CA2023590A1 - Stable alkaline labiatae antioxidant extracts - Google Patents
Stable alkaline labiatae antioxidant extractsInfo
- Publication number
- CA2023590A1 CA2023590A1 CA002023590A CA2023590A CA2023590A1 CA 2023590 A1 CA2023590 A1 CA 2023590A1 CA 002023590 A CA002023590 A CA 002023590A CA 2023590 A CA2023590 A CA 2023590A CA 2023590 A1 CA2023590 A1 CA 2023590A1
- Authority
- CA
- Canada
- Prior art keywords
- antioxidant
- herb
- water
- alkaline
- rosemary
- 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.)
- Abandoned
Links
- 239000003963 antioxidant agent Substances 0.000 title claims abstract description 125
- 230000003078 antioxidant effect Effects 0.000 title claims abstract description 86
- 239000000284 extract Substances 0.000 title claims abstract description 52
- 241000207923 Lamiaceae Species 0.000 title claims abstract description 44
- 235000006708 antioxidants Nutrition 0.000 claims abstract description 119
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 70
- 239000000243 solution Substances 0.000 claims abstract description 56
- 244000178231 Rosmarinus officinalis Species 0.000 claims abstract description 55
- 238000000034 method Methods 0.000 claims abstract description 45
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 41
- 150000002632 lipids Chemical class 0.000 claims abstract description 25
- 235000002020 sage Nutrition 0.000 claims abstract description 25
- 239000002904 solvent Substances 0.000 claims abstract description 24
- 239000012670 alkaline solution Substances 0.000 claims abstract description 22
- 229920005862 polyol Polymers 0.000 claims abstract description 21
- 239000000839 emulsion Substances 0.000 claims abstract description 19
- 235000007303 Thymus vulgaris Nutrition 0.000 claims abstract description 18
- 239000001585 thymus vulgaris Substances 0.000 claims abstract description 18
- 239000004593 Epoxy Substances 0.000 claims abstract description 16
- 239000012071 phase Substances 0.000 claims abstract description 14
- 239000000126 substance Substances 0.000 claims abstract description 14
- 150000003077 polyols Chemical class 0.000 claims abstract description 13
- 230000001476 alcoholic effect Effects 0.000 claims abstract description 5
- 239000008346 aqueous phase Substances 0.000 claims abstract description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 57
- 239000000796 flavoring agent Substances 0.000 claims description 26
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 22
- 235000019441 ethanol Nutrition 0.000 claims description 20
- 239000007864 aqueous solution Substances 0.000 claims description 18
- 241000246358 Thymus Species 0.000 claims description 17
- 239000001205 polyphosphate Substances 0.000 claims description 17
- 235000011176 polyphosphates Nutrition 0.000 claims description 17
- -1 polyol ester Chemical class 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 15
- 229920000388 Polyphosphate Polymers 0.000 claims description 13
- 238000011161 development Methods 0.000 claims description 11
- 235000011187 glycerol Nutrition 0.000 claims description 11
- 239000003960 organic solvent Substances 0.000 claims description 7
- 239000011347 resin Substances 0.000 claims description 6
- 229920005989 resin Polymers 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 239000002198 insoluble material Substances 0.000 claims description 4
- 230000002745 absorbent Effects 0.000 claims description 3
- 239000002250 absorbent Substances 0.000 claims description 3
- 229960004063 propylene glycol Drugs 0.000 claims 3
- 235000013772 propylene glycol Nutrition 0.000 claims 3
- 230000001877 deodorizing effect Effects 0.000 claims 1
- 238000004821 distillation Methods 0.000 abstract description 3
- 240000002657 Thymus vulgaris Species 0.000 abstract 1
- 239000000047 product Substances 0.000 description 44
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 36
- 238000002360 preparation method Methods 0.000 description 25
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 21
