet Nutrition 0.000 title claims abstract description 15
- 230000000378 dietary effect Effects 0.000 title claims abstract description 14
- 238000000034 method Methods 0.000 title claims description 10
- 238000004519 manufacturing process Methods 0.000 title description 13
- 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 abstract description 26
- LXNHXLLTXMVWPM-UHFFFAOYSA-N pyridoxine Chemical compound CC1=NC=C(CO)C(CO)=C1O LXNHXLLTXMVWPM-UHFFFAOYSA-N 0.000 claims abstract description 22
- 229930003427 Vitamin E Natural products 0.000 claims abstract description 13
- 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 abstract description 13
- 235000019165 vitamin E Nutrition 0.000 claims abstract description 13
- 229940046009 vitamin E Drugs 0.000 claims abstract description 13
- 239000011709 vitamin E Substances 0.000 claims abstract description 13
- 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 abstract description 12
- 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 abstract description 12
- 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 abstract description 12
- 235000019155 vitamin A Nutrition 0.000 claims abstract description 12
- 239000011719 vitamin A Substances 0.000 claims abstract description 12
- 229940045997 vitamin a Drugs 0.000 claims abstract description 12
- 229940011671 vitamin b6 Drugs 0.000 claims abstract description 10
- RADKZDMFGJYCBB-UHFFFAOYSA-N pyridoxal hydrochloride Natural products CC1=NC=C(CO)C(C=O)=C1O RADKZDMFGJYCBB-UHFFFAOYSA-N 0.000 claims abstract description 9
- 235000019158 vitamin B6 Nutrition 0.000 claims abstract description 9
- 239000011726 vitamin B6 Substances 0.000 claims abstract description 9
- 239000011550 stock solution Substances 0.000 claims description 26
- 239000003921 oil Substances 0.000 claims description 18
- 235000019198 oils Nutrition 0.000 claims description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 16
- MBMBGCFOFBJSGT-KUBAVDMBSA-N docosahexaenoic acid Natural products CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O MBMBGCFOFBJSGT-KUBAVDMBSA-N 0.000 claims description 16
- 238000002360 preparation method Methods 0.000 claims description 16
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 claims description 12
- 229940042585 tocopherol acetate Drugs 0.000 claims description 12
- 235000020673 eicosapentaenoic acid Nutrition 0.000 claims description 11
- 235000020669 docosahexaenoic acid Nutrition 0.000 claims description 10
- VYGQUTWHTHXGQB-FFHKNEKCSA-N Retinol Palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C VYGQUTWHTHXGQB-FFHKNEKCSA-N 0.000 claims description 8
- ZAKOWWREFLAJOT-UHFFFAOYSA-N d-alpha-Tocopheryl acetate Natural products CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-UHFFFAOYSA-N 0.000 claims description 8
- 239000012895 dilution Substances 0.000 claims description 8
- 238000010790 dilution Methods 0.000 claims description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 8
- 238000005243 fluidization Methods 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 6
- 239000004615 ingredient Substances 0.000 claims description 6
- 229940088594 vitamin Drugs 0.000 claims description 6
- 229930003231 vitamin Natural products 0.000 claims description 6
- 235000013343 vitamin Nutrition 0.000 claims description 6
- 239000011782 vitamin Substances 0.000 claims description 6
- 229930003270 Vitamin B Natural products 0.000 claims description 5
- 235000019156 vitamin B Nutrition 0.000 claims description 5
- 239000011720 vitamin B Substances 0.000 claims description 5
- 150000003722 vitamin derivatives Chemical class 0.000 claims description 5
- 238000013019 agitation Methods 0.000 claims description 4
- 125000004494 ethyl ester group Chemical group 0.000 claims description 4
- 238000009472 formulation Methods 0.000 claims description 4
- 238000000265 homogenisation Methods 0.000 claims description 4
- 150000004702 methyl esters Chemical class 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- 230000008569 process Effects 0.000 claims description 4
- 238000011084 recovery Methods 0.000 claims description 4
- 229940108325 retinyl palmitate Drugs 0.000 claims description 4
- 235000019172 retinyl palmitate Nutrition 0.000 claims description 4
- 239000011769 retinyl palmitate Substances 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- VYGQUTWHTHXGQB-UHFFFAOYSA-N Retinol hexadecanoate Natural products CCCCCCCCCCCCCCCC(=O)OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C VYGQUTWHTHXGQB-UHFFFAOYSA-N 0.000 claims description 2
- SBJKKFFYIZUCET-JLAZNSOCSA-N Dehydro-L-ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(=O)C1=O SBJKKFFYIZUCET-JLAZNSOCSA-N 0.000 claims 2
- 238000010438 heat treatment Methods 0.000 claims 2
- 238000005086 pumping Methods 0.000 claims 2
- RCYWWJBNPIWJMJ-UHFFFAOYSA-N [4-(hexadecanoyloxymethyl)-5-hydroxy-6-methylpyridin-3-yl]methyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC1=CN=C(C)C(O)=C1COC(=O)CCCCCCCCCCCCCCC RCYWWJBNPIWJMJ-UHFFFAOYSA-N 0.000 claims 1
