JPS6332426B2 - - Google Patents
Info
- Publication number
- JPS6332426B2 JPS6332426B2 JP54086022A JP8602279A JPS6332426B2 JP S6332426 B2 JPS6332426 B2 JP S6332426B2 JP 54086022 A JP54086022 A JP 54086022A JP 8602279 A JP8602279 A JP 8602279A JP S6332426 B2 JPS6332426 B2 JP S6332426B2
- Authority
- JP
- Japan
- Prior art keywords
- ascorbic acid
- food composition
- food
- group
- anthocyanin
- 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.)
- Expired
Links
- 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 101
- 235000010323 ascorbic acid Nutrition 0.000 claims description 38
- 239000011668 ascorbic acid Substances 0.000 claims description 38
- 229960005070 ascorbic acid Drugs 0.000 claims description 38
- 239000004410 anthocyanin Substances 0.000 claims description 30
- 229930002877 anthocyanin Natural products 0.000 claims description 28
- 235000010208 anthocyanin Nutrition 0.000 claims description 28
- 150000004636 anthocyanins Chemical class 0.000 claims description 28
- 235000013305 food Nutrition 0.000 claims description 26
- 239000000049 pigment Substances 0.000 claims description 26
- 239000000203 mixture Substances 0.000 claims description 16
- 150000000996 L-ascorbic acids Chemical class 0.000 claims description 11
- 229930014669 anthocyanidin Natural products 0.000 claims description 9
- 235000008758 anthocyanidins Nutrition 0.000 claims description 9
- NWKFECICNXDNOQ-UHFFFAOYSA-N flavylium Chemical compound C1=CC=CC=C1C1=CC=C(C=CC=C2)C2=[O+]1 NWKFECICNXDNOQ-UHFFFAOYSA-N 0.000 claims description 5
- 235000013361 beverage Nutrition 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 239000006188 syrup Substances 0.000 claims description 2
- 235000020357 syrup Nutrition 0.000 claims description 2
- 231100000252 nontoxic Toxicity 0.000 claims 2
- 230000003000 nontoxic effect Effects 0.000 claims 2
- TVEXGJYMHHTVKP-UHFFFAOYSA-N 6-oxabicyclo[3.2.1]oct-3-en-7-one Chemical compound C1C2C(=O)OC1C=CC2 TVEXGJYMHHTVKP-UHFFFAOYSA-N 0.000 claims 1
- 229910018828 PO3H2 Inorganic materials 0.000 claims 1
- 229910006069 SO3H Inorganic materials 0.000 claims 1
- 239000012141 concentrate Substances 0.000 claims 1
- 235000008504 concentrate Nutrition 0.000 claims 1
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 description 14
- 229930003268 Vitamin C Natural products 0.000 description 14
- 235000019154 vitamin C Nutrition 0.000 description 14
- 239000011718 vitamin C Substances 0.000 description 14
- 238000004061 bleaching Methods 0.000 description 13
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 9
- 239000001301 oxygen Substances 0.000 description 9
- 229910052760 oxygen Inorganic materials 0.000 description 9
- 241000894007 species Species 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 6
- 238000006701 autoxidation reaction Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 206010047623 Vitamin C deficiency Diseases 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 4
- 150000001453 anthocyanidins Chemical class 0.000 description 4
- 230000000975 bioactive effect Effects 0.000 description 4
- 208000010233 scurvy Diseases 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 241000700198 Cavia Species 0.000 description 3
- CITFYDYEWQIEPX-UHFFFAOYSA-N Flavanol Natural products O1C2=CC(OCC=C(C)C)=CC(O)=C2C(=O)C(O)C1C1=CC=C(O)C=C1 CITFYDYEWQIEPX-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 239000007864 aqueous solution 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
- 238000000354 decomposition reaction Methods 0.000 description 3
- 235000011987 flavanols Nutrition 0.000 description 3
- 230000007246 mechanism Effects 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000012048 reactive intermediate Substances 0.000 description 3
- HFSCYDMAVALOIA-WWLRPLJCSA-N 2-[(1s)-1,2-dihydroxyethyl]-4-hydroxy-3-methoxy-2h-furan-5-one Chemical compound COC1=C(O)C(=O)OC1[C@@H](O)CO HFSCYDMAVALOIA-WWLRPLJCSA-N 0.000 description 2
- GYQDOAKHUGURPD-UHFFFAOYSA-N 5,7-Dihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium chloride Chemical compound [Cl-].C1=CC(O)=CC=C1C1=CC=C(C(O)=CC(O)=C2)C2=[O+]1 GYQDOAKHUGURPD-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 description 2
