JP2003528807A5 - - Google Patents
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- JP2003528807A5 JP2003528807A5 JP2001511776A JP2001511776A JP2003528807A5 JP 2003528807 A5 JP2003528807 A5 JP 2003528807A5 JP 2001511776 A JP2001511776 A JP 2001511776A JP 2001511776 A JP2001511776 A JP 2001511776A JP 2003528807 A5 JP2003528807 A5 JP 2003528807A5
- Authority
- JP
- Japan
- Prior art keywords
- hop
- acid
- composition
- food
- bha
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- 239000000203 mixture Substances 0.000 description 103
- 239000002253 acid Substances 0.000 description 70
- 235000013305 food Nutrition 0.000 description 61
- 239000004094 surface-active agent Substances 0.000 description 43
- 239000000047 product Substances 0.000 description 38
- 238000000034 method Methods 0.000 description 32
- 150000007513 acids Chemical class 0.000 description 26
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- 241000894006 Bacteria Species 0.000 description 22
- 239000003963 antioxidant agent Substances 0.000 description 19
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- 238000002360 preparation method Methods 0.000 description 18
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- 230000000844 anti-bacterial effect Effects 0.000 description 13
- 150000001875 compounds Chemical class 0.000 description 13
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
- 230000000845 anti-microbial effect Effects 0.000 description 12
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 12
- 230000009467 reduction Effects 0.000 description 12
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- 239000004255 Butylated hydroxyanisole Substances 0.000 description 10
- 235000019282 butylated hydroxyanisole Nutrition 0.000 description 10
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 10
- 229940043253 butylated hydroxyanisole Drugs 0.000 description 10
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 description 9
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- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 8
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- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 description 6
- 239000003109 Disodium ethylene diamine tetraacetate Substances 0.000 description 6
- ZGTMUACCHSMWAC-UHFFFAOYSA-L EDTA disodium salt (anhydrous) Chemical compound [Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O ZGTMUACCHSMWAC-UHFFFAOYSA-L 0.000 description 6
- NVTRPRFAWJGJAJ-UHFFFAOYSA-L EDTA monocalcium salt Chemical compound [Ca+2].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O NVTRPRFAWJGJAJ-UHFFFAOYSA-L 0.000 description 6
- ZTHYODDOHIVTJV-UHFFFAOYSA-N Propyl gallate Chemical compound CCCOC(=O)C1=CC(O)=C(O)C(O)=C1 ZTHYODDOHIVTJV-UHFFFAOYSA-N 0.000 description 6
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- 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 5
- 235000008694 Humulus lupulus Nutrition 0.000 description 5
- 239000001509 sodium citrate Substances 0.000 description 5
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical group O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 5
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- 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
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- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 4
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- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 3
- GXVUZYLYWKWJIM-UHFFFAOYSA-N 2-(2-aminoethoxy)ethanamine Chemical compound NCCOCCN GXVUZYLYWKWJIM-UHFFFAOYSA-N 0.000 description 3
- 239000005711 Benzoic acid Substances 0.000 description 3
- 239000004322 Butylated hydroxytoluene Substances 0.000 description 3
