JPH06279212A - Yield increasing agent and method - Google Patents
Yield increasing agent and methodInfo
- Publication number
- JPH06279212A JPH06279212A JP2374493A JP2374493A JPH06279212A JP H06279212 A JPH06279212 A JP H06279212A JP 2374493 A JP2374493 A JP 2374493A JP 2374493 A JP2374493 A JP 2374493A JP H06279212 A JPH06279212 A JP H06279212A
- Authority
- JP
- Japan
- Prior art keywords
- naringenin
- formula
- monoglucoside
- naringin
- yield
- 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
Links
- 238000000034 method Methods 0.000 title claims description 6
- FTVWIRXFELQLPI-ZDUSSCGKSA-N (S)-naringenin Chemical compound C1=CC(O)=CC=C1[C@H]1OC2=CC(O)=CC(O)=C2C(=O)C1 FTVWIRXFELQLPI-ZDUSSCGKSA-N 0.000 claims abstract description 47
- WGEYAGZBLYNDFV-UHFFFAOYSA-N naringenin Natural products C1(=O)C2=C(O)C=C(O)C=C2OC(C1)C1=CC=C(CC1)O WGEYAGZBLYNDFV-UHFFFAOYSA-N 0.000 claims abstract description 47
- 235000007625 naringenin Nutrition 0.000 claims abstract description 47
- 229940117954 naringenin Drugs 0.000 claims abstract description 47
- DFPMSGMNTNDNHN-ZPHOTFPESA-N naringin Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1O[C@H]1[C@H](OC=2C=C3O[C@@H](CC(=O)C3=C(O)C=2)C=2C=CC(O)=CC=2)O[C@H](CO)[C@@H](O)[C@@H]1O DFPMSGMNTNDNHN-ZPHOTFPESA-N 0.000 claims abstract description 22
- 239000001606 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chroman-4-one Substances 0.000 claims abstract description 20
- 229930019673 naringin Natural products 0.000 claims abstract description 20
- 229940052490 naringin Drugs 0.000 claims abstract description 20
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 11
- 239000004480 active ingredient Substances 0.000 claims description 6
- 238000003306 harvesting Methods 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 229930182470 glycoside Natural products 0.000 abstract description 5
- 150000002338 glycosides Chemical class 0.000 abstract description 5
- 235000006040 Prunus persica var persica Nutrition 0.000 abstract description 3
- 229930003935 flavonoid Natural products 0.000 abstract description 3
- 235000017173 flavonoids Nutrition 0.000 abstract description 3
- 150000002215 flavonoids Chemical class 0.000 abstract description 3
- 239000002253 acid Substances 0.000 abstract description 2
- 238000000605 extraction Methods 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 abstract 5
- 244000276331 Citrus maxima Species 0.000 abstract 1
- 235000001759 Citrus maxima Nutrition 0.000 abstract 1
- 240000006413 Prunus persica var. persica Species 0.000 abstract 1
- 235000013339 cereals Nutrition 0.000 abstract 1
- 235000013399 edible fruits Nutrition 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 235000013311 vegetables Nutrition 0.000 abstract 1
- 241000196324 Embryophyta Species 0.000 description 15
- 239000007864 aqueous solution Substances 0.000 description 9
- 244000221633 Brassica rapa subsp chinensis Species 0.000 description 7
- 235000010149 Brassica rapa subsp chinensis Nutrition 0.000 description 7
- 239000003153 chemical reaction reagent Substances 0.000 description 5
- 235000000536 Brassica rapa subsp pekinensis Nutrition 0.000 description 4
- 244000088415 Raphanus sativus Species 0.000 description 4
- 235000006140 Raphanus sativus var sativus Nutrition 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 229920001353 Dextrin Polymers 0.000 description 3
- 239000004375 Dextrin Substances 0.000 description 3
- 208000012868 Overgrowth Diseases 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 244000300264 Spinacia oleracea Species 0.000 description 3
- 235000009337 Spinacia oleracea Nutrition 0.000 description 3
- 235000019425 dextrin Nutrition 0.000 description 3
- 230000035784 germination Effects 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 244000144730 Amygdalus persica Species 0.000 description 2
- 240000000560 Citrus x paradisi Species 0.000 description 2
- 102000000340 Glucosyltransferases Human genes 0.000 description 2
