JPH0358766A - Fragrant composition and product containing same composition - Google Patents
Fragrant composition and product containing same compositionInfo
- Publication number
- JPH0358766A JPH0358766A JP1193837A JP19383789A JPH0358766A JP H0358766 A JPH0358766 A JP H0358766A JP 1193837 A JP1193837 A JP 1193837A JP 19383789 A JP19383789 A JP 19383789A JP H0358766 A JPH0358766 A JP H0358766A
- Authority
- JP
- Japan
- Prior art keywords
- weight
- water
- parts
- hexenol
- birch
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 36
- UFLHIIWVXFIJGU-ARJAWSKDSA-N (Z)-hex-3-en-1-ol Chemical compound CC\C=C/CCO UFLHIIWVXFIJGU-ARJAWSKDSA-N 0.000 claims abstract description 13
- UFLHIIWVXFIJGU-UHFFFAOYSA-N hex-3-en-1-ol Natural products CCC=CCCO UFLHIIWVXFIJGU-UHFFFAOYSA-N 0.000 claims abstract description 13
- 244000089654 Betula populifolia Species 0.000 claims abstract description 9
- 235000013305 food Nutrition 0.000 claims abstract description 9
- 235000003932 Betula Nutrition 0.000 claims abstract description 7
- 241000219429 Betula Species 0.000 claims abstract description 7
- 241001520764 Betula pubescens Species 0.000 claims abstract description 7
- 241001606224 Betula ermanii Species 0.000 claims abstract description 4
- 241001413185 Betula ovalifolia Species 0.000 claims abstract description 4
- 239000000796 flavoring agent Substances 0.000 claims description 40
- 235000019634 flavors Nutrition 0.000 claims description 40
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 33
- 239000000284 extract Substances 0.000 claims description 26
- 235000018185 Betula X alpestris Nutrition 0.000 claims description 23
- 235000018212 Betula X uliginosa Nutrition 0.000 claims description 23
- 239000003960 organic solvent Substances 0.000 claims description 6
- 239000000047 product Substances 0.000 claims description 6
- 241000894007 species Species 0.000 claims description 4
- 238000001256 steam distillation Methods 0.000 claims description 4
- 235000013361 beverage Nutrition 0.000 claims description 3
- 244000184734 Pyrus japonica Species 0.000 claims 1
- 239000013588 oral product Substances 0.000 claims 1
- 229940023486 oral product Drugs 0.000 claims 1
- 238000004821 distillation Methods 0.000 abstract description 7
- 230000001013 cariogenic effect Effects 0.000 abstract description 6
- 239000003205 fragrance Substances 0.000 abstract description 6
- 241000219430 Betula pendula Species 0.000 abstract description 4
- 241001606227 Betula schmidtii Species 0.000 abstract description 3
- 239000004615 ingredient Substances 0.000 abstract description 3
- 241001606229 Betula platyphylla var. japonica Species 0.000 abstract description 2
- 230000002401 inhibitory effect Effects 0.000 abstract description 2
- JHEPBQHNVNUAFL-AATRIKPKSA-N (e)-hex-1-en-1-ol Chemical compound CCCC\C=C\O JHEPBQHNVNUAFL-AATRIKPKSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 50
- 235000019441 ethanol Nutrition 0.000 description 25
- 239000000243 solution Substances 0.000 description 16
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 15
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 15
- 239000003921 oil Substances 0.000 description 15
- 235000019198 oils Nutrition 0.000 description 15
- 238000012360 testing method Methods 0.000 description 15
- 235000009508 confectionery Nutrition 0.000 description 12
- 229940112822 chewing gum Drugs 0.000 description 11
- 235000015218 chewing gum Nutrition 0.000 description 11
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 10
- 235000000346 sugar Nutrition 0.000 description 10
- 235000008504 concentrate Nutrition 0.000 description 8
- 239000012141 concentrate Substances 0.000 description 8
- 239000006188 syrup Substances 0.000 description 8
- 235000020357 syrup Nutrition 0.000 description 8
- 239000000341 volatile oil Substances 0.000 description 8
- 238000000605 extraction Methods 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 238000010998 test method Methods 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 6
- 229920002472 Starch Polymers 0.000 description 6
- 229960001047 methyl salicylate Drugs 0.000 description 6
- 230000002829 reductive effect Effects 0.000 description 6
- 235000019698 starch Nutrition 0.000 description 6
- 239000008107 starch Substances 0.000 description 6
- 241000196324 Embryophyta Species 0.000 description 5
- 230000000844 anti-bacterial effect Effects 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 235000011187 glycerol Nutrition 0.000 description 5
- 230000001953 sensory effect Effects 0.000 description 5
- 235000011496 sports drink Nutrition 0.000 description 5
- 230000004936 stimulating effect Effects 0.000 description 5
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 description 4
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 4
- 240000001746 Betula lenta Species 0.000 description 4
- 241000219495 Betulaceae Species 0.000 description 4
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- -1 isopencune Chemical class 0.000 description 4
- 229940041616 menthol Drugs 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 241000218236 Cannabis Species 0.000 description 3
- 240000000560 Citrus x paradisi Species 0.000 description 3
- 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 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 230000001580 bacterial effect Effects 0.000 description 3
- 238000003287 bathing Methods 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 239000002537 cosmetic Substances 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 238000004817 gas chromatography Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 235000019629 palatability Nutrition 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 3
- 239000004299 sodium benzoate Substances 0.000 description 3
- 235000010234 sodium benzoate Nutrition 0.000 description 3
- 239000000600 sorbitol Substances 0.000 description 3
- 239000000606 toothpaste Substances 0.000 description 3
- 229940034610 toothpaste Drugs 0.000 description 3
- 241000208140 Acer Species 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- 244000189108 Betula alleghaniensis Species 0.000 description 2
- 241001350573 Betula costata Species 0.000 description 2
- 235000010921 Betula lenta Nutrition 0.000 description 2
- 235000009113 Betula papyrifera Nutrition 0.000 description 2
- 235000009109 Betula pendula Nutrition 0.000 description 2
- 235000010928 Betula populifolia Nutrition 0.000 description 2
- 235000002992 Betula pubescens Nutrition 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 241000726768 Carpinus Species 0.000 description 2
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 241000282326 Felis catus Species 0.000 description 2
- 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 2
- 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 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- 240000002853 Nelumbo nucifera Species 0.000 description 2
- 235000006508 Nelumbo nucifera Nutrition 0.000 description 2
- 235000006510 Nelumbo pentapetala Nutrition 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 2
- 241000191940 Staphylococcus Species 0.000 description 2
- 229930003268 Vitamin C Natural products 0.000 description 2
- 230000000675 anti-caries Effects 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000003517 fume Substances 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- 235000012907 honey Nutrition 0.000 description 2
- 235000020094 liqueur Nutrition 0.000 description 2
- 239000000845 maltitol Substances 0.000 description 2
- VQHSOMBJVWLPSR-WUJBLJFYSA-N maltitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O VQHSOMBJVWLPSR-WUJBLJFYSA-N 0.000 description 2
- 235000010449 maltitol Nutrition 0.000 description 2
- 229940035436 maltitol Drugs 0.000 description 2
- 239000001525 mentha piperita l. herb oil Substances 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 235000019477 peppermint oil Nutrition 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 238000003672 processing method Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 2
- 235000019154 vitamin C Nutrition 0.000 description 2
- 239000011718 vitamin C Substances 0.000 description 2
- FTLYMKDSHNWQKD-UHFFFAOYSA-N (2,4,5-trichlorophenyl)boronic acid Chemical compound OB(O)C1=CC(Cl)=C(Cl)C=C1Cl FTLYMKDSHNWQKD-UHFFFAOYSA-N 0.000 description 1
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- OQUFOZNPBIIJTN-UHFFFAOYSA-N 2-hydroxypropane-1,2,3-tricarboxylic acid;sodium Chemical compound [Na].OC(=O)CC(O)(C(O)=O)CC(O)=O OQUFOZNPBIIJTN-UHFFFAOYSA-N 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- 241001251363 Betula apoiensis Species 0.000 description 1
- 241001251369 Betula chichibuensis Species 0.000 description 1
