WO2007096643A1 - The - Google Patents
The Download PDFInfo
- Publication number
- WO2007096643A1 WO2007096643A1 PCT/GB2007/000645 GB2007000645W WO2007096643A1 WO 2007096643 A1 WO2007096643 A1 WO 2007096643A1 GB 2007000645 W GB2007000645 W GB 2007000645W WO 2007096643 A1 WO2007096643 A1 WO 2007096643A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- composition
- ester
- tea
- acid
- nodules
- Prior art date
Links
- 150000002148 esters Chemical class 0.000 claims abstract description 118
- 239000000203 mixture Substances 0.000 claims abstract description 80
- 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 claims abstract description 24
- WBYWAXJHAXSJNI-VOTSOKGWSA-N trans-cinnamic acid Chemical compound OC(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-N 0.000 claims abstract description 24
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 claims abstract description 23
- AAWZDTNXLSGCEK-UHFFFAOYSA-N Cordycepinsaeure Natural products OC1CC(O)(C(O)=O)CC(O)C1O AAWZDTNXLSGCEK-UHFFFAOYSA-N 0.000 claims abstract description 22
- 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 claims abstract description 22
- 244000269722 Thea sinensis Species 0.000 claims description 82
- 235000001368 chlorogenic acid Nutrition 0.000 claims description 28
- 239000000284 extract Substances 0.000 claims description 27
- 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 24
- 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 23
- 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 23
- 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 23
- 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
- 229940074393 chlorogenic acid Drugs 0.000 claims description 23
- 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 23
- 241000723377 Coffea Species 0.000 claims description 19
- 235000003599 food sweetener Nutrition 0.000 claims description 19
- 239000003765 sweetening agent Substances 0.000 claims description 19
- 230000004580 weight loss Effects 0.000 claims description 12
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- 239000008122 artificial sweetener Substances 0.000 claims description 7
- 235000021311 artificial sweeteners Nutrition 0.000 claims description 7
- 239000008247 solid mixture Substances 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- 235000013824 polyphenols Nutrition 0.000 claims description 5
- LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 claims description 4
- VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 claims description 4
- 229960001948 caffeine Drugs 0.000 claims description 4
- 239000002537 cosmetic Substances 0.000 claims description 4
- 150000008442 polyphenolic compounds Chemical class 0.000 claims description 4
- 241000227999 Coffea canephora Species 0.000 claims 1
- 235000002187 Coffea robusta Nutrition 0.000 claims 1
- 241001122767 Theaceae Species 0.000 abstract 1
- 235000013616 tea Nutrition 0.000 description 76
- 239000002245 particle Substances 0.000 description 15
- 239000000843 powder Substances 0.000 description 9
- -1 chlorogenic acid Chemical compound 0.000 description 8
- 235000005911 diet Nutrition 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- 235000013361 beverage Nutrition 0.000 description 7
- 230000037213 diet Effects 0.000 description 7
- 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 6
- 239000008103 glucose Substances 0.000 description 6
- QAIPRVGONGVQAS-DUXPYHPUSA-N trans-caffeic acid Chemical compound OC(=O)\C=C\C1=CC=C(O)C(O)=C1 QAIPRVGONGVQAS-DUXPYHPUSA-N 0.000 description 6
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 5
- 241000533293 Sesbania emerus Species 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- 239000008101 lactose Substances 0.000 description 5
- 229920002785 Croscarmellose sodium Polymers 0.000 description 4
- 229920000168 Microcrystalline cellulose Polymers 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- VJHCJDRQFCCTHL-UHFFFAOYSA-N acetic acid 2,3,4,5,6-pentahydroxyhexanal Chemical compound CC(O)=O.OCC(O)C(O)C(O)C(O)C=O VJHCJDRQFCCTHL-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 239000002775 capsule Substances 0.000 description 4
- 229960005168 croscarmellose Drugs 0.000 description 4
- 239000001767 crosslinked sodium carboxy methyl cellulose Substances 0.000 description 4
- 235000012171 hot beverage Nutrition 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 235000019813 microcrystalline cellulose Nutrition 0.000 description 4
- 239000008108 microcrystalline cellulose Substances 0.000 description 4
- 229940016286 microcrystalline cellulose Drugs 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- ACEAELOMUCBPJP-UHFFFAOYSA-N (E)-3,4,5-trihydroxycinnamic acid Natural products OC(=O)C=CC1=CC(O)=C(O)C(O)=C1 ACEAELOMUCBPJP-UHFFFAOYSA-N 0.000 description 3
- 208000008589 Obesity Diseases 0.000 description 3
- 239000004376 Sucralose Substances 0.000 description 3
- 235000006468 Thea sinensis Nutrition 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 239000008280 blood Substances 0.000 description 3
- 210000004369 blood Anatomy 0.000 description 3