- 108010055629 Glucosyltransferases Proteins 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003337 fertilizer Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 108010001078 naringinase Proteins 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 239000001100 (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one Substances 0.000 description 1
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- 244000291564 Allium cepa Species 0.000 description 1
- 235000002732 Allium cepa var. cepa Nutrition 0.000 description 1
- 235000017060 Arachis glabrata Nutrition 0.000 description 1
- 244000105624 Arachis hypogaea Species 0.000 description 1
- 235000010777 Arachis hypogaea Nutrition 0.000 description 1
- 235000018262 Arachis monticola Nutrition 0.000 description 1
- 235000000832 Ayote Nutrition 0.000 description 1
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 1
- 235000011293 Brassica napus 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
- 240000008100 Brassica rapa Species 0.000 description 1
- 235000000540 Brassica rapa subsp rapa Nutrition 0.000 description 1
- 244000241235 Citrullus lanatus Species 0.000 description 1
- 235000012828 Citrullus lanatus var citroides Nutrition 0.000 description 1
- 235000005979 Citrus limon Nutrition 0.000 description 1
- 244000131522 Citrus pyriformis Species 0.000 description 1
- 241001672694 Citrus reticulata Species 0.000 description 1
- 241000219112 Cucumis Species 0.000 description 1
- 235000015510 Cucumis melo subsp melo Nutrition 0.000 description 1
- 240000008067 Cucumis sativus Species 0.000 description 1
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 description 1
- 240000004244 Cucurbita moschata Species 0.000 description 1
- 235000009854 Cucurbita moschata Nutrition 0.000 description 1
- 235000009804 Cucurbita pepo subsp pepo Nutrition 0.000 description 1
- SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Natural products CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 description 1
- 244000000626 Daucus carota Species 0.000 description 1
- 235000002767 Daucus carota Nutrition 0.000 description 1
- 240000008620 Fagopyrum esculentum Species 0.000 description 1
- 235000009419 Fagopyrum esculentum Nutrition 0.000 description 1
- MFQIWHVVFBCURA-UHFFFAOYSA-N Floribundoside Natural products OC1C(O)C(O)C(CO)OC1OC1=CC(O)=CC2=C1C(=O)CC(C=1C=CC(O)=CC=1)O2 MFQIWHVVFBCURA-UHFFFAOYSA-N 0.000 description 1
- 235000016623 Fragaria vesca Nutrition 0.000 description 1
- 240000009088 Fragaria x ananassa Species 0.000 description 1
- 235000011363 Fragaria x ananassa Nutrition 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- QUQPHWDTPGMPEX-UHFFFAOYSA-N Hesperidine Natural products C1=C(O)C(OC)=CC=C1C1OC2=CC(OC3C(C(O)C(O)C(COC4C(C(O)C(O)C(C)O4)O)O3)O)=CC(O)=C2C(=O)C1 QUQPHWDTPGMPEX-UHFFFAOYSA-N 0.000 description 1
- 240000005979 Hordeum vulgare Species 0.000 description 1
- 235000007340 Hordeum vulgare Nutrition 0.000 description 1
- 244000017020 Ipomoea batatas Species 0.000 description 1
- 235000002678 Ipomoea batatas Nutrition 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- SHZGCJCMOBCMKK-JFNONXLTSA-N L-rhamnopyranose Chemical group C[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O SHZGCJCMOBCMKK-JFNONXLTSA-N 0.000 description 1
- PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Natural products CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 description 1
- 240000008415 Lactuca sativa Species 0.000 description 1
- 235000003228 Lactuca sativa Nutrition 0.000 description 1
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
- 241000220225 Malus Species 0.000 description 1
- 235000011430 Malus pumila Nutrition 0.000 description 1
- 235000015103 Malus silvestris Nutrition 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- 229930182473 O-glycoside Natural products 0.000 description 1
- 150000008444 O-glycosides Chemical class 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 241000178960 Paenibacillus macerans Species 0.000 description 1