- 239000004322 Butylated hydroxytoluene Substances 0.000 description 21
- 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 21
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 21
- 229940095259 butylated hydroxytoluene Drugs 0.000 description 21
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- 229940127032 viani Drugs 0.000 description 18
- 235000013305 food Nutrition 0.000 description 14
- 239000000463 material Substances 0.000 description 14
- 235000013372 meat Nutrition 0.000 description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
- 238000000605 extraction Methods 0.000 description 12
- 235000019634 flavors Nutrition 0.000 description 12
- 239000003925 fat Substances 0.000 description 11
- 238000000576 coating method Methods 0.000 description 10
- 230000018109 developmental process Effects 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 230000000694 effects Effects 0.000 description 9
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 8
- 239000003921 oil Substances 0.000 description 8
- 235000019198 oils Nutrition 0.000 description 8
- 229940022682 acetone Drugs 0.000 description 7
- 230000002378 acidificating effect Effects 0.000 description 7
- 239000003513 alkali Substances 0.000 description 7
- 235000013361 beverage Nutrition 0.000 description 7
- 239000011248 coating agent Substances 0.000 description 7
- 239000000287 crude extract Substances 0.000 description 7
- 239000000843 powder Substances 0.000 description 7
- 230000003244 pro-oxidative effect Effects 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 229910019142 PO4 Inorganic materials 0.000 description 6
- 238000004332 deodorization Methods 0.000 description 6
- 239000003995 emulsifying agent Substances 0.000 description 6
- 239000008601 oleoresin Substances 0.000 description 6
- 239000010452 phosphate Substances 0.000 description 6
- 239000002244 precipitate Substances 0.000 description 6
- 235000020748 rosemary extract Nutrition 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- CEEMRWKKNNEQDT-UHFFFAOYSA-N Rosmanol Natural products CC(C)c1cc2C(OC(=O)C)C3OC(=O)C4(CCCC(C)(C)C34)c2c(OC(=O)C)c1OC(=O)C CEEMRWKKNNEQDT-UHFFFAOYSA-N 0.000 description 5
- 239000003610 charcoal Substances 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 239000002609 medium Substances 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 5
- LCAZOMIGFDQMNC-FORWCCJISA-N rosmanol Chemical compound C1CCC(C)(C)[C@@H]2[C@H]3[C@@H](O)C(C=C(C(=C4O)O)C(C)C)=C4[C@]21C(=O)O3 LCAZOMIGFDQMNC-FORWCCJISA-N 0.000 description 5
- 238000000926 separation method Methods 0.000 description 5
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 4
- 241000207199 Citrus Species 0.000 description 4
- 235000011203 Origanum Nutrition 0.000 description 4
- 240000000783 Origanum majorana Species 0.000 description 4
- 235000019568 aromas Nutrition 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 235000013405 beer Nutrition 0.000 description 4
- QRYRORQUOLYVBU-VBKZILBWSA-N carnosic acid Chemical compound CC([C@@H]1CC2)(C)CCC[C@]1(C(O)=O)C1=C2C=C(C(C)C)C(O)=C1O QRYRORQUOLYVBU-VBKZILBWSA-N 0.000 description 4
- 235000020971 citrus fruits Nutrition 0.000 description 4
- 239000000470 constituent Substances 0.000 description 4
- 239000003822 epoxy resin Substances 0.000 description 4
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 4
- 239000012676 herbal extract Substances 0.000 description 4
- 230000006698 induction Effects 0.000 description 4
- 230000002401 inhibitory effect Effects 0.000 description 4
- 230000020477 pH reduction Effects 0.000 description 4
- 229920000647 polyepoxide Polymers 0.000 description 4
- 229940092258 rosemary extract Drugs 0.000 description 4
- 239000001233 rosmarinus officinalis l. extract Substances 0.000 description 4
- 235000000346 sugar Nutrition 0.000 description 4
- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 description 3
- 235000010469 Glycine max Nutrition 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 3