- 241001251377 Betula globispica Species 0.000 description 1
- 241001251379 Betula grossa Species 0.000 description 1
- 241001537740 Betula maximowicziana Species 0.000 description 1
- 241001313086 Betula platyphylla Species 0.000 description 1
- 241001522633 Betula utilis subsp. albosinensis Species 0.000 description 1
- SGHZXLIDFTYFHQ-UHFFFAOYSA-L Brilliant Blue Chemical compound [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C(=CC=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 SGHZXLIDFTYFHQ-UHFFFAOYSA-L 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- 241000951471 Citrus junos Species 0.000 description 1
- 239000004278 EU approved seasoning Substances 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 241001522296 Erithacus rubecula Species 0.000 description 1
- 240000008620 Fagopyrum esculentum Species 0.000 description 1
- 235000009419 Fagopyrum esculentum Nutrition 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 240000001238 Gaultheria procumbens Species 0.000 description 1
- 235000007297 Gaultheria procumbens Nutrition 0.000 description 1
- 235000006679 Mentha X verticillata Nutrition 0.000 description 1
- 235000002899 Mentha suaveolens Nutrition 0.000 description 1
- 235000001636 Mentha x rotundifolia Nutrition 0.000 description 1
- 241000736204 Ostrya Species 0.000 description 1
- 241000287127 Passeridae Species 0.000 description 1
- 241000269799 Perca fluviatilis Species 0.000 description 1
- 241001257016 Platyphylla Species 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 241000194019 Streptococcus mutans Species 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 235000006732 Torreya nucifera Nutrition 0.000 description 1
- 244000111306 Torreya nucifera Species 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 235000013334 alcoholic beverage Nutrition 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 230000000170 anti-cariogenic effect Effects 0.000 description 1
- 230000000843 anti-fungal effect Effects 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 235000019568 aromas Nutrition 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 239000001491 betula lenta l. bark oil Substances 0.000 description 1
- 239000011296 birch-tar Substances 0.000 description 1
- FUFJGUQYACFECW-UHFFFAOYSA-L calcium hydrogenphosphate Chemical compound [Ca+2].OP([O-])([O-])=O FUFJGUQYACFECW-UHFFFAOYSA-L 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 238000003763 carbonization Methods 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 229960001927 cetylpyridinium chloride Drugs 0.000 description 1
- YMKDRGPMQRFJGP-UHFFFAOYSA-M cetylpyridinium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 YMKDRGPMQRFJGP-UHFFFAOYSA-M 0.000 description 1
- 230000001055 chewing effect Effects 0.000 description 1
- 235000019219 chocolate Nutrition 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- HEBKCHPVOIAQTA-NGQZWQHPSA-N d-xylitol Chemical compound OC[C@H](O)C(O)[C@H](O)CO HEBKCHPVOIAQTA-NGQZWQHPSA-N 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 235000019700 dicalcium phosphate Nutrition 0.000 description 1
- 229940095079 dicalcium phosphate anhydrous Drugs 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 230000000763 evoking effect Effects 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 235000013355 food flavoring agent Nutrition 0.000 description 1
- 235000011194 food seasoning agent Nutrition 0.000 description 1
- 235000019990 fruit wine Nutrition 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 235000021552 granulated sugar Nutrition 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 230000009422 growth inhibiting effect Effects 0.000 description 1
- 239000003676 hair preparation Substances 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000001683 mentha spicata herb oil Substances 0.000 description 1
- 239000002324 mouth wash Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000002504 physiological saline solution Substances 0.000 description 1
- 235000021110 pickles Nutrition 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 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
- 229940085605 saccharin sodium Drugs 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000019721 spearmint oil Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000000194 supercritical-fluid extraction Methods 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 229910000404 tripotassium phosphate Inorganic materials 0.000 description 1
- 235000019798 tripotassium phosphate Nutrition 0.000 description 1
- 235000015041 whisky Nutrition 0.000 description 1
- 239000009637 wintergreen oil Substances 0.000 description 1
Landscapes
- Confectionery (AREA)
- Cosmetics (AREA)
- Medicines Containing Plant Substances (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Seasonings (AREA)
- Alcoholic Beverages (AREA)
- Non-Alcoholic Beverages (AREA)
- Fats And Perfumes (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、森林様香気及びう蝕菌生育阻害かつ覚醒効果
を有する香味Mi戒物に関し、より詳しくはカバノキ属
(Betula )に属する特定の樹木の水又は有機溶
媒抽出物及び/又は水草気蒸留留出油とシス−3−ヘキ
セノールを有効威分として含有する香味組戒物に関する
。この香味組成物は飲食品,口腔衛生品等の分野におい
て有効に利用しうるちのである。[Detailed Description of the Invention] [Field of Industrial Application] The present invention relates to a flavored Mi precept that has a forest-like aroma and a cariogenic growth inhibiting and stimulant effect, and more specifically, it relates to a specific aromatic compound belonging to the genus Betula. The present invention relates to a flavored compound containing water or organic solvent extracts of trees and/or distilled oils of aquatic plants and cis-3-hexenol as effective ingredients. This flavor composition can be effectively used in the fields of food and beverages, oral hygiene products, etc.
カバノキ科(Be tυIaceae)に属する樹木に
はシラカバ族(Tribus Betuleae)とハ
シハく族(TribusCoryleae)があり、前
者にはハンノキ属(Ainus)とカバノキ属(Bet
ula)があり、後者にはハシバミ属(Corylea
e) + アサダ属(Ostrya)及びクマシデ属(
Carpinus)がある。カバノキ属に属ずる樹木の
うちヨーロッパカンパ(B, pendula),
ヨーロッパケカンパ(B.pubescens)等はソ
連,東西ドイツ等の欧亜大陸中西部に産し、その葉,芽
を水葎気蒸留して得たパーチハソド油(birch b
ud oil)や樹皮から水薫気蒸留して得たハーチハ
ーク油(birchbark oil),幹を乾留して
得たハーヂタール油(birchtar oil)等ば
化粧品,香料などとして利用されたり、殺菌性があるこ
とから医薬品あるいは調合香料の保留剤として用いられ
ている。Trees belonging to the family Betulaceae include Tribus Betuleae and Tribus Coryleae, and the former includes Ainus and Betula.
ula), and the latter includes Corylea
e) + Asada spp. (Ostrya) and Kumashira spp. (
Carpinus). Among the trees belonging to the birch genus, B. pendula,
B. pubescens is produced in the central and western regions of the European subcontinent, including the Soviet Union and East and West Germany, and perch oil (birch b.
ud oil), birchbark oil obtained by water fume distillation from the bark, birchtar oil obtained by carbonization of the trunk, etc., are used as cosmetics, fragrances, etc., and have bactericidal properties. Since then, it has been used as a preservative for pharmaceuticals and perfume preparations.
一方、アマハンノキと呼ばれるstreet birc
hblack birch,cherry birch
(Betula lenta)はカナダ南部,北米東部
に自生し、この樹木の樹皮及び小技を温水に浸した後、
水華気蒸留ずると、配抛体が酵素により加水分解して精
油を留出し、薬用に供されるほかウインターグリーン油
の代用品として調合及び食品香料として使用されている
(香料化学総覧、〔1〕第2版、164頁、広川書店)
,ハーチハッド油は、前記の如く、ヘヤー1・二ックや
シャンプー等の化粧品として使用されていたが、これば
低級アルコール含量が低く、レクチファイ又はアブソリ
ュートのハーチリ一フハンドがしばしば使用される。On the other hand, the street birch called Alder tree
hblack birch, cherry birch
(Betula lenta) grows wild in southern Canada and eastern North America, and after soaking the bark and lenta of this tree in warm water,
When water vapor distillation is performed, the rods are hydrolyzed by enzymes and essential oil is distilled out, which is used for medicinal purposes as well as in preparations as a substitute for wintergreen oil and as food flavorings (Comprehensive Fragrance Chemistry, [ 1] 2nd edition, 164 pages, Hirokawa Shoten)
As mentioned above, Herch Hud oil has been used in cosmetics such as hair 1/2 and shampoo, but it has a low lower alcohol content, and Rectify or Absolute Herch Hud oil is often used.
最適なアブソリュ−1・は8o%アルコールナチュラノ
レオイノレで抽出して得られたアノレコー月々容7夜を
冷却し、沈澱物を濾過して低減圧下でアルコールを留去
して得られる。ハーチハノド柚は香料素材のばか皮膚の
治療を目的とした薬用にも使用されている。(“バフユ
ーム・アンド・フレハマテリアル・オブ・ナチュラル・
オリジン゛)ステエファン アークタンダー著(Per
fume and FlavorMeterials
ofNatural Origin by Steff
en Arctander)98頁、El izabe
th, N,J. (tl.s. A.) 1960年
)。The optimum Absolute 1 is obtained by extracting with 80% alcohol Naturale inole, cooling a monthly volume of alcohol for 7 nights, filtering the precipitate, and distilling off the alcohol under reduced pressure. Hachihanodo yuzu is also used medicinally for the purpose of treating baka skin as a fragrance material. (“Bafuyum and Freha Materials of Natural
Origin: Written by Stefan Arctander (Per.
fume and FlavorMeterials
ofNatural Origin by Steff
(en Arctander) page 98, El Izabe
th, N, J. (tl.s.A.) 1960).