- 244000046052 Phaseolus vulgaris Species 0.000 description 1
- 240000004713 Pisum sativum Species 0.000 description 1
- 235000010582 Pisum sativum Nutrition 0.000 description 1
- 240000003768 Solanum lycopersicum Species 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 235000021536 Sugar beet Nutrition 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 244000098338 Triticum aestivum Species 0.000 description 1
- 235000010749 Vicia faba Nutrition 0.000 description 1
- 240000006677 Vicia faba Species 0.000 description 1
- 235000002098 Vicia faba var. major Nutrition 0.000 description 1
- 241000219094 Vitaceae Species 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- FJJCIZWZNKZHII-UHFFFAOYSA-N [4,6-bis(cyanoamino)-1,3,5-triazin-2-yl]cyanamide Chemical compound N#CNC1=NC(NC#N)=NC(NC#N)=N1 FJJCIZWZNKZHII-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- QUQPHWDTPGMPEX-UTWYECKDSA-N aurantiamarin Natural products COc1ccc(cc1O)[C@H]1CC(=O)c2c(O)cc(O[C@@H]3O[C@H](CO[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)cc2O1 QUQPHWDTPGMPEX-UTWYECKDSA-N 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000037396 body weight Effects 0.000 description 1
- 230000028446 budding cell bud growth Effects 0.000 description 1
- 229920001429 chelating resin Polymers 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- APSNPMVGBGZYAJ-GLOOOPAXSA-N clematine Natural products COc1cc(ccc1O)[C@@H]2CC(=O)c3c(O)cc(O[C@@H]4O[C@H](CO[C@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)cc3O2 APSNPMVGBGZYAJ-GLOOOPAXSA-N 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 235000021021 grapes Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- QUQPHWDTPGMPEX-QJBIFVCTSA-N hesperidin Chemical compound C1=C(O)C(OC)=CC=C1[C@H]1OC2=CC(O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](CO[C@H]4[C@@H]([C@H](O)[C@@H](O)[C@H](C)O4)O)O3)O)=CC(O)=C2C(=O)C1 QUQPHWDTPGMPEX-QJBIFVCTSA-N 0.000 description 1
- 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 description 1
- 229940025878 hesperidin Drugs 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000005645 nematicide Substances 0.000 description 1
- ARGKVCXINMKCAZ-UHFFFAOYSA-N neohesperidine Natural products C1=C(O)C(OC)=CC=C1C1OC2=CC(OC3C(C(O)C(O)C(CO)O3)OC3C(C(O)C(O)C(C)O3)O)=CC(O)=C2C(=O)C1 ARGKVCXINMKCAZ-UHFFFAOYSA-N 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 235000020232 peanut Nutrition 0.000 description 1
- 239000007981 phosphate-citrate buffer Substances 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
- 239000005648 plant growth regulator Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 235000015136 pumpkin Nutrition 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000005918 transglycosylation reaction Methods 0.000 description 1
Landscapes
- Saccharide Compounds (AREA)
- Pyrane Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は作物の増収剤および増収
方法に関する。さらに詳しく言えば、フラボノイド類の
１種であるナリンゲニンおよびその７位のＯ−配糖体を
使用する作物の増収剤および増収方法に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a crop yield increasing agent and a yield increasing method. More specifically, the present invention relates to a crop harvesting agent and a harvesting method that use one of flavonoids, naringenin, and the O-glycoside at the 7-position thereof.
【０００２】[0002]
【従来の技術およびその課題】従来、次式2. Description of the Related Art Conventionally, the following equation
【化３】 [Chemical 3]
【０００３】（式中、ＲＧはラムノグルコシド（Ｃ12Ｈ
21Ｏ9 −）を表わす。）で示されるヘスペリジン等の配
糖体が植物の徒長、ツルボケ、過繁茂を防止し、その結
果として枝豆等の増収に有効であることが、特開昭55-6
4504号公報に開示されている。しかしながら、その増収
効果は必ずしも充分なものとは言えない。従って、本発
明の課題は、より改善された作物の増収剤および増収方
法を提供することにある。(In the formula, RG is rhamnoglucoside (C 12 H
21 O 9 −). ), The glycosides such as hesperidin prevent plant overgrowth, vine bloom, and overgrowth, and as a result, are effective in increasing the yield of edamame and the like.
It is disclosed in Japanese Patent No. 4504. However, the effect of increasing the revenue is not always sufficient. Therefore, an object of the present invention is to provide a more improved crop harvesting agent and method.
