DE69119442D1 - Verfahren zur Herstellung von Tetrahydroisoalpha- und Hexahydroisoalphasäuren - Google Patents

Verfahren zur Herstellung von Tetrahydroisoalpha- und Hexahydroisoalphasäuren

Info

Publication number
DE69119442D1
DE69119442D1 DE69119442T DE69119442T DE69119442D1 DE 69119442 D1 DE69119442 D1 DE 69119442D1 DE 69119442 T DE69119442 T DE 69119442T DE 69119442 T DE69119442 T DE 69119442T DE 69119442 D1 DE69119442 D1 DE 69119442D1
Authority
DE
Germany
Prior art keywords
acids
mixture
hhiaa
thiaa
exposing
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.)
Expired - Lifetime
Application number
DE69119442T
Other languages
English (en)
Other versions
DE69119442T2 (de
Inventor
Bruce Allan Hay
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
HAAS HOP PRODUCTS, INC., WASHINGTON D.C., WASH., U
Original Assignee
Pfizer Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Pfizer Inc filed Critical Pfizer Inc
Application granted granted Critical
Publication of DE69119442D1 publication Critical patent/DE69119442D1/de
Publication of DE69119442T2 publication Critical patent/DE69119442T2/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12C—BEER; PREPARATION OF BEER BY FERMENTATION; PREPARATION OF MALT FOR MAKING BEER; PREPARATION OF HOPS FOR MAKING BEER
    • C12C5/00—Other raw materials for the preparation of beer
    • C12C5/02—Additives for beer
    • C12C5/026—Beer flavouring preparations
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12C—BEER; PREPARATION OF BEER BY FERMENTATION; PREPARATION OF MALT FOR MAKING BEER; PREPARATION OF HOPS FOR MAKING BEER
    • C12C3/00—Treatment of hops
    • C12C3/04—Conserving; Storing; Packing
    • C12C3/08—Solvent extracts from hops
    • C12C3/10—Solvent extracts from hops using carbon dioxide
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12C—BEER; PREPARATION OF BEER BY FERMENTATION; PREPARATION OF MALT FOR MAKING BEER; PREPARATION OF HOPS FOR MAKING BEER
    • C12C3/00—Treatment of hops
    • C12C3/12—Isomerised products from hops
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12C—BEER; PREPARATION OF BEER BY FERMENTATION; PREPARATION OF MALT FOR MAKING BEER; PREPARATION OF HOPS FOR MAKING BEER
    • C12C9/00—Methods specially adapted for the making of beerwort
    • C12C9/02—Beerwort treatment; Boiling with hops; Hop extraction
    • C12C9/025—Preparation of hop extracts ; Isomerisation of these extracts; Treatment of beerwort with these extracts; Surrogates of the hop
DE69119442T 1990-01-31 1991-01-22 Verfahren zur Herstellung von Tetrahydroisoalpha- und Hexahydroisoalphasäuren Expired - Lifetime DE69119442T2 (de)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US07/473,268 US5013571A (en) 1990-01-31 1990-01-31 Methods for making tetrahydroisoalpha and hexahydroisoalpha acids

Publications (2)

Publication Number Publication Date
DE69119442D1 true DE69119442D1 (de) 1996-06-20
DE69119442T2 DE69119442T2 (de) 1996-09-26

Family

ID=23878861

Family Applications (1)

Application Number Title Priority Date Filing Date
DE69119442T Expired - Lifetime DE69119442T2 (de) 1990-01-31 1991-01-22 Verfahren zur Herstellung von Tetrahydroisoalpha- und Hexahydroisoalphasäuren

Country Status (11)

Country Link
US (1) US5013571A (de)
EP (1) EP0442621B1 (de)
JP (2) JPH0737414B2 (de)
AT (1) ATE138097T1 (de)
DE (1) DE69119442T2 (de)
DK (1) DK0442621T3 (de)
ES (1) ES2087239T3 (de)
GR (1) GR3020279T3 (de)
IE (1) IE73636B1 (de)
MX (1) MX169175B (de)
PT (1) PT96589B (de)

