CN103561585A - 糖提取物 - Google Patents
糖提取物 Download PDFInfo
- Publication number
- CN103561585A CN103561585A CN201280007988.3A CN201280007988A CN103561585A CN 103561585 A CN103561585 A CN 103561585A CN 201280007988 A CN201280007988 A CN 201280007988A CN 103561585 A CN103561585 A CN 103561585A
- Authority
- CN
- China
- Prior art keywords
- extract
- acid
- molasses
- polyphenol
- amount
- 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
- 239000000284 extract Substances 0.000 title claims abstract description 322
- 235000000346 sugar Nutrition 0.000 title description 50
- 235000013379 molasses Nutrition 0.000 claims abstract description 187
- 235000013824 polyphenols Nutrition 0.000 claims abstract description 159
- 150000008442 polyphenolic compounds Chemical class 0.000 claims abstract description 139
- 230000002209 hydrophobic effect Effects 0.000 claims abstract description 132
- 150000001875 compounds Chemical class 0.000 claims abstract description 118
- 238000000034 method Methods 0.000 claims abstract description 86
- 235000013305 food Nutrition 0.000 claims abstract description 52
- -1 polyphenols Chemical class 0.000 claims abstract description 41
- 230000001225 therapeutic effect Effects 0.000 claims abstract description 8
- 239000000203 mixture Substances 0.000 claims description 70
- 241001465754 Metazoa Species 0.000 claims description 57
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 49
- 239000003463 adsorbent Substances 0.000 claims description 43
- 239000002253 acid Substances 0.000 claims description 35
- 238000010521 absorption reaction Methods 0.000 claims description 34
- 150000001720 carbohydrates Chemical class 0.000 claims description 33
- LPQOADBMXVRBNX-UHFFFAOYSA-N ac1ldcw0 Chemical compound Cl.C1CN(C)CCN1C1=C(F)C=C2C(=O)C(C(O)=O)=CN3CCSC1=C32 LPQOADBMXVRBNX-UHFFFAOYSA-N 0.000 claims description 32
- 108090000623 proteins and genes Proteins 0.000 claims description 31
- NGSWKAQJJWESNS-UHFFFAOYSA-N 4-coumaric acid Chemical compound OC(=O)C=CC1=CC=C(O)C=C1 NGSWKAQJJWESNS-UHFFFAOYSA-N 0.000 claims description 28
- MWDZOUNAPSSOEL-UHFFFAOYSA-N kaempferol Natural products OC1=C(C(=O)c2cc(O)cc(O)c2O1)c3ccc(O)cc3 MWDZOUNAPSSOEL-UHFFFAOYSA-N 0.000 claims description 28
- QAIPRVGONGVQAS-DUXPYHPUSA-N trans-caffeic acid Chemical compound OC(=O)\C=C\C1=CC=C(O)C(O)=C1 QAIPRVGONGVQAS-DUXPYHPUSA-N 0.000 claims description 28
- 210000000577 adipose tissue Anatomy 0.000 claims description 27
- 229930006000 Sucrose Natural products 0.000 claims description 26
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 claims description 26
- PFTAWBLQPZVEMU-DZGCQCFKSA-N (+)-catechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-DZGCQCFKSA-N 0.000 claims description 25
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 25
- ADRVNXBAWSRFAJ-UHFFFAOYSA-N catechin Natural products OC1Cc2cc(O)cc(O)c2OC1c3ccc(O)c(O)c3 ADRVNXBAWSRFAJ-UHFFFAOYSA-N 0.000 claims description 25
- 235000005487 catechin Nutrition 0.000 claims description 25
- 229950001002 cianidanol Drugs 0.000 claims description 25
- 239000005720 sucrose Substances 0.000 claims description 25
- REFJWTPEDVJJIY-UHFFFAOYSA-N Quercetin Chemical compound C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 claims description 24
- JMSVCTWVEWCHDZ-UHFFFAOYSA-N syringic acid Chemical compound COC1=CC(C(O)=O)=CC(OC)=C1O JMSVCTWVEWCHDZ-UHFFFAOYSA-N 0.000 claims description 24
- 102000004169 proteins and genes Human genes 0.000 claims description 23
- 229930182470 glycoside Natural products 0.000 claims description 22
- 229920005989 resin Polymers 0.000 claims description 22
- 239000011347 resin Substances 0.000 claims description 22
- MMDUKUSNQNWVET-UHFFFAOYSA-N schaftozide Natural products OC1C(O)C(O)C(CO)OC1C1=C(O)C(C2C(C(O)C(O)CO2)O)=C(OC(=CC2=O)C=3C=CC(O)=CC=3)C2=C1O MMDUKUSNQNWVET-UHFFFAOYSA-N 0.000 claims description 20
- SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Natural products CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 claims description 17
- PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Natural products CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 claims description 17
- 238000009825 accumulation Methods 0.000 claims description 17
- 150000007965 phenolic acids Chemical class 0.000 claims description 17
- 230000036186 satiety Effects 0.000 claims description 17
- 235000019627 satiety Nutrition 0.000 claims description 17
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 16
- 230000008859 change Effects 0.000 claims description 16
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- IYRMWMYZSQPJKC-UHFFFAOYSA-N kaempferol Chemical compound C1=CC(O)=CC=C1C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1 IYRMWMYZSQPJKC-UHFFFAOYSA-N 0.000 claims description 16
- GZSOSUNBTXMUFQ-NJGQXECBSA-N 5,7,3'-Trihydroxy-4'-methoxyflavone 7-O-rutinoside Natural products O(C[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](Oc2cc(O)c3C(=O)C=C(c4cc(O)c(OC)cc4)Oc3c2)O1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](C)O1 GZSOSUNBTXMUFQ-NJGQXECBSA-N 0.000 claims description 15
- 229940074360 caffeic acid Drugs 0.000 claims description 15
- GZSOSUNBTXMUFQ-YFAPSIMESA-N diosmin Chemical compound C1=C(O)C(OC)=CC=C1C(OC1=C2)=CC(=O)C1=C(O)C=C2O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@H]2[C@@H]([C@H](O)[C@@H](O)[C@H](C)O2)O)O1 GZSOSUNBTXMUFQ-YFAPSIMESA-N 0.000 claims description 15
- IGBKNLGEMMEWKD-UHFFFAOYSA-N diosmin Natural products COc1ccc(cc1)C2=C(O)C(=O)c3c(O)cc(OC4OC(COC5OC(C)C(O)C(O)C5O)C(O)C(O)C4O)cc3O2 IGBKNLGEMMEWKD-UHFFFAOYSA-N 0.000 claims description 15
- VUYDGVRIQRPHFX-UHFFFAOYSA-N hesperidin Natural products COc1cc(ccc1O)C2CC(=O)c3c(O)cc(OC4OC(COC5OC(O)C(O)C(O)C5O)C(O)C(O)C4O)cc3O2 VUYDGVRIQRPHFX-UHFFFAOYSA-N 0.000 claims description 15
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 15
- 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 claims description 14
- NGSWKAQJJWESNS-ZZXKWVIFSA-M 4-Hydroxycinnamate Natural products OC1=CC=C(\C=C\C([O-])=O)C=C1 NGSWKAQJJWESNS-ZZXKWVIFSA-M 0.000 claims description 14
- DFYRUELUNQRZTB-UHFFFAOYSA-N Acetovanillone Natural products COC1=CC(C(C)=O)=CC=C1O DFYRUELUNQRZTB-UHFFFAOYSA-N 0.000 claims description 14
- 235000004883 caffeic acid Nutrition 0.000 claims description 14
- QAIPRVGONGVQAS-UHFFFAOYSA-N cis-caffeic acid Natural products OC(=O)C=CC1=CC=C(O)C(O)=C1 QAIPRVGONGVQAS-UHFFFAOYSA-N 0.000 claims description 14
- 239000003085 diluting agent Substances 0.000 claims description 14
- 238000010790 dilution Methods 0.000 claims description 14
- 239000012895 dilution Substances 0.000 claims description 14
- 239000003937 drug carrier Substances 0.000 claims description 14
- 235000012054 meals Nutrition 0.000 claims description 14
- 239000011573 trace mineral Substances 0.000 claims description 14
- 235000013619 trace mineral Nutrition 0.000 claims description 14
- PFTAWBLQPZVEMU-ZFWWWQNUSA-N (+)-epicatechin Natural products C1([C@@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-ZFWWWQNUSA-N 0.000 claims description 12
- PFTAWBLQPZVEMU-UKRRQHHQSA-N (-)-epicatechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-UKRRQHHQSA-N 0.000 claims description 12
- 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 12
- 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 12
- 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 12
- ZVOLCUVKHLEPEV-UHFFFAOYSA-N Quercetagetin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=C(O)C(O)=C(O)C=C2O1 ZVOLCUVKHLEPEV-UHFFFAOYSA-N 0.000 claims description 12
- HWTZYBCRDDUBJY-UHFFFAOYSA-N Rhynchosin Natural products C1=C(O)C(O)=CC=C1C1=C(O)C(=O)C2=CC(O)=C(O)C=C2O1 HWTZYBCRDDUBJY-UHFFFAOYSA-N 0.000 claims description 12
- 235000013361 beverage Nutrition 0.000 claims description 12
- 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 12
- 235000001368 chlorogenic acid Nutrition 0.000 claims description 12
- 229940074393 chlorogenic acid Drugs 0.000 claims description 12
- 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 12
- 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 12
- 235000012734 epicatechin Nutrition 0.000 claims description 12
- LPTRNLNOHUVQMS-UHFFFAOYSA-N epicatechin Natural products Cc1cc(O)cc2OC(C(O)Cc12)c1ccc(O)c(O)c1 LPTRNLNOHUVQMS-UHFFFAOYSA-N 0.000 claims description 12
- 229930182478 glucoside Natural products 0.000 claims description 12
- 235000005875 quercetin Nutrition 0.000 claims description 12
- 229960001285 quercetin Drugs 0.000 claims description 12
- YIBXWXOYFGZLRU-UHFFFAOYSA-N syringic aldehyde Natural products CC12CCC(C3(CCC(=O)C(C)(C)C3CC=3)C)C=3C1(C)CCC2C1COC(C)(C)C(O)C(O)C1 YIBXWXOYFGZLRU-UHFFFAOYSA-N 0.000 claims description 12
- 238000010828 elution Methods 0.000 claims description 11
- DRLZZQRQMWQRLZ-UHFFFAOYSA-N 6-C-Arabinosyl-8-C-glucosyl apigenin Natural products OCC1OC(C(O)C1O)c2c(O)c(C3OC(CO)C(O)C(O)C3O)c4OC(=CC(=O)c4c2O)c5ccc(O)cc5 DRLZZQRQMWQRLZ-UHFFFAOYSA-N 0.000 claims description 10
- OVMFOVNOXASTPA-UHFFFAOYSA-N Neoisoschaftoside Natural products OC1C(O)C(O)C(CO)OC1C1=C(O)C(C2C(C(O)C(O)CO2)O)=C(O)C2=C1OC(C=1C=CC(O)=CC=1)=CC2=O OVMFOVNOXASTPA-UHFFFAOYSA-N 0.000 claims description 10
- RBVAFYCFAFADAG-UHFFFAOYSA-N Orientin Natural products OCC1OC(C(O)c2c(O)cc(O)c3C(=O)C=C(Oc23)c4ccc(O)c(O)c4)C(O)C1O RBVAFYCFAFADAG-UHFFFAOYSA-N 0.000 claims description 10
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- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 10
- OVMFOVNOXASTPA-ZUGZFPASSA-N iso-schaftoside Natural products O=C1c2c(O)c([C@H]3[C@@H](O)[C@@H](O)[C@@H](O)CO3)c(O)c([C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)c2OC(c2ccc(O)cc2)=C1 OVMFOVNOXASTPA-ZUGZFPASSA-N 0.000 claims description 10
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- IVTMALDHFAHOGL-UHFFFAOYSA-N eriodictyol 7-O-rutinoside Natural products OC1C(O)C(O)C(C)OC1OCC1C(O)C(O)C(O)C(OC=2C=C3C(C(C(O)=C(O3)C=3C=C(O)C(O)=CC=3)=O)=C(O)C=2)O1 IVTMALDHFAHOGL-UHFFFAOYSA-N 0.000 claims description 9
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- YQUVCSBJEUQKSH-UHFFFAOYSA-N protochatechuic acid Natural products OC(=O)C1=CC=C(O)C(O)=C1 YQUVCSBJEUQKSH-UHFFFAOYSA-N 0.000 claims description 9
- FDRQPMVGJOQVTL-UHFFFAOYSA-N quercetin rutinoside Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 FDRQPMVGJOQVTL-UHFFFAOYSA-N 0.000 claims description 9
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Abstract
Description
微量元素 | 浓度范围 | 优选浓度 |
钙 | 8000-9000mg/kg | 8800mg/kg |
铁 | 800-1000mg/kg | 860mg/kg |
镁 | 1500-2500mg/kg | 2000mg/kg |
锰 | 50-100mg/kg | 65mg/kg |
钾 | 100-250mg/kg | 190mg/kg |
钠 | 10-50mg/100g | 30mg/100g |
糖 | 浓度 |
果糖 | <0.2g/100g |
葡萄糖 | <0.2g/100g |
蔗糖 | 0.3g/100g |
麦芽糖 | <0.2g/100g |
乳糖 | <0.2g/100g |
麦芽三糖 | <0.2g/100g |
总糖 | <1g/100g |
糖基残基: | 质量/300ug | Mol%1 |
阿拉伯糖(Ara) | 0.6 | 0.6 |
鼠李糖(Rha) | 0.8 | 0.8 |
海藻糖(Fuc) | n.d. | - |
木糖(Xyl) | 0.9 | 0.9 |
葡萄糖醛酸(GlcA) | n.d. | - |
半乳糖醛酸(GalA) | n.d. | - |
甘露糖(Man) | 0.2 | 0.1 |
半乳糖(Gal) | 0.1 | 0.1 |
葡萄糖(Glc) | 112.2 | 97.5 |
N-乙酰半乳糖胺(GalNAc) | n.d. | - |
N-乙酰葡萄糖胺(GlcNAc) | n.d. | - |
N-乙酰甘露糖胺(ManNAc) | n.d. | - |
总数 | 114.7 |
方法A批次 | 185.4mg CE/g(18540mg CE/100g) |
方法B批次 | 193.3mg CE/g(19330mg CE/100g) |
微量元素 | 浓度 |
钙 | 8800mg/kg |
铁 | 860mg/kg |
镁 | 2000mg/kg |
锰 | 65mg/kg |
钾 | 190mg/kg |
钠 | 30mg/100g |
糖 | 浓度 |
果糖 | <0.2g/100g |
葡萄糖 | <0.2g/100g |
蔗糖 | 0.3g/100g |
麦芽糖 | <0.2g/100g |
乳糖 | <0.2g/100g |
麦芽三糖 | <0.2g/100g |
总糖 | <1g/100g |
糖基残基 | 质量(ug) | 摩尔%1 |
阿拉伯糖(Ara) | 0.6 | 0.6 |
鼠李糖(Rha) | 0.8 | 0.8 |
海藻糖(Fuc) | n.d. | - |
木糖(Xyl) | 0.9 | 0.9 |
葡萄糖醛酸(GlcA) | n.d. | - |
半乳糖醛酸(GalA) | n.d. | - |
甘露糖(Man) | 0.2 | 0.1 |
半乳糖(Gal) | 0.1 | 0.1 |
葡萄糖(Glc) | 112.2 | 97.5 |
N-乙酰半乳糖胺(GalNAc) | n.d. | - |
N-乙酰葡萄糖胺(GlcNAc) | n.d. | - |
N-乙酰甘露糖胺(ManNAc) | n.d. | - |
总数 | 114.7 |
饱和脂肪 | <0.1g/100g |
单顺式脂肪 | <0.1g/100g |
单不饱和脂肪 | <0.1g/100g |
Ω3脂肪 | <0.1g/100g |
Ω6脂肪 | <0.1g/100g |
多顺式脂肪 | <0.1g/100g |
多不饱和脂肪 | <0.1g/100g |
顺式脂肪 | <0.1g/100g |
Claims (16)
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
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AU2011900400A AU2011900400A0 (en) | 2011-02-08 | Sugar extracts | |
AU2011900400 | 2011-02-08 | ||
AU2011902446A AU2011902446A0 (en) | 2011-06-21 | Sugar extracts | |
AU2011902446 | 2011-06-21 | ||
PCT/AU2012/000115 WO2012106761A1 (en) | 2011-02-08 | 2012-02-08 | Sugar extracts |
Publications (2)
Publication Number | Publication Date |
---|---|
CN103561585A true CN103561585A (zh) | 2014-02-05 |
CN103561585B CN103561585B (zh) | 2016-05-25 |
Family
ID=46638067
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201280007988.3A Active CN103561585B (zh) | 2011-02-08 | 2012-02-08 | 糖提取物 |
Country Status (6)
Country | Link |
---|---|
US (3) | US9572852B2 (zh) |
EP (1) | EP2672832B1 (zh) |
CN (1) | CN103561585B (zh) |
AU (1) | AU2012214104C1 (zh) |
CA (1) | CA2860448C (zh) |
WO (1) | WO2012106761A1 (zh) |
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EP2672832B1 (en) | 2020-03-25 |
US20170281706A1 (en) | 2017-10-05 |
US9572852B2 (en) | 2017-02-21 |
CA2860448C (en) | 2019-09-10 |
AU2012214104C1 (en) | 2017-08-03 |
AU2012214104A1 (en) | 2013-09-19 |
CN103561585B (zh) | 2016-05-25 |
US20170182112A1 (en) | 2017-06-29 |
AU2012214104B2 (en) | 2016-03-31 |
EP2672832A1 (en) | 2013-12-18 |
US9717771B2 (en) | 2017-08-01 |
WO2012106761A1 (en) | 2012-08-16 |
CA2860448A1 (en) | 2012-08-16 |
EP2672832A4 (en) | 2014-11-26 |
US10226502B2 (en) | 2019-03-12 |
US20140357583A1 (en) | 2014-12-04 |
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