この他シラカハ抽出物の消臭剤としての利用(特開昭6
1−24906号公報参照);シラカハの樹脂,木部の
抽出物を配合する液体洗浄剤(特公昭60−46156
号公報参照);シラカハ抽出物の毛髪化粧料への利用(
特開昭621 9 0 1 1. 5号公報参照)が知
られている。一方、食品用途では、シラカハをエチルア
ルコール又はエチルアルコール含有溶液との共存下13
0゜C以上の温度で1分以上処理し、抽出した溶液より
なる香味料で種々の飲食品、殊に調味料,酒類 洋生菓
子.砂糖漬け類,チョコレ−1・等に使用される(特公
昭64−8991号公報)。又、シラカバ抽出物より得
られるキシロオリゴ糖の粉末又は溶液は上品で低い甘味
質,程良い着色,増粘効果,保存性の向」二,良い香り
等の優れた特性を{−1与した飲食品を製造すること(
特開昭6 2’−2 7 8 9 6号公報参照)が開
示されている。In addition, the use of Shirakaha extract as a deodorant (Unexamined Japanese Patent Publication No. 6
1-24906); Liquid detergent containing Shirakaha resin and xylem extract (Japanese Patent Publication No. 60-46156)
(see publication); Use of Shirakaha extract in hair cosmetics (
Unexamined Japanese Patent Publication No. 621 9 0 1 1. (see Publication No. 5) is known. On the other hand, for food applications, Shirakaha is used in the coexistence of ethyl alcohol or an ethyl alcohol-containing solution.
Flavorings made from a solution extracted by processing at a temperature of 0°C or higher for 1 minute or more can be used in various foods and drinks, especially seasonings, alcoholic beverages, and Western sweets. It is used in sugar pickles, chocolate, etc. (Japanese Patent Publication No. 8991/1989). In addition, the powder or solution of xylo-oligosaccharide obtained from birch extract can be used as a food or drink product that has excellent properties such as elegant, low sweetness, moderate coloring, thickening effect, good preservability, and good aroma. manufacturing products (
JP-A No. 62'-27896) is disclosed.
しかしながら、従来は極く限られた地域で利用されてお
り、しかもハーチパッド油やバーチハーク油は主に医薬
用に利用され、食品用には主にキシロオリゴIJ!iを
利用していたにすぎない。又、従来使われていたサルチ
ル酸メチル含有のウインターグリーン(スウィートバー
チ油)はその香りから用途としては薬用.口腔用に限ら
れてしまい、森林の香りを想起させるものとはほど遠い
ものであった。However, it has traditionally been used in very limited areas, and Herchipad oil and Birchhark oil are mainly used for medicinal purposes, while Xylooligo IJ! I was just using i. Additionally, the traditionally used wintergreen (sweet birch oil) containing methyl salicylate has medicinal uses due to its aroma. It was limited to oral use, and was far from evoking the scent of a forest.
近年、天然精油および植物威分の香りとそれ以外の新し
い機能に対する開発機運が高まり、新しい機能を有する
精油及びその成分が次々と明らかにされ、特にフィ1・
ンチッド,植物間のアレロバ]
シー及び森林浴等が紹介され、一層これらの目的に適合
する森林用香気とう蝕菌生育+r+1害効果を有する素
材の開発が望まれていた。In recent years, there has been a growing momentum to develop natural essential oils and plant aromas and other new functions, and essential oils and their components with new functions have been revealed one after another.
[Alleloba among plants] sea and forest bathing were introduced, and there was a desire to develop a material that has a forest fragrance and cariogenic fungus growth + r + 1 harmful effect that is more suitable for these purposes.
本発明者らは上記の課題を解決するために、森林浴イメ
ージを有し、かつ食用に供することができる樹木抽出物
に注目して鋭意検討した結果、特定の樹木の抽出物が嗜
好性が高く、抗菌性、特にう蝕菌の生育明害効果が強く
、かつ香気が森林イメージを与えることを見出し、本発
明を完或ずるに至った。In order to solve the above problems, the present inventors conducted intensive studies focusing on tree extracts that have the image of forest bathing and are edible.As a result, the inventors found that extracts of specific trees have high palatability. The inventors of the present invention have completed the present invention by discovering that it has antibacterial properties, especially the effect of light hindrance on the growth of cariogenic bacteria, and its aroma gives an image of a forest.
すなわち木発明は、(a)カバノキ属(Betula)
に属する樹木であるシラカンバ(B.pliityph
yllavar. japonicaL オノオレカン
パ(B.schmidtiillヨーロッパカンハ(B
. pendu la) + ヨーロッパケカンパ(
B.pubescens) +ポプリフォリャカンパ(
B.populifolia)、ダケカンバ(B. e
rmanii)及びヤチカンバ(B. tatewak
iana)の中から選ばれた1種又は2種以上の樹木の
水又は有機溶媒抽出物及び/又は水蒸気蒸留留出油並び
に(b)シス−3−へキセノールを含有することを特徴
とする香味組威物に関する。That is, the tree invention is (a) Birch (Betula)
Birch (B. pliityph) is a tree belonging to
yllavar. japonicaL.
.. pendu la) + European Kecampa (
B. pubescens) +Populifolya campa (
B. populifolia), Betula birch (B. e.
rmanii) and B. tatewak
a flavor characterized by containing water or organic solvent extract and/or steam distillation distillate oil of one or more types of trees selected from iana) and (b) cis-3-hexenol. Regarding kumiimono.
カバノキ属にはその冬芽中の精油中にサルチル酸メチル
を含有するものと含有しないものがあり、サルチル酸メ
チルを主要成分とするものはサルチル酸メチルの特有な
香りを持つため、森林様香味組成物としては不適当であ
り、本発明から除外される樹木である。カバノキ属は北
半球の温帯から亜寒帯に約40種あり、日本には11種
存在する。Some Birch trees contain methyl salicylate in the essential oil in their winter buds, while others do not, and those whose main component is methyl salicylate have a unique aroma of methyl salicylate, resulting in a forest-like flavor composition. This tree is inappropriate as a tree and is excluded from the present invention. There are about 40 species of the genus Birch in the temperate to subarctic regions of the Northern Hemisphere, and 11 species exist in Japan.
カバノキ属は英語でBirchと呼ばれ、ごズメ(B.
grossa) +ジゾウカンバ, (B.globi
spica)+ アボイカンハ(B.apoiensi
s) +ヤチカンバ(B. tatewakiana)
ダケカンバ(B.ermanii) +チチブミネハリ
(B.chichibuensis ),オノオレカン
パ(B. schmidtii),ヤエガワカンバ(B
.davurica) + ネコシデ(B.coryl
ifolia )+シラカンバ(B.platyphy
lla var.japonica) +ウダイカンハ
(B.maximowicziana)である。また、
世界周北には、ユーラシア大陸中西部に分布するヨーロ
ッパカンパ(B. pendula), ヨーロッパ
ケカンハ(B. pubescens)があり、中国に
はチョウセンミネハリ(B.costata), }ウ
シラカンバ(B,albosinensis) + コ
ウアンシラカンパ(It.platyphylla)等
がある。また、アメリカ大陸のアメリカシラカンバ(B
.papyrifera) + ポプリフォリアカンハ
(B.populifol ia) +ルテアカンバ(
B.lutea)アマハンノ% (B. lenta)
.等がある。このうちξズメ(B.grossa) +
チョウセンごハリ(B. costata)+ルテアカ
ンハ(B. Iutea)+ ウラジロカンバ(Bco
rylifolia)はサルチル酸メチルを主成分とし
て含んでいるので除外される。The genus Birchium is called Birch in English, and the genus Birch is called Birch in English.
grossa) + B. globi, (B. globi
spica) + B. apoiensi
s) + Yachikamba (B. tatewakiana)
B. eermanii + B. chichibuensis, B. schmidtii, B.
.. davulica) + cat hornbeam (B. coryl)
ifolia) + white birch (B. platyphy
lla var. japonica) + Udaikanha (B. maximowicziana). Also,
In the northern part of the world, there are B. pendula and B. pubescens, which are distributed in the central and central regions of the Eurasian continent, and in China there are B. costata and B. albosinensis. ) + It. platyphylla, etc. Also, American birch (B.
.. papyrifera) + B. populifolia (B. populifolia) + lutea birch (
B. lutea) Amahanno% (B. lenta)
.. etc. Among these, ξ sparrow (B. grossa) +
B. costata + B. Iutea + Bco
rylifolia) is excluded because it contains methyl salicylate as a main component.
特に好ましい樹木はシラカンバ(B. platyph
ylla)オノオレカンハ(B. schmidtii
), ヨーロッパカンパ(B. pendula)+
ヨーロッパケカンハ(B. pubescens)
ポプリフォリャカンハ(B. populifolia
) ダケカンハ(B. ermanii),ヤチカン
バ(B. tatewakiana)である。A particularly preferred tree is birch (B. platyph).
