JP2004528050A5 - - Google Patents
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- Publication number
- JP2004528050A5 JP2004528050A5 JP2003503023A JP2003503023A JP2004528050A5 JP 2004528050 A5 JP2004528050 A5 JP 2004528050A5 JP 2003503023 A JP2003503023 A JP 2003503023A JP 2003503023 A JP2003503023 A JP 2003503023A JP 2004528050 A5 JP2004528050 A5 JP 2004528050A5
- Authority
- JP
- Japan
- Prior art keywords
- products
- consumable
- chlorogenic acid
- concentration
- taste
- 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.)
- Pending
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- CWVRJTMFETXNAD-JUHZACGLSA-N chlorogenic acid Chemical compound O[C@@H]1[C@H](O)C[C@@](O)(C(O)=O)C[C@H]1OC(=O)\C=C\C1=CC=C(O)C(O)=C1 CWVRJTMFETXNAD-JUHZACGLSA-N 0.000 claims description 23
- PZIRUHCJZBGLDY-UHFFFAOYSA-N Caffeoylquinic acid Natural products CC(CCC(=O)C(C)C1C(=O)CC2C3CC(O)C4CC(O)CCC4(C)C3CCC12C)C(=O)O PZIRUHCJZBGLDY-UHFFFAOYSA-N 0.000 claims description 19
- 235000001368 chlorogenic acid Nutrition 0.000 claims description 19
- BMRSEYFENKXDIS-KLZCAUPSSA-N cis-3-O-p-coumaroylquinic acid Natural products O[C@H]1C[C@@](O)(C[C@@H](OC(=O)C=Cc2ccc(O)cc2)[C@@H]1O)C(=O)O BMRSEYFENKXDIS-KLZCAUPSSA-N 0.000 claims description 19
- CWVRJTMFETXNAD-FWCWNIRPSA-N 3-O-Caffeoylquinic acid Natural products O[C@H]1[C@@H](O)C[C@@](O)(C(O)=O)C[C@H]1OC(=O)\C=C\C1=CC=C(O)C(O)=C1 CWVRJTMFETXNAD-FWCWNIRPSA-N 0.000 claims description 18
- CWVRJTMFETXNAD-KLZCAUPSSA-N Neochlorogenin-saeure Natural products O[C@H]1C[C@@](O)(C[C@@H](OC(=O)C=Cc2ccc(O)c(O)c2)[C@@H]1O)C(=O)O CWVRJTMFETXNAD-KLZCAUPSSA-N 0.000 claims description 18
- 229940074393 chlorogenic acid Drugs 0.000 claims description 18
- FFQSDFBBSXGVKF-KHSQJDLVSA-N chlorogenic acid Natural products O[C@@H]1C[C@](O)(C[C@@H](CC(=O)C=Cc2ccc(O)c(O)c2)[C@@H]1O)C(=O)O FFQSDFBBSXGVKF-KHSQJDLVSA-N 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 6
- CWVRJTMFETXNAD-GMZLATJGSA-N 5-Caffeoyl quinic acid Natural products O[C@H]1C[C@](O)(C[C@H](OC(=O)C=Cc2ccc(O)c(O)c2)[C@@H]1O)C(=O)O CWVRJTMFETXNAD-GMZLATJGSA-N 0.000 claims description 5
- 235000013305 food Nutrition 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical group OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 claims description 3
- 235000013361 beverage Nutrition 0.000 claims description 3
- 235000009508 confectionery Nutrition 0.000 claims description 3
- 235000003599 food sweetener Nutrition 0.000 claims description 3
- 239000004615 ingredient Substances 0.000 claims description 3
- 235000015067 sauces Nutrition 0.000 claims description 3
- 239000003765 sweetening agent Substances 0.000 claims description 3
- WBZFUFAFFUEMEI-UHFFFAOYSA-M Acesulfame k Chemical compound [K+].CC1=CC(=O)[N-]S(=O)(=O)O1 WBZFUFAFFUEMEI-UHFFFAOYSA-M 0.000 claims description 2
- 108010011485 Aspartame Proteins 0.000 claims description 2
- 239000004278 EU approved seasoning Substances 0.000 claims description 2
- 239000004376 Sucralose Substances 0.000 claims description 2
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 claims description 2