- 229960004592 isopropanol Drugs 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 235000015277 pork Nutrition 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 235000020752 sage extract Nutrition 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 150000008163 sugars Chemical class 0.000 description 3
- 235000015112 vegetable and seed oil Nutrition 0.000 description 3
- 239000008158 vegetable oil Substances 0.000 description 3
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- 241000251468 Actinopterygii Species 0.000 description 2
- 239000004278 EU approved seasoning Substances 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- AIKKULXCBHRFOS-UHFFFAOYSA-N Formothion Chemical compound COP(=S)(OC)SCC(=O)N(C)C=O AIKKULXCBHRFOS-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 2
- BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000005667 attractant Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 230000031902 chemoattractant activity Effects 0.000 description 2
- 229930002875 chlorophyll Natural products 0.000 description 2
- 235000019804 chlorophyll Nutrition 0.000 description 2
- ATNHDLDRLWWWCB-AENOIHSZSA-M chlorophyll a Chemical compound C1([C@@H](C(=O)OC)C(=O)C2=C3C)=C2N2C3=CC(C(CC)=C3C)=[N+]4C3=CC3=C(C=C)C(C)=C5N3[Mg-2]42[N+]2=C1[C@@H](CCC(=O)OC\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@H](C)C2=C5 ATNHDLDRLWWWCB-AENOIHSZSA-M 0.000 description 2
- 239000000306 component Substances 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 229960002887 deanol Drugs 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 239000012972 dimethylethanolamine Substances 0.000 description 2
- 238000007598 dipping method Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 235000019688 fish Nutrition 0.000 description 2
- 235000011194 food seasoning agent Nutrition 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 229940073584 methylene chloride Drugs 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 229920000223 polyglycerol Polymers 0.000 description 2
- 244000144977 poultry Species 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 229940112950 sage extract Drugs 0.000 description 2
- 230000002000 scavenging effect Effects 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 235000014214 soft drink Nutrition 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 235000013311 vegetables Nutrition 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- BSAIUMLZVGUGKX-BQYQJAHWSA-N (E)-non-2-enal Chemical compound CCCCCC\C=C\C=O BSAIUMLZVGUGKX-BQYQJAHWSA-N 0.000 description 1
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 1
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
- BSAIUMLZVGUGKX-UHFFFAOYSA-N 2-Nonenal Natural products CCCCCCC=CC=O BSAIUMLZVGUGKX-UHFFFAOYSA-N 0.000 description 1
- HLOFWGGVFLUZMZ-UHFFFAOYSA-N 4-hydroxy-4-(6-methoxynaphthalen-2-yl)butan-2-one Chemical compound C1=C(C(O)CC(C)=O)C=CC2=CC(OC)=CC=C21 HLOFWGGVFLUZMZ-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 241000972773 Aulopiformes Species 0.000 description 1
- 241000723346 Cinnamomum camphora Species 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 229930186217 Glycolipid Natural products 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 235000013628 Lantana involucrata Nutrition 0.000 description 1
- 229920002774 Maltodextrin Polymers 0.000 description 1
- 235000014435 Mentha Nutrition 0.000 description 1
- 241001072983 Mentha Species 0.000 description 1
- 244000024873 Mentha crispa Species 0.000 description 1
- 235000014749 Mentha crispa Nutrition 0.000 description 1
- 244000246386 Mentha pulegium Species 0.000 description 1
- 235000016257 Mentha pulegium Nutrition 0.000 description 1
- 235000004357 Mentha x piperita Nutrition 0.000 description 1
- 235000006677 Monarda citriodora ssp. austromontana Nutrition 0.000 description 1
- 240000009215 Nepeta cataria Species 0.000 description 1
- 235000010679 Nepeta cataria Nutrition 0.000 description 1
- 240000007673 Origanum vulgare Species 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000011260 aqueous acid Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009937 brining Methods 0.000 description 1