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical group [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 3
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 3
- 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 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- SQUHHTBVTRBESD-UHFFFAOYSA-N Hexa-Ac-myo-Inositol Natural products CC(=O)OC1C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O SQUHHTBVTRBESD-UHFFFAOYSA-N 0.000 description 3
- 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 3
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- 239000003795 chemical substances by application Substances 0.000 description 3
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 3
- 229940093915 gynecological organic acid Drugs 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- CDAISMWEOUEBRE-GPIVLXJGSA-N inositol Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CDAISMWEOUEBRE-GPIVLXJGSA-N 0.000 description 3
- 229960000367 inositol Drugs 0.000 description 3
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- CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 description 3
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- JIZQRWKUYFNSDM-UHFFFAOYSA-N 3,4-dihydroxy-2-(3-methylbutanoyl)-5-(3-methylbutyl)-4-(4-methylpentanoyl)cyclopent-2-en-1-one Chemical compound CC(C)CCC1C(=O)C(C(=O)CC(C)C)=C(O)C1(O)C(=O)CCC(C)C JIZQRWKUYFNSDM-UHFFFAOYSA-N 0.000 description 1
- QRDZSRWEULKVNW-UHFFFAOYSA-N 6-hydroxy-2-oxo-1h-quinoline-4-carboxylic acid Chemical compound C1=C(O)C=C2C(C(=O)O)=CC(=O)NC2=C1 QRDZSRWEULKVNW-UHFFFAOYSA-N 0.000 description 1
- 241000193830 Bacillus <bacterium> Species 0.000 description 1
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- 244000063299 Bacillus subtilis Species 0.000 description 1
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- 102000004190 Enzymes Human genes 0.000 description 1
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- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
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- RGLRXNKKBLIBQS-XNHQSDQCSA-N leuprolide acetate Chemical compound CC(O)=O.CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@H](CO)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CC=1N=CNC=1)NC(=O)[C@H]1NC(=O)CC1)CC1=CC=C(O)C=C1 RGLRXNKKBLIBQS-XNHQSDQCSA-N 0.000 description 1
- 229940087857 lupron Drugs 0.000 description 1
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- QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US14575399P | 1999-07-27 | 1999-07-27 | |
| US60/145,753 | 1999-07-27 | ||
| US09/626,851 US6475537B1 (en) | 2000-07-27 | 2000-07-27 | Hops acid antibacterial compositions |
| PCT/US2000/020484 WO2001006877A1 (en) | 1999-07-27 | 2000-07-27 | Hops acid antibacterial compositions |
| US09/626,851 | 2000-07-27 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2003528807A JP2003528807A (ja) | 2003-09-30 |
| JP2003528807A5 true JP2003528807A5 (enExample) | 2004-12-24 |
Family
ID=26843263
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001511776A Pending JP2003528807A (ja) | 1999-07-27 | 2000-07-27 | ホップ酸抗菌組成物 |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP1202640A1 (enExample) |
| JP (1) | JP2003528807A (enExample) |
| AU (1) | AU6384100A (enExample) |
| CA (1) | CA2377192A1 (enExample) |
| MX (1) | MXPA02000878A (enExample) |
| WO (1) | WO2001006877A1 (enExample) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6547971B2 (en) | 2000-03-08 | 2003-04-15 | Hercules Incorporated | Methods of using hop acids to control organisms |
| AT500496B8 (de) | 2000-05-16 | 2007-02-15 | Tulln Zuckerforschung Gmbh | Verfahren zur hemmung von thermophilen mikroorganismen in zuckerhaltigen medien |