- YGCFIWIQZPHFLU-UHFFFAOYSA-N acesulfame Chemical class CC1=CC(=O)NS(=O)(=O)O1 YGCFIWIQZPHFLU-UHFFFAOYSA-N 0.000 claims description 2
- 239000000619 acesulfame-K Substances 0.000 claims description 2
- 235000013334 alcoholic beverage Nutrition 0.000 claims description 2
- 239000000605 aspartame Substances 0.000 claims description 2
- 235000010357 aspartame Nutrition 0.000 claims description 2
- 229960003438 aspartame Drugs 0.000 claims description 2
- HCAJEUSONLESMK-UHFFFAOYSA-N cyclohexylsulfamic acid Chemical compound OS(=O)(=O)NC1CCCCC1 HCAJEUSONLESMK-UHFFFAOYSA-N 0.000 claims description 2
- 235000021185 dessert Nutrition 0.000 claims description 2
- QGGZBXOADPVUPN-UHFFFAOYSA-N dihydrochalcone Chemical compound C=1C=CC=CC=1C(=O)CCC1=CC=CC=C1 QGGZBXOADPVUPN-UHFFFAOYSA-N 0.000 claims description 2
- PXLWOFBAEVGBOA-UHFFFAOYSA-N dihydrochalcone Natural products OC1C(O)C(O)C(CO)OC1C1=C(O)C=CC(C(=O)CC(O)C=2C=CC(O)=CC=2)=C1O PXLWOFBAEVGBOA-UHFFFAOYSA-N 0.000 claims description 2
- 235000011194 food seasoning agent Nutrition 0.000 claims description 2
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 claims description 2
- 235000013336 milk Nutrition 0.000 claims description 2
- 239000008267 milk Substances 0.000 claims description 2
- 210000004080 milk Anatomy 0.000 claims description 2
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 claims description 2
- 235000014214 soft drink Nutrition 0.000 claims description 2
- 235000019408 sucralose Nutrition 0.000 claims description 2
- BAQAVOSOZGMPRM-QBMZZYIRSA-N sucralose Chemical compound O[C@@H]1[C@@H](O)[C@@H](Cl)[C@@H](CO)O[C@@H]1O[C@@]1(CCl)[C@@H](O)[C@H](O)[C@@H](CCl)O1 BAQAVOSOZGMPRM-QBMZZYIRSA-N 0.000 claims description 2
- 239000000811 xylitol Substances 0.000 claims description 2
- 235000010447 xylitol Nutrition 0.000 claims description 2
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 claims description 2
- 229960002675 xylitol Drugs 0.000 claims description 2
- 239000000047 product Substances 0.000 claims 19
- 239000000284 extract Substances 0.000 claims 6
- 241000533293 Sesbania emerus Species 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims 2
- 244000299461 Theobroma cacao Species 0.000 claims 2
- 239000000654 additive Substances 0.000 claims 2
- 230000000996 additive effect Effects 0.000 claims 2
- 239000008122 artificial sweetener Substances 0.000 claims 2
- 235000021311 artificial sweeteners Nutrition 0.000 claims 2
- 235000012180 bread and bread product Nutrition 0.000 claims 2
- 235000014121 butter Nutrition 0.000 claims 2
- 235000016213 coffee Nutrition 0.000 claims 2
- 235000013353 coffee beverage Nutrition 0.000 claims 2
- 235000013409 condiments Nutrition 0.000 claims 2
- 229940079593 drug Drugs 0.000 claims 2
- 235000013399 edible fruits Nutrition 0.000 claims 2
- 235000013372 meat Nutrition 0.000 claims 2
- RAGZUCNPTLULOL-UHFFFAOYSA-N trans-3-feruloylquinic acid Natural products C1=C(O)C(OC)=CC(C=CC(=O)OC2C(C(O)CC(O)(C2)C(O)=O)O)=C1 RAGZUCNPTLULOL-UHFFFAOYSA-N 0.000 claims 2
- KRZBCHWVBQOTNZ-UHFFFAOYSA-N (-) 3,5-dicaffeoyl-muco-quinic acid Natural products OC1C(OC(=O)C=CC=2C=C(O)C(O)=CC=2)CC(O)(C(O)=O)CC1OC(=O)C=CC1=CC=C(O)C(O)=C1 KRZBCHWVBQOTNZ-UHFFFAOYSA-N 0.000 claims 1