- 229930008380 camphor Natural products 0.000 description 1
- 229960000846 camphor Drugs 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000010000 carbonizing Methods 0.000 description 1
- 235000021466 carotenoid Nutrition 0.000 description 1
- 150000001747 carotenoids Chemical class 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical class CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 1
- 238000004042 decolorization Methods 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 235000015071 dressings Nutrition 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- ZDKZHVNKFOXMND-UHFFFAOYSA-N epinepetalactone Chemical compound O=C1OC=C(C)C2C1C(C)CC2 ZDKZHVNKFOXMND-UHFFFAOYSA-N 0.000 description 1
- 239000005007 epoxy-phenolic resin Substances 0.000 description 1
- 239000000686 essence Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 235000003599 food sweetener Nutrition 0.000 description 1
- 239000000727 fraction Substances 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 235000015203 fruit juice Nutrition 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 235000008216 herbs Nutrition 0.000 description 1
- 235000001050 hortel pimenta Nutrition 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 235000001510 limonene Nutrition 0.000 description 1
- 229940087305 limonene Drugs 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 235000014569 mints Nutrition 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000000199 molecular distillation Methods 0.000 description 1
- 229930003658 monoterpene Natural products 0.000 description 1
- 150000002773 monoterpene derivatives Chemical class 0.000 description 1
- 235000002577 monoterpenes Nutrition 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 235000021110 pickles Nutrition 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 238000005057 refrigeration Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- WIEOUDNBMYRSRD-UHFFFAOYSA-N rosmaridiphenol Chemical compound C1CC2C(C)(C)CCCC2C(=O)C2=C1C=C(C(C)C)C(O)=C2O WIEOUDNBMYRSRD-UHFFFAOYSA-N 0.000 description 1
- 235000019515 salmon Nutrition 0.000 description 1
- 239000001495 salvia officinalis l. oleoresin Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 235000015067 sauces Nutrition 0.000 description 1
- 235000013580 sausages Nutrition 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 235000014347 soups Nutrition 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 239000004250 tert-Butylhydroquinone Substances 0.000 description 1
- 235000019281 tert-butylhydroquinone Nutrition 0.000 description 1
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/34—Anti-oxidant compositions; Compositions inhibiting chemical change containing plant or animal materials of unknown composition
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23B—PRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
- A23B2/00—Preservation of foods or foodstuffs, in general
- A23B2/70—Preservation of foods or foodstuffs, in general by treatment with chemicals
- A23B2/725—Preservation of foods or foodstuffs, in general by treatment with chemicals in the form of liquids or solids
- A23B2/729—Organic compounds; Microorganisms; Enzymes
- A23B2/733—Compounds of undetermined constitution obtained from animals or plants
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Zoology (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Botany (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
- Fats And Perfumes (AREA)
- Medicines Containing Plant Substances (AREA)
- Compounds Of Unknown Constitution (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/396,530 US5023017A (en) | 1989-08-21 | 1989-08-21 | Stable alkaline labiatae antioxidant extracts |
| US07/396,530 | 1989-08-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2023590A1 true CA2023590A1 (en) | 1991-02-22 |
Family
ID=23567584
