JP5404995B2 - 植物のポリフェノール増量剤 - Google Patents
植物のポリフェノール増量剤 Download PDFInfo
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- JP5404995B2 JP5404995B2 JP2006217805A JP2006217805A JP5404995B2 JP 5404995 B2 JP5404995 B2 JP 5404995B2 JP 2006217805 A JP2006217805 A JP 2006217805A JP 2006217805 A JP2006217805 A JP 2006217805A JP 5404995 B2 JP5404995 B2 JP 5404995B2
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- polyphenol
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- 235000013824 polyphenols Nutrition 0.000 title claims abstract description 65
- 150000008442 polyphenolic compounds Chemical class 0.000 title claims abstract description 64
- 239000004606 Fillers/Extenders Substances 0.000 title claims description 28
- ZGXJTSGNIOSYLO-UHFFFAOYSA-N 88755TAZ87 Chemical compound NCC(=O)CCC(O)=O ZGXJTSGNIOSYLO-UHFFFAOYSA-N 0.000 claims abstract description 35
- 229960002749 aminolevulinic acid Drugs 0.000 claims abstract description 17
- 150000003839 salts Chemical class 0.000 claims abstract description 14
- 239000004480 active ingredient Substances 0.000 claims abstract description 12
- 230000001965 increasing effect Effects 0.000 claims description 20
- 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 13
- 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 12
- 239000001100 (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one Substances 0.000 claims description 11
- AIONOLUJZLIMTK-AWEZNQCLSA-N hesperetin Chemical compound C1=C(O)C(OC)=CC=C1[C@H]1OC2=CC(O)=CC(O)=C2C(=O)C1 AIONOLUJZLIMTK-AWEZNQCLSA-N 0.000 claims description 11
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- 229960001898 phytomenadione Drugs 0.000 description 1
- 229960005235 piperonyl butoxide Drugs 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- KYELCRMQMAPVJB-UHFFFAOYSA-N propyl 5-amino-4-oxopentanoate Chemical compound CCCOC(=O)CCC(=O)CN KYELCRMQMAPVJB-UHFFFAOYSA-N 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- RADKZDMFGJYCBB-UHFFFAOYSA-N pyridoxal hydrochloride Natural products CC1=NC=C(CO)C(C=O)=C1O RADKZDMFGJYCBB-UHFFFAOYSA-N 0.000 description 1
- 229940107700 pyruvic acid Drugs 0.000 description 1
- 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 1
- 235000021067 refined food Nutrition 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229960002477 riboflavin Drugs 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 235000020183 skimmed milk Nutrition 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229960004274 stearic acid Drugs 0.000 description 1
- 235000021012 strawberries Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 229960003495 thiamine Drugs 0.000 description 1
- DPJRMOMPQZCRJU-UHFFFAOYSA-M thiamine hydrochloride Chemical compound Cl.[Cl-].CC1=C(CCO)SC=[N+]1CC1=CN=C(C)N=C1N DPJRMOMPQZCRJU-UHFFFAOYSA-M 0.000 description 1
- 229960002663 thioctic acid Drugs 0.000 description 1