B. schmidtii
), European Campa (B. pendula) +
B. pubescens
B. populifolia
) B. ermanii and B. tatewakiana.
本発明において、樹木としては樹幹,樹皮,樹液,小枝
,冬芽などの部位が対象とされ、これらの中では冬芽,
樹幹,樹皮が好ましい。この樹木を抽出しやすいサイズ
に細断し、室温〜50’C程度の温度で水又は有機溶媒
で浸漬し、連続的に抽出し、抽出溶媒を必要により減圧
下で濃縮する。In the present invention, the tree includes parts such as the trunk, bark, sap, twigs, and winter buds.
Tree trunks and bark are preferred. This tree is cut into pieces that are easy to extract, immersed in water or an organic solvent at a temperature of about room temperature to 50'C, extracted continuously, and the extraction solvent is concentrated under reduced pressure if necessary.
又は、細断した樹木を常法により水蒸気蒸留して得た留
出油を単独でもしくは上記抽出液と組み合せて使用する
ことができる。本発明に使用できる有機溶媒としては、
イソペンクン,n−ペンタン,n−ヘキサン等の炭化水
素類;エタノール,グリセリン プロピレングリコール
等のアルコール類;アセトン,メチルエチルケトン等の
ケトン類;酢酸エチル,酢酸メチル等のエステル頻;エ
チルエーテル等のエーテル類;炭酸ガスによる超臨界抽
出等が用いられる。抽出時間は制限がなく、長期間つけ
込むこともでき、目的とする成分が十分抽出できればよ
い。抽出液はそのまま使うこともできるが、必要があれ
ば減圧下で濃縮して濃縮物又は一定濃度溶液として他の
添加剤と調合して使用することができる。Alternatively, a distillate oil obtained by steam distilling shredded trees by a conventional method can be used alone or in combination with the above extract. Organic solvents that can be used in the present invention include:
Hydrocarbons such as isopencune, n-pentane and n-hexane; Alcohols such as ethanol, glycerin and propylene glycol; Ketones such as acetone and methyl ethyl ketone; Frequently esters such as ethyl acetate and methyl acetate; Ethers such as ethyl ether; Supercritical extraction using carbon dioxide gas is used. There is no limit to the extraction time, and it can be used for a long period of time as long as the desired components can be sufficiently extracted. The extract can be used as it is, but if necessary, it can be concentrated under reduced pressure and mixed with other additives as a concentrate or a solution at a constant concentration.
次に、シス−3−ヘキセノールの配合は樹木抽出物又は
留出油の2重量%以上は必要であるが、20重量倍を越
えると、シス−3−ヘキセノールの臭いが強くなり好ま
しくない。香味組成物中の樹木抽出物又は留出油は0.
01%以上で特徴が現れ、20重量%以上としても増量
による効果が得られない。Next, it is necessary to incorporate cis-3-hexenol in an amount of 2% or more by weight of the tree extract or distillate oil, but if the amount exceeds 20 times the weight, the odor of cis-3-hexenol becomes strong, which is not preferable. The tree extract or distillate oil in the flavor composition is 0.
At 0.01% or more, characteristics appear, and even at 20% or more, no effect can be obtained by increasing the amount.
本発明の香味組成物を化粧品.食品,飲料等へ添加する
場合、その添加量は通常の香料の添加物の場合と同様で
あり、0.01〜20重量%が通常である。Cosmetics using the flavor composition of the present invention. When added to foods, drinks, etc., the amount added is the same as that for ordinary flavor additives, and is usually 0.01 to 20% by weight.
次に、参考例,試験例.実施例を挙げて本発明を更に詳
細に説明する。Next, reference examples and test examples. The present invention will be explained in more detail by giving examples.
なお、本発明の効果は抗菌性,専門パネラーによる香気
チェック及び脳波CNVを測定して確認をした。The effects of the present invention were confirmed by antibacterial properties, aroma checks by expert panelists, and electroencephalogram CNV measurements.
本発明に使用した分析機器
ガスクロマトグラフィー:パーキンエルマー社8320
型
条件:カラム PEG 20M化学
結合型 0.25mm X 25m
温度:45’c.4分保持
3゜C/分昇温230’Cまで
注入,検出器240゜C
スブリソI・比: 1/64
ガスクロマl・グラフィー負量分析器:ヒj−ウし−7
トバ・ンカード社5710八
ガスクロマトグラフィ
日立M 8 0 B型質量分析
条件:イオン化電圧20eV
イオン化室温度200゜C
〔試験法1〕ガスクロマI・グラフィー抽出物をクライ
ゼン型ミクロ蒸留装置(矢沢科学製)により揮発或分の
みをQ, l mmilgで液温100゜Cで留出する
ものを捕集して、留出物をガスクロマトに注入して測定
した。Analytical equipment used in the present invention: Gas chromatography: PerkinElmer 8320
Mold conditions: Column PEG 20M chemical bond type 0.25mm x 25m Temperature: 45'c. Hold for 4 minutes, inject at 3°C/min, raise temperature to 230'C, detector 240°C Sublitho I/Ratio: 1/64 Gas chromatography/graph negative quantity analyzer: Hi-J-Ushi-7
Tovan Card Co., Ltd. 5710 Gas Chromatography Hitachi M80 B-type Mass Spectrometry Conditions: Ionization voltage 20 eV Ionization chamber temperature 200°C [Test method 1] Gas chroma I/graph extract was subjected to Claisen type micro distillation apparatus (manufactured by Yazawa Kagaku). Only a certain amount of the volatile fraction was collected by distillation at a liquid temperature of 100°C using Q, 1 mmilg, and the distillate was injected into a gas chromatograph and measured.
〔試験法2〕抗菌カテス1・
「防菌防黴」、11巻,7号、432頁、1983年の
方法に準拠して行った。すなわち各試料を培地中の濃度
が1/500. 1/1000. 1/2000. 1
/3000, l./5000]/7000となるよう
にジメチルスルホキシド(DMSO)1
1
で弄釈後、寒天培地 に混合し24穴マイクロプ1/
− 1・(Falcon 3047)の各穴に流し固化
させた。[Test Method 2] Antibacterial Cates 1. The test was carried out in accordance with the method published in "Bacterial and Antifungal", Vol. 11, No. 7, p. 432, 1983. That is, the concentration of each sample in the medium was 1/500. 1/1000. 1/2000. 1
/3000, l. /5000]/7000 with 1 1 of dimethyl sulfoxide (DMSO), mixed on an agar medium and placed in a 24-well micropump 1/5000]/7000.
-1・(Falcon 3047) was poured into each hole and solidified.
その」二にハーI−インフユージョン・フイヨン(25
.0g/ 1 )中でスタフィ口コンカス・アウレウス
(ふ,aureu3.) とスI・レフ゜1・コンカ
ス・ミュータンス(3,mutans)を各々15時間
培養した菌液(5xlolIcells/mff)を生
理食塩水で104@希釈後、その10μLを倹布し、3
7゜Cで24時間培養し、菌の生育を舊+!.1べた。"Second Her I - Infusion Fuillon (25
.. Staphylococcus concus aureus (F, aureu3.) and Staphylococcus concus mutans (3, mutans) were each cultured for 15 hours in 0g/1) and the bacterial solution (5xlolIcells/mff) was added to physiological saline. After diluting 104@ with
Culture at 7°C for 24 hours to prevent bacterial growth! .. 1 bet.
〔試験法3〕
特開昭63−199293号公報に記載の試験方法に(
11,する方法で行った。[Test method 3] According to the test method described in JP-A-63-199293 (
11.I did it using the following method.
実施例1
(1)冬芽の採取
東京大学農学部イ;」属演習林北海道演習林の見本林よ
りヨーロソバカンハ(太さ約0.5cm未満)の小枝を
切断し、小技1. kgより143.3g (1.4.
3%)の冬芽を採取した。Example 1 (1) Harvesting winter buds Twigs of European buckwheat (less than about 0.5 cm in thickness) were cut from a sample forest of Hokkaido Experimental Forest, Faculty of Agriculture, University of Tokyo. 143.3g from kg (1.4.
3%) winter buds were collected.
(2)精油の採取
(2)一1 冬芽の抽出
1
9
−L記(])で得られたヨーロッパカンハの冬芽10g
をイソベンクン(半井薬品製)200mRに2日間浸漬
したのち、濾過により冬芽を分離し、次いでイソペンク
ンを常r3:下でウォーターハス(温度50’C)にて
留去して、濃縮物2.0].gを得た。このものは、フ
レッシJ,な甘いハルサム様液体(屈折率: n:0=
1.4 9 0 3 )であった。(2) Collection of essential oil (2)-1 Extraction of winter buds 1 9 - 10 g of winter buds of Cannabis obtained in L (])
was immersed in 200 mR of Isobenkune (manufactured by Hanui Yakuhin) for 2 days, the winter buds were separated by filtration, and then the isopenkune was distilled off with a water lotus (temperature 50'C) under normal r3: to obtain a concentrate of 2.0 mR. ]. I got g. This is a fresh, sweet, halsum-like liquid (refractive index: n:0=
1.4903).