- 235000004883 caffeic acid Nutrition 0.000 description 3
- 229940074360 caffeic acid Drugs 0.000 description 3
- QAIPRVGONGVQAS-UHFFFAOYSA-N cis-caffeic acid Natural products OC(=O)C=CC1=CC=C(O)C(O)=C1 QAIPRVGONGVQAS-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 238000000227 grinding Methods 0.000 description 3
- 238000001802 infusion Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 235000020824 obesity Nutrition 0.000 description 3
- 239000003755 preservative agent Substances 0.000 description 3
- 238000007873 sieving Methods 0.000 description 3
- 235000019408 sucralose Nutrition 0.000 description 3
- 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 description 3
- 244000016593 Coffea robusta Species 0.000 description 2
- 235000010254 Jasminum officinale Nutrition 0.000 description 2
- 240000005385 Jasminum sambac Species 0.000 description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 2
- 206010033307 Overweight Diseases 0.000 description 2
- 241000304405 Sedum burrito Species 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 235000006708 antioxidants Nutrition 0.000 description 2
- 150000001720 carbohydrates Chemical class 0.000 description 2
- 235000014633 carbohydrates Nutrition 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 229960000913 crospovidone Drugs 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 235000001916 dieting Nutrition 0.000 description 2
- 230000037228 dieting effect Effects 0.000 description 2
- 238000007907 direct compression Methods 0.000 description 2
- 230000037406 food intake Effects 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000546 pharmaceutical excipient Substances 0.000 description 2
- 235000013809 polyvinylpolypyrrolidone Nutrition 0.000 description 2
- 229920000523 polyvinylpolypyrrolidone Polymers 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 1
- KWGRBVOPPLSCSI-WPRPVWTQSA-N (-)-ephedrine Chemical compound CN[C@@H](C)[C@H](O)C1=CC=CC=C1 KWGRBVOPPLSCSI-WPRPVWTQSA-N 0.000 description 1
- LTSOENFXCPOCHG-GQCTYLIASA-N 4-chloro-6-[[(e)-3-oxobut-1-enyl]amino]-1-n-prop-2-enylbenzene-1,3-disulfonamide Chemical compound CC(=O)\C=C\NC1=CC(Cl)=C(S(N)(=O)=O)C=C1S(=O)(=O)NCC=C LTSOENFXCPOCHG-GQCTYLIASA-N 0.000 description 1
- 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 description 1
- WBZFUFAFFUEMEI-UHFFFAOYSA-M Acesulfame k Chemical compound [K+].CC1=CC(=O)[N-]S(=O)(=O)O1 WBZFUFAFFUEMEI-UHFFFAOYSA-M 0.000 description 1
- 240000006914 Aspalathus linearis Species 0.000 description 1
- 235000012984 Aspalathus linearis Nutrition 0.000 description 1
- 108010011485 Aspartame Proteins 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- 235000005979 Citrus limon Nutrition 0.000 description 1
- 244000131522 Citrus pyriformis Species 0.000 description 1
- 240000007154 Coffea arabica Species 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 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
- 241001465754 Metazoa Species 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 239000004384 Neotame Substances 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- 244000046052 Phaseolus vulgaris Species 0.000 description 1
- 235000003095 Vaccinium corymbosum Nutrition 0.000 description 1
- 240000000851 Vaccinium corymbosum Species 0.000 description 1
- 235000017537 Vaccinium myrtillus Nutrition 0.000 description 1
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 235000010358 acesulfame potassium Nutrition 0.000 description 1
- 229960004998 acesulfame potassium Drugs 0.000 description 1
- 239000000619 acesulfame-K Substances 0.000 description 1
- 238000007171 acid catalysis Methods 0.000 description 1
- 210000000577 adipose tissue Anatomy 0.000 description 1
- 239000000605 aspartame Substances 0.000 description 1
- 235000010357 aspartame Nutrition 0.000 description 1
- IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 description 1
- 229960003438 aspartame Drugs 0.000 description 1
- 238000005815 base catalysis Methods 0.000 description 1
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000021014 blueberries Nutrition 0.000 description 1
- 235000020341 brewed tea Nutrition 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 206010012601 diabetes mellitus Diseases 0.000 description 1
- 230000000378 dietary effect Effects 0.000 description 1
- 235000020930 dietary requirements Nutrition 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000035622 drinking Effects 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000009569 green tea Nutrition 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 235000001050 hortel pimenta Nutrition 0.000 description 1
- 239000000399 hydroalcoholic extract Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229940041616 menthol Drugs 0.000 description 1
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 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
- 229930014626 natural product Natural products 0.000 description 1
- 235000019412 neotame Nutrition 0.000 description 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 description 1