| AU2001251073B2 (en) * | 2001-03-28 | 2006-12-21 | Hercules Incorporated | Methods of using hop acids to control organisms |
| JP2003070451A (ja) * | 2001-09-04 | 2003-03-11 | Aoba Kasei Kk | 食品中の微生物の殺菌方法、食品用殺菌剤および殺菌冷凍食品 |
| AU2003270103B2 (en) * | 2002-05-17 | 2007-01-25 | S.S. Steiner, Inc. | Improved application for hop acids as anti-microbial agents |
| CN1678195A (zh) * | 2002-09-08 | 2005-10-05 | 阿肯色大学董事会 | 一种含有有机酸的可食用抗菌保鲜膜 |
| EP1539255A1 (en) * | 2002-09-19 | 2005-06-15 | John I. Haas, Inc. | The use of hop acids as an antimicrobial agent to sanitise food processing facilities |
| ES2221550B1 (es) * | 2003-02-10 | 2006-01-01 | Viscofan Sa | Envoltura antimicrobiana. |
| US20040175480A1 (en) * | 2003-03-03 | 2004-09-09 | Kraft Foods Holdings, Inc. | Hop beta acid compositions for use in food products |
| WO2006040189A1 (en) * | 2004-10-15 | 2006-04-20 | Rhodia Chimie | Composition comprising a hop extract benefit agent |
| FI119903B (fi) * | 2006-03-16 | 2009-05-15 | Kemira Oyj | Bakteeri-itiöiden muodostumisen estäminen kartonkikoneen hylkysysteemissä |
| EP2082739A1 (en) * | 2008-01-25 | 2009-07-29 | PURAC Biochem BV | Lactylates for the prevention and treatment of infections caused by gram-positive bacteria in animals |
| WO2009099646A1 (en) | 2008-02-08 | 2009-08-13 | Haas, John, I. | Compositions and methods for arachnid control |
| JP2013233093A (ja) * | 2012-05-07 | 2013-11-21 | Panex:Kk | パテ含有食品の製造方法 |
| CA2897371C (en) | 2013-01-07 | 2022-08-30 | John I. Haas, Inc. | Compositions and methods for controlling a honey bee parasitic mite infestation |
| CN105120669A (zh) * | 2013-03-15 | 2015-12-02 | 索理思科技开曼公司 | 适用于控制工业过程中微生物的抗菌剂协同共混物 |
| CN103444788A (zh) * | 2013-09-10 | 2013-12-18 | 苏州莲花岛生态农业专业合作社 | 一种啤酒花植物源纳米缓释油悬浮剂及其制备方法 |
| CN103478170A (zh) * | 2013-09-18 | 2014-01-01 | 中国海洋石油总公司 | 一种适用于高氨氮高cod水质的溴类杀生剂的制法 |
| KR20190053209A (ko) * | 2016-09-06 | 2019-05-17 | 푸락 바이오켐 비.브이. | 발효에서의 감염을 막는 지방산 에스테르 |
| CA3043388A1 (en) | 2018-05-14 | 2019-11-14 | John I. Hass, Inc. | Compositions and methods for controlling a honey bee parasitic mite infestation |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4170638A (en) * | 1976-11-05 | 1979-10-09 | S. S. Steiner, Inc. | Method for producing a deodorant |
| US5166449A (en) * | 1988-08-15 | 1992-11-24 | Kalamazoo Holdings, Inc. | Synthesis of hexahydrolupulone, novel forms thereof, and its use as a selective inhibitor of cell growth and multiplication |
| US5578307A (en) * | 1992-01-17 | 1996-11-26 | Alfatec-Pharma Gmbh | Shaped articles containing plant extract(s), in particular pellets, and their pharmaceutical or cosmetic use |
| JPH0698738A (ja) * | 1992-01-20 | 1994-04-12 | Asama Kasei Kk | 食品用保存剤 |
| US5286506A (en) * | 1992-10-29 | 1994-02-15 | Bio-Technical Resources | Inhibition of food pathogens by hop acids |
| US5370863A (en) * | 1992-12-16 | 1994-12-06 | Miller Brewing Company | Oral care compositions containing hop acids and method |
| JPH07196572A (ja) * | 1993-12-28 | 1995-08-01 | Asahi Breweries Ltd | 抗酸化作用を有するβ酸類（ルプロン類）アルキル誘導体 |
| WO1997033971A1 (en) * | 1996-03-15 | 1997-09-18 | Kalamazoo Holdings, Inc. | Solid hop acid salt compositions |
| EP1003385A1 (en) * | 1997-08-14 | 2000-05-31 | Maltex Limited | Food products |
-
2000
- 2000-07-27 CA CA002377192A patent/CA2377192A1/en not_active Abandoned
- 2000-07-27 MX MXPA02000878A patent/MXPA02000878A/es unknown
- 2000-07-27 JP JP2001511776A patent/JP2003528807A/ja active Pending
- 2000-07-27 WO PCT/US2000/020484 patent/WO2001006877A1/en not_active Ceased
- 2000-07-27 AU AU63841/00A patent/AU6384100A/en not_active Abandoned
- 2000-07-27 EP EP00950791A patent/EP1202640A1/en not_active Withdrawn
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