(2)−2 冬芽のイ=Jいた小枝の抽出ヨーロッパ
カンハの冬芽の付いた小技を長さ約1.0cmに切断し
、得られた小枝300gを95%局方エタノール2.3
p.に浸漬した。室温下に48時間放置後、濾過して小
枝を除き、1.92の抽出液を得た。エタノールを留去
したのち、減圧下(10〜1. 5 mmllg)にて
水を留去して粘稠な茶褐色の濃縮物(屈折率: ni:
0=1.5 4 1 0) 1.5g(収率0.5%)
を得た。(2)-2 Extraction of twigs with winter buds Cut the twigs with winter buds of European Cannabis into lengths of about 1.0 cm, and add 300 g of the obtained twigs to 95% ethanol 2.3
p. immersed in. After standing at room temperature for 48 hours, the twigs were removed by filtration to obtain an extract of 1.92. After ethanol was distilled off, water was distilled off under reduced pressure (10 to 1.5 mmllg) to obtain a viscous brown concentrate (refractive index: ni:
0=1.5 4 1 0) 1.5g (yield 0.5%)
I got it.
(2)=3 樹幹の抽出
よく洗浄したヨーロッパカンハの樹幹を細断し、その6
kgに95%局方エタノール18忍を加えて48時間浸
漬した。−ヒ記(2)−2の方法に準して処?して、1
.2kgまで′a縮した。この濃縮物の性状は、外観は
茶又は淡黄色を呈し、比重:dig=0..8977.
屈折率二〇さ’=1.3 6 9 2で、組或はエタノ
ール60重量%,水35重量%,固形物5重量%であっ
た。(2) = 3 Extraction of the tree trunk The well-washed trunk of the European Cantha tree is shredded, and the 6
18 kg of 95% pharmacopoeial ethanol was added and soaked for 48 hours. - Is it done according to the method of (2)-2? Then, 1
.. The weight was reduced to 2 kg. The appearance of this concentrate is brown or pale yellow, and the specific gravity is dig=0. .. 8977.
The refractive index was 20'=1.3692, and the composition was 60% by weight of ethanol, 35% by weight of water, and 5% by weight of solids.
(2)−4 冬芽の抽出
−4二記(1)で得られた冬芽70gを室温下、酢酸エ
チル(半井薬品製)200mRに2目間浸漬した。(2)-4 Extraction of winter buds-4 70 g of winter buds obtained in Section 2 (1) were immersed in 200 mR of ethyl acetate (manufactured by Hanui Pharmaceutical Co., Ltd.) for 2 hours at room temperature.
次いで、濾過して冬芽を除き、減圧Fにウォーターハス
(温度50゜C)にて濃縮して、濃縮物(屈折率;n■
0・−1.4 9 8 0) 14.7 g (収率2
1.0%)を得た。この濃縮物は、甘いハルサム様の自
樺特有の香りを有していた。Next, the winter buds were removed by filtration, and concentrated under reduced pressure F using a water lotus (temperature 50°C) to obtain a concentrate (refractive index: n
0・-1.4 9 8 0) 14.7 g (yield 2
1.0%). This concentrate had a sweet halsum-like birch aroma.
(2)−5 冬芽の付いた小枝の水草気の留留出油の
調製
ヨーロッパカンハの冬芽の何いた小枝(長さ10cm未
満)250gを常法により水草気蒸留を5時間行い、2
.5iの留出水を得た。これをペンタン0.FM!で3
回抽出したのち、ペンタンを常圧下でfA縮して濃縮物
(屈折率: ni:’=1.4 7 8 0) 2.
1gを得た。このものは、透明な油状でフェノール的な
香気のあるウッディーハルサムの香りを有していた。(2)-5 Preparation of distillate oil of aquatic plants from twigs with winter buds 250 g of twigs with winter buds (less than 10 cm in length) of European Cannabis were subjected to aquatic vapor distillation for 5 hours by a conventional method.
.. 5i of distilled water was obtained. Add this to 0.0% pentane. FM! So 3
After extraction twice, pentane was subjected to fA condensation under normal pressure to obtain a concentrate (refractive index: ni:'=1.4 7 8 0) 2.
1g was obtained. It had a clear oily, phenolic, woody-halsum aroma.
実施例2
実施例1の(2)−1と同様にして、表1に示した各種
冬芽から精油を採取した。Example 2 Essential oils were collected from the various winter buds shown in Table 1 in the same manner as in Example 1 (2)-1.
試験例1
実施例2で得られた精油を、試験法1により分析して官
能評価をした。結果を表1に示す。Test Example 1 The essential oil obtained in Example 2 was analyzed by Test Method 1 for sensory evaluation. The results are shown in Table 1.
/
1
5
試験例2
実施例2で得られた精油のうち第2表に示した試料につ
いて試験法に従い、抗菌性を測定した。/ 1 5 Test Example 2 Among the essential oils obtained in Example 2, the antibacterial properties of the samples shown in Table 2 were measured according to the test method.
結果を表2に示す。The results are shown in Table 2.
.11
S.aureus S.mutansシラカンバ
(B.platyphylla) 1/
1000 1/1000ml−0フバケカンパ
(B.pubescens) 1/70
00 1/5000ヨーロッパカyハ (B
.pendula) 1/1000
1/1000才ノ才レカンパ (B.s
chmidtii) 1/1000
1/1000ポブリフォリアカンパ(B.popu
lifolia) 1/1000 1
/1000ダケカA (B.ermanii
) 1/1000 1/1
000ヤチカンバ (B.tateiyaki
ana) 1/1000 1/100
0)トテアカンパ (B.lutea)
1/500 1/5007マ
ハンノキ (B.lenta)
1/500 1/500実施例3
香味組威物の調製
下記の処方に従い、森林浴香気を有する香味組成物を従
来の方法に従って調製した。なお、処方中の単位は重量
部を示し、(1)〜(5)は下記のものを示す。.. 11 S. aureus S. mutans birch
(B. platyphylla) 1/
1000 1/1000ml-0 B. pubescens 1/70
00 1/5000 Europe Kaya (B
.. pendula) 1/1000
1/1000 years old Recampa (B.s
chmidtii) 1/1000
1/1000 Pobrifolia campa (B. popu
lifolia) 1/1000 1
/1000 Dakeka A (B.ermanii
) 1/1000 1/1
000 Yachikamba (B.tateiyaki)
ana) 1/1000 1/100
0) Toteacampa (B.lutea)
1/500 1/5007 Mahanoki (B.lenta)
1/500 1/500 Example 3 Preparation of Flavor Composition According to the following formulation, a flavor composition having a forest bathing aroma was prepared according to a conventional method. In addition, the units in the prescription indicate parts by weight, and (1) to (5) indicate the following.
(1)樹幹抽出物(実施例lの(2)−3のもの)(2
)冬芽抽出物(実施例1の(2)−1のもの)(3)冬
芽の付いた小枝の抽出物
(実施例1の(2)−2のもの)
(4)冬芽抽出物(実施例1の(2)−4のもの)(5
)冬芽の付いた小枝の水草気蒸留留出油(実施例lの(
2)−5のもの)
1)キャンディー用香味組成物
メントールクリスタル 3.6シス−3−
ヘキセノール 3.0(1)の5重量%含有
含水:[夕/−IL溶液 7.7(2)の5重量%含
有含水エタノール溶液 7.7グレープフルーツフレ
ーバー 78.0100.0
2)
チューインガム用香味組戒物
メントールミクロン
フノレーツフレーハー
シス−3−ヘキセノール
(1)の5重量%含有1夕/−B溶液
の 2重 %4 エタノール
23.0
57.2
3.8
10.0
6.0
100.0
3)
4)
5)
ミントキャンディー用香味組威物
ξントフレーバ− 59.2シス−3−
ヘキセノール 1.6ライムフレーバー
15.0ペパーミントオイル
7.8の5 A エタノール
6.4100.0
スポーツドリンク飲料用香味組成物
グレープフルーツエッセンス 32.5シス−3
−ヘキセノール 3.0の 3 0 重
%4 エタノー}レ 64.51
00.0
抗う蝕性チューインガム用香味組成物
メントールごクロン 13.0シス−3−
ヘキセノール 12.0グレープフルーツフ
レーバー 21.8(1)の20重量%含有’Iタ
/−1k溶液 4.5(2)の20重量%含有エタ
ノー1■熔液 4.5の2 0重 %4 エタ
ノール 44.219
6)
歯みがき用香味組成物
ペパーミント油
スペアミント油
メントール
カルボン
アネトール
(1)の5重量%含有含水ffJ/−B溶液(2)の5
重量%含有含水IJ/−1)溶液シス−3−ヘキセノー
ル
30.O
l5.0
15.0
7.0
7.7
11.0
11.7
2.6
100.0
7)
洋酒用香味組成物
エステル系香料
イソアごルアルコール
ウィスキーディストリビュート
シス−3−ヘキセノール
(])の5 0重景%含有エタノール冫容液の5 0重
%1 エタノール
2.6
0.3
29.5
14,7
26.5
26.4
100.0
20
試験例4
実施例1で調製した試料(1)冬芽の抽出物(実施例1
の(2)−1のもの) , (2)冬芽の付いた小枝の
水蒸気蒸留留出(実施例1の(2L−5のもの) .