- 108010070257 neotame Proteins 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 230000037081 physical activity Effects 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 235000019204 saccharin Nutrition 0.000 description 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
- 229940081974 saccharin Drugs 0.000 description 1
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
- 150000003839 salts Chemical group 0.000 description 1
- 210000002966 serum Anatomy 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000010356 sorbitol Nutrition 0.000 description 1
- 229960002920 sorbitol Drugs 0.000 description 1
- 239000012798 spherical particle Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23F—COFFEE; TEA; THEIR SUBSTITUTES; MANUFACTURE, PREPARATION, OR INFUSION THEREOF
- A23F3/00—Tea; Tea substitutes; Preparations thereof
- A23F3/06—Treating tea before extraction; Preparations produced thereby
- A23F3/14—Tea preparations, e.g. using additives
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23F—COFFEE; TEA; THEIR SUBSTITUTES; MANUFACTURE, PREPARATION, OR INFUSION THEREOF
- A23F3/00—Tea; Tea substitutes; Preparations thereof
- A23F3/16—Tea extraction; Tea extracts; Treating tea extract; Making instant tea
- A23F3/30—Further treatment of dried tea extract; Preparations produced thereby, e.g. instant tea
- A23F3/32—Agglomerating, flaking or tabletting or granulating
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23F—COFFEE; TEA; THEIR SUBSTITUTES; MANUFACTURE, PREPARATION, OR INFUSION THEREOF
- A23F5/00—Coffee; Coffee substitutes; Preparations thereof
- A23F5/02—Treating green coffee; Preparations produced thereby
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/105—Plant extracts, their artificial duplicates or their derivatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/216—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acids having aromatic rings, e.g. benactizyne, clofibrate
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/74—Rubiaceae (Madder family)
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9789—Magnoliopsida [dicotyledons]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/06—Preparations for care of the skin for countering cellulitis
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/92—Oral administration
Definitions
- This invention relates to tea, more particularly to tea containing at least one ester of quinic acid and a trans-cinnamic acid, such as chlorogenic acid, which can aid weight loss.
- the invention also covers artificial sweetener compositions for addition to tea and other beverages comprising at least one ester of quinic acid and a trans-cinnamic acid, such as chlorogenic acid as well as a non sweetening additive composition for beverages containing such esters.
- Obesity is a growing problem in the Western World. Whilst many factors contribute to this problem, the main cause is an excess of sugar in the diet. The consequences of obesity are well documented and range from higher incidence of cancer to increased risk of diabetes. .
- Chlorogenic acids are a family of esters formed between trans-cinnamic acids and quinic acid. The commonest individual member of the "chlorogenic acids” is formed between caffeic acid and quinic acid and has the trivial name chlorogenic acid. Chlorogenic acid is a phenolic natural product isolated from the leaves and fruits of dicotyledonous plants, including the coffee bean. Structurally, chlorogenic acid is the ester of caffeic acid with the 3-hydroxyl group of quinic acid and its structure is shown below.
- chlorogenic acid has been shown to reduce the amount of carbohydrates absorbed. Furthermore, animal research using isolated chlorogenic acid demonstrated that this compound has the ability to reduce the amount of glucose that can be created from metabolism of carbohydrates and proteins. It has been realised therefore that chlorogenic acids offer potential benefit in that when the body is unable to derive energy from these sources, it may draw upon stored sources of energy (such as body fat) to help meet energy needs. It has been proposed therefore to use coffee bean extracts containing chlorogenic acid in dieting tablets. A number of such products are on the market, e.g. Xenadrine Carbo-Curb.
- the present inventors have been investigating alternative dieting products other than the conventional pill/tablet/capsule. They have surprisingly found that tea containing at least one ester of trans-cinnamic acid and quinie acid (from hereon termed the ester) is of still further benefit as a diet aid.
- ester e.g. chlorogenic acid
- tea leaves it is not a simple matter however to add the ester, e.g. chlorogenic acid, to tea leaves to form a composition that when brewed releases ester into the drink. If the ester is not released into the tea then its beneficial effects cannot be realised. Moreover, the ester is expensive and it is highly desirable that all ester in the tea be released into the brewed drink. This is especially important as high levels of ester are needed to improve weight loss so the more ester which is released into the brewed tea, the better as this allows the dieter to consume the most ester.