- 229940095042 pyridoxine dipalmitate Drugs 0.000 claims 1
- 235000021120 animal protein Nutrition 0.000 abstract description 3
- 210000000170 cell membrane Anatomy 0.000 abstract description 3
- 230000003859 lipid peroxidation Effects 0.000 abstract description 3
- 235000013311 vegetables Nutrition 0.000 abstract description 3
- 230000000694 effects Effects 0.000 abstract description 2
- 230000002401 inhibitory effect Effects 0.000 abstract description 2
- 229960005135 eicosapentaenoic acid Drugs 0.000 description 9
- JAZBEHYOTPTENJ-UHFFFAOYSA-N eicosapentaenoic acid Natural products CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O JAZBEHYOTPTENJ-UHFFFAOYSA-N 0.000 description 9
- JAZBEHYOTPTENJ-JLNKQSITSA-N all-cis-5,8,11,14,17-icosapentaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O JAZBEHYOTPTENJ-JLNKQSITSA-N 0.000 description 8
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 229940090949 docosahexaenoic acid Drugs 0.000 description 7
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 4
- 235000016709 nutrition Nutrition 0.000 description 4
- 235000021315 omega 9 monounsaturated fatty acids Nutrition 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 3
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 3
- 235000015112 vegetable and seed oil Nutrition 0.000 description 3
- 239000008158 vegetable oil Substances 0.000 description 3
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- 235000001412 Mediterranean diet Nutrition 0.000 description 2
- 240000007817 Olea europaea Species 0.000 description 2
- UCTWMZQNUQWSLP-UHFFFAOYSA-N adrenaline Chemical compound CNCC(O)C1=CC=C(O)C(O)=C1 UCTWMZQNUQWSLP-UHFFFAOYSA-N 0.000 description 2
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
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- 238000002474 experimental method Methods 0.000 description 2
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- 150000002632 lipids Chemical class 0.000 description 2
- 230000004060 metabolic process Effects 0.000 description 2
- 235000021281 monounsaturated fatty acids Nutrition 0.000 description 2
- 235000008390 olive oil Nutrition 0.000 description 2
- 239000004006 olive oil Substances 0.000 description 2
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 description 2
- 235000018102 proteins Nutrition 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
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- 150000003254 radicals Chemical class 0.000 description 2
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 2
- SFLSHLFXELFNJZ-QMMMGPOBSA-N (-)-norepinephrine Chemical compound NC[C@H](O)C1=CC=C(O)C(O)=C1 SFLSHLFXELFNJZ-QMMMGPOBSA-N 0.000 description 1
- BITHHVVYSMSWAG-KTKRTIGZSA-N (11Z)-icos-11-enoic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCC(O)=O BITHHVVYSMSWAG-KTKRTIGZSA-N 0.000 description 1
- DVSZKTAMJJTWFG-SKCDLICFSA-N (2e,4e,6e,8e,10e,12e)-docosa-2,4,6,8,10,12-hexaenoic acid Chemical compound CCCCCCCCC\C=C\C=C\C=C\C=C\C=C\C=C\C(O)=O DVSZKTAMJJTWFG-SKCDLICFSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- GZJLLYHBALOKEX-UHFFFAOYSA-N 6-Ketone, O18-Me-Ussuriedine Natural products CC=CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O GZJLLYHBALOKEX-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 206010002383 Angina Pectoris Diseases 0.000 description 1
- 208000023275 Autoimmune disease Diseases 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 208000024172 Cardiovascular disease Diseases 0.000 description 1
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- 206010020772 Hypertension Diseases 0.000 description 1
- 238000008214 LDL Cholesterol Methods 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 208000012902 Nervous system disease Diseases 0.000 description 1
- 241000207836 Olea <angiosperm> Species 0.000 description 1
- 235000002725 Olea europaea Nutrition 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- 235000021319 Palmitoleic acid Nutrition 0.000 description 1
- 201000004681 Psoriasis Diseases 0.000 description 1
- 206010038923 Retinopathy Diseases 0.000 description 1
- 206010067584 Type 1 diabetes mellitus Diseases 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- OENHQHLEOONYIE-UKMVMLAPSA-N all-trans beta-carotene Natural products CC=1CCCC(C)(C)C=1/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C OENHQHLEOONYIE-UKMVMLAPSA-N 0.000 description 1
- 229940087168 alpha tocopherol Drugs 0.000 description 1
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 1
- 239000003963 antioxidant agent Chemical class 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 206010003119 arrhythmia Diseases 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 235000013734 beta-carotene Nutrition 0.000 description 1
- TUPZEYHYWIEDIH-WAIFQNFQSA-N beta-carotene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C)C=CC=C(/C)C=CC2=CCCCC2(C)C TUPZEYHYWIEDIH-WAIFQNFQSA-N 0.000 description 1
- 239000011648 beta-carotene Substances 0.000 description 1