(3)冬芽の付いた小枝の抽出物(実施例1の(2)−
2のもの) , (4)樹幹抽出物(実施例1の(2)
−3のもの)を表4に示した所定量(重量部)を用いて
供試料1〜5を調製した。(1) Tree trunk extract ((2)-3 of Example 1) (2
) Winter bud extract (from (2)-1 of Example 1) (3) Extract of twigs with winter buds (from (2)-2 of Example 1) (4) Winter bud extract (from Example 1) 1 (2)-4) (5
) Distilled oil of aquatic plants from twigs with winter buds ((
2)-5) 1) Candy flavor composition menthol crystal 3.6cis-3-
Hexenol 3.0(1) containing 5% by weight of water: [Y/-IL solution 7.7(2) containing 5% by weight of water containing ethanol solution 7.7 Grapefruit flavor 78.0100.0 2) Flavor set for chewing gum 1 night containing 5% by weight of menthol micronphnorates-3-hexenol (1)/2 parts of B solution 4% ethanol 23.0 57.2 3.8 10.0 6.0 100. 0 3) 4) 5) Flavor combination for mint candy ξnt flavor 59.2cis-3-
Hexenol 1.6 lime flavor
15.0 peppermint oil
7.8-5 A Ethanol
6.4100.0 Flavor composition for sports drinks Grapefruit essence 32.5 cis-3
-hexenol 3.0 30 weight
%4 Ethanol 64.51
00.0 Flavor composition for anti-caries chewing gum Menthol Gokuron 13.0cis-3-
Hexenol 12.0 Grapefruit flavor 21.8 (1) containing 20% by weight of 'Ita/-1k solution 4.5 (2) containing 20% by weight of ethanol 1 ■ Solution 4.5 of 20% by weight 4 Ethanol 44.219 6) Flavor composition for toothpaste Peppermint oil Spearmint oil Menthol carbonanethole (1) 5% by weight water-containing ffJ/-B solution (2)
Weight % containing hydrated IJ/-1) Solution cis-3-hexenol 30. O l5.0 15.0 7.0 7.7 11.0 11.7 2.6 100.0 7) Flavor composition for Western liquor Ester flavoring isoagol alcohol Whiskey distributed cis-3-hexenol (]) Test Example 4 Sample prepared in Example 1 1) Winter bud extract (Example 1)
(2)-1), (2) Steam distillation of twigs with winter buds ((2L-5) of Example 1).
(3) Extract of twigs with winter buds ((2) of Example 1)
2), (4) Tree trunk extract ((2) of Example 1)
Samples 1 to 5 were prepared using the predetermined amounts (parts by weight) shown in Table 4.
各試料を各々広ロビン( 6 cmφX7cm)に一定
量採り、試験法3に従い随伴性陰性変動(CNV)を測
定した。1試料につき被験者は4名で行ない、CNV前
期或分総加算量の標準状態でのCNV前期或分総加算量
を基にした百分率(CNV振幅%)を求めた。結果を表
4に示す。A fixed amount of each sample was taken in a wide Robin (6 cmφ x 7 cm), and concomitant negative variation (CNV) was measured according to Test Method 3. Four subjects per sample conducted the test, and the percentage (CNV amplitude %) of the CNV early period certain total addition amount based on the CNV early period certain total addition amount in the standard state was determined. The results are shown in Table 4.
また、得られた試料1〜5について、パネル20名(男
女各10名)による嗜好性の順位付けを行った。この結
果を表5に示す。表中の数字は人数を示す。なお、統計
処理法は「新版官能評価ハンドブック」 (日科技連)
のp301〜305に記載の方法に従った。In addition, the obtained samples 1 to 5 were ranked by preference by a panel of 20 people (10 men and 10 men each). The results are shown in Table 5. The numbers in the table indicate the number of people. The statistical processing method is based on the “New Edition Sensory Evaluation Handbook” (Japan Society of Science and Technology)
The method described on pages 301 to 305 was followed.
表5
表より、ケンドールの一致係数W=0.43,Sによる
検定S=1720 (>468.5 α一0.0 5
,k=2 0,n=5)が求められる。従って、この順
位は5%の有意水準で有意となり、シス−3−ヘキセノ
ールの添加は、嗜好性の増加に有効であると判定できる
。Table 5 From the table, Kendall's concordance coefficient W = 0.43, test by S = 1720 (>468.5 α - 0.0 5
, k=20, n=5) are obtained. Therefore, this ranking is significant at a significance level of 5%, and it can be determined that the addition of cis-3-hexenol is effective in increasing palatability.
23
試験例5
実施例1で調製した試料より9種を選択し、その冬芽抽
出物の嗜好性の順位を求めた。方法は、この9種を下記
に示す2群に分け、アマハンノキを対照とした。23 Test Example 5 Nine types were selected from the samples prepared in Example 1, and the ranking of the palatability of the winter bud extracts was determined. The method was to divide these nine species into two groups as shown below, and to use American alder as a control.
第1群 A−1 ヨーロッパカンハ,B−1 ヨー
ロッパケカンハ,
C−1 シラカンバ
I)−1 アマハンノキ,
E−1 ルテアカンハ
第2群 A−2 ヤチカンバ
B−2 ポプリフォリアカンパ
C−2 アメリカシラカンバ,
D−2 ウグイカンパ,
D−1 アマハンノキ
試料には、実施例1の(2)−1の方法で得た各種冬芽
の濃縮物を0.02重量%加えたキャンディーを用いた
。パネラーは男,女10名づつ計20名で実施した。統
計処理法は、試験例4と同様の方法で行った。第1群の
結果を表6に、第2群の結果を表7に示す。表中の数字
は人数を示す。1st group A-1 European birch, B-1 European birch, C-1 White birch I)-1 Alder, E-1 Lutea canha 2nd group A-2 Japanese birch B-2 Poplifolia campa C-2 American birch, D -2 Uguicampa, D-1 As the alder sample, candy containing 0.02% by weight of the concentrate of various winter buds obtained by the method (2)-1 of Example 1 was used. The panel consisted of 20 people, 10 men and 10 women. The statistical processing method was performed in the same manner as in Test Example 4. The results of the first group are shown in Table 6, and the results of the second group are shown in Table 7. The numbers in the table indicate the number of people.
24
表6
ケンドールの一致係数 W=0.3505 (0≦W≦
1)Sによる検定 S =1402 ( >468.5
,α−0.05K=20, n=5)
表7
ケンドールの一致係数 W=0.3505 (0≦W≦
1)Sによる検定 S =1402 ( >468.5
.α一〇.05K=20. n=5)
表より、第1群,第2群共にケンドールの一致係数とS
による検定で5%の有意水準で有意となり、この順位は
関連性があり、全体として評価が一致している。このう
ち下位の順位となったものは、並行して行った官能所見
より特有な薬品臭があった。これは、サリチル酸メチル
に起因する。24 Table 6 Kendall's coincidence coefficient W=0.3505 (0≦W≦
1) Test by S S = 1402 (>468.5
, α-0.05K=20, n=5) Table 7 Kendall's coincidence coefficient W=0.3505 (0≦W≦
1) Test by S S = 1402 (>468.5
.. α10. 05K=20. n = 5) From the table, Kendall's concordance coefficient and S
The results were significant at a 5% significance level in the test, and the rankings were related and the evaluations were consistent overall. Among these, the one ranked low had a characteristic chemical odor based on sensory findings conducted in parallel. This is due to methyl salicylate.
一方、評価順位の上位のものは、森林の香り,森林の皮
,幹を連想するとの評価を得た。On the other hand, those ranked high in the ranking were rated as being reminiscent of the scent of a forest, the bark of a forest, and the trunk of a forest.