- ester e.g. chlorogenic acid
- the inventors have surprisingly found that by formulating the ester as nodules of diameter 0.1 to 2 mm and adding this to the tea leaves, which are also preferably in nodule form, substantially all the ester is released from the tea composition into the tea drink and is therefore consumed by the drinker.
- the ester is presented in powder form (i.e. of very small particle diameter much less than 0.1 mm) as much as 10% of the ester is not released into the tea.
- the invention provides a composition comprising tea and nodules of at least one ester formed between a trans-cinnamic acid and quinic acid, e.g. chlorogenic acid, said nodules being from 0.1 mm to 2 mm in diameter.
- the invention provides a method of weight loss, either clinical or cosmetic, comprising consuming a drink prepared using the composition as hereinbefore described.
- the composition of the invention may take the form of loose tea in a container, may be formulated loose in individual sachets, e.g. single cup or single teapot sachets, but is preferably formulated as a tea bag.
- the composition may contain typical tea components along with the nodules of at least one ester formed between a trans-cinnamic acid and quinic acid.
- the composition obviously contains tea.
- the tea may be herbal (e.g. a peppermint, jasmine, menthol, lemon tea etc) but is preferably non-herbal.
- Most preferably the composition is formulated with ground tea leaves such as green tea or red tea. Leaves from the family Cornelia #re preferred, e.g. Camelia Sinensis. Obtaining tea for use in the composition of the invention is routine.
- composition will typically comprise at least 75 wt% tea, e.g. at least 80 wt% tea, preferably at least 85 wt% tea, e.g. at least 90 wt% tea.
- the tea is also formed into nodules of diameter 0.1 to 2 mm, preferably 0.4 to 1.5 mm like the ester formed between a trans-cinnamic acid and quinic acid. This can be achieved using the same techniques as employed for the ester as described below. It is, of course, possible to source tea in suitable nodular form.
- ester components in the composition have the appropriate nodule size as this ensures the best release of ester into the brewed drink. It will be appreciated however that the claims cover a composition where some ester may be present as larger particles or as powder.
- the composition may also contain other conventional components e.g. preservatives, colourings, flavourings etc or components necessary to convert the tea into a herbal product, e.g. jasmine.
- preservatives and antioxidants are not needed as tea leaves contain significant quantities of anti-oxidants which act to preserve the composition.
- the ester also acts as a preservative.
- the tea composition contains at least one ester formed between a trans- cinnamic acid and quinic acid.
- the tea may contain a mixture of such esters or a single ester, e.g. chlorogenic acid.
- the composition will contain a mixture of trans-cinnamic acid and quinic acid esters.
- esters are often generically referred to as "chlorogenic acids” although chlorogenic acid is itself a specific compound as depicted above.
- the at least one ester can be present in an extract from coffee in which the ester content has been enriched.
- enriched is meant that the ester content of the extract has been concentrated or added to such that it is greater than that of the natural coffee extract, e.g. greater than that obtained directly from the coffee bean.
- the natural extract typically contains from 2 to 8 wt% esters.
- the extract from coffee used in the invention naturally contains at least one., ester of transcinnamic acid and quinic acid but the content thereof has been artificially enriched.
- the ester with the trans-cinnamic acid can form from any of the hydroxyl groups thereof although preferably the ester linkage forms from the 3- ⁇ osition or 5- position of the cyclohexyl ring (the 1 -position carries the carboxyl group).
- Trans-cinnamic acids of use in forming the esters of the invention include those of formula (I)
- R is hydroxyl, Q.io-alkyl (e.g. methyl, ethyl, isopropyl or tertbutyl), Ci-io-alkoxy (e.g. methoxy), halo (e.g. chloro), amino (e.g. NH 2 or N(Ci. 6 -alkyl) 2 , or thiol; and a is 0 to 5.
- the cis isomer thereof could also be employed.
- a is 0 or 2.
- R is preferably hydroxyl. If present, R groups are preferably positioned on the 2 and/or 3-positi ⁇ ns of the ring.
- the trans-cinnamic acid is caffeic acid
- ester is chlorogenic acid as depicted above.
- Chlorogenic acid is also often named as 5-caffeoyl-quinic acid.
- ester of the invention comprises a carboxyl group, it can also be present in salt form although preferably it is used in its acid form.