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- 150000001720 carbohydrates Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
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- 235000012000 cholesterol Nutrition 0.000 description 1
- SECPZKHBENQXJG-UHFFFAOYSA-N cis-palmitoleic acid Natural products CCCCCCC=CCCCCCCCC(O)=O SECPZKHBENQXJG-UHFFFAOYSA-N 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- KAUVQQXNCKESLC-UHFFFAOYSA-N docosahexaenoic acid (DHA) Natural products COC(=O)C(C)NOCC1=CC=CC=C1 KAUVQQXNCKESLC-UHFFFAOYSA-N 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- BITHHVVYSMSWAG-UHFFFAOYSA-N eicosenoic acid Natural products CCCCCCCCC=CCCCCCCCCCC(O)=O BITHHVVYSMSWAG-UHFFFAOYSA-N 0.000 description 1
- 229940108623 eicosenoic acid Drugs 0.000 description 1
- 210000003038 endothelium Anatomy 0.000 description 1
- 235000004626 essential fatty acids Nutrition 0.000 description 1
- 235000020774 essential nutrients Nutrition 0.000 description 1
- 210000001508 eye Anatomy 0.000 description 1
- 229940013317 fish oils Drugs 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 229930182478 glucoside Natural products 0.000 description 1
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- 208000006575 hypertriglyceridemia Diseases 0.000 description 1
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- 230000002757 inflammatory effect Effects 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 210000000936 intestine Anatomy 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- 125000005481 linolenic acid group Chemical group 0.000 description 1
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- SFLSHLFXELFNJZ-UHFFFAOYSA-N norepinephrine Natural products NCC(O)C1=CC=C(O)C(O)=C1 SFLSHLFXELFNJZ-UHFFFAOYSA-N 0.000 description 1
- 229960002748 norepinephrine Drugs 0.000 description 1
- 230000035764 nutrition Effects 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000021354 omega 7 monounsaturated fatty acids Nutrition 0.000 description 1
- 230000036470 plasma concentration Effects 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000035935 pregnancy Effects 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 208000020016 psychiatric disease Diseases 0.000 description 1
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- 239000011677 pyridoxine Substances 0.000 description 1
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- -1 vitamin compounds Chemical class 0.000 description 1
- 235000004835 α-tocopherol Nutrition 0.000 description 1
- 239000002076 α-tocopherol Substances 0.000 description 1
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
- A23D9/00—Other edible oils or fats, e.g. shortenings or cooking oils
- A23D9/02—Other edible oils or fats, e.g. shortenings or cooking oils characterised by the production or working-up
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
- A23D9/00—Other edible oils or fats, e.g. shortenings or cooking oils
- A23D9/007—Other edible oils or fats, e.g. shortenings or cooking oils characterised by ingredients other than fatty acid triglycerides
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- 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
- A23L33/115—Fatty acids or derivatives thereof; Fats or oils
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- 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
- A23L33/115—Fatty acids or derivatives thereof; Fats or oils
- A23L33/12—Fatty acids or derivatives thereof
Definitions
- Extra-virgin t olive oil is a well known natural product, obtained from the cold pressing of the fruit of the olive tree. This food product plays a primary role in the Mediterranean diet, which is already very well balanced, with regard to the intake of carbohydrates, vegetable fats and vegetable and animal proteins.
- extra-virgin olive features the highest natural content of monounsaturated fatty acids (MUFAs) , which vary between 60 and 80%, in weight, of total fatty acid content, depending on the species of olives. This characteristic ensures that extra-virgin olive oil is stable against oxidation and attack by free radicals.
- MUFAs monounsaturated fatty acids
- the content of polyunsatured fatty acids PUFAs, essentially, linoleic a linolenic acids, a.k.a. essential fatty acids, or EFAs
- PUFAs polyunsatured fatty acids
- EFAs essential fatty acids
- extra-virgin olive oil contains a large amount of polyphenols, anti-oxidant compounds and free radical receptors, which are very valuable for both stabilising oil and preventing cell ageing.
- vitamin compounds present in extra-virgin olive oil are ⁇ - Tocopherol (Vitamin E) and ⁇ - Carotene (a precursor of Vitamin A) , which synergically prevent lipid peroxidation.
- extra-virgin olive oil does not contain unsaturated fatty acids of the Omega-3 type with a number of carbon atoms in excess of 18.
- the unsaturated fatty acids contained in extra-virgin olive oil are:
- Eicosenoic Acid - a MUFA with 20 carbon atoms and unsaturation in the Omega-9 position.