試験例6
シス−3−ヘキセノールの最適含有量を決定するために
、官能評価を行った。試料は実施例1の(2)−3の樹
幹抽出物に対し、シス−3−ヘキセノールの添加量を0
.05重量%より25重量倍に至る香味組成物を調製し
、キャンディーに0.02重量%加えたものを用いた。Test Example 6 In order to determine the optimum content of cis-3-hexenol, a sensory evaluation was conducted. The sample was prepared by adding 0 amount of cis-3-hexenol to the tree trunk extract of Example 1 (2)-3.
.. A flavor composition having a concentration of 0.05% by weight to 25% by weight was prepared, and 0.02% by weight was added to the candy.
パネルは男女各10名づつ計20名で行ない、おいしさ
の順位を決定した。この結果を表8に示す。なお、表中
の数字は人数を示す。また、統計処理は試験例4と同様
の方法で行った。A panel of 20 people, 10 men and 10 men, decided on the ranking of taste. The results are shown in Table 8. Note that the numbers in the table indicate the number of people. Further, statistical processing was performed in the same manner as in Test Example 4.
z7
次いで、クレマーの検定(「新版官能ハンドブック」
(日科技連) p305)を行ったところ、α一〇.0
1でSjが42〜78より外れた81と80(表中の比
率1 : 0.005, 1 : 25)は、共に評価
順位が下位で、有意においしさという点で劣ると判定さ
れる。z7 Next, Kremer's test (``New Edition Sensory Handbook'')
(Japan Science and Technology Federation, p. 305), α10. 0
Samples 81 and 80 (ratios 1:0.005, 1:25 in the table) with Sj of 1 and Sj outside of 42-78 are both ranked low in the evaluation ranking and are determined to be significantly inferior in terms of taste.
実施例4
処方
砂糖 550重量部水飴(Brix
75) 4 5 0重量部水
180重量部クエン酸 1
.5重量部キャンデー用香味組成物 2.0重量部鍋
に砂糖550重量部、水飴450重量部、水177重量
部を入れ、徐々に加熱して完全に溶解させた。これを常
法により145゜Cまで煮詰めた。Example 4 Prescribed sugar 550 parts by weight Starch syrup (Brix
75) 450 parts by weight water
180 parts by weight citric acid 1
.. 5 parts by weight Candy flavor composition 2.0 parts by weight 550 parts by weight of sugar, 450 parts by weight of starch syrup, and 177 parts by weight of water were placed in a pot and gradually heated to completely dissolve them. This was boiled down to 145°C in a conventional manner.
これに、予めクエン酸1.5重量部を3重量部の水に溶
解させ水溶液とした。クエン酸水溶液4.5重量部及び
実施例3により調製したキャンデー用香味組成物2重量
部を加えて、混合し、冷却した28
のち所望の形に或型した。得られたハードキャンデーは
覚醒効果のある新鮮な香味を有するものであった。実施
例5
処方
ガムベース 230重量部砂糖
550重量部水飴(Brix85)
1 0 0重量部グルコース 12
0重量部クエン酸 4重量部チュー
インガム用香味組成物 10重量部通常のチューイ
ンガム製法と同じく、35゜Cに保温したガムヘースに
、砂糖,水飴,グルコース,クエン酸を加えて、よく混
練したのち、実施例3により調製したチューインガム用
香味組成物を加え、さらに混練することによりチューイ
ンガムを製造した。得られたチューインガムは、覚醒効
果のある新鮮な香味を有するものであった。To this, 1.5 parts by weight of citric acid was dissolved in 3 parts by weight of water to prepare an aqueous solution. 4.5 parts by weight of an aqueous citric acid solution and 2 parts by weight of the candy flavor composition prepared according to Example 3 were added, mixed, cooled, and then molded into the desired shape. The obtained hard candy had a fresh flavor with a stimulant effect. Example 5 Prescription gum base 230 parts by weight sugar
550 parts by weight starch syrup (Brix85)
100 parts by weight glucose 12
0 parts by weight Citric acid 4 parts Flavor composition for chewing gum 10 parts by weight As in the usual chewing gum manufacturing method, sugar, starch syrup, glucose, and citric acid were added to the gum hese kept at 35°C, and the mixture was thoroughly kneaded. The flavor composition for chewing gum prepared in Example 3 was added and further kneaded to produce chewing gum. The obtained chewing gum had a fresh flavor with a stimulant effect.
実施例6
処方
砂糖 600重量部水飴(Brix
75) 4 0 0重量部水
200重量部ミ:/Hヤンテー用香味組成物
3重量部鍋に、砂糖,水飴,水を入れ、徐々
に加熱して完全に溶解させた。これを常法により147
゜C迄煮詰めた。これに実施例3により調糺したくント
キャンデー用香味組戒物を加えて混合し、冷却したのち
所望の形に或型した。得られたくントキャンデーは、覚
醒効果のあるさわやかな香味を有するものであった。Example 6 Prescribed sugar 600 parts by weight Starch syrup (Brix)
75) 400 parts by weight water
200 parts by weight Mi:/H flavor composition for yang teh 3 parts by weight Sugar, starch syrup, and water were placed in a pot and gradually heated to completely dissolve them. 147 by the usual method
Boiled down to °C. The flavor mixture for candies prepared in Example 3 was added to this, mixed, cooled, and then molded into a desired shape. The obtained canto candy had a refreshing flavor with a stimulant effect.
実施例7
処方
砂糖
ビタミンC
クエン酸
クエン酸ナ1・リウム
塩化ナトリウム
乳酸カルシウム
500重量部
7重量部
15重量部
7重量部
2重量部
1.5重量部
塩化マグネシウム 0.5重量部リン酸三カリ
ウム 2重量部スポーツトリンク飲料用香味
組戒物 ■5重量部水 9450重
量部砂糖に砂糖と等量の水を加えて攪拌,沸騰,溶解し
た後、これを配合タンクに投入した。次に、塩類,酸,
ビタミンCの順で微温水に溶解し、配合タンクに投入し
、最後に実施例3により調製したスポーツドリンク飲料
用香味組戒物.水を投入、均一になる迄混合した。次に
、チューブラヒーターにて、93〜96゜Cに加温し、
充填,巻締,冷却を行ってスポーツドリンクを製造した
。得られたスポーツドリンクは、覚醒効果のある森林の
香りを有するものであった。Example 7 Prescription Sugar Vitamin C Citric Acid Sodium Lium Citrate Sodium Chloride Calcium Lactate 500 parts by weight 7 parts by weight 15 parts by weight 7 parts by weight 2 parts by weight 1.5 parts by weight Magnesium chloride 0.5 parts by weight Tripotassium phosphate 2 parts by weight Flavor combination for sports drink beverage ■ 5 parts by weight Water 9450 parts by weight Water equal to sugar was added to sugar, stirred, boiled, and dissolved, and then poured into a mixing tank. Next, salts, acids,
Vitamin C was dissolved in lukewarm water in this order, and added to a mixing tank.Finally, the flavor combination for sports drinks prepared according to Example 3 was prepared. Add water and mix until homogeneous. Next, heat it to 93-96°C with a tubular heater,
A sports drink was produced by filling, sealing, and cooling. The resulting sports drink had a forest aroma with a stimulant effect.
実施例8
処方
ガムヘース 220重量部ソルビット
550重量部マルチトール
230重量部抗う蝕性チューインカム香味組成物 2
0重量部通常のチューインガム製法と同しく、35゜C
に保31
温したガムヘースにソルビット(粉末ソルビトール),
マルチトール(水分12%)を加えてよく混練したのち
、実施例3により調製した抗う蝕性チューインガム香味
組成物を加え、さらに混練ずることより、チューインガ
ムを製造した。得られたチューインガムは、抗う蝕性を
有するものであった。Example 8 Prescribed gum hace 220 parts by weight Sorbitol
550 parts by weight maltitol
230 parts by weight anti-cariogenic chewing come flavor composition 2
0 parts by weight Same as normal chewing gum manufacturing method, 35°C
31 Add sorbitol (powdered sorbitol) to warmed gum hace.
After maltitol (water content 12%) was added and kneaded well, the anti-caries chewing gum flavor composition prepared in Example 3 was added and further kneaded to produce chewing gum. The chewing gum obtained had cariogenic properties.
実施例9
練り歯磨配合剤
原料配合例(重量%)
第二リン酸カルシウム 50グリセリ
ン 25水
2I.4ラウリル硫酸ナト
リウム 1.4カルホキンメチルセルU
−スナトリウム
1.0サッカリンナトリウム 0.