- YAUVVJOXNRZSAA-RXSVEWSESA-N [O].OC[C@H](O)[C@H]1OC(=O)C(O)=C1O Chemical compound [O].OC[C@H](O)[C@H]1OC(=O)C(O)=C1O YAUVVJOXNRZSAA-RXSVEWSESA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000003289 ascorbyl group Chemical group [H]O[C@@]([H])(C([H])([H])O*)[C@@]1([H])OC(=O)C(O*)=C1O* 0.000 description 2
- 239000007844 bleaching agent Substances 0.000 description 2
- 230000000903 blocking effect Effects 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- 150000002083 enediols Chemical group 0.000 description 2
- 150000002206 flavan-3-ols Chemical class 0.000 description 2
- 235000012041 food component Nutrition 0.000 description 2
- 235000014106 fortified food Nutrition 0.000 description 2
- 238000001727 in vivo Methods 0.000 description 2
- -1 inorganic ester derivatives of ascorbic acid Chemical class 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 108010024957 Ascorbate Oxidase Proteins 0.000 description 1
- 241000282693 Cercopithecidae Species 0.000 description 1
- 235000005979 Citrus limon Nutrition 0.000 description 1
- 244000131522 Citrus pyriformis Species 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- OEIJRRGCTVHYTH-UHFFFAOYSA-N Favan-3-ol Chemical compound OC1CC2=CC=CC=C2OC1C1=CC=CC=C1 OEIJRRGCTVHYTH-UHFFFAOYSA-N 0.000 description 1
- 239000002211 L-ascorbic acid Substances 0.000 description 1
- 235000000069 L-ascorbic acid Nutrition 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical class [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 241001327682 Oncorhynchus mykiss irideus Species 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- ZVOLCUVKHLEPEV-UHFFFAOYSA-N Quercetagetin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=C(O)C(O)=C(O)C=C2O1 ZVOLCUVKHLEPEV-UHFFFAOYSA-N 0.000 description 1
- LUJAXSNNYBCFEE-UHFFFAOYSA-N Quercetin 3,7-dimethyl ether Natural products C=1C(OC)=CC(O)=C(C(C=2OC)=O)C=1OC=2C1=CC=C(O)C(O)=C1 LUJAXSNNYBCFEE-UHFFFAOYSA-N 0.000 description 1
- PUTDIROJWHRSJW-UHFFFAOYSA-N Quercitrin Natural products CC1OC(Oc2cc(cc(O)c2O)C3=CC(=O)c4c(O)cc(O)cc4O3)C(O)C(O)C1O PUTDIROJWHRSJW-UHFFFAOYSA-N 0.000 description 1
- HWTZYBCRDDUBJY-UHFFFAOYSA-N Rhynchosin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=CC(O)=C(O)C=C2O1 HWTZYBCRDDUBJY-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 235000012545 Vaccinium macrocarpon Nutrition 0.000 description 1
- 244000291414 Vaccinium oxycoccus Species 0.000 description 1
- 235000002118 Vaccinium oxycoccus Nutrition 0.000 description 1
- OXGUCUVFOIWWQJ-XIMSSLRFSA-N acanthophorin B Natural products O[C@H]1[C@H](O)[C@H](O)[C@H](C)O[C@H]1OC1=C(C=2C=C(O)C(O)=CC=2)OC2=CC(O)=CC(O)=C2C1=O OXGUCUVFOIWWQJ-XIMSSLRFSA-N 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 229940072107 ascorbate Drugs 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical class [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 159000000009 barium salts Chemical class 0.000 description 1
- 235000021028 berry Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000009194 climbing Effects 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 235000004634 cranberry Nutrition 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 235000015872 dietary supplement Nutrition 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- HVQAJTFOCKOKIN-UHFFFAOYSA-N flavonol Natural products O1C2=CC=CC=C2C(=O)C(O)=C1C1=CC=CC=C1 HVQAJTFOCKOKIN-UHFFFAOYSA-N 0.000 description 1
- 150000002216 flavonol derivatives Chemical class 0.000 description 1
- 235000011957 flavonols Nutrition 0.000 description 1
- 239000005417 food ingredient Substances 0.000 description 1
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 150000002485 inorganic esters Chemical class 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- MWDZOUNAPSSOEL-UHFFFAOYSA-N kaempferol Natural products OC1=C(C(=O)c2cc(O)cc(O)c2O1)c3ccc(O)cc3 MWDZOUNAPSSOEL-UHFFFAOYSA-N 0.000 description 1
- 229910052749 magnesium Chemical class 0.000 description 1
- 239000011777 magnesium Chemical class 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000010534 nucleophilic substitution reaction Methods 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 235000005875 quercetin Nutrition 0.000 description 1