【０００４】[0004]
【課題を解決するための手段】本発明者らは、フラボノ
イド類の１種でありザボンの花などに含まれている配糖
体ナリンギン、該ナリンギンから誘導されるナリンゲニ
ンおよびその７位の０−配糖体が作物の増収に有効であ
ることを見出し本発明を完成した。Means for Solving the Problems The present inventors have found that the glycoside naringin, which is one of the flavonoids and is contained in pomelo flowers, naringenin derived from the naringin and its 0-position. The inventors have found that glycosides are effective in increasing the yield of crops and completed the present invention.
【０００５】すなわち、本発明は １）次式 (I)That is, the present invention is as follows: 1) The following formula (I)
【化４】 ［式中、Ａはラムノグルコシド、水素原子、モノグルコ
シドまたはポリグルコシドを表わす。］で示されるナリ
ンギン、ナリンゲニン、ナリンゲニンモノグルコシドま
たはナリンゲニントランスグルコシドを有効成分として
含有することを特徴とする作物の増収剤、および[Chemical 4] [In the formula, A represents a rhamnoglucoside, a hydrogen atom, a monoglucoside or a polyglucoside. ] A crop harvesting agent characterized by containing naringin, naringenin, naringenin monoglucoside or naringenin transglucoside as an active ingredient, and
【０００６】２）前記式 (I)で示されるナリンギン、ナ
リンゲニン、ナリンゲニンモノグルコシドまたはナリン
ゲニントランスグルコシドを施すことを特徴とする作物
の増収方法である。2) A method for increasing the yield of crops, which comprises applying naringin, naringenin, naringenin monoglucoside or naringenin transglucoside represented by the formula (I).
【０００７】本発明によれば、ナリンギン、ナリンゲニ
ン、ナリンゲニンモノグルコシドおよびナリンゲニント
ランスグルコシドを有効成分とする増収剤は、ダイコ
ン、テンサイ、カブ、ニンジン、ホウレンソウ、チンゲ
ンサイ、チシャ、ソバ、エンドウ、ソラマメ、インゲ
ン、ダイズ、ラッカセイ、サツマイモ、ジャガイモ、イ
チゴ、キュウリ、メロン、スイカ、カボチャ、タバコ、
トマト、レタス、キャベツ、ハクサイ、ネギ、ブドウ、
レモン、ミカン、リンゴ、モモ、イネ、コムギ、オオム
ギ、トウモロコシ等の作物の増収に有効である。According to the present invention, the revenue-increasing agent containing naringin, naringenin, naringenin monoglucoside and naringenin transglucoside as active ingredients is radish, sugar beet, turnip, carrot, spinach, bok choy, chisha, buckwheat, pea, broad bean, and kidney bean. , Soybean, peanut, sweet potato, potato, strawberry, cucumber, melon, watermelon, pumpkin, tobacco,
Tomatoes, lettuce, cabbage, Chinese cabbage, green onions, grapes,
It is effective in increasing the yield of crops such as lemon, mandarin orange, apple, peach, rice, wheat, barley, and corn.
【０００８】本発明において用いられる、前記式 (I)に
おいてＡがラムノグルコシド（ＲＧ）である配糖体ナリ
ンギン(II)はザボン類の花果皮等に含まれており、抽出
法により単離することができる。また、本発明において
用いられる式 (I)においてＡが水素原子であるナリンゲ
ニン(III) はモモの生樹皮などに含まれているものを抽
出単離できるほか、例えばナリンギン(II)を希酸で加水
分解して得ることができる。The glycoside naringin (II), in which A is rhamnoglucoside (RG) in the above formula (I) used in the present invention, is contained in the pericarp of the pomelo and is isolated by an extraction method. can do. In addition, in the formula (I) used in the present invention, Naringenin (III) in which A is a hydrogen atom can be extracted and isolated from those contained in raw bark of peach, and for example, Naringin (II) can be diluted with dilute acid. It can be obtained by hydrolysis.
【０００９】[0009]
【化５】 [Chemical 5]
【００１０】また、式 (I)においてＡがモノグルコシド
（Ｇ）であるナリンゲニンモノグルコシド(IV)は、例え
ば下記の工程に従って、ナリンギン(II)の７位の糖残基
であるラムノグルコース（ＲＧ）の末端ラムノース
（Ｒ）を、ナリンギナーゼを用いて遊離させることによ
り得ることができる。Further, in the formula (I), naringenin monoglucoside (IV) in which A is monoglucoside (G) is, for example, rhamnoglucose (7) sugar residue of naringin (II) according to the following steps. It can be obtained by releasing the terminal rhamnose (R) of RG) with naringinase.