- the vitamin micro-components does not contain Pyridoxine (Vitamin B6) and has a medium-to- low content of Vitamin E.
- omega 3 fatty acids which have a considerable nutritional importance, are: Eicosapentaenoic Acid (EPA) , which has 20 carbon atoms and 5 unsaturations, and Docosahexaenoic Acid (DHA), which has 22 carbon atoms and 6 unsaturations.
- EPA Eicosapentaenoic Acid
- DHA Docosahexaenoic Acid
- fatty acids which are present in the form of triglycerids in fish oils, play a very important role vis-a-vis a number of disorders affecting the cardiovascular system, nervous system, skin and the osteoarticular system.
- omega-3 acids are considered essential nutrients for cell and tissue metabolism, with beneficial effects on the transportation of cholesterol * and triglycerids, platelet aggregation, inflammatory processes, the. fluidity and elasticity of the endothelium membranes and on the nerve cells.
- Recent studies have also detected beneficial effects with regard to hypertriglyceridaemia, hypercholesterinaemia, cardiovascular disorders, high blood pressure, vein insufficiency and micro- circulation, psoriasis and dermatosis, rheumatoid arthritis, pregnancy and breast feeding, dementia and nervous system disorders, retinopathies and sight disorders, inflammatory enteritis, mental disorders and depression, neoplasias, autoimmune disorders and diabetes. Thanks to its anti-oxidant action, vitamin E is considered the best friend of the heart and arteries. Individuals with high plasma levels of vitamin E are protected, within certain limits, from arrythmias, angina pectoris and heart attack.
- LDL cholesterol in fact, contains vitamin E, which helps prevent oxidation and, therefore, the formation of a compound that is toxic for the artery walls.
- Vitamin B6 which is also known as Adermine, plays an important role in the body, taking part (as a co- enzyme) in over sixty reactions, in particular, in the synthesis of adrenaline and noradrenaline. It is also fundamental for metabolising proteins and lipids, favouring the transformation of unsaturated fatty acids, participating in regulating cholesterol levels in the blood and acting on the metabolism of glucosides.
- omega-3 fatty acids EPA and DHA
- vitamin B6 and vitamin E
- extra-virgin olive oil helps make this product a complete and pharmacologically active foodstuff for the overall protection of the body, in association with a regular intake of vegetable and animal proteins.
- An alternative embodiment of the present invention envisages the addition of Vitamin A, together with Vitamin E, which is capable of preventing the lipid peroxidation of the cell membranes, inhibiting the effects of the free radicals.
- This alternative embodiment ⁇ also has different biological functions, promoting the nutrition and resistance of the skin and the mucous membranes, especially of the eyes, intestine and lungs. It also helps synthesize proteins, the growth of new cells and the formation of visual pigments at the increase of resistance to infections.
- Figure 1 shows the production process of the dietary extra-virgin olive oil with added omega-3 fatty acids.
- Figure 2 shows the above-mentioned production process in the embodiment featuring the addition of vitamin A.
- Vitamin B Pyroxidine Dipalmitate the production of dietary extra-virgin olive oil with added omega-3 fatty acids is produced in two stages : a ) preparation of an extra-virgin olive oil stock solution with the ingredients ; b) dilution of the stock solution in a suitable amount of extra-virgin olive oil , to obtain the desired concentration .
- the attached figure shows the preferred embodiment : n the first production stage (a) , consisting in the preparation of the stock solution, the Vitamin B is heated to the fluidization temperature of approx . 70-80° C, by means of a cylindrical reactor heated with hot water at 80-90 ° C, agitating the vitamin with a forced draught of nitrogen . Once the complete fluidization of the vitamin B has been achieved, with the help of extra-virgin olive oil for its full recovery, the compound is transferred into a homogenising reactor, preventively filled with extra-virgin olive oil maintained at the preferred temperature of 40 ° , in an inert atmosphere .
- phase two of the production process consisting in the dilution of the stock solution, this is pumped from the homogenising reactor. _into the underground tank, which contains the necessary amount of extra- virgin olive oil sufficient to obtain the finished product.
- the complete ' homogenisation process takes place, (i) by agitation (with a forced draught of nitrogen) inside the underground tank, and (ii) by recirculation inside the reactor used to prepare the stock solution.
- Vitamin E Acetate Vitamin E Acetate
- Vitamin A Palmitate the production of dietary extra-virgin olive oil with added omega-3 fatty acids is produced in two stages : a ) preparation of an extra-virgin olive oil stock solution with the ingredients ; b) dilution of the stock solution in a suitable amount of extra-virgin olive oil , to obtain the desired concentration .
- the attached figure ( 2 ) shows the production process relating to the alternative embodiment :
- the Vitamin A is heated to the fluidization temperature of approx . 50-60 ° C, by means of a cylindrical reactor heated with hot water at 80-90° C, agitating the vitamin with a forced draught of nitrogen .