- UFCLZKMFXSILNL-BBLPPJRLSA-N (-) 4,5-dicaffeoylquinic acid Natural products OC=1C=C(C=CC=1O)C=CC(=O)O[C@@H]1C[C@@](C[C@H]([C@H]1OC(C=CC1=CC(=C(C=C1)O)O)=O)O)(C(=O)O)O UFCLZKMFXSILNL-BBLPPJRLSA-N 0.000 claims 1
- KRZBCHWVBQOTNZ-RDJMKVHDSA-N (3r,5r)-3,5-bis[[(e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,4-dihydroxycyclohexane-1-carboxylic acid Chemical compound O([C@@H]1CC(O)(C[C@H](C1O)OC(=O)\C=C\C=1C=C(O)C(O)=CC=1)C(O)=O)C(=O)\C=C\C1=CC=C(O)C(O)=C1 KRZBCHWVBQOTNZ-RDJMKVHDSA-N 0.000 claims 1
- GYFFKZTYYAFCTR-AVXJPILUSA-N (3r,5r)-4-[(e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,5-trihydroxycyclohexane-1-carboxylic acid Chemical compound O[C@@H]1CC(O)(C(O)=O)C[C@@H](O)C1OC(=O)\C=C\C1=CC=C(O)C(O)=C1 GYFFKZTYYAFCTR-AVXJPILUSA-N 0.000 claims 1
- UFCLZKMFXSILNL-GCBRTHAASA-N 102851-07-0 Natural products OC=1C=C(C=CC=1O)C=CC(=O)O[C@@H]1C[C@](C[C@H]([C@@H]1OC(C=CC1=CC(=C(C=C1)O)O)=O)O)(C(=O)O)O UFCLZKMFXSILNL-GCBRTHAASA-N 0.000 claims 1
- VTMFDSJJVNQXLT-RYPCIWMOSA-N 4-O-feruloylquinic acid Natural products COc1cc(C=CC(=O)O[C@@H]2[C@H](O)C[C@](O)(C[C@H]2O)C(=O)O)ccc1O VTMFDSJJVNQXLT-RYPCIWMOSA-N 0.000 claims 1
- GYFFKZTYYAFCTR-UHFFFAOYSA-N 5-O-(6'-O-galloyl)-beta-D-glucopyranosylgentisic acid Natural products OC1CC(O)(C(O)=O)CC(O)C1OC(=O)C=CC1=CC=C(O)C(O)=C1 GYFFKZTYYAFCTR-UHFFFAOYSA-N 0.000 claims 1
- 244000056139 Brassica cretica Species 0.000 claims 1
- 235000003351 Brassica cretica Nutrition 0.000 claims 1
- 235000003343 Brassica rupestris Nutrition 0.000 claims 1
- 235000000378 Caryota urens Nutrition 0.000 claims 1
- 235000002187 Coffea robusta Nutrition 0.000 claims 1
- 240000000163 Cycas revoluta Species 0.000 claims 1
- 235000008601 Cycas revoluta Nutrition 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 108010010803 Gelatin Proteins 0.000 claims 1
- UFCLZKMFXSILNL-PSEXTPKNSA-N Isochlorogenic acid b Chemical compound O([C@@H]1C[C@@](O)(C[C@H]([C@H]1OC(=O)\C=C\C=1C=C(O)C(O)=CC=1)O)C(O)=O)C(=O)\C=C\C1=CC=C(O)C(O)=C1 UFCLZKMFXSILNL-PSEXTPKNSA-N 0.000 claims 1
- 240000003183 Manihot esculenta Species 0.000 claims 1
- 235000016735 Manihot esculenta subsp esculenta Nutrition 0.000 claims 1
- 235000010103 Metroxylon rumphii Nutrition 0.000 claims 1
- UFCLZKMFXSILNL-UHFFFAOYSA-N NSC 649410 Natural products C=1C=C(O)C(O)=CC=1C=CC(=O)OC1C(O)CC(O)(C(O)=O)CC1OC(=O)C=CC1=CC=C(O)C(O)=C1 UFCLZKMFXSILNL-UHFFFAOYSA-N 0.000 claims 1
- 239000004384 Neotame Substances 0.000 claims 1
- 240000007594 Oryza sativa Species 0.000 claims 1
- 235000007164 Oryza sativa Nutrition 0.000 claims 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 claims 1
- 244000269722 Thea sinensis Species 0.000 claims 1
- 235000009470 Theobroma cacao Nutrition 0.000 claims 1
- 229940069765 bean extract Drugs 0.000 claims 1
- 235000013405 beer Nutrition 0.000 claims 1
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 claims 1
- 235000015895 biscuits Nutrition 0.000 claims 1
- 229910002092 carbon dioxide Inorganic materials 0.000 claims 1
- 239000001569 carbon dioxide Substances 0.000 claims 1