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002023590A Abandoned CA2023590A1 (en) | 1989-08-21 | 1990-08-20 | Stable alkaline labiatae antioxidant extracts |
Country Status (11)
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5213833A (en) * | 1987-05-22 | 1993-05-25 | Sankyo Company, Limited | Preserving agent and method for its production |
| US5209870A (en) * | 1989-08-21 | 1993-05-11 | Kalamazoo Holdings, Inc. | Stable alkaline Labiatae antioxidant extracts |
| DE69104257T2 (de) * | 1990-04-25 | 1995-05-24 | Norac Technologies Inc | Aus Labiatae gewonnene Antioxidant-Zusammensetzung. |
| ES2083190T3 (es) * | 1991-09-20 | 1996-04-01 | Norac Technologies Inc | Composiciones antioxidantes de oleorresina y un proceso para su produccion. |
| AU703958B2 (en) * | 1995-05-05 | 1999-04-01 | Hauser Inc. | High purity carnosic acid from rosemary and sage extracts by PH-controlled precipitation |
| FR2745977B1 (fr) * | 1996-03-12 | 1998-05-29 | Procede de traitement de fruits et legumes | |
| ATE344045T1 (de) * | 1997-06-23 | 2006-11-15 | Naturex Inc | Lagerungsstabile, zitrusaromatisierte zusammensetzungen enthaltend pflanzenextrakte |
| KR20000005592A (ko) * | 1998-06-02 | 2000-01-25 | 김권 | 천연안정제를포함하는고분자조성물 |
| DE69928131T2 (de) * | 1998-12-24 | 2006-08-03 | Rad Natural Technologies Ltd. | Verfahren zur extraktion organischer salze aus pflanzen, das salz und ähnliche salze |
| AU1678700A (en) * | 1998-12-24 | 2000-07-31 | Rad International Ltd. | Method for protecting a substance liable to oxidative deterioration |
| JP2001122777A (ja) | 1999-10-27 | 2001-05-08 | Nagase & Co Ltd | 抗潰瘍剤 |
| JP4629822B2 (ja) | 1999-12-02 | 2011-02-09 | 長瀬産業株式会社 | 神経成長因子合成促進剤 |
| JP2001233835A (ja) | 2000-02-28 | 2001-08-28 | Nagase & Co Ltd | カルノジン酸誘導体およびそれを用いた神経成長因子合成促進剤 |
| WO2002069741A1 (en) * | 2001-03-02 | 2002-09-12 | Kalsec, Incorporated | Labiatae herb extracts and hop extracts for extending the color life and inhibiting the growth of microorganisms in fresh meat, fish and poultry |
| US20030078186A1 (en) * | 2001-10-18 | 2003-04-24 | Christopher W. Denver | Method and composition for the prevention of the auto-oxidation of flavors and fragrances |
| US20030138537A1 (en) * | 2001-12-19 | 2003-07-24 | Bailey David T. | Methods of preparing improved water-soluble extracts containing antioxidants and uses thereof |
| JP4439520B2 (ja) * | 2003-09-12 | 2010-03-24 | カラマズー・ホールディングス・インコーポレイテッド | 飲料の泡増強にシソ科ハーブ調製物を使用する方法 |
| JP2007504828A (ja) * | 2003-09-12 | 2007-03-08 | カラマズー・ホールディングス・インコーポレイテッド | 麦芽飲料のフレーバー寿命を延長するためにシソ科ハーブ調合物を使用する方法 |
| WO2011045643A1 (en) * | 2009-10-14 | 2011-04-21 | Vitiva D.D. | Preservation of non-alcoholic beverages and functional waters against spoilage by bacteria of the genus alicyclobacillus |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2732111A (en) * | 1956-01-24 | Expendable bandoleer | ||
| CH432994A (fr) * | 1965-02-12 | 1967-03-31 | Maggi Ag | Procédé de préparation de légumes déshydratés |
| DE1947599C3 (de) * | 1968-09-24 | 1973-09-27 | Kyowa Hakko Kogyo Co. Ltd., Tokio | Verfahren zur Herstellung eines Färbemittels für Nahrungsmittel und Getränke |
| CH579354A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1973-10-26 | 1976-09-15 | Nestle Sa | |
| US3950266A (en) * | 1973-11-28 | 1976-04-13 | Rutgers Research And Educational Foundation | Method of producing an antioxidant composition from rosemary and sage |
| CH634726A5 (fr) * | 1978-09-29 | 1983-02-28 | Nestle Sa | Procede de preparation de substances antioxygenes. |
| JPS5675066A (en) * | 1979-11-24 | 1981-06-20 | Lion Corp | Production of fried food |
| US4315947A (en) * | 1980-02-28 | 1982-02-16 | Kalsec, Inc. | Liquid seasoning compositions II |
| US4283429A (en) * | 1980-02-28 | 1981-08-11 | Kalsec, Inc. | Liquid seasoning compositions I |
| US4285981A (en) * | 1980-02-28 | 1981-08-25 | Kalsec, Inc. | Liquid seasoning compositions III |
| JPS56144078A (en) * | 1980-04-08 | 1981-11-10 | Lion Corp | Preparation of preservative |
| US4310556A (en) * | 1980-12-01 | 1982-01-12 | Eastman Kodak Company | Food emulsifiers |