- the compound is transferred into a homogenising reactor, preventively filled with extra-virgin olive oil maintained at the preferred
- phase two of the production process consisting in the dilution of the stock solution, this is pumped from the homogenising reactor into the underground tank, which contains the necessary amount of extra- virgin olive oil sufficient to obtain the finished product.
- the complete homogenisation process takes place, (i) by agitation (with a forced draught of nitrogen) inside the underground tank, and (ii) by recirculation inside the reactor used to prepare the stock solution.
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Abstract
This invention relates to dietary extra-virgin olive oil with added omega-3 fatty acids (EPA and DHA), Vitamin B6 and Vitamin E, which help make this product a complete and pharmacologically active foodstuff for the overall protection of the body, in association with a regular intake of vegetable and animal proteins; an alternative embodiment of the present invention envisages the addition of Vitamin A, together with Vitamin E, which is capable of preventing the lipid peroxidation of the cell membranes, inhibiting the effects of the free radicals.
Description
Description
Dietary extra-virgin olive oil with added omega-3 fatty acids and relevant production technique
Technical field
Extra-virgin t olive oil is a well known natural product, obtained from the cold pressing of the fruit of the olive tree. This food product plays a primary role in the Mediterranean diet, which is already very well balanced, with regard to the intake of carbohydrates, vegetable fats and vegetable and animal proteins. Among vegetable oils, extra-virgin olive features the highest natural content of monounsaturated fatty acids (MUFAs) , which vary between 60 and 80%, in weight, of total fatty acid content, depending on the species of olives. This characteristic ensures that extra-virgin olive oil is stable against oxidation and attack by free radicals.
The content of polyunsatured fatty acids (PUFAs, essentially, linoleic a linolenic acids, a.k.a. essential fatty acids, or EFAs) ^varies, in the case of olive oil from the Mediterranean Region, between 5 and
19%, with an average of approx. 8%, in the case of Italian oil. The importance of the PUFA intake for nutritional purposes, which in the Mediterranean diet occurs with both extra-virgin olive oil and other vegetable oils, resides in the fact that they cannot be bio- synthesized by the body and that they are essential for growth.
Summary of the invention
Among its micro-components, extra-virgin olive oil contains a large amount of polyphenols, anti-oxidant compounds and free radical receptors, which are very valuable for both stabilising oil and preventing cell ageing. Among the vitamin compounds present in extra-virgin olive oil are α - Tocopherol (Vitamin E) and β- Carotene (a precursor of Vitamin A) , which synergically prevent lipid peroxidation.
Like all vegetable oils normally used for nutritional purposes, extra-virgin olive oil does not contain unsaturated fatty acids of the Omega-3 type with a number of carbon atoms in excess of 18.
The unsaturated fatty acids contained in extra-virgin olive oil are:
Palmitoleic Acid - a MUFA with 16 carbon atoms and
double bond (unsaturation) in the Omega-7 position. Oleic Acid - a MUFA with 18 carbon 'atoms and unsaturation in the Omega-9 position.
Linoleic Acid - a PUFA with 18 carbon atoms and 2 unsaturations in the Omega-6 and Omega-9 positions. Linolenic Acid - a PUFA with 18 carbon atoms and 3 unsaturations^ in the Omega 3, Omega-6 and Omega-9 positions .
Eicosenoic Acid - a MUFA with 20 carbon atoms and unsaturation in the Omega-9 position. Among the vitamin micro-components, it does not contain Pyridoxine (Vitamin B6) and has a medium-to- low content of Vitamin E.
The omega 3 fatty acids, which have a considerable nutritional importance, are: Eicosapentaenoic Acid (EPA) , which has 20 carbon atoms and 5 unsaturations, and Docosahexaenoic Acid (DHA), which has 22 carbon atoms and 6 unsaturations.
These fatty acids, which are present in the form of triglycerids in fish oils, play a very important role vis-a-vis a number of disorders affecting the cardiovascular system, nervous system, skin and the osteoarticular system.
Moreover, omega-3 acids are considered essential nutrients for cell and tissue metabolism, with
beneficial effects on the transportation of cholesterol* and triglycerids, platelet aggregation, inflammatory processes, the. fluidity and elasticity of the endothelium membranes and on the nerve cells. Recent studies have also detected beneficial effects with regard to hypertriglyceridaemia, hypercholesterinaemia, cardiovascular disorders, high blood pressure, vein insufficiency and micro- circulation, psoriasis and dermatosis, rheumatoid arthritis, pregnancy and breast feeding, dementia and nervous system disorders, retinopathies and sight disorders, inflammatory enteritis, mental disorders and depression, neoplasias, autoimmune disorders and diabetes. Thanks to its anti-oxidant action, vitamin E is considered the best friend of the heart and arteries. Individuals with high plasma levels of vitamin E are protected, within certain limits, from arrythmias, angina pectoris and heart attack.