【００１１】[0011]
【化６】 [Chemical 6]
【００１２】更に、式（Ｉ）においてＡがポリグルコシ
ド（（Ｇ）n ：ｎは２以上の整数、通常２〜１０の整数
の混合物である。）を表わすナリンゲニントランスグル
コシド(V) は、例えば、前記ナリンゲニンモノグルコシ
ド(IV)の水溶液にデキストリンを加え、グルコシルトラ
ンスフェラーゼを添加して糖転移反応を行うことにより
得ることができる。Further, in the formula (I), naringenin transglucoside (V) represented by A represents a polyglucoside ((G) n: n is a mixture of integers of 2 or more, usually 2 to 10) is, for example, It can be obtained by adding dextrin to the aqueous solution of naringenin monoglucoside (IV) and adding glucosyltransferase to carry out a transglycosylation reaction.
【００１３】本発明に従って作物の増収を図るには、ナ
リンギン、ナリンゲニン、ナリンゲニンモノグルコシド
またはナリンゲニントランスグルコシドを、通常適当な
担体、例えばクレー、珪藻土、シリカ、肥料要素等の固
体担体、水、アルコール類等の液体担体などに担持さ
せ、必要により界面活性剤等の製剤用補助剤を加えて製
剤化したものを、作物の成長期に茎葉部に散布し、ある
いは土壌に施して用いるのが一般的である。該製剤中の
有効成分量は特に限定されないが、通常0.01〜８０重量
％、好ましくは0.05〜５０重量％である。In order to increase the yield of crops according to the present invention, naringin, naringenin, naringenin monoglucoside or naringenin transglucoside are usually used as a suitable carrier such as clay, diatomaceous earth, silica, solid carrier such as fertilizer element, water and alcohols. It is generally used by supporting it on a liquid carrier such as, and adding a formulation auxiliary agent such as a surfactant if necessary, and then spraying it on the foliage during the growing season of the crop or applying it to the soil. Is. The amount of the active ingredient in the formulation is not particularly limited, but is usually 0.01 to 80% by weight, preferably 0.05 to 50% by weight.
【００１４】作物を増収させるのに用いられるナリンギ
ン、ナリンゲニン、ナリンゲニングルコシドまたはナリ
ンゲニントランスグルコシドの有効量は、対象となる作
物の種類、生育時期、各種の気象条件や生育条件等によ
り異なり一概に言えないが、一般に 0.5〜５００ｇ／ａ
程度である。本発明においては、ナリンギン、ナリンゲ
ニン、ナリンゲニンモノグルコシドまたはナリンゲニン
トランスグルコシドを有効成分として含有する製剤は２
種以上を併用することもできる。本発明の作物の増収剤
は、肥料、土壌改良剤、殺菌剤、殺虫剤、殺線虫剤、植
物生長調節剤等と混合して用いることもできる。なお、
ナリンギン、ナリンゲニン、ナリンゲニンモノグルコシ
ドおよびナリンゲニントランスグルコシドは、作物の増
収以外にも、植物の花芽発育促進、植物の徒長防止等の
植物生長調節作用や殺菌作用なども有しており、植物生
長調節剤や植物病害防除剤の有効成分として用いること
もできる。The effective amount of naringin, naringenin, naringenin glucoside or naringenin transglucoside used to increase the yield of crops varies depending on the type of crops to be grown, growing season, various weather conditions and growing conditions, etc. Is generally 0.5-500 g / a
It is a degree. In the present invention, a preparation containing naringin, naringenin, naringenin monoglucoside or naringenin transglucoside as an active ingredient is 2
It is also possible to use two or more species together. The crop yield-increasing agent of the present invention can also be used as a mixture with fertilizers, soil conditioners, fungicides, insecticides, nematicides, plant growth regulators and the like. In addition,
Naringin, naringenin, naringenin monoglucoside and naringenin transglucoside, in addition to increasing the yield of crops, have plant bud growth promotion and plant growth regulating actions such as prevention of overgrowth of plants and bactericidal action. It can also be used as an active ingredient of a plant disease controlling agent.