- 235000013351 cheese Nutrition 0.000 claims 1
- 229940112822 chewing gum Drugs 0.000 claims 1
- 235000015218 chewing gum Nutrition 0.000 claims 1
- 235000019219 chocolate Nutrition 0.000 claims 1
- 235000019506 cigar Nutrition 0.000 claims 1
- 235000019504 cigarettes Nutrition 0.000 claims 1
- 235000008504 concentrate Nutrition 0.000 claims 1
- 239000012141 concentrate Substances 0.000 claims 1
- GYFFKZTYYAFCTR-LMRQPLJMSA-N cryptochlorogenic acid Natural products O[C@H]1C[C@@](O)(C[C@H](O)[C@H]1OC(=O)C=Cc2ccc(O)c(O)c2)C(=O)O GYFFKZTYYAFCTR-LMRQPLJMSA-N 0.000 claims 1
- 235000013365 dairy product Nutrition 0.000 claims 1
- 235000015872 dietary supplement Nutrition 0.000 claims 1
- 239000008157 edible vegetable oil Substances 0.000 claims 1
- 239000000839 emulsion Substances 0.000 claims 1
- 235000015203 fruit juice Nutrition 0.000 claims 1
- 235000012055 fruits and vegetables Nutrition 0.000 claims 1
- 229920000159 gelatin Polymers 0.000 claims 1
- 235000019322 gelatine Nutrition 0.000 claims 1
- 235000011852 gelatine desserts Nutrition 0.000 claims 1
- 235000011868 grain product Nutrition 0.000 claims 1
- 235000012907 honey Nutrition 0.000 claims 1
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 1
- 235000015110 jellies Nutrition 0.000 claims 1
- 150000002632 lipids Chemical class 0.000 claims 1
- 230000000873 masking effect Effects 0.000 claims 1
- 235000013622 meat product Nutrition 0.000 claims 1
- 235000013384 milk substitute Nutrition 0.000 claims 1
- 239000011707 mineral Substances 0.000 claims 1
- 235000010755 mineral Nutrition 0.000 claims 1
- 235000013379 molasses Nutrition 0.000 claims 1
- 235000010460 mustard Nutrition 0.000 claims 1
- 235000019412 neotame Nutrition 0.000 claims 1
- HLIAVLHNDJUHFG-HOTGVXAUSA-N neotame Chemical compound CC(C)(C)CCN[C@@H](CC(O)=O)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 HLIAVLHNDJUHFG-HOTGVXAUSA-N 0.000 claims 1
- 108010070257 neotame Proteins 0.000 claims 1
- 235000019520 non-alcoholic beverage Nutrition 0.000 claims 1
- 230000008447 perception Effects 0.000 claims 1
- 239000000419 plant extract Substances 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 235000021067 refined food Nutrition 0.000 claims 1
- 235000009566 rice Nutrition 0.000 claims 1
- 235000019204 saccharin Nutrition 0.000 claims 1
- 229940081974 saccharin Drugs 0.000 claims 1
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 claims 1
- 235000002639 sodium chloride Nutrition 0.000 claims 1
- 235000013599 spices Nutrition 0.000 claims 1
- 235000020357 syrup Nutrition 0.000 claims 1
- 239000006188 syrup Substances 0.000 claims 1
- 235000019505 tobacco product Nutrition 0.000 claims 1
- VTMFDSJJVNQXLT-UHFFFAOYSA-N trans-4-feruloylquinic acid Natural products C1=C(O)C(OC)=CC(C=CC(=O)OC2C(CC(O)(CC2O)C(O)=O)O)=C1 VTMFDSJJVNQXLT-UHFFFAOYSA-N 0.000 claims 1
- 235000021419 vinegar Nutrition 0.000 claims 1
- 239000000052 vinegar Substances 0.000 claims 1
- 239000003643 water by type Substances 0.000 claims 1
- AAWZDTNXLSGCEK-LNVDRNJUSA-N (3r,5r)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylic acid Chemical compound O[C@@H]1CC(O)(C(O)=O)C[C@@H](O)C1O AAWZDTNXLSGCEK-LNVDRNJUSA-N 0.000 description 6