Being fat-soluble, it helps protect the lipid molecules from oxidation and is capable of hindering the chain reaction that ends with the oxidation of the cell membranes; LDL cholesterol, in fact, contains vitamin E, which helps prevent oxidation and, therefore, the formation of a compound that is toxic
for the artery walls.
Vitamin B6, which is also known as Adermine, plays an important role in the body, taking part (as a co- enzyme) in over sixty reactions, in particular, in the synthesis of adrenaline and noradrenaline. It is also fundamental for metabolising proteins and lipids, favouring the transformation of unsaturated fatty acids, participating in regulating cholesterol levels in the blood and acting on the metabolism of glucosides.
The addition of omega-3 fatty acids (EPA and DHA) , vitamin B6 and vitamin E to extra-virgin olive oil, which is in itself a fundamental component of a balanced Mediterranean-style diet, helps make this product a complete and pharmacologically active foodstuff for the overall protection of the body, in association with a regular intake of vegetable and animal proteins.
An alternative embodiment of the present invention envisages the addition of Vitamin A, together with Vitamin E, which is capable of preventing the lipid peroxidation of the cell membranes, inhibiting the effects of the free radicals. This alternative embodiment ^ also has different biological functions, promoting the nutrition and
resistance of the skin and the mucous membranes, especially of the eyes, intestine and lungs. It also helps synthesize proteins, the growth of new cells and the formation of visual pigments at the increase of resistance to infections. Example
A specific embodiment of the invention will now be described, by way of example, with reference to the accompanying drawings in which:
Figure 1 shows the production process of the dietary extra-virgin olive oil with added omega-3 fatty acids. Figure 2 shows the above-mentioned production process in the embodiment featuring the addition of vitamin A. Detailed description of the invention
Referring to figure 1, the production of dietary extra-virgin olive oil with added omega-3 fatty acids requires the following ingredients:
Extra-virgin olive oil; >
EPA;
DHA;
Vitamin E Acetate;
Vitamin B Pyroxidine Dipalmitate.' According to the preferred embodiment of the present invention, the production of dietary extra-virgin olive oil with added omega-3 fatty acids is produced
in two stages : a ) preparation of an extra-virgin olive oil stock solution with the ingredients ; b) dilution of the stock solution in a suitable amount of extra-virgin olive oil , to obtain the desired concentration .
The attached figure shows the preferred embodiment : n the first production stage (a) , consisting in the preparation of the stock solution, the Vitamin B is heated to the fluidization temperature of approx . 70-80° C, by means of a cylindrical reactor heated with hot water at 80-90 ° C, agitating the vitamin with a forced draught of nitrogen . Once the complete fluidization of the vitamin B has been achieved, with the help of extra-virgin olive oil for its full recovery, the compound is transferred into a homogenising reactor, preventively filled with extra-virgin olive oil maintained at the preferred temperature of 40 ° , in an inert atmosphere . While the STOCK solution of vitamin B6 is continuously agitated, suitable quantities of EPA, DHA and Vitamin E Acetate are added, according to the desired concentration . In phase two of the production process (b) , consisting in the dilution of the stock solution, this is pumped from the homogenising reactor. _into the underground tank, which contains the necessary amount of extra-
virgin olive oil sufficient to obtain the finished product. The complete' homogenisation process takes place, (i) by agitation (with a forced draught of nitrogen) inside the underground tank, and (ii) by recirculation inside the reactor used to prepare the stock solution. From the experiments carried out it has been found that a formulation such as the one described hereinafter, prepared according to the procedure described above, allows the achievement of the following results: extra-virgin olive oil, EPA 60-120 mg/100 g of oil, added in the form of triglycerids and/or ethyl esters and/or ethyls, DHA 40-80 mg/100 g of oil added in the form of triglycerids and/or methyl esters and/or ethyls, vitamin E 60-90 mg/100 g of oil, added in the form of tocopherol acetate, and vitamin B6 4-8 mg/100 g of oil added as pyroxidine dipalmitate. As mentioned above, an alternative embodiment of the present invention is envisaged, described in figure 2; referring to which the production of dietary extra- virgin olive oil with added omega-3 fatty acids, according to this embodiment, requires the following ingredients:
Extra-virgin olive oil;
- EPA;
DHA;
Vitamin E Acetate ;
Vitamin A Palmitate . According to the alternative embodiment of the present invention, the production of dietary extra-virgin olive oil with added omega-3 fatty acids is produced in two stages : a ) preparation of an extra-virgin olive oil stock solution with the ingredients ; b) dilution of the stock solution in a suitable amount of extra-virgin olive oil , to obtain the desired concentration . The attached figure ( 2 ) shows the production process relating to the alternative embodiment :
In the first production stage (a) , consisting in the preparation of the stock solution, the Vitamin A is heated to the fluidization temperature of approx . 50-60 ° C, by means of a cylindrical reactor heated with hot water at 80-90° C, agitating the vitamin with a forced draught of nitrogen . Once the complete fluidization of the vitamin A has been achieved, with the help of extra-virgin olive oil for its full recovery, the compound is transferred into a homogenising reactor, preventively filled with extra-virgin olive oil maintained at the preferred
< temperature of 40°, in an inert atmosphere.