- ester of use in the invention is being formed synthetically, it might be necessary to protect free hydroxyl groups on either reactant as is well known in the art. Ester formation is a trivial reaction which the skilled chemist can carry out with ease using simple acid or base catalysis.
- the total amount of ester(s), e.g. chlorogenic acid, in the composition of the invention can vary but is preferably between 0.1 to 20 wt%, e.g. 0.5 to 10 wt%, more preferably 1 to 8 wt%, especially 3 to 6 wt%.
- Chlorogenic acid itself can be isolated from any convenient source such as coffee beans or blueberries.
- the at least one ester itself is preferably present in coffee beans. The at least one ester can thus be introduced into the tea formulation as an extract from coffee, preferably green coffee, in which the ester content has been enriched, e.g.
- the extract contains a minimum of approximately 15 wt%, preferably at least 20 wt%, more preferably at least 25 wt%, especially at least 30 wt% ester, ideally at least 40 wt% ester, most especially about 45 wt% ester(s).
- the ester may be introduced into the tea formulation as part of MeditolTM.
- MeditolTM also known as SvetolTM
- the amount of the specific ester chlorogenic acid in the formulation may be 5 to 25 wt% of the enriched extract, preferably 8 to 20 wt%, e.g. about 10%.
- the coffee extract in addition to the ester portion may contain polyphenols.
- the amount of such polyphenols may be 5 to 25 wt% of the enriched extract, preferably 8 to 20 wt%, e.g. about 10%.
- the coffee extract is decaffeinated (i.e. either the extract is decaffeinated or the coffee from which the extract is obtained is decaffeinated).
- decaffeinated means the caffeine content of the enriched extract is less than 2 wt%, preferably less than 1 wt%, especially less than 0.5 wt%, most preferably free of caffeine.
- the extract may be obtained from any coffee, in particular, green coffee, however C. arabica and C. canephora are particularly preferred.
- the extract is preferably obtained from beans of the species Coffea canephora robusta P. and is preferably the hydro alcoholic extract, e.g. comprising: 10 wt% or more polyphenols, 45 wt% or more total esters, 10 wt% or more chlorogenic acid and 2 wt% or less caffeine.
- nodules of 0.1 mm to 2 mm in diameter.
- nodules particles (e.g. approximately spherical particles).
- nodules are 0.4 to 1.5 mm in diameter. It will be appreciated that particles may not be entirely spherical. The diameter of a particle is therefore its broadest diameter measurement. Particle size determination for particles of this size is routine in the art and can be carried out using conventional apparatus. Nodules of appropriate particle size can also be obtained by sieving. Sieves of the desired mesh sizes are well known.
- the composition may contain a large number of nodules having diameters across this range.
- Nodules are preferably formed by grinding larger particles of ester (e.g. chlorogenic acid or Meditpl etc) to an appropriate size. Suitable grinders are well known in the art and can be those used to grind tea leaves. Small particles can be removed by sieving if necessary to ensure only appropriately sized nodules are used.
- ester in powder form i.e. with particles sizes less than 0.1 mm
- ester can be sourced as part of an extract which can be ground to form nodules or source already in appropriate particle size.
- the acid is sourced from coffee and is in powder form. If the ester is sourced as a powder it may be necessary to agglomerate and regrind the particles using known techniques. Again, sieving may be used to remove small particles.
- nodules described above contain the at least one ester and potentially other components.
- composition can be made simply be mixing the tea component with the ester in its nodule form with appropriate mixing.
- composition is in the form of a tea bag, this can be made by conventional techniques and be conventionally shaped (e.g. square,, rectangular, circular, pyramidal etc). Tea bags may be provided with draw strings if required as is also known.
- a typical tea bag might contain 1800 mg of tea and 200 mg of green coffee extract (e.g. Meditol) containing 45 wt% of ester.
- green coffee extract e.g. Meditol
- compositions contains nodules of the ester as herein before described substantially all, e.g. at least 95 wt%, preferably at least 99 wt%, especially substantially 100 wt% of the ester formed between a trans- r cinnamic acid and quinic acid is released into the tea drink on brewing.
- the composition is formulated using an ester in non-nodule form, the release of the material into the tea is much less efficient.
- the tea of the invention can be brewed using boiling water as is known in the N art.
- the tea bag can be placed in a mug and boiling water poured thereon. After an infusion time of 1 to 5 minutes, the bag can be removed and the tea can be drunk by which time substantially all the ester is present in the drink.
- the sweetener which is used can also contain at least one ester formed between a trans-cinnamic acid and quinic acid.