【００１５】[0015]
【実施例】次に、本発明を製造例および試験例により詳
細に説明するが、本発明は以下の例のみに限定されるも
のではない。 製造例：ナリンゲニンモノグルコシドおよびナリンゲニ
ントランスグルコシドの調製The present invention will now be described in detail with reference to production examples and test examples, but the present invention is not limited to the following examples. Production example: Preparation of naringenin monoglucoside and naringenin transglucoside
【００１６】ナリンギン１ｇを蒸留水１リットルに懸濁
させ、これに５ｇのデキストリンを加え、オートクレー
ブにて加熱溶解させた。この水溶液を 0.1Ｍ塩酸にてｐ
Ｈ 4.5に調節した後、ナリンギナーゼを１ｇ添加し、６
０℃に１０時間保つことによりナリンゲニンモノグルコ
シド水溶液を得た。また、得られた水溶液２５０ｍｇを
４００mlの蒸留水で希釈し、さらに１０ｇのデキストリ
ンを加え、リン酸−クエン酸緩衝液にてｐＨ 6.0に調節
した後、バチルス・マセランス（Bacillus macerans ）
IFO 3490由来のグルコシルトランスフェラーゼ 0.1ｇを
添加し４５℃に１２時間保つことにより、ナリンゲニン
トランスグルコシドの水溶液を得た。ナリンゲニンモノ
グルコシドおよびナリンゲニントランスグルコシドは、
粗製品のまま使用することもできるが、必要によりアン
バーライトＸＡＤ−４（アルドリッチ社等で市販されて
いるイオン交換樹脂）を用いたカラムクロマトグラフィ
ーにより不純物を除去して精製することもできる。1 g of naringin was suspended in 1 liter of distilled water, to which 5 g of dextrin was added and dissolved by heating in an autoclave. P with this aqueous solution with 0.1 M hydrochloric acid
After adjusting to H 4.5, 1 g of naringinase was added,
By keeping it at 0 ° C. for 10 hours, an aqueous solution of naringenin monoglucoside was obtained. In addition, 250 mg of the obtained aqueous solution was diluted with 400 ml of distilled water, 10 g of dextrin was further added, and the pH was adjusted to 6.0 with a phosphate-citrate buffer solution, and then Bacillus macerans.
An aqueous solution of naringenin transglucoside was obtained by adding 0.1 g of glucosyltransferase derived from IFO 3490 and keeping it at 45 ° C. for 12 hours. Naringenin monoglucoside and naringenin transglucoside are
The crude product can be used as it is, but if necessary, it can also be purified by removing impurities by column chromatography using Amberlite XAD-4 (an ion exchange resin commercially available from Aldrich, etc.).
【００１７】試験例１ ホウレンソウ（品種：ノーベル）を播種し、発芽後１回
間引きを行い各処理区とも２０植物体の密度（畝幅６０
cm）で栽植維持した。間引き後３日間経過した時点で、
供試薬剤の 1000ppm水溶液を各植物体に１０mlずつ茎葉
部全面に噴霧処理した。その後さらに１０日間隔で２回
薬剤処理し、最後の３回目の処理後１週間でホウレンソ
ウを収穫して植物体重量を測定した。結果を表１に示
す。なお、表１の結果は、薬剤無処理区の植物体重量4
0.0ｇ（２０個体の平均測定値）を１００とした指数で
示した。Test Example 1 Spinach (variety: Nobel) was sown, thinning was performed once after germination, and each treatment group had a density of 20 plants (ridge width 60
(cm) planted and maintained. 3 days after thinning,
A 1000 ppm aqueous solution of the test reagent was spray-treated on the entire surface of the foliage of each plant in an amount of 10 ml. Thereafter, the drug was further treated twice at 10-day intervals, and spinach was harvested one week after the last third treatment, and the weight of the plant was measured. The results are shown in Table 1. The results in Table 1 show that the weight of the plant in the chemical-untreated area was 4
An index is shown with 0.0 g (average measured value of 20 individuals) as 100.