- AAWZDTNXLSGCEK-UHFFFAOYSA-N Cordycepinsaeure Natural products OC1CC(O)(C(O)=O)CC(O)C1O AAWZDTNXLSGCEK-UHFFFAOYSA-N 0.000 description 6
- AAWZDTNXLSGCEK-ZHQZDSKASA-N Quinic acid Natural products O[C@H]1CC(O)(C(O)=O)C[C@H](O)C1O AAWZDTNXLSGCEK-ZHQZDSKASA-N 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- -1 acesulfame K) Chemical class 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 235000013615 non-nutritive sweetener Nutrition 0.000 description 3
- AFDXODALSZRGIH-QPJJXVBHSA-N (E)-3-(4-methoxyphenyl)prop-2-enoic acid Chemical compound COC1=CC=C(\C=C\C(O)=O)C=C1 AFDXODALSZRGIH-QPJJXVBHSA-N 0.000 description 2
- 0 *OC(CC(CC1OC(C=Cc(cc2O)ccc2O)=O)(C(O)=O)O)C1O* Chemical compound *OC(CC(CC1OC(C=Cc(cc2O)ccc2O)=O)(C(O)=O)O)C1O* 0.000 description 2
- 101100110224 Oreochromis mossambicus atp2b2 gene Proteins 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- QAIPRVGONGVQAS-DUXPYHPUSA-N trans-caffeic acid Chemical class OC(=O)\C=C\C1=CC=C(O)C(O)=C1 QAIPRVGONGVQAS-DUXPYHPUSA-N 0.000 description 2
- ACEAELOMUCBPJP-UHFFFAOYSA-N (E)-3,4,5-trihydroxycinnamic acid Chemical class OC(=O)C=CC1=CC(O)=C(O)C(O)=C1 ACEAELOMUCBPJP-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- YDDUMTOHNYZQPO-UHFFFAOYSA-N 1,3-bis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-4,5-dihydroxycyclohexanecarboxylic acid Chemical class OC1C(O)CC(C(O)=O)(OC(=O)C=CC=2C=C(O)C(O)=CC=2)CC1OC(=O)C=CC1=CC=C(O)C(O)=C1 YDDUMTOHNYZQPO-UHFFFAOYSA-N 0.000 description 1
- 241000132536 Cirsium Species 0.000 description 1
- SITQVDJAXQSXSA-CEZRHVESSA-N Cynarin Chemical class O[C@@H]1C[C@@](C[C@H](O)[C@H]1OC(=O)C=Cc2ccc(O)c(O)c2)(OC(=O)C=Cc3cccc(O)c3O)C(=O)O SITQVDJAXQSXSA-CEZRHVESSA-N 0.000 description 1
- YDDUMTOHNYZQPO-RVXRWRFUSA-N Cynarine Chemical class O([C@@H]1C[C@@](C[C@H]([C@@H]1O)O)(OC(=O)\C=C\C=1C=C(O)C(O)=CC=1)C(O)=O)C(=O)\C=C\C1=CC=C(O)C(O)=C1 YDDUMTOHNYZQPO-RVXRWRFUSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 235000019658 bitter taste Nutrition 0.000 description 1
- 235000004883 caffeic acid Nutrition 0.000 description 1
- 229940074360 caffeic acid Drugs 0.000 description 1
- QAIPRVGONGVQAS-UHFFFAOYSA-N cis-caffeic acid Chemical class OC(=O)C=CC1=CC=C(O)C(O)=C1 QAIPRVGONGVQAS-UHFFFAOYSA-N 0.000 description 1
- 229940109275 cyclamate Drugs 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- YDDUMTOHNYZQPO-BKUKFAEQSA-N cynarine Chemical class O[C@H]1C[C@@](C[C@H](OC(=O)C=Cc2ccc(O)c(O)c2)[C@@H]1O)(OC(=O)C=Cc3ccc(O)c(O)c3)C(=O)O YDDUMTOHNYZQPO-BKUKFAEQSA-N 0.000 description 1
- 229950009125 cynarine Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 235000021539 instant coffee Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- 230000000050 nutritive effect Effects 0.000 description 1
- 235000009048 phenolic acids Nutrition 0.000 description 1
- 150000007965 phenolic acids Chemical class 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
- 235000014438 salad dressings Nutrition 0.000 description 1