- a sweetener is, of course, also of use with conventional drinks to which sweeteners may be added such as coffee, and forms a further aspect of the invention. It will be appreciated that to ensure that all the ester in the sweetener composition it is necessary to formulate the ester in the form of nodules as hereinbefore described.
- the invention provides a solid composition
- a solid composition comprising an artificial sweetener and nodules of at least one ester formed between a trans-cinnamic acid and quinic acid said nodules being from 0.1 mm to 2 mm in diameter.
- the artificial sweetener can be any commonly used in the field such as sorbitol, xylitol, saccharin, aspartame, sucralose, neotame and acesulfame potassium.
- the amount of sweetener used in the composition is well known in the art and wil,l vary depending on the nature of the sweetener employed.
- each sweetening tablet will be the equivalent of one teaspoon of sugar but as some artificial sweeteners are "sweeter" than others less is required to be equivalent to a teaspoon of sugar.
- amounts are in the range 5 mg to 50 mg, preferably 5 to 20 mg, especially 10 to 15 mg. This may equate to 1 to 10 wt%, e.g. 3 to 8 wt% of the actual sweetener itself.
- the sweetener composition as a whole is preferably presented in the form of a tablet having a weight of around 150 to 250 mg, e.g. about 200 mg.
- the ester is provided in nodule form as herein described to enable rapid dissolution thereof in the drink.
- the ester is provided in the form of nodules having diameters of from 0,4 mm to 1.5 mm.
- the total amount of at least one ester, e.g. chlorogenic acid, in the sweetening composition of the invention can vary but is preferably between 5 to 50 wt%, e.g. 10 to 40 wt%, more preferably 15 to 30 wt%, e.g. about 25 wt% .
- the preferred embodiments of the at least one ester presented above in connection with the tea composition apply equally to the artificial sweetener composition.
- the sweetener composition is solid and is therefore suitable for dispensing into a drink from a conventional dispenser.
- the sweetening composition may contain other non active components conventionally used in commercial sweetening compositions such as standard excipients. These include microcrystalline cellulose, croscarmellouse, crospovidone, monoglycerides, diglycerides, lactose (e.g. lactose fast flow), silica etc.
- the composition can be formed simply be mixing the necessary components including the at least one ester in the required nodule form and directly pressing to form a tablet with care being taken to prevent any damage to the nodules (e.g. their destruction).
- this sweetener can be added to tea made from the tea composition of the invention, to tea made using conventional tea products not containing chlorogenic acids or any other, preferably hot, beverage, such as coffee.
- the at least one ester is presented in a solid form for addition to a, preferably hot, beverage but in the absence of a sweetener.
- the sweetening of hot drinks is common in some countries but much rarer in others but the consumer may still want to have a diet drink, reaping the benefits of the use of the ester of the invention, without sweetening their drink.
- the invention also provides a non sweetening beverage additive comprising the ester of the invention.
- a solid composition comprising nodules of at least one ester formed between a trans- cinnamic acid and quinic acid, said nodules being from 0.1 mm to 2 mm in diameter v in the absence of a sweetener. This composition can therefore be added to a beverage, especially a hot beverage, to give a diet drink.
- the invention provides a method of weight loss, either clinical or cosmetic, comprising adding a sweetener or non sweetener composition as hereinbefore described to a hot beverage and thereafter drinking the beverage.
- the conventional excipients used in this non sweetening additive composition are the same as those used in the manufacture of the sweetener. It can be manufactured in the same way and the amounts of ester in the composition are the same as for the sweetening composition as hereinbefore described.
- the total amount of at least one ester, e.g. chlorogenic acid, in the sweetening composition of the invention can vary but is preferably between 5 to 50 . wt%, e.g. 10 to 40 wt%, more preferably 15 to 30 wt%, e.g. about 25 wt% .
- the composition is solid and is therefore suitable for dispensing into a drink from a conventional dispenser.
- compositions of the invention can be used to aid weight loss in individuals who may be slightly overweight to those that might be clinically obese. Weight loss in those individuals only slightly overweight (e.g. those with a body mass index of 25 to 30) maybe regarded as essentially cosmetic.
- MeditolTM (Svetol) was converted into nodules of 0.4 to 1.5 mm in diameter by grinding using a conventional tea leaf grinding apparatus. Green Tea in nodules of 0.4 to 1.5 mm in diameter were obtained commercially.
- a tea bag containing the following components was manufactured using conventional tea bag manufacturing processes.