15安息香酸ナトリウム 0.05
実施例3の6)に記載した
1.0
100
32
水20kgにサッカリンナトリウム0.15kgと安息
香酸ナ1・リウム50gを加えたものを播かい機で攪拌
しながら、カルボキシメチルセルロースナトリウムのグ
リセリン溶液26kgを加えた。次に、ラウリル硫酸ナ
トリウムl、4kgを水1.4kgに溶解したものを加
え均一に混合した。最後に香味組成物を加えて混合、均
一にして1分間脱気した。Example 9 Example of blending raw materials for toothpaste (% by weight) Dibasic calcium phosphate 50 Glycerin 25 Water
2I. 4 Sodium lauryl sulfate 1.4 Calfoquin methylcell U
-sodium
1.0 Saccharin Sodium 0.
15 Sodium benzoate 0.05
1.0 100 32 As described in Example 3, 6), 0.15 kg of sodium saccharin and 50 g of sodium benzoate were added to 20 kg of water, and while stirring with a seeder, 26 kg of a glycerin solution of sodium carboxymethyl cellulose was added. added. Next, 1.4 kg of sodium lauryl sulfate dissolved in 1.4 kg of water was added and mixed uniformly. Finally, the flavor composition was added, mixed, homogenized, and degassed for 1 minute.
実施例10
リキュール配合例
95%アルコール 100℃果実酒
(白)アルコール分13% 50p.グラニュー9
88Kgメープルシロップ
(ブリックス80) 20kgハチミツ (ブ
リックス8 0 ) 20kg3の7)に
した゛ 0.2加
水全量 1000 I!.原
料アルコール100乏果実酒50fに香味組成物0.2
kgを加え、均一に混合した。これにグラニュー糖,メ
ーブルシロップ,ハチごツを適当量の水に溶解して加え
、全量を1000iV.に加水調製した。得られた製品
はエキス分12,アルコール分16のリキュールである
。Example 10 Liqueur blending example 95% alcohol 100℃ Fruit wine (white) Alcohol content 13% 50p. Granule 9
88kg maple syrup (Brix 80) 20kg honey (Brix 80) 20kg 3-7)
゛ 0.2 total amount of water added 1000 I! .. Raw material alcohol 100, low fruit liquor 50f, flavor composition 0.2
kg was added and mixed uniformly. Granulated sugar, maple syrup, and honey were dissolved in an appropriate amount of water and added thereto, and the total amount was heated to 1000 iV. It was prepared by adding water to it. The resulting product is a liqueur with an extract content of 12 and an alcohol content of 16.
実施例11
洗口剤 処方 (重量%)
95%エチルアルコール 15.00ポリ
オキシエチレン硬化ヒマシ油 2.00塩化セチル
ピリジニウム 0.005精製グリセリ
ン 10.00サンカリンナトリ
ウム 0.02安息香酸ナトリウム
0.05青色1号1%水溶液
0.03実施例3a6) *記載IJ歯磨
用香味M或物 0.3072.595
合計 10095%エチ
ルアルコールにボリエキシエチレン硬化ヒマシ油を溶解
し、これに香味組成物を加えて均一溶液とする。これに
予め水にグリセリン塩化セチルビリジニウム,サノカリ
ンナトリウムおよび色素溶液を溶解したものを加え、均
一に混合する。Example 11 Mouth rinse formulation (% by weight) 95% ethyl alcohol 15.00 Polyoxyethylene hydrogenated castor oil 2.00 Cetylpyridinium chloride 0.005 Purified glycerin 10.00 Sankarin sodium 0.02 Sodium benzoate
0.05 Blue No. 1 1% aqueous solution
0.03 Example 3a6) *Description IJ Flavor M for Toothpaste 0.3072.595 Total 10095% Polyoxyethylene hydrogenated castor oil is dissolved in ethyl alcohol, and the flavor composition is added thereto to form a homogeneous solution. To this, a solution of glycerin cetylviridinium chloride, sanocalin sodium and a dye solution dissolved in water is added and mixed uniformly.
本発明の香味組成物を飲食物,口腔衛生品等に力lえる
ことにより、上品で森林的な香気を与えることができる
。その上、う蝕性菌の生育を阻害する作用を有すると共
に、リフレッシュ,さわやかさ,覚醒等の感覚を与える
効果がある等の優れた性質を有している。By applying the flavor composition of the present invention to foods, drinks, oral hygiene products, etc., it is possible to impart an elegant, forest-like aroma. In addition, it has excellent properties such as inhibiting the growth of cariogenic bacteria and providing a sense of refreshment, refreshment, and awakening.
特許出噸人 高砂香料工業株式会社 同 明治製菓株式会社Patent issuer: Takasago Fragrance Industries Co., Ltd. Meiji Seika Co., Ltd.
Claims (3)
樹木であるシラカンバ(B.platyphyllav
ar.japonica)、オノオレカンバ(B.sc
hmidtii)、ヨーロッパカンバ(B.pendu
la)、ヨーロッパケカンバ(B.pubescens
)、ポプリフォリヤカンバ(B.populifoli
a)、ダケカンバ(B.ermanii)及びヤチカン
バ(B.tatewakiana)の中から選ばれた1
種又は2種以上の樹木の水又は有機溶媒抽出物及び/又
は水蒸気蒸留留出油並びに(b)シス−3−ヘキセノー
ルを含有することを特徴とする香味組成物。(1) (a) B. platyphyllav, a tree belonging to the genus Betula (Betula L.).
ar. japonica), B. sc.
hmidtii), birch (B. pendu)
la), B. pubescens
), B. populifolia
a) 1 selected from B. ermanii and B. tatewakiana
A flavor composition comprising a water or organic solvent extract and/or steam distillation distillate of a species or two or more trees, and (b) cis-3-hexenol.
(a)成分の樹木の水又は有機溶媒抽出物及び/又は水
蒸気蒸留留出油の2重量%〜20重量倍である請求項1
記載の香味組成物。(2) A claim in which the content of cis-3-hexenol as component (b) is 2% to 20 times the weight of the water or organic solvent extract and/or steam distillation distillate of the tree as component (a). 1
Flavor composition as described.
品又は口腔用製品。(3) A food/beverage product or an oral product containing the flavor composition according to claim 1 or 2.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP19383789A JPH0695908B2 (en) | 1989-07-28 | 1989-07-28 | Flavor composition and product containing the same |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP19383789A JPH0695908B2 (en) | 1989-07-28 | 1989-07-28 | Flavor composition and product containing the same |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH0358766A true JPH0358766A (en) | 1991-03-13 |
JPH0695908B2 JPH0695908B2 (en) | 1994-11-30 |
Family
ID=16314565
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP19383789A Expired - Fee Related JPH0695908B2 (en) | 1989-07-28 | 1989-07-28 | Flavor composition and product containing the same |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0695908B2 (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6077559A (en) * | 1998-04-27 | 2000-06-20 | Mccormick & Company, Incorporated | Flavored oil-in-vinegar microemulsion concentrates, method for preparing the same, and flavored vinegars prepared from the same |
US6242029B1 (en) | 1998-03-12 | 2001-06-05 | International Flavors & Fragrances Inc. | Food and beverage additive composition produced from saccharum officinarum leaves |
JP2005170885A (en) * | 2003-12-12 | 2005-06-30 | Lion Corp | New sophoraflavanone g-5-methyl ether-based compound and antimicrobial agent, antimicrobial composition, sterilizing method and antimicrobial fraction |
JP2020063455A (en) * | 2020-01-14 | 2020-04-23 | 小林製薬株式会社 | Composition which contains antimicrobial agent and perfume and is suppressed in color tone change with time |
-
1989
- 1989-07-28 JP JP19383789A patent/JPH0695908B2/en not_active Expired - Fee Related
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6242029B1 (en) | 1998-03-12 | 2001-06-05 | International Flavors & Fragrances Inc. | Food and beverage additive composition produced from saccharum officinarum leaves |
US6245376B1 (en) | 1998-03-12 | 2001-06-12 | International Flavors & Fragrances Inc. | Cola beverages comprising tastand additives from Saccharum officinarum leaves |
US6251193B1 (en) | 1998-03-12 | 2001-06-26 | International Flavors & Fragrances Inc. | Use of spray-dried and freeze-dried sugarcane leaf essence |
US6077559A (en) * | 1998-04-27 | 2000-06-20 | Mccormick & Company, Incorporated | Flavored oil-in-vinegar microemulsion concentrates, method for preparing the same, and flavored vinegars prepared from the same |
JP2005170885A (en) * | 2003-12-12 | 2005-06-30 | Lion Corp | New sophoraflavanone g-5-methyl ether-based compound and antimicrobial agent, antimicrobial composition, sterilizing method and antimicrobial fraction |
JP4660088B2 (en) * | 2003-12-12 | 2011-03-30 | ライオン株式会社 | Deodorant and deodorant composition, cosmetic composition and cleaning composition containing the deodorant |
JP2020063455A (en) * | 2020-01-14 | 2020-04-23 | 小林製薬株式会社 | Composition which contains antimicrobial agent and perfume and is suppressed in color tone change with time |
Also Published As
Publication number | Publication date |
---|---|
JPH0695908B2 (en) | 1994-11-30 |
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