- QFVOYBUQQBFCRH-VQSWZGCSSA-N steviol Chemical class C([C@@]1(O)C(=C)C[C@@]2(C1)CC1)C[C@H]2[C@@]2(C)[C@H]1[C@](C)(C(O)=O)CCC2 QFVOYBUQQBFCRH-VQSWZGCSSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 235000021147 sweet food Nutrition 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-N trans-cinnamic acid Chemical compound OC(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/880,420 US20030003212A1 (en) | 2001-06-13 | 2001-06-13 | Taste modifiers |
| PCT/CH2002/000315 WO2002100192A1 (en) | 2001-06-13 | 2002-06-12 | Taste modifiers comprising a chlorogenic acid |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009244892A Division JP5085632B2 (ja) | 2001-06-13 | 2009-10-23 | クロロゲン酸を含む味覚改変剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004528050A JP2004528050A (ja) | 2004-09-16 |
| JP2004528050A5 true JP2004528050A5 (enExample) | 2006-01-05 |
Family
ID=25376244
Family Applications (9)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
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| JP2013142246A Expired - Lifetime JP5898137B2 (ja) | 2001-06-13 | 2013-07-08 | クロロゲン酸を含む味覚改変剤 |
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-
2001
- 2001-06-13 US US09/880,420 patent/US20030003212A1/en not_active Abandoned
-
2002
- 2002-06-12 AT AT02734972T patent/ATE305233T1/de not_active IP Right Cessation
- 2002-06-12 EP EP02734972A patent/EP1399034B1/en not_active Expired - Lifetime
- 2002-06-12 US US10/480,372 patent/US8197875B2/en not_active Expired - Fee Related
- 2002-06-12 JP JP2003503023A patent/JP2004528050A/ja active Pending
- 2002-06-12 BR BR0210372-9A patent/BR0210372A/pt not_active Application Discontinuation
- 2002-06-12 CA CA002446194A patent/CA2446194A1/en not_active Abandoned
- 2002-06-12 DE DE60206378T patent/DE60206378T2/de not_active Expired - Lifetime
- 2002-06-12 CN CNB028118146A patent/CN1253099C/zh not_active Expired - Lifetime
- 2002-06-12 ES ES02734972T patent/ES2247339T3/es not_active Expired - Lifetime
- 2002-06-12 WO PCT/CH2002/000315 patent/WO2002100192A1/en not_active Ceased
- 2002-06-12 MX MXPA03011043A patent/MXPA03011043A/es active IP Right Grant
-
2009
- 2009-10-23 JP JP2009244892A patent/JP5085632B2/ja not_active Expired - Lifetime
-
2012
- 2012-03-30 US US13/436,254 patent/US20120189750A1/en not_active Abandoned
- 2012-07-12 JP JP2012156122A patent/JP5363624B2/ja not_active Expired - Lifetime
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2013
- 2013-07-08 JP JP2013142246A patent/JP5898137B2/ja not_active Expired - Lifetime
-
2015
- 2015-03-09 JP JP2015045789A patent/JP6346578B2/ja not_active Expired - Lifetime
-
2016
- 2016-07-01 JP JP2016132082A patent/JP6472413B2/ja not_active Expired - Lifetime
-
2017
- 2017-07-28 US US15/662,950 patent/US10597620B2/en not_active Expired - Fee Related
- 2017-12-21 JP JP2017245548A patent/JP6944744B2/ja not_active Expired - Lifetime
-
2019
- 2019-04-24 JP JP2019082385A patent/JP7090966B2/ja not_active Expired - Lifetime
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2020
- 2020-01-24 US US16/751,610 patent/US20200157480A1/en not_active Abandoned
- 2020-11-11 JP JP2020188190A patent/JP2021035389A/ja active Pending
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