【００１８】[0018]
【表１】 [Table 1]
【００１９】試験例２ 二十日大根（品種：赤丸二十日大根コメット）を播種
し、２回間引きを行い各処理区とも１０植物体の密度
（畝幅６０cm）で栽植維持した。２回目の間引き時に、
供試薬剤の 1000ppm水溶液を各植物体に１０mlずつ茎葉
部全面に噴霧処理した。その後さらに１週間間隔で２回
薬剤処理し、最後の３回目の処理後１週間で二十日大根
の根重量を測定した。結果を表２に示す。なお、表２の
結果は、薬剤無処理区の根重量14.3ｇ（２０個体の平均
測定値）を１００とした指数で示した。Test Example 2 20-day radish (variety: Akamaru 20-day radish comet) was sown, thinned twice, and each plant was maintained at a density of 10 plants (ridge width 60 cm). During the second thinning,
A 1000 ppm aqueous solution of the test reagent was spray-treated on the entire surface of the foliage of each plant in an amount of 10 ml. Thereafter, the drug was further treated twice at 1-week intervals, and the root weight of radish was measured 20 days after the last third treatment. The results are shown in Table 2. The results in Table 2 are shown as an index with the root weight of the chemical-untreated section being 14.3 g (average measured value of 20 individuals) as 100.
【００２０】[0020]
【表２】 [Table 2]
【００２１】試験例３ ハクサイ（品種：山東白菜）を播種し、発芽２日後に間
引きを行い各処理区とも１０植物体の密度（畝幅８０c
m）で栽植維持した。播種１週間後に、供試薬剤の 1000
ppm水溶液を各植物体に１０mlずつ茎葉部全面に噴霧処
理した。その後さらに７日後および１５日後に同様に供
試薬剤を処理し、最後の３回目の処理後１週間でハクサ
イを収穫して生体重量を測定した。結果を表３に示す。
なお、表３の結果は、薬剤無処理区の生体重量44.7ｇ
（１０個体の平均測定値）を１００とした指数で示し
た。Test Example 3 Chinese cabbage (variety: Shandong Chinese cabbage) was sown and thinned 2 days after germination, and the density of 10 plants (ridge width 80c) was obtained in each treatment group.
Planted and maintained in m). One week after seeding, 1000
Each plant was spray-treated with 10 ppm of the ppm aqueous solution over the entire foliage. After 7 days and 15 days thereafter, the test reagents were treated in the same manner, and the Chinese cabbage was harvested one week after the last third treatment, and the living weight was measured. The results are shown in Table 3.
In addition, the result of Table 3 shows that the biological weight of the chemical-untreated section is 44.7 g.
The index is shown with the (average value of 10 individuals) as 100.
【００２２】[0022]
【表３】 [Table 3]
【００２３】試験例４ チンゲンサイを播種し、発芽２日後に間引きを行い各処
理区とも１０植物体の密度（畝幅８０cm）で栽植維持し
た。播種１週間後に、供試薬剤の所定濃度の水溶液を各
植物体に１０mlずつ茎葉部全面に噴霧処理した。その後
さらに７日後に同様に供試薬剤を処理し、その１１日後
にチンゲンサイを収穫して生体重量を測定した。結果を
表４に示す。なお、表４の結果は、薬剤無処理区の生体
重量35.3ｇ（１０個体の平均測定値）を１００とした指
数で示した。Test Example 4 Pak choi were sowed, thinned out 2 days after germination, and planted and maintained at a density of 10 plants (ridge width 80 cm) in each treatment group. One week after sowing, 10 ml of an aqueous solution of the test reagent having a predetermined concentration was spray-treated on the entire foliage of each plant. Thereafter, after 7 days, the reagent was treated in the same manner, and 11 days after that, the bok choy was harvested and the biological weight was measured. The results are shown in Table 4. The results in Table 4 are shown as an index with 100 being the body weight of the drug-untreated section of 35.3 g (average measured value of 10 individuals).
【００２４】[0024]
【表４】 [Table 4]
【００２５】[0025]
【発明の効果】本発明によるナリンギン、ナリンゲニ
ン、ナリンゲニンモノグルコシドまたはナリンゲニント
ランスグルコシドを有効成分とする増収剤を作物に施す
ことにより、各種の作物の収穫量を著しく増やすことが
できる。INDUSTRIAL APPLICABILITY By applying a harvesting agent containing naringin, naringenin, naringenin monoglucoside or naringenin transglucoside according to the present invention to a crop, the yield of various crops can be significantly increased.
Claims (2)
シドまたはポリグルコシドを表わす。］で示されるナリ
ンギン、ナリンゲニン、ナリンゲニンモノグルコシドま
たはナリンゲニントランスグルコシドを有効成分として
含有することを特徴とする作物の増収剤。1. The following formula (I): [In the formula, A represents a rhamnoglucoside, a hydrogen