- 229960000984 tocofersolan Drugs 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- 229940070710 valerate Drugs 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 235000010374 vitamin B1 Nutrition 0.000 description 1
- 239000011691 vitamin B1 Substances 0.000 description 1
- 235000019163 vitamin B12 Nutrition 0.000 description 1
- 239000011715 vitamin B12 Substances 0.000 description 1
- 235000019164 vitamin B2 Nutrition 0.000 description 1
- 239000011716 vitamin B2 Substances 0.000 description 1
- 235000019160 vitamin B3 Nutrition 0.000 description 1
- 239000011708 vitamin B3 Substances 0.000 description 1
- 235000009492 vitamin B5 Nutrition 0.000 description 1
- 239000011675 vitamin B5 Substances 0.000 description 1
- 235000019158 vitamin B6 Nutrition 0.000 description 1
- 239000011726 vitamin B6 Substances 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- 235000001892 vitamin D2 Nutrition 0.000 description 1
- 239000011653 vitamin D2 Substances 0.000 description 1
- MECHNRXZTMCUDQ-RKHKHRCZSA-N vitamin D2 Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)/C=C/[C@H](C)C(C)C)=C\C=C1\C[C@@H](O)CCC1=C MECHNRXZTMCUDQ-RKHKHRCZSA-N 0.000 description 1
- 235000005282 vitamin D3 Nutrition 0.000 description 1
- 239000011647 vitamin D3 Substances 0.000 description 1
- QYSXJUFSXHHAJI-YRZJJWOYSA-N vitamin D3 Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C\C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-YRZJJWOYSA-N 0.000 description 1
- 235000012711 vitamin K3 Nutrition 0.000 description 1
- 239000011652 vitamin K3 Substances 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 229940011671 vitamin b6 Drugs 0.000 description 1
- 229940021056 vitamin d3 Drugs 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 235000004835 α-tocopherol Nutrition 0.000 description 1
- 239000002076 α-tocopherol Substances 0.000 description 1
- FYGDTMLNYKFZSV-BYLHFPJWSA-N β-1,4-galactotrioside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@H](CO)O[C@@H](O[C@@H]2[C@@H](O[C@@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-BYLHFPJWSA-N 0.000 description 1
- 235000007680 β-tocopherol Nutrition 0.000 description 1
- 239000011590 β-tocopherol Substances 0.000 description 1
- QUEDXNHFTDJVIY-DQCZWYHMSA-N γ-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-DQCZWYHMSA-N 0.000 description 1
- 239000002478 γ-tocopherol Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Cultivation Of Plants (AREA)
Description
R2R1NCH2COCH2CH2COR3 (1)
(式中、R1及びR2は各々独立に、水素原子、アルキル基、アシル基、アルコキシカルボニル基、アリール基又はアラルキル基を示し;R3はヒドロキシ基、置換基を有していてもよいアルコキシ基、アシルオキシ基、アルコキシカルボニルオキシ基、アリールオキシ基、アラルキルオキシ基又はアミノ基を示す。)
で表される5−アミノレブリン酸、その誘導体又はそれらの塩を有効成分として含有することを特徴とする、植物のポリフェノール増量剤を提供するものである。