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ES2125267T3 (es) * 1991-07-15 1999-03-01 Steiner Inc S S Agentes estabilizantes de espuma y que proporcionan amargor derivados del lupulo.
US5200227A (en) * 1992-05-11 1993-04-06 Kalamazoo Holdings, Inc. Stable aqueous solutions of tetrahydro and hexahydro iso-alpha acids
AU664916B2 (en) * 1992-06-04 1995-12-07 S S Steiner Inc. Production of isomerized hop extract
US5370863A (en) * 1992-12-16 1994-12-06 Miller Brewing Company Oral care compositions containing hop acids and method
US5296637A (en) * 1992-12-31 1994-03-22 Kalamazoo Holdings, Inc. Production of odor-free tetrahydroisohumulates from alpha acids via their tetrahydrohumulates and subsequent isomerization
CN1035993C (zh) * 1994-01-15 1997-10-01 沈阳佳源国际医疗科技有限公司 由酒花浸膏制备四氢异葎草酮的方法
US5583262A (en) * 1994-11-10 1996-12-10 Maye; John P. Solid salts of hop acids
US5523489A (en) * 1995-02-07 1996-06-04 Miller Brewing Company Preparation of tetrahydroisohumulones
US5600012A (en) * 1995-04-06 1997-02-04 John I. Haas, Inc. Process for producing tetrahydroisoalpha acids
US6020019A (en) * 1996-03-26 2000-02-01 Miller Brewing Company Hydrogenation of hop soft resins using CO2
DE19620171A1 (de) * 1996-05-20 1997-11-27 Nigu Chemie Gmbh Verfahren zur katalytischen Hydrierung von Terpenoiden
US5965777A (en) * 1996-10-29 1999-10-12 Cultor Food Service, Inc. Process to remove catalyst poisons from hop extracts
US5767319A (en) * 1996-10-30 1998-06-16 Miller Brewing Company Preparation of tetrahydroiso-α-acids by the hydrogenation of the metal salts of iso-α-acids
US5874633A (en) * 1996-10-30 1999-02-23 Miller Brewing Company Concentrated single phase aqueous solutions of tetrahydroiso-α-acids and methods of preparing the same
CN1058699C (zh) * 1998-10-06 2000-11-22 新疆大学 以酒花浸膏为原料制备四氢异α酸的方法
US6198004B1 (en) 1999-06-10 2001-03-06 Haas Hop Products, Inc. Process for hydrogenation of isoalpha acids
US6303824B1 (en) * 1999-11-11 2001-10-16 Miller Brewing Company Method of hydrogenating iso-α acids in a buffered solution
CA2391973A1 (en) * 1999-11-18 2001-05-25 S.S. Steiner, Inc. Process for the hydrogenation of hop resin acids
US6583322B1 (en) 2000-02-25 2003-06-24 Kalamazoo Holdings, Inc. Dihydro and hexahydro isoalpha acids having a high ratio of trans to cis isomers, production thereof, and products containing the same
US20060193960A1 (en) * 2000-06-30 2006-08-31 Wilson Richard J Improvements to the bittering of beer
AU7785001A (en) * 2000-06-30 2002-01-14 Steiner Inc S S Improvements to the bittering of beer
US8206753B2 (en) * 2001-06-20 2012-06-26 Metaproteomics, Llc Anti-inflammatory botanical products for the treatment of metabolic syndrome and diabetes
US20040115290A1 (en) 2001-06-20 2004-06-17 Tripp Matthew L. Modulation of inflammation by hops fractions and derivatives
US7270835B2 (en) * 2001-06-20 2007-09-18 Metaproteomics, Llc Compositions that treat or inhibit pathological conditions associated with inflammatory response
US7718198B2 (en) * 2001-06-20 2010-05-18 Metaproteomics, Llc Treatment modalities for autoimmune diseases
US7901713B2 (en) * 2001-06-20 2011-03-08 Metaproteomics, Llc Inhibition of COX-2 and/or 5-LOX activity by fractions isolated or derived from hops
US7901714B2 (en) * 2001-06-20 2011-03-08 Metaproteomics, Llp Treatment modalities for autoimmune diseases
US7815944B2 (en) * 2001-06-20 2010-10-19 Metaproteomics, Llc Anti-inflammatory pharmaceutical compositions for reducing inflammation and the treatment of prevention of gastric toxicity
US7205151B2 (en) * 2001-06-20 2007-04-17 Metaproteomics, Llc Complex mixtures exhibiting selective inhibition of cyclooxygenase-2
US8168234B2 (en) 2001-06-20 2012-05-01 Metaproteomics, Llc Compositions that treat or inhibit pathological conditions associated with inflammatory response
US8142819B2 (en) * 2002-10-21 2012-03-27 Metaproteomics, Llc Synergistic compositions that treat or inhibit pathological conditions associated with inflammatory response
US20040219240A1 (en) * 2001-06-20 2004-11-04 Babish John G. Anti-inflammatory pharmaceutical compositions for reducing inflammation and the treatment or prevention of gastric toxicity
US20090263522A1 (en) * 2001-10-26 2009-10-22 Babish John G Curcuminoid Compositions Exhibiting Synergistic Inhibition Of The Expression And/Or Activity Of Cyclooxygenase-2
US7279185B2 (en) 2001-10-26 2007-10-09 Metaproteonics, Llc Curcuminoid compositions exhibiting synergistic inhibition of the expression and/or activity of cyclooxygenase-2
US8158160B2 (en) 2001-11-13 2012-04-17 Eric Hauser Kuhrts Anti-inflammatory cyclooxygenase inhibitors
KR100993113B1 (ko) * 2002-02-14 2010-11-08 기린 홀딩스 가부시키가이샤 지질대사 개선용 조성물 및 식품
US7413758B2 (en) * 2002-03-26 2008-08-19 Millercoors Llc Preparation of light stable hop products
US7258887B2 (en) * 2002-03-26 2007-08-21 Miller Brewing Company Preparation of light stable hops
WO2004037180A2 (en) * 2002-10-21 2004-05-06 Metaproteomics, Llc Compositions that treat or inhibit pathological conditions associated with inflammatory response
GB0306568D0 (en) * 2003-03-21 2003-04-30 Unilever Plc Compositions of natural products and use thereof
US7811610B2 (en) * 2003-05-22 2010-10-12 Metaproteomics, Llc Anti-inflammatory pharmaceutical compositions for reducing inflammation and the treatment or prevention of gastric toxicity
US7914831B2 (en) * 2004-02-27 2011-03-29 Metaproteomics, Llc Synergistic anti-inflammatory pharmaceutical compositions and related methods using curcuminoids or methylxanthines
US20050192356A1 (en) * 2004-02-27 2005-09-01 Babish John G. Synergistic anti-inflammatory pharmaceutical compositions and methods of use
US20090274778A1 (en) * 2004-11-13 2009-11-05 Babish John G Compositions Exhibiting Inhibition Of Cyclooxygenase-2
MX2008001903A (es) * 2005-08-09 2008-04-16 Metaproteomics Llc Modulacion de proteina cinasa por medio de lupulos y productos de acacia.
US20070154576A1 (en) * 2005-12-09 2007-07-05 Tripp Matthew L Protein kinase modulation by hops and Acacia products
CN101573128A (zh) * 2006-06-20 2009-11-04 麦特普罗泰欧米克斯有限公司 基于四氢异α酸蛋白激酶调节的癌症治疗
US20080051466A1 (en) * 2006-06-20 2008-02-28 Metaproteomics, Llc Isoalpha acid based protein kinase modulation cancer treatment
CN1966638B (zh) * 2006-11-11 2011-04-20 玉门拓璞科技开发有限责任公司 异构化二氧化碳酒花浸膏的生产方法
EP2626077A3 (de) * 2007-03-19 2013-11-20 Metaproteomics, LLC Zusammensetzungen zur Förderung der Gesundheit von Knochen und Gelenken
CA2686043A1 (en) 2007-05-11 2008-11-20 Metaproteomics, Llc Methods and compositions for heavy metal detoxification
MX2010006425A (es) * 2007-12-10 2010-08-31 Metaproteomics Llc Moduladores de proteina cinasa de objetivos multiples 1,3-ciclopentadiona-substituida de cancer, angiogenesis y las trayectorias inflamatorias asociadas con los mismos.
CN102066303A (zh) * 2008-04-02 2011-05-18 麦特普罗泰欧米克斯有限公司 取代1，3-环戊二酮减弱的内皮炎症以及内皮-单核细胞相互作用
WO2011059486A1 (en) 2009-11-13 2011-05-19 Kalamazoo Holdings, Inc. Process for the preparation of tetrahydroisohumulone compositions
ES2886057T3 (es) * 2010-05-21 2021-12-16 Coors Brewing Co Preparación de ácidos de lúpulo y sus derivados
GB201009873D0 (en) 2010-06-14 2010-07-21 Univ Leuven Kath Method for hydrogenation of isoalpha-acids (isohumulones) to hexahydro-iso-alpha-acids (hexahydro-isohumulones) by using heterogeneous ruthenium
GB201016430D0 (en) 2010-09-30 2010-11-17 Univ Leuven Kath Improved method for isomerisation of hop alpha-acids to iso-alpha-acids
US9222064B1 (en) 2014-08-18 2015-12-29 Hop Ting Resources, LLC Solvent-free processes for making light stable ISO-alpha-acids derivatives from both hop alpha-acids and beta-acids resins
CN110951559A (zh) * 2019-12-31 2020-04-03 齐鲁工业大学 一种通过添加四氢或六氢异构酒花浸膏提高啤酒泡沫性能的方法

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US3044879A (en) * 1959-02-11 1962-07-17 Miller Brewing Anactinic malt product and hop extract therefor
GB1145240A (en) * 1965-03-01 1969-03-12 Kalamazoo Spice Extract Co Hop flavours for malt beverages and the like
US4002683A (en) * 1971-05-03 1977-01-11 Kalsec, Inc. Process for isomerizing alpha acids to iso-alpha acids
US4123561A (en) * 1977-02-01 1978-10-31 S.S. Steiner, Inc. Method for processing hops for brewing
US4644084A (en) * 1984-01-25 1987-02-17 Miller Brewing Company Preparation of tetrahydroisohumulones
US4590296A (en) * 1984-01-25 1986-05-20 Miller Brewing Company Process for separation of beta-acids from extract containing alpha-acids and beta-acids
US4767640A (en) * 1985-10-29 1988-08-30 Miller Brewing Company Light stable hop extracts and method of preparation

Also Published As

Publication number Publication date
EP0442621A1 (de) 1991-08-21
PT96589B (pt) 1998-08-31
IE73636B1 (en) 1997-06-18
US5013571A (en) 1991-05-07
ATE138097T1 (de) 1996-06-15
PT96589A (pt) 1991-10-15
ES2087239T3 (es) 1996-07-16
JPH0737414B2 (ja) 1995-04-26
DE69119442T2 (de) 1996-09-26
DK0442621T3 (da) 1996-06-03
JPH05148178A (ja) 1993-06-15
EP0442621B1 (de) 1996-05-15
MX169175B (es) 1993-06-23
JP2525133B2 (ja) 1996-08-14
JPH0769965A (ja) 1995-03-14
GR3020279T3 (en) 1996-09-30
IE910312A1 (en) 1991-07-31

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Legal Events

Date Code Title Description
8364 No opposition during term of opposition
8327 Change in the person/name/address of the patent owner

Owner name: CULTOR LTD., HELSINKI, FI

8328 Change in the person/name/address of the agent

Free format text: DR.RER.NAT. RUEDIGER ZELLENTIN, DIPL.-ING. WIGER ZELLENTIN, DR. JUERGEN GRUSSDORF, 80331 MUENCHEN

8327 Change in the person/name/address of the patent owner

Owner name: HAAS HOP PRODUCTS, INC., WASHINGTON D.C., WASH., U

8328 Change in the person/name/address of the agent

Representative=s name: STIPPL PATENTANWAELTE, 90482 NUERNBERG