- the tea bag of example 2 was used to brew tea.
- the bag was placed in a container into which was poured 500 ml of boiling water.
- the tea was allowed to infuse for 5 minutes and the bag removed from the container. After infusion, the tea was tested to determine its ester content (by
- the ester content of the tea was found to be approximately 90 mg. This means essentially 100% of the esters from the tea bag ended up in the tea drink.
- the tea bag of comparative example 1 was used to brew a cup of tea.
- the bag was placed in a container into which was poured 500 ml of boiling water.
- the tea was allowed to infuse for 5 minutes. After infusion, the tea was tested - to determine its ester content (by HPLC).
- the ester content of the tea was found to be approximately 81 mg. This means only 90% of the ester from the tea bag ended up in the tea drink.
- the study was carried out as an open study with 15 healthy volunteers. Each subject was given three MeditolTM capsules a day, one in the morning, one at lunch and one in the evening. No other dietary requirement were specified and no stipulations were made on physical activity during the test period. The glucose loading part of the study was carried out after 8 hours fasting.
- the blood sugar levels of the 15 subjects were also measured when not on the MeditolTM regime.
- a comparison of blood sugar levels revealed that glucose level is reduced significantly after a single dose of MeditolTM.
- the reduction in absorption is approximately 20% when the glucose values are compared one hour after ingestion with or without MeditolTM.
- a solid tablet containing the above ingredients was formed by direct compression. ⁇ 5
- a solid tablet containing the above ingredients was formed by direct compression.
- composition without sweetener Composition without sweetener
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Polymers & Plastics (AREA)
- Food Science & Technology (AREA)
- Botany (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Mycology (AREA)
- Microbiology (AREA)
- Birds (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Biotechnology (AREA)
- Emergency Medicine (AREA)
- Diabetes (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Obesity (AREA)
- Child & Adolescent Psychology (AREA)
- Nutrition Science (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Hematology (AREA)
- Alternative & Traditional Medicine (AREA)
- Medical Informatics (AREA)
- Dermatology (AREA)
- Medicinal Preparation (AREA)
Abstract
L'invention concerne une composition comprenant du thé et des nodules d'au moins un ester formés entre un acide trans-cinnamique et un acide quinique, lesdits nodules ayant un diamètre compris entre 0,1 mm et 2 mm.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB0603660.2A GB0603660D0 (en) | 2006-02-23 | 2006-02-23 | Tea |
GB0603660.2 | 2006-02-23 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2007096643A1 true WO2007096643A1 (fr) | 2007-08-30 |
Family
ID=36178646
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/GB2007/000645 WO2007096643A1 (fr) | 2006-02-23 | 2007-02-23 | The |
Country Status (2)
Country | Link |
---|---|
GB (1) | GB0603660D0 (fr) |
WO (1) | WO2007096643A1 (fr) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2055196A1 (fr) * | 2007-10-29 | 2009-05-06 | Givaudan SA | Dérivés de phényl de carboxyalkyl substitué à modulation de goût doux |
EP2409696A4 (fr) * | 2009-03-18 | 2016-04-20 | Kao Corp | Agent de promotion de la consommation énergétique |
CN107136244A (zh) * | 2016-07-28 | 2017-09-08 | 徐建俭 | 一种促进降血脂饮品 |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01132344A (ja) * | 1988-10-21 | 1989-05-24 | T Hasegawa Co Ltd | 飲食物 |
WO2002085397A1 (fr) * | 2001-04-25 | 2002-10-31 | Oncology Sciences Corporation | Preparation therapeutique a base de grains de cafe et procede de production correspondant |
US20040213881A1 (en) * | 2001-06-13 | 2004-10-28 | Minjien Chien | Taste modifiers comprising a chlorogenic acid |
JP2005053861A (ja) * | 2003-08-06 | 2005-03-03 | Kao Corp | 固形状組成物 |