コンテナ(縦0.75m、横0.5m)2個を用意し、それぞれに土を入れ、化成肥料(質量比率は、窒素分:リン分:カリウム分=15:15:15)を基肥とし、慣行法に従いピーマン(ナス科トウガラシ属、品種みおぎ)の苗を2ヶ月間栽培した。苗には毎日1回じょうろで水を与えた。収穫1ヶ月前に、1週間に1回、5−アミノレブリン酸塩酸塩をそれぞれ0(コントロール)又は1ppm含む水溶液に、展着剤アプローチBI(花王社製)を0.1質量%の割合で加え、各水溶液をコンテナ1個当たり50mL処理した。収穫後、ピーマンの3gをはさみで及び包丁を用いて細かく刻んだ後、蒸留水を加えてホモジナイズした。蒸留水で6mLにメスアップし(原液)、これを3等分して以下の(1)〜(3)の抽出方法に用いた。(1)原液2mLに酢酸エチル3mLを加え、3000rpm、10分間遠心して、上清をスピッツ管に移し、約60℃の温浴中につけ、窒素ガスにて乾固した。これにメタノール200μLおよび蒸留水100μL加え300μLとした。(2)原液2mLにメタノール2mLを加え、3000rpm、10分間遠心して、上清をスピッツ管に移し、約60℃の温浴中につけ、窒素ガスにて乾固した。これにメタノール200μLおよび蒸留水100μL加え300μLとした。(3)原液2mLに0.1N−塩酸1mLを加え、プラスチックチューブに移しドライブロックバスに96.5℃で1時間保持し加水分解を行った。これに酢酸エチル5mLを加え、3000rpm、10分間遠心して、上清をスピッツ管に移し、約60℃の温浴中につけ、窒素ガスにて乾固した。これにメタノール200μLおよび蒸留水100μL加え300μLとした。(1)〜(3)の試料は、高速液体クロマトグラフィー(HPLC)にて測定し(分析条件は、波長350nmを用い、溶離液はA液:80体積%メタノール/5体積%酢酸、B液10体積%メタノール/5体積%酢酸を用い、カラムはHichrom5C18、T898、4.6mm×150mm(LLOYD'S REGISTER QUALITY COMPANY社製)を用い、流速は1.0mL/min、カラム温度40℃で行った)、標準液から各濃度を算出した。表1には(1)から(3)の各々の抽出方法で測定した結果のうち最も高く抽出された値を記した。また、今回用いたポリフェノールの各濃度の総計をポリフェノール総量とした。
表1に示すように、本剤を処理したピーマンに含まれるポリフェノール総量は、コントロールの9.4倍に増加した。
生産圃場で栽培されている、なし(バラ科ナシ属、品種幸水)に対して収穫150日前に、2週間に1回、5−アミノレブリン酸塩酸塩をそれぞれ0(コントロール)又は3ppm含む水溶液に、展着剤アプローチBI(花王社製)を0.1質量%の割合で加え、各水溶液を散布量300L/反で処理した。収穫後、実施例1と同様にポリフェノール含有量をHPLCにより分析した。その結果を表2に示す。表2に示すように、本剤を処理したなしに含まれるポリフェノール総量は、コントロールの2.3倍に増加した。
生産圃場で栽培されている、枝豆(マメ科ダイズ属、品種白山)に対して収穫210日前に、開花後2週間に1回、5−アミノレブリン酸塩酸塩をそれぞれ0(コントロール)又は1ppm含む水溶液を散布量100L/反で処理した。収穫後、実施例1と同様にポリフェノール含有量をHPLCにより分析した。その結果を表3に示す。表3に示すように、本剤を処理した枝豆に含まれるポリフェノール総量は、コントロールの1.4倍に増加した。
生産圃場で栽培されている、茶(ツバキ科ツバキ属、品種やぶきた)に対して収穫210日前に、1ヶ月に1回、5−アミノレブリン酸塩酸塩をそれぞれ0(コントロール)又は3ppm含む水溶液を散布量100L/反で処理した。収穫後、実施例1と同様にポリフェノール含有量をHPLCにより分析した。その結果を表4に示す。表4に示すように、本剤を処理した茶葉に含まれるポリフェノール総量は、コントロールの1.1倍に増加した。
ハウス立茎栽培されている、4年生株のアスパラガス(ユリ科アスパラガス属、品種ウェルカム)に対して収穫150日前に、2週間に1回、5−アミノレブリン酸塩酸塩をそれぞれ0(コントロール)又は1ppm含む水溶液を散布量100L/反で処理した。収穫後、実施例1と同様にポリフェノール含有量をHPLCにより分析した。その結果を表5に示す。表5に示すように、本薬剤を処理したアスパラガスに含まれるポリフェノール総量は、コントロールの2.3倍に増加した。
コンテナ(縦0.75m、横0.5m)2個を用意し、それぞれに土を入れ、化成肥料(質量比率は、窒素分:リン分:カリウム分=15:15:15)を基肥とし、慣行法に従いパセリ(セリ科オランダセリ属、品種パラマウント)の種を植え、毎日1回じょうろで水を与えた。収穫1ヶ月前に、1週間に1回、5−アミノレブリン酸塩酸塩をそれぞれ0(コントロール)又は1ppm含む水溶液をコンテナ1個当たり50mL処理した。収穫後、実施例1と同様にポリフェノール含有量をHPLCにより分析した。その結果を表6に示す。表6に示すように、本薬剤を処理したパセリに含まれるポリフェノール総量は、コントロールの3.5倍に増加した。
コンテナ(縦0.75m、横0.5m)2個を用意し、それぞれに土を入れ、化成肥料(質量比率は、窒素分:リン分:カリウム分=15:15:15)を基肥とし、慣行法に従いとうがらし(ナス科トウガラシ属、品種ハバネロ)の苗を植え、毎日1回じょうろで水を与えた。収穫1ヶ月前に、1週間に1回、5−アミノレブリン酸塩酸塩をそれぞれ0(コントロール)又は1ppm含む水溶液をコンテナ1個当たり50mL処理した。収穫後、実施例1と同様にポリフェノール含有量をHPLCにより分析した。その結果を表7に示す。表7に示すように、本薬剤を処理したとうがらしに含まれるポリフェノール総量は、コントロールの1.4倍に増加した。
Claims (6)
- 5−アミノレブリン酸又はその塩を有効成分として含有することを特徴とする、ピーマン果実中の、クロロゲン酸、フェルラ酸、ルチン、ケルセチン又はヘスペレチンの含有量を増加させるポリフェノール増量剤。
- 5−アミノレブリン酸又はその塩を有効成分として含有することを特徴とする、なし果実中の、カフェー酸、フェルラ酸、アピゲニン又はイソラムネチンの含有量を増加させるポリフェノール増量剤。
- 5−アミノレブリン酸又はその塩を有効成分として含有することを特徴とする、枝豆の鞘内の豆中のヘスペレチンの含有量を増加させるポリフェノール増量剤。
- 5−アミノレブリン酸又はその塩を有効成分として含有することを特徴とする、茶葉中又はアスパラガスの茎中の、ルテオリン又はヘスペレチンの含有量を増加させるポリフェノール増量剤。
- 5−アミノレブリン酸又はその塩を有効成分として含有することを特徴とする、パセリの葉中の、ケルセチン又はヘスペレチンの含有量を増加させるポリフェノール増量剤。
- 葉、茎又は根から吸収させるものである請求項1〜5のいずれか1項に記載のポリフェノール増量剤。
Priority Applications (13)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2006217805A JP5404995B2 (ja) | 2006-08-10 | 2006-08-10 | 植物のポリフェノール増量剤 |
| PT07790944T PT2055188E (pt) | 2006-08-10 | 2007-07-18 | Agente para aumentar o teor em polifenol para plantas |