While the STOCK solution of vitamin A is continuously agitated, suitable quantities of EPA, DHA and Vitamin E Acetate are added, according to the desired concentration . In phase two of the production process (b) , consisting in the dilution of the stock solution, this is pumped from the homogenising reactor into the underground tank, which contains the necessary amount of extra- virgin olive oil sufficient to obtain the finished product. The complete homogenisation process takes place, (i) by agitation (with a forced draught of nitrogen) inside the underground tank, and (ii) by recirculation inside the reactor used to prepare the stock solution.
From the experiments carried out it has been found that a formulation such as the one described hereinafter, prepared according to the procedure described above, allows the achievement of the following results: extra-virgin olive oil, EPA 60-120 mg/100 g of oil, added in the form of triglycerids and/or ethyl esters and/or ethyls, DHA 40-80 mg/100 g of oil added in the form of triglycerids and/or methyl esters and/or ethyls, vitamin E 60-90 mg/100 g of oil, added in the form of tocopherol acetate, and vitamin A 1-3 mg/100 g
of oil added as retinol palmitate,
Claims
1. Dietary extra-virgin olive oil with added omega-3 fatty acids and preparation method consisting of the following ingredients: extra-virgin olive oil, EPA, DHA, Vitamin E Acetate, Vitamin B Pyridoxine Dipalmitate; ^wherein the preparation method comprises two stages, (1) the preparation of a stock solution, and (2) the dilution of the stock solution.
2. Dietary extra-virgin olive oil with added omega-3 fatty acids and preparation method as claimed in Claim 1, wherein the formulation is as follows: extra-virgin olive oil, EPA 60-120 mg/100 g of oil, added in the form of triglycerids and/or ethyl esters and/or ethyls, DHA 40-80 mg/100 g of oil added in the form of triglycerids and/or methyl esters and/or ethyls, vitamin E 60-90 mg/100 g of oil, added in the form of tocopherol acetate, and vitamin B6 4-8 mg/100 g of oil added as pyroxidine dipalmitate.
3. Dietary extra-virgin olive oil with added omega-3 fatty acids and preparation method as claimed in Claims 1 and 2, wherein the method of preparation of the stock solution provides for: the heating of the vitamin B6 to the fluidization temperature of approx. 70-80° C, by means of a cylindrical reactor heated with hot water at 80-90° C, agitating the vitamin with a forced draught of nitrogen; once the complete fluidization of the vitamin B has been achieved, with the help of extra-virgin olive oil for its full recovery, the compound is transferred into a homogenising reactor, preventively filled with extra- virgin olive oil maintained at the preferred temperature of 40°, in an inert atmosphere; while the stock solution of vitamin B6 is continuously agitated, suitable 'quantities of EPA, DHA and Vitamin E Acetate are added, according to the desired concentration; and wherein the dilution of the stock solution consists in: pumping the stock solution from the homogenising reactor into the underground tank, which contains the necessary amount of extra-virgin olive oil sufficient to obtain the finished product, in which the complete homogenisation process takes place, (i) by agitation (with a forced draught of nitrogen) inside the underground tank, and (ii) by recirculation inside the reactor used to prepare the stock solution.
4. Dietary extra-virgin olive oil with added omega-3 fatty acids and preparation method wherein the ingredients of an alternative embodiment are as follows: extra-virgin olive oil, EPA, DHA, Vitamin E Acetate, Vitamin A Palmitate; wherein the preparation method comprises two stages, (1) the preparation of a stock solution, and (2) the dilution of the stock solution.
5. Dietary extra-virgin olive oil with added omega-3 fatty acids and preparation method as claimed in Claim 4, wherein the formulation is as follows: extra-virgin olive oil, EP *A 60-120 mg/100 g of oil, added in the form of triglycerids and/or ethyl esters and/or ethyls, DHA 40-80 mg/100 g of oil added in the form of triglycerids and/or methyl esters and/or ethyls, vitamin E 60-90 mg/100 g of oil, added in the form of tocopherol acetate, and vitamin A 1-3 mg/100 g of oil added as retinol palmitate.