WO2005032570A1 (fr) * | 2003-10-06 | 2005-04-14 | Oryza Oil & Fat Chemical Co., Ltd. | Composition dietetique |
WO2006103515A1 (fr) * | 2005-03-31 | 2006-10-05 | Council Of Scientific And Industrial Research | Procede ameliore pour l'elaboration de conservateur antioxydant a partir de cafe vert |
US20060286259A1 (en) * | 2005-05-23 | 2006-12-21 | Cadbury Adams Usa Llc | Taste potentiator compositions and beverages containing same |
-
2006
- 2006-02-23 GB GBGB0603660.2A patent/GB0603660D0/en not_active Ceased
-
2007
- 2007-02-23 WO PCT/GB2007/000645 patent/WO2007096643A1/fr active Application Filing
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01132344A (ja) * | 1988-10-21 | 1989-05-24 | T Hasegawa Co Ltd | 飲食物 |
WO2002085397A1 (fr) * | 2001-04-25 | 2002-10-31 | Oncology Sciences Corporation | Preparation therapeutique a base de grains de cafe et procede de production correspondant |
US20040213881A1 (en) * | 2001-06-13 | 2004-10-28 | Minjien Chien | Taste modifiers comprising a chlorogenic acid |
JP2005053861A (ja) * | 2003-08-06 | 2005-03-03 | Kao Corp | 固形状組成物 |
WO2005032570A1 (fr) * | 2003-10-06 | 2005-04-14 | Oryza Oil & Fat Chemical Co., Ltd. | Composition dietetique |
EP1674106A1 (fr) * | 2003-10-06 | 2006-06-28 | Oryza Oil & Fat Chemical Co., Ltd | Composition dietetique |
WO2006103515A1 (fr) * | 2005-03-31 | 2006-10-05 | Council Of Scientific And Industrial Research | Procede ameliore pour l'elaboration de conservateur antioxydant a partir de cafe vert |
US20060286259A1 (en) * | 2005-05-23 | 2006-12-21 | Cadbury Adams Usa Llc | Taste potentiator compositions and beverages containing same |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2055196A1 (fr) * | 2007-10-29 | 2009-05-06 | Givaudan SA | Dérivés de phényl de carboxyalkyl substitué à modulation de goût doux |
WO2009055953A1 (fr) * | 2007-10-29 | 2009-05-07 | Givaudan Sa | Composés modulant l'arôme |
EP2409696A4 (fr) * | 2009-03-18 | 2016-04-20 | Kao Corp | Agent de promotion de la consommation énergétique |
CN107136244A (zh) * | 2016-07-28 | 2017-09-08 | 徐建俭 | 一种促进降血脂饮品 |
Also Published As
Publication number | Publication date |
---|---|
GB0603660D0 (en) | 2006-04-05 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
RU2404671C2 (ru) | Кофейный продукт | |
RU2435426C1 (ru) | Кофейная композиция | |
EP2625962B1 (fr) | Composition de café concentré | |
US20080193604A1 (en) | Energy drink | |
TWI391099B (zh) | 容器裝牛奶咖啡飲料 | |
WO2015189857A1 (fr) | Extrait de grains de café verts et procédé associé | |
EP1796701A1 (fr) | Compositions benefiques anti-obesite de remise en forme et de la preservation de la sante | |
US11896025B2 (en) | Coffee composition and items made therefrom | |
CN103298354A (zh) | 改善个体的精神或身体健康状况的方法 | |
WO2007096643A1 (fr) | The | |
EP3185691B1 (fr) | Café torréfié laurina, procédé pour son préparation, et son utilisation pour prévenir le syndrome métabolique | |
EP1808078A1 (fr) | Café modifié, méthode de torréfaction d'un grain de café, additif et complément alimentaire semblable au café | |
KR101324044B1 (ko) | 가르시니아 캄보지아 추출물이 함유된 커피 제조방법 | |
JP2020019733A (ja) | 経口組成物 | |
JP2001048797A (ja) | 痴呆症治療経口投与剤 | |
RU2310334C1 (ru) | Таблетированный растворимый кофейный напиток и способ его изготовления | |
JP2011093870A (ja) | 水溶性コーヒーエキスの製造方法 | |
JP7152834B2 (ja) | 藤茶抽出物を含有する青汁 | |
Pereira et al. | Benefits of coffee consumption for human health: an overview | |
US12035729B2 (en) | Coffee bean infusion of health and fitness supplements | |
CN102293306A (zh) | 一种保健型咖啡的制备方法及其应用 | |
Baz et al. | Comparison of caffeine content in different types of coffee in Saudi Arabia | |
US20100239710A1 (en) | Coffee product and method | |
JP2011132147A (ja) | 濃縮赤ワインエキスを有効成分とする中性脂肪吸収阻害剤 | |
KR20160105249A (ko) | 먹구슬 나무열매와 뿌리를 이용한 환 제조방법 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
121 | Ep: the epo has been informed by wipo that ep was designated in this application | ||
NENP | Non-entry into the national phase |
Ref country code: DE |
|
122 | Ep: pct application non-entry in european phase |
Ref document number: 07705276 Country of ref document: EP Kind code of ref document: A1 |