| ES07790944T ES2377081T3 (es) | 2006-08-10 | 2007-07-18 | Agente que aumenta el contenido en polifenol de plantas |
| KR1020097002584A KR101205669B1 (ko) | 2006-08-10 | 2007-07-18 | 식물의 폴리페놀 증량제 |
| CA2660298A CA2660298C (en) | 2006-08-10 | 2007-07-18 | Polyphenol-content-increasing agent for plant comprising 5-aminolevulinic acid or a derivative thereof |
| PL07790944T PL2055188T3 (pl) | 2006-08-10 | 2007-07-18 | Środek do roślin zwiększający zawartość polifenolu |
| AT07790944T ATE538649T1 (de) | 2006-08-10 | 2007-07-18 | Polyphenolgehaltsteigerndes mittel für pflanzen |
| CN2007800297849A CN101500422B (zh) | 2006-08-10 | 2007-07-18 | 植物用的多酚增量剂 |
| PCT/JP2007/064190 WO2008018273A1 (en) | 2006-08-10 | 2007-07-18 | Polyphenol-content-increasing agent for plant |
| EP07790944A EP2055188B1 (en) | 2006-08-10 | 2007-07-18 | Polyphenol-content-increasing agent for plants |
| AU2007282729A AU2007282729B2 (en) | 2006-08-10 | 2007-07-18 | Polyphenol-content-increasing agent for plant |
| US12/376,865 US8309493B2 (en) | 2006-08-10 | 2007-07-18 | Polyphenol-content-increasing agent for plant |
| BRPI0714848-8A BRPI0714848B1 (pt) | 2006-08-10 | 2007-07-18 | Uso de um derivado do ácido 5-aminolevulínico e método para aumentar o teor de polifenol em uma planta |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2006217805A JP5404995B2 (ja) | 2006-08-10 | 2006-08-10 | 植物のポリフェノール増量剤 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2008037839A JP2008037839A (ja) | 2008-02-21 |
| JP2008037839A5 JP2008037839A5 (ja) | 2009-05-21 |
| JP5404995B2 true JP5404995B2 (ja) | 2014-02-05 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006217805A Expired - Fee Related JP5404995B2 (ja) | 2006-08-10 | 2006-08-10 | 植物のポリフェノール増量剤 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US8309493B2 (ja) |
| EP (1) | EP2055188B1 (ja) |
| JP (1) | JP5404995B2 (ja) |
| KR (1) | KR101205669B1 (ja) |
| CN (1) | CN101500422B (ja) |
| AT (1) | ATE538649T1 (ja) |
| AU (1) | AU2007282729B2 (ja) |
| BR (1) | BRPI0714848B1 (ja) |
| CA (1) | CA2660298C (ja) |
| ES (1) | ES2377081T3 (ja) |
| PL (1) | PL2055188T3 (ja) |
| PT (1) | PT2055188E (ja) |
| WO (1) | WO2008018273A1 (ja) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5323539B2 (ja) | 2009-03-11 | 2013-10-23 | コスモ石油株式会社 | 農作物の収穫部位の収量向上剤 |
| WO2012003782A1 (en) | 2010-07-07 | 2012-01-12 | Jianmin Zhang | Compositions and methods of making and using the compositions for improving soil and/or plant growth and improved soil, improved plants, and/or improved seeds |
| AU2013298525B2 (en) | 2012-08-03 | 2017-12-14 | Photocure Asa | Compounds |
| JP5941007B2 (ja) * | 2013-03-28 | 2016-06-29 | コスモAla株式会社 | 5−アミノレブリン酸類含有固形肥料 |
| EP4206192A4 (en) * | 2020-08-25 | 2024-11-13 | Otsuka Pharmaceutical Co., Ltd. | EXTRACT CONTAINING KAEMPFEROL AGLYNONE |
| CN117736028B (zh) * | 2023-12-20 | 2024-11-15 | 四川农业大学 | 一种用于雷竹林下白及种植的肥料体系及白及种植方法 |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4892328A (ja) | 1972-03-17 | 1973-11-30 | ||