6. Dietary extra-virgin olive oil with added omega-3 fatty acids and preparation method as claimed in
Claims 4 and 5, wherein the method of preparation of the stock solution provides for: the heating of the vitamin A to the fluidization temperature of approx. 50-60° C, by means of a cylindrical reactor heated with hot water at 80-90° C, agitating the vitamin with a forced draught of nitrogen; once the complete fluidization of the vitamin A has been achieved, with the help of extra-virgin olive oil for its full recovery, the compound is transferred into a homogenising reactor, preventively filled with extra- virgin olive oil maintained at the preferred temperature of 40°, in an inert atmosphere; while the stock solution of vitamin A is continuously agitated, suitable quantities of EPA, DHA and Vitamin E Acetate are added, according to the desired concentration; and wherein the dilution of the stock solution consists in: pumping the stock solution from the homogenising reactor into 'the underground tank, which contains the necessary amount of extra-virgin olive oil sufficient to obtain the finished product, in which the complete homogenisation process takes place, (i) by agitation (with a forced draught of nitrogen) inside the underground tank, and (ii) by recirculation inside the reactor used to prepare the stock solution.
Priority Applications (1)
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AU2003280517A AU2003280517A1 (en) | 2002-06-27 | 2003-06-24 | Dietary extra-virgin olive oil with omega-3 fatty acids and relevant production technique |
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ITRM02A000348 | 2002-06-27 | ||
IT2002RM000348A ITRM20020348A1 (en) | 2002-06-27 | 2002-06-27 | DIETETIC EXTRA VIRGIN OLIVE OIL WITH OMEGA - 3 FATTY ACIDS AND RELATED PRODUCTION METHOD. |
ITRM03A000181 | 2003-04-18 | ||
IT000181A ITRM20030181A1 (en) | 2003-04-18 | 2003-04-18 | DIETETIC EXTRA VIRGIN OLIVE OIL WITH FATTY ACIDS |
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WO2004002234A1 true WO2004002234A1 (en) | 2004-01-08 |
Family
ID=30002074
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PCT/IT2003/000391 WO2004002234A1 (en) | 2002-06-27 | 2003-06-24 | Dietary extra-virgin olive oil with omega-3 fatty acids and relevant production technique |
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WO (1) | WO2004002234A1 (en) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2006087748A1 (en) * | 2005-02-21 | 2006-08-24 | Goya Holding S.A. | Method for the enrichment and supplementation of olive oils with organic antioxidants, product obtained thereby and system for implementing said method |
WO2006109340A1 (en) * | 2005-04-13 | 2006-10-19 | Goya Holding S.A. | Enrichment and integration of single-seed and multi- seed vegetable oils, and palm coconut, argan and other oils, with organic antioxidants and process for the production thereof |
WO2012150582A1 (en) * | 2011-05-04 | 2012-11-08 | Shemen Industries Ltd | Edible oil for seniors |
ITAN20120045A1 (en) * | 2012-04-17 | 2013-10-18 | Civerchia Mario | EXTRA VIRGIN OLIVE OIL OF THE RAGGIA VARIETY ENRICHED WITH ß-CAROTENE. |
CN104255944A (en) * | 2014-09-19 | 2015-01-07 | 广东润科生物工程有限公司 | DHA-containing olive blending oil and preparation method thereof |
EP3420822A1 (en) * | 2017-06-23 | 2019-01-02 | OliVita AS | Combination of oils |
WO2020083760A1 (en) * | 2018-10-22 | 2020-04-30 | Dsm Ip Assets B.V. | Composition exhibiting enhanced oxidative stability |
US20210069141A1 (en) * | 2014-01-24 | 2021-03-11 | Kyoto University | Anti-inflammatory agent containing rare fatty acid |
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Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2006087748A1 (en) * | 2005-02-21 | 2006-08-24 | Goya Holding S.A. | Method for the enrichment and supplementation of olive oils with organic antioxidants, product obtained thereby and system for implementing said method |
WO2006109340A1 (en) * | 2005-04-13 | 2006-10-19 | Goya Holding S.A. | Enrichment and integration of single-seed and multi- seed vegetable oils, and palm coconut, argan and other oils, with organic antioxidants and process for the production thereof |
WO2012150582A1 (en) * | 2011-05-04 | 2012-11-08 | Shemen Industries Ltd | Edible oil for seniors |
ITAN20120045A1 (en) * | 2012-04-17 | 2013-10-18 | Civerchia Mario | EXTRA VIRGIN OLIVE OIL OF THE RAGGIA VARIETY ENRICHED WITH ß-CAROTENE. |
US20210069141A1 (en) * | 2014-01-24 | 2021-03-11 | Kyoto University | Anti-inflammatory agent containing rare fatty acid |
CN104255944A (en) * | 2014-09-19 | 2015-01-07 | 广东润科生物工程有限公司 | DHA-containing olive blending oil and preparation method thereof |
EP3420822A1 (en) * | 2017-06-23 | 2019-01-02 | OliVita AS | Combination of oils |
WO2020083760A1 (en) * | 2018-10-22 | 2020-04-30 | Dsm Ip Assets B.V. | Composition exhibiting enhanced oxidative stability |
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