- 229960001285 quercetin Drugs 0.000 description 1
- OEKUVLQNKPXSOY-UHFFFAOYSA-N quercetin 3-O-beta-D-glucopyranosyl(1->3)-alpha-L-rhamnopyranosyl(1->6)-beta-d-galactopyranoside Natural products OC1C(O)C(C(O)C)OC1OC1=C(C=2C=C(O)C(O)=CC=2)OC2=CC(O)=CC(O)=C2C1=O OEKUVLQNKPXSOY-UHFFFAOYSA-N 0.000 description 1
- QPHXPNUXTNHJOF-UHFFFAOYSA-N quercetin-7-O-beta-L-rhamnopyranoside Natural products OC1C(O)C(O)C(C)OC1OC1=CC(O)=C2C(=O)C(O)=C(C=3C=C(O)C(O)=CC=3)OC2=C1 QPHXPNUXTNHJOF-UHFFFAOYSA-N 0.000 description 1
- OXGUCUVFOIWWQJ-HQBVPOQASA-N quercitrin Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1OC1=C(C=2C=C(O)C(O)=CC=2)OC2=CC(O)=CC(O)=C2C1=O OXGUCUVFOIWWQJ-HQBVPOQASA-N 0.000 description 1
- 238000006479 redox reaction Methods 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 235000013948 strawberry juice Nutrition 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- 150000003700 vitamin C derivatives Chemical class 0.000 description 1
Landscapes
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Non-Alcoholic Beverages (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US92352378A | 1978-07-11 | 1978-07-11 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5534093A JPS5534093A (en) | 1980-03-10 |
| JPS6332426B2 true JPS6332426B2 (enrdf_load_stackoverflow) | 1988-06-29 |
Family
ID=25448826
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8602279A Granted JPS5534093A (en) | 1978-07-11 | 1979-07-09 | Color stable food containing antocyanine pigment and vitamin c useful to live body and production |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5534093A (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0244233U (enrdf_load_stackoverflow) * | 1988-09-21 | 1990-03-27 |
-
1979
- 1979-07-09 JP JP8602279A patent/JPS5534093A/ja active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0244233U (enrdf_load_stackoverflow) * | 1988-09-21 | 1990-03-27 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5534093A (en) | 1980-03-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4208434A (en) | Color stable food containing anthocyanic pigments and bio-available vitamin C and process for its production | |
| Kumorkiewicz-Jamro et al. | Multi-colored shades of betalains: Recent advances in betacyanin chemistry | |
| Bors et al. | [36] Flavonoids as antioxidants: Determination of radical-scavenging efficiencies | |
| Liao et al. | Chemistry of L-ascorbic acid related to foods | |
| Jackman et al. | Anthocyanins as food colorants—a review | |
| US6124268A (en) | Natural antioxidant compositions, method for obtaining same and cosmetic, pharmaceutical and nutritional formulations thereof | |
| Markakis et al. | Anthocyanins and their stability in foods | |
| Amic et al. | SAR and QSAR of the antioxidant activity of flavonoids | |
| Dangles et al. | One-electron oxidation of quercetin and quercetin derivatives in protic and non protic media | |
| EP1704134B1 (en) | A process for isolating, purifying and formulating a stable, commercial grade lutein paste from oleoresin | |
| EP2537848B1 (en) | Method for producing reduced pyrroloquinoline quinone | |
| WO2012172429A2 (en) | Anthocyanin based colorant compositions | |
| Asen | Known factors responsible for infinite flower color variations | |
| EP1279703B1 (en) | Food colouring substances based on Anthocyanin | |
| US6911223B2 (en) | Beverages having L-ascorbic acid with stability of color and clarity | |
| US7261769B2 (en) | Stabilized anthocyanin extract from Garcinia indica | |
| JPS6332426B2 (enrdf_load_stackoverflow) | ||
| CA1128808A (en) | Process for enhancing the sunlight stability of anthocyanic pigments | |
| US4285982A (en) | Process for enhancing the sunlight stability of anthocyanic pigments | |
| Barúa et al. | Antioxidant capacity of (+)-catechin visible-light photoirradiated in the presence of vitamin B2 | |
| Yamauchi et al. | Reaction of 8a-hydroperoxy tocopherones with ascorbic acid | |
| CN105188419A (zh) | 制备圆叶葡萄果渣提取物的方法 | |
| JPH09511136A (ja) | 色安定性液体組成物のための乾燥混合物 | |
| US4285985A (en) | Process for enhancing the sunlight stability of rubrolone | |
| JP4996807B2 (ja) | 色素の安定化剤および色素の安定化方法 |