| JPS62111954A (ja) | 1985-11-09 | 1987-05-22 | Japan Spectroscopic Co | アミノレブリン酸の合成法 |
| JPH0276841A (ja) | 1988-09-09 | 1990-03-16 | Osaka Organic Chem Ind Ltd | アミノレブリン酸類の製造法 |
| JP2767318B2 (ja) * | 1990-04-11 | 1998-06-18 | 株式会社コスモ総合研究所 | 5―アミノレブリン酸アルキルエステル又はその塩及びその製造方法並びにこれを有効成分とする除草剤 |
| JP2613136B2 (ja) * | 1991-05-14 | 1997-05-21 | 株式会社コスモ総合研究所 | 植物成長促進剤 |
| JPH05117110A (ja) | 1991-10-23 | 1993-05-14 | Cosmo Sogo Kenkyusho:Kk | 除草剤及び除草方法 |
| DE4228084C1 (de) | 1992-08-24 | 1993-12-23 | Suedzucker Ag | Verfahren zur Herstellung von N-Acylderivaten der 5-Aminolävulinsäure sowie des Hydrochlorids der freien Säure |
| JP2660646B2 (ja) * | 1992-11-12 | 1997-10-08 | 株式会社コスモ総合研究所 | リンゴ果皮の着色向上剤及びリンゴ果皮の着色向上方法 |
| JP2747644B2 (ja) | 1993-08-19 | 1998-05-06 | 株式会社コスモ総合研究所 | 植物成長調節剤 |
| JPH07188133A (ja) | 1993-12-27 | 1995-07-25 | Asahi Chem Ind Co Ltd | δ−アミノレブリン酸またはその同族体の製造法 |
| JP2896963B2 (ja) * | 1994-11-28 | 1999-05-31 | 株式会社コスモ総合研究所 | 植物の耐塩性向上剤 |
| JP3650792B2 (ja) | 1995-09-27 | 2005-05-25 | コスモ石油株式会社 | 植物のオリゴ糖増量剤 |
| JPH08225408A (ja) * | 1995-12-26 | 1996-09-03 | Cosmo Sogo Kenkyusho:Kk | 植物のクロロフィル含量向上方法 |
| JP3026190B2 (ja) | 1997-05-27 | 2000-03-27 | 株式会社コスモ総合研究所 | 5−アミノレブリン酸生産微生物及びこれを用いた5−アミノレブリン酸の製造法 |
| DE19927571A1 (de) | 1999-06-17 | 2000-12-21 | Basf Ag | Verfahren zur Herstellung von Pflanzen mit erhöhtem Gehalt an Flavonoiden und phenolischen Inhaltsstoffen |
| KR100365151B1 (ko) | 2000-05-08 | 2003-02-11 | 김형락 | 어류 병원성 세균과 바이러스의 감염 예방 및 치료를 위한δ-아미노레불린산의 신규한 용도 |
| GB0018528D0 (en) | 2000-07-27 | 2000-09-13 | Photocure Asa | Compounds |
| JP4754731B2 (ja) | 2001-07-31 | 2011-08-24 | コスモ石油株式会社 | 豚成育促進剤及び豚成育促進方法 |
| JP2006217805A (ja) | 2005-02-08 | 2006-08-24 | Sumitomo Chemical Co Ltd | 光学活性2−ハロカルボン酸化合物の製造方法 |
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- 2007-07-18 PL PL07790944T patent/PL2055188T3/pl unknown
- 2007-07-18 KR KR1020097002584A patent/KR101205669B1/ko not_active Expired - Fee Related
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- 2007-07-18 US US12/376,865 patent/US8309493B2/en not_active Expired - Fee Related
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Also Published As
| Publication number | Publication date |
|---|---|
| EP2055188B1 (en) | 2011-12-28 |
| CA2660298C (en) | 2014-09-23 |
| JP2008037839A (ja) | 2008-02-21 |
| BRPI0714848B1 (pt) | 2018-02-06 |
| CN101500422A (zh) | 2009-08-05 |
| ATE538649T1 (de) | 2012-01-15 |
| CN101500422B (zh) | 2012-10-10 |
| WO2008018273A1 (en) | 2008-02-14 |
| PL2055188T3 (pl) | 2012-08-31 |
| BRPI0714848A2 (pt) | 2013-04-09 |
| PT2055188E (pt) | 2012-03-05 |
| US20100173780A1 (en) | 2010-07-08 |
| US8309493B2 (en) | 2012-11-13 |
| AU2007282729A1 (en) | 2008-02-14 |
| EP2055188A4 (en) | 2010-02-10 |
| KR20090048582A (ko) | 2009-05-14 |
| AU2007282729B2 (en) | 2012-01-19 |
| KR101205669B1 (ko) | 2012-11-27 |
| ES2377081T3 (es) | 2012-03-22 |
| EP2055188A1 (en) | 2009-05-06 |
| CA2660298A1 (en) | 2008-02-14 |
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