| US4310557A (en) * | 1980-12-01 | 1982-01-12 | Eastman Kodak Company | Food emulsifiers |
| US4450097A (en) * | 1981-02-26 | 1984-05-22 | Lion Corporation | Antioxidative compound, method of extracting same from rosemary, and use of same |
| US4343823A (en) * | 1981-04-03 | 1982-08-10 | Kalsec, Inc. | Liquid seasoning compositions IV |
| JPS58194974A (ja) * | 1982-05-08 | 1983-11-14 | T Hasegawa Co Ltd | 天然源抗酸化成分の製造方法 |
| JPS59149982A (ja) * | 1983-02-15 | 1984-08-28 | T Hasegawa Co Ltd | 天然源抗酸化成分の抽出方法 |
| CA1297718C (en) * | 1985-12-20 | 1992-03-24 | Paul H. Todd, Jr. | Herb flavoring and/or antioxidant composition and process |
-
1989
- 1989-08-21 US US07/396,530 patent/US5023017A/en not_active Expired - Lifetime
-
1990
- 1990-08-06 IT IT02123190A patent/IT1243698B/it active IP Right Grant
- 1990-08-15 CH CH2655/90A patent/CH682325A5/de not_active IP Right Cessation
- 1990-08-16 GB GB9018006A patent/GB2235450B/en not_active Expired - Fee Related
- 1990-08-16 JP JP2215093A patent/JPH03192189A/ja active Pending
- 1990-08-20 FR FR9010481A patent/FR2651413B1/fr not_active Expired - Fee Related
- 1990-08-20 ES ES9002221A patent/ES2024917A6/es not_active Expired - Lifetime
- 1990-08-20 CA CA002023590A patent/CA2023590A1/en not_active Abandoned
- 1990-08-20 IE IE300390A patent/IE63192B1/en not_active IP Right Cessation
- 1990-08-20 DK DK198890A patent/DK198890A/da not_active Application Discontinuation
- 1990-08-21 DE DE4026438A patent/DE4026438C2/de not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| IT1243698B (it) | 1994-06-21 |
| DK198890D0 (da) | 1990-08-20 |
| IE63192B1 (en) | 1995-03-22 |
| CH682325A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1993-08-31 |
| JPH03192189A (ja) | 1991-08-22 |
| ES2024917A6 (es) | 1992-03-01 |
| GB2235450B (en) | 1992-08-12 |
| US5023017A (en) | 1991-06-11 |
| IT9021231A1 (it) | 1992-02-06 |
| DE4026438C2 (de) | 2000-05-11 |
| IE903003A1 (en) | 1991-02-27 |
| GB9018006D0 (en) | 1990-10-03 |
| IT9021231A0 (it) | 1990-08-06 |
| DE4026438A1 (de) | 1991-02-28 |
| GB2235450A (en) | 1991-03-06 |
| FR2651413B1 (fr) | 1992-12-18 |
| DK198890A (da) | 1991-02-22 |
| FR2651413A1 (fr) | 1991-03-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US5023017A (en) | Stable alkaline labiatae antioxidant extracts | |
| US5209870A (en) | Stable alkaline Labiatae antioxidant extracts | |
| US5527552A (en) | Lipid-soluble green tea catechin antioxidant solutions | |
| US5017397A (en) | Process for extracting antioxidants from Labiatae herbs | |
| EP0454097B1 (en) | Labiatae derived antioxidant composition | |
| CA1142026A (en) | Liquid seasoning compounds iii | |
| US4877635A (en) | Herb flavoring and/or antioxidant composition and process | |
| CA1297718C (en) | Herb flavoring and/or antioxidant composition and process | |
| US4315947A (en) | Liquid seasoning compositions II | |
| US3497362A (en) | Treatment of vegetables | |
| US4839187A (en) | Antioxidant compositions | |
| US5061403A (en) | Stable alkaline labiatae antioxidant extracts | |
| WO2003053148A1 (en) | Methods of preparing improved water-soluble extracts containing antioxidants and uses thereof | |
| CN1930269B (zh) | 劣化防止剂 | |
| US4891231A (en) | Process for inhibiting liquid oxidation in food | |
| US4569853A (en) | Grapefruit juice concentrate | |
| EP0169936B1 (en) | Antioxidant compositions | |
| US4925681A (en) | Process for inhibiting lipid oxidation in food and composition thereby | |
| CA1286535C (en) | Liquid seasoning composition | |
| AU2005330149B2 (en) | Deterioration preventing agent | |
| US2315858A (en) | Fruit compositions and method of preservation | |
| US6660320B1 (en) | Process for producing an antioxidant extract from the bearberry plant | |
| JPS63230060A (ja) | 食品の防腐消臭剤 | |
| Fischetti Jr | it is important to recognize that this section is intended only as a general guide and introduction. It is not geared to the long-practicing creative flavorist or flavor chemist | |
| JP2024108389A (ja) | 芳香低減抑制剤、芳香低減抑制方法、飲食品及びその製造方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |