ES2402375T3 - Procesamiento del ajo - Google Patents
Procesamiento del ajo Download PDFInfo
- Publication number
- ES2402375T3 ES2402375T3 ES07824508T ES07824508T ES2402375T3 ES 2402375 T3 ES2402375 T3 ES 2402375T3 ES 07824508 T ES07824508 T ES 07824508T ES 07824508 T ES07824508 T ES 07824508T ES 2402375 T3 ES2402375 T3 ES 2402375T3
- Authority
- ES
- Spain
- Prior art keywords
- sulfur
- concentration
- polysulfides
- das4
- allicin
- 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.)
- Active
Links
- 240000002234 Allium sativum Species 0.000 title description 13
- 235000004611 garlic Nutrition 0.000 title description 11
- 238000012545 processing Methods 0.000 title description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 70
- 229920001021 polysulfide Polymers 0.000 claims abstract description 53
- 239000005077 polysulfide Substances 0.000 claims abstract description 50
- 150000008117 polysulfides Polymers 0.000 claims abstract description 50
- JDLKFOPOAOFWQN-VIFPVBQESA-N Allicin Natural products C=CCS[S@](=O)CC=C JDLKFOPOAOFWQN-VIFPVBQESA-N 0.000 claims abstract description 24
- JDLKFOPOAOFWQN-UHFFFAOYSA-N allicin Chemical compound C=CCSS(=O)CC=C JDLKFOPOAOFWQN-UHFFFAOYSA-N 0.000 claims abstract description 24
- 235000010081 allicin Nutrition 0.000 claims abstract description 24
- 239000000284 extract Substances 0.000 claims abstract description 11
- 238000004519 manufacturing process Methods 0.000 claims abstract description 11
- 239000000419 plant extract Substances 0.000 claims abstract description 6
- 239000011593 sulfur Substances 0.000 claims description 45
- 229910052717 sulfur Inorganic materials 0.000 claims description 45
- 238000000034 method Methods 0.000 claims description 28
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical group CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 14
- 150000001412 amines Chemical class 0.000 claims description 8
- 241000234282 Allium Species 0.000 claims description 7
- 238000010438 heat treatment Methods 0.000 claims description 7
- 150000001413 amino acids Chemical class 0.000 claims description 4
- 235000013311 vegetables Nutrition 0.000 abstract description 3
- 239000000523 sample Substances 0.000 description 24
- 238000006243 chemical reaction Methods 0.000 description 17
- 241000196324 Embryophyta Species 0.000 description 12
- 101100008874 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) DAS2 gene Proteins 0.000 description 10
- UBJVUCKUDDKUJF-UHFFFAOYSA-N Diallyl sulfide Natural products C=CCSCC=C UBJVUCKUDDKUJF-UHFFFAOYSA-N 0.000 description 9
- 239000000047 product Substances 0.000 description 8
- 230000000694 effects Effects 0.000 description 7
- 238000002474 experimental method Methods 0.000 description 7
- 235000020706 garlic extract Nutrition 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- 239000011159 matrix material Substances 0.000 description 7
- 238000011282 treatment Methods 0.000 description 7
- RMKCQUWJDRTEHE-UHFFFAOYSA-N Diallyltetrasulfane Chemical compound C=CCSSSSCC=C RMKCQUWJDRTEHE-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000001754 3-prop-2-enyldisulfanyldisulfanylprop-1-ene Substances 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 5
- 239000012086 standard solution Substances 0.000 description 5
- XUHLIQGRKRUKPH-GCXOYZPQSA-N Alliin Natural products N[C@H](C[S@@](=O)CC=C)C(O)=O XUHLIQGRKRUKPH-GCXOYZPQSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000006000 Garlic extract Substances 0.000 description 4
- XUHLIQGRKRUKPH-UHFFFAOYSA-N S-allyl-L-cysteine sulfoxide Natural products OC(=O)C(N)CS(=O)CC=C XUHLIQGRKRUKPH-UHFFFAOYSA-N 0.000 description 4
- 238000009825 accumulation Methods 0.000 description 4
- XUHLIQGRKRUKPH-DYEAUMGKSA-N alliin Chemical compound OC(=O)[C@@H](N)C[S@@](=O)CC=C XUHLIQGRKRUKPH-DYEAUMGKSA-N 0.000 description 4
- 235000015295 alliin Nutrition 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- PFRGXCVKLLPLIP-UHFFFAOYSA-N diallyl disulfide Chemical compound C=CCSSCC=C PFRGXCVKLLPLIP-UHFFFAOYSA-N 0.000 description 4
- UBAXRAHSPKWNCX-UHFFFAOYSA-N diallyl trisulfide Chemical compound C=CCSSSCC=C UBAXRAHSPKWNCX-UHFFFAOYSA-N 0.000 description 4
- 238000004128 high performance liquid chromatography Methods 0.000 description 4
- 238000011534 incubation Methods 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 108010092760 Alliin lyase Proteins 0.000 description 3
- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-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
- 239000003795 chemical substances by application Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- 230000001225 therapeutic effect Effects 0.000 description 3
- -1 2-methylpropenyl Chemical group 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 244000237986 Melia azadirachta Species 0.000 description 2
- 235000013500 Melia azadirachta Nutrition 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 230000001093 anti-cancer Effects 0.000 description 2
- 230000003115 biocidal effect Effects 0.000 description 2
- 230000004071 biological effect Effects 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 230000007123 defense Effects 0.000 description 2
- CPDTWYIIHJBBCB-UHFFFAOYSA-N di-2-propenyl pentasulfide Chemical compound C=CCSSSSSCC=C CPDTWYIIHJBBCB-UHFFFAOYSA-N 0.000 description 2
- WQOXQRCZOLPYPM-UHFFFAOYSA-N dimethyl disulfide Chemical compound CSSC WQOXQRCZOLPYPM-UHFFFAOYSA-N 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 230000004044 response Effects 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- XUHLIQGRKRUKPH-ULHQUTTKSA-N (2r)-2-azaniumyl-3-[(r)-prop-2-enylsulfinyl]propanoate Chemical compound OC(=O)[C@@H](N)C[S@](=O)CC=C XUHLIQGRKRUKPH-ULHQUTTKSA-N 0.000 description 1
- XDFZUXHZXUFQOS-UHFFFAOYSA-N 1-chloro-2-(2-chloroethyldisulfanyl)ethane Chemical compound ClCCSSCCCl XDFZUXHZXUFQOS-UHFFFAOYSA-N 0.000 description 1
- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 240000006108 Allium ampeloprasum Species 0.000 description 1
- 235000005254 Allium ampeloprasum Nutrition 0.000 description 1
- 244000291564 Allium cepa Species 0.000 description 1
- 235000010167 Allium cepa var aggregatum Nutrition 0.000 description 1
- 235000002732 Allium cepa var. cepa Nutrition 0.000 description 1
- 244000016163 Allium sibiricum Species 0.000 description 1
- 235000001270 Allium sibiricum Nutrition 0.000 description 1
- 240000007124 Brassica oleracea Species 0.000 description 1
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 1
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 1
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
- GSEBMLLGHBSQFW-UHFFFAOYSA-N Di-2-propenyl heptasulfide Chemical compound C=CCSSSSSSSCC=C GSEBMLLGHBSQFW-UHFFFAOYSA-N 0.000 description 1
- 241000557833 Hua gabonii Species 0.000 description 1
- 108090000856 Lyases Proteins 0.000 description 1
- 102000004317 Lyases Human genes 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- RUEMHHSAZHTSOK-UHFFFAOYSA-N di-2-propenyl hexasulfide Chemical compound C=CCSSSSSSCC=C RUEMHHSAZHTSOK-UHFFFAOYSA-N 0.000 description 1
- 230000004069 differentiation Effects 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002255 enzymatic effect Effects 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 230000035784 germination Effects 0.000 description 1
- 239000000383 hazardous chemical Substances 0.000 description 1
- 244000038280 herbivores Species 0.000 description 1
- CWMAKUHNGGQLGT-UHFFFAOYSA-N hydroxy-prop-2-enyl-sulfanylidene-$l^{4}-sulfane Chemical compound OS(=S)CC=C CWMAKUHNGGQLGT-UHFFFAOYSA-N 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000003750 molluscacide Substances 0.000 description 1
- 230000002013 molluscicidal effect Effects 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 239000005645 nematicide Substances 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- 238000010951 particle size reduction Methods 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 230000003334 potential effect Effects 0.000 description 1
- 238000004886 process control Methods 0.000 description 1
- 230000005588 protonation Effects 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000004936 stimulating effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- 230000000451 tissue damage Effects 0.000 description 1
- 231100000827 tissue damage Toxicity 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/22—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of hydropolysulfides or polysulfides
- C07C319/24—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of hydropolysulfides or polysulfides by reactions involving the formation of sulfur-to-sulfur bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C321/00—Thiols, sulfides, hydropolysulfides or polysulfides
- C07C321/12—Sulfides, hydropolysulfides, or polysulfides having thio groups bound to acyclic carbon atoms
- C07C321/18—Sulfides, hydropolysulfides, or polysulfides having thio groups bound to acyclic carbon atoms of an acyclic unsaturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C321/00—Thiols, sulfides, hydropolysulfides or polysulfides
- C07C321/22—Thiols, sulfides, hydropolysulfides, or polysulfides having thio groups bound to carbon atoms of rings other than six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Preparation Of Fruits And Vegetables (AREA)
- Fodder In General (AREA)
- Medicines Containing Plant Substances (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0622549 | 2006-11-11 | ||
| GB0622549A GB0622549D0 (en) | 2006-11-11 | 2006-11-11 | Industrial processing of plants |
| GB0711308A GB0711308D0 (en) | 2007-06-12 | 2007-06-12 | Garlic processing |
| GB0711308 | 2007-06-12 | ||
| PCT/GB2007/004279 WO2008059213A1 (en) | 2006-11-11 | 2007-11-09 | Garlic processing |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2402375T3 true ES2402375T3 (es) | 2013-05-03 |
Family
ID=38858572
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES07824508T Active ES2402375T3 (es) | 2006-11-11 | 2007-11-09 | Procesamiento del ajo |
| ES07824539.6T Active ES2578262T3 (es) | 2006-11-11 | 2007-11-12 | Polisulfanos alílicos |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES07824539.6T Active ES2578262T3 (es) | 2006-11-11 | 2007-11-12 | Polisulfanos alílicos |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US8658833B2 (https=) |
| EP (2) | EP2079686B1 (https=) |
| JP (3) | JP5414529B2 (https=) |
| AU (2) | AU2007320987B2 (https=) |
| DK (1) | DK2086929T3 (https=) |
| ES (2) | ES2402375T3 (https=) |
| GB (2) | GB2456269B (https=) |
| PL (1) | PL2086929T3 (https=) |
| WO (2) | WO2008059213A1 (https=) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009055677A1 (en) * | 2007-10-24 | 2009-04-30 | University Of South Florida | Antibacterial s-heterosubstituted disulfides |
| US9119872B2 (en) | 2012-11-26 | 2015-09-01 | M. A. Deepa | Garlic formulation and a process for preparing the same for treatment of diabetes |
| GB2599620B (en) * | 2020-08-04 | 2023-11-22 | Hayne Lane Ltd | Ectoparasiticide veterinary composition |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE754968A (nl) * | 1969-08-18 | 1971-02-18 | Int Flavors & Fragrances Inc | Werkwijze voor de bereiding van lookaroma's, alsmede voor het verlenen van een look-aroma aan een voedingsmiddel |
| IN144278B (https=) | 1975-11-27 | 1978-04-22 | Bhabha Atomic Research Centre | |
| US4551259A (en) | 1983-12-14 | 1985-11-05 | Mobil Oil Corporation | Phenolic antioxidants and lubricants containing same |
| JPS60258157A (ja) * | 1984-06-02 | 1985-12-20 | Riken Kagaku Kogyo Kk | トリサルファイド化合物の製造法 |
| BE903756A (fr) | 1985-12-02 | 1986-06-02 | Ferrando Jorge A S | Un nouveau tiquicide injectable et le procede utilise pour le produire. |
| JP2963730B2 (ja) * | 1990-06-22 | 1999-10-18 | 湧永製薬株式会社 | ポリスルフィド化合物及びこれを有効成分とする脂質過酸化抑制剤 |
| JP3079319B2 (ja) | 1991-08-14 | 2000-08-21 | 理研ヘルス株式会社 | 植物休眠打破剤 |
| US5530163A (en) * | 1995-01-23 | 1996-06-25 | Phillips Petroleum Company | Process for producing organic polysulfide compounds |
| HUP9700287A1 (en) | 1997-01-31 | 1998-11-30 | Kompozicio Ipari | Process for producing of synthetic alliaceous ethereal oil |
| JPH11222410A (ja) * | 1998-02-03 | 1999-08-17 | Riken Health Kk | 植物の枯損防除及び活性化剤 |
| US6511674B1 (en) | 1998-06-17 | 2003-01-28 | Anthony Arand | Garlic composition for foliar applications |
| HUP9802619A1 (hu) | 1998-11-11 | 2000-06-28 | KOMPOZÍCIÓ Ipari, Mezőgazdasági és Kereskedelmi Kft. | Eljárás szintetikus fokhagyma-illóolaj előállítására |
| DE19854427A1 (de) * | 1998-11-25 | 2000-05-31 | Basf Ag | Verfahren zur Herstellung von organischen Disulfiden |
| US6051739A (en) * | 1999-01-26 | 2000-04-18 | Phillips Petroleum Company | Process for producing organic polysulfides |
| US6555712B2 (en) | 2001-03-28 | 2003-04-29 | Indian Institute Of Technology | Process for the preparation of diorganotrisulfide |
| JP3725079B2 (ja) * | 2002-01-21 | 2005-12-07 | 株式会社 北海道バイオインダストリ− | ネギ属植物処理物 |
| CN1565430A (zh) | 2003-06-22 | 2005-01-19 | 毛友昌 | 大蒜素环糊精包合物、制剂及制备方法 |
| KR100508923B1 (ko) | 2003-06-27 | 2005-08-17 | 삼성에스디아이 주식회사 | 비수성 전해질 및 이를 포함하는 리튬 이차 전지 |
| US20050079095A1 (en) | 2003-10-09 | 2005-04-14 | Rosa Crovetto | Inhibition of corrosion in aqueous systems |
| FR2863144B1 (fr) * | 2003-12-09 | 2006-08-04 | Diana Vegetal | Biopesticide comprenant une composition riche en polysulfures de diallyle |
| GB2414912A (en) | 2004-06-11 | 2005-12-14 | Garlic Farms | Use of garlic extract for sytematic treatment of growing crops |
| GB0506759D0 (en) * | 2005-04-02 | 2005-05-11 | Medical Res Council | Combination treatment methods |
| GB0507227D0 (en) * | 2005-04-09 | 2005-05-18 | Ecospray Ltd | A pesticide and repellent |
| JP2007261983A (ja) | 2006-03-28 | 2007-10-11 | National Agriculture & Food Research Organization | デオキシグルコソン生成抑制剤 |
| CN100518507C (zh) | 2006-12-08 | 2009-07-29 | 罗山峰 | 含有有机多硫醚类化合物的组合物及其应用 |
-
2007
- 2007-11-09 AU AU2007320987A patent/AU2007320987B2/en active Active
- 2007-11-09 EP EP07824508A patent/EP2079686B1/en active Active
- 2007-11-09 ES ES07824508T patent/ES2402375T3/es active Active
- 2007-11-09 US US12/514,171 patent/US8658833B2/en active Active
- 2007-11-09 JP JP2009535800A patent/JP5414529B2/ja active Active
- 2007-11-09 WO PCT/GB2007/004279 patent/WO2008059213A1/en not_active Ceased
- 2007-11-09 GB GB0907967A patent/GB2456269B/en not_active Expired - Fee Related
- 2007-11-12 DK DK07824539.6T patent/DK2086929T3/en active
- 2007-11-12 GB GB0722185A patent/GB2443936B/en active Active
- 2007-11-12 JP JP2009535808A patent/JP5351036B2/ja active Active
- 2007-11-12 PL PL07824539.6T patent/PL2086929T3/pl unknown
- 2007-11-12 WO PCT/GB2007/004310 patent/WO2008059217A1/en not_active Ceased
- 2007-11-12 US US12/514,370 patent/US8101802B2/en active Active
- 2007-11-12 ES ES07824539.6T patent/ES2578262T3/es active Active
- 2007-11-12 AU AU2007320991A patent/AU2007320991B2/en active Active
- 2007-11-12 EP EP07824539.6A patent/EP2086929B1/en active Active
-
2013
- 2013-08-22 JP JP2013172307A patent/JP5689509B2/ja active Active
Also Published As
| Publication number | Publication date |
|---|---|
| WO2008059213A1 (en) | 2008-05-22 |
| GB2443936B (en) | 2011-02-16 |
| JP5689509B2 (ja) | 2015-03-25 |
| GB2456269A (en) | 2009-07-15 |
| US8101802B2 (en) | 2012-01-24 |
| WO2008059217A8 (en) | 2008-08-07 |
| EP2079686A1 (en) | 2009-07-22 |
| ES2578262T3 (es) | 2016-07-22 |
| AU2007320991B2 (en) | 2012-01-12 |
| PL2086929T3 (pl) | 2016-10-31 |
| AU2007320987B2 (en) | 2011-09-01 |
| AU2007320987A1 (en) | 2008-05-22 |
| GB0907967D0 (en) | 2009-06-24 |
| EP2086929B1 (en) | 2016-03-30 |
| AU2007320991A1 (en) | 2008-05-22 |
| JP5414529B2 (ja) | 2014-02-12 |
| JP2013256523A (ja) | 2013-12-26 |
| US20100069674A1 (en) | 2010-03-18 |
| EP2079686B1 (en) | 2013-01-02 |
| EP2086929A1 (en) | 2009-08-12 |
| WO2008059217A1 (en) | 2008-05-22 |
| JP2010509302A (ja) | 2010-03-25 |
| JP5351036B2 (ja) | 2013-11-27 |
| GB2443936A (en) | 2008-05-21 |
| DK2086929T3 (en) | 2016-07-04 |
| GB0722185D0 (en) | 2007-12-19 |
| GB2456269B (en) | 2011-09-28 |
| US20100274037A1 (en) | 2010-10-28 |
| JP2010509304A (ja) | 2010-03-25 |
| US8658833B2 (en) | 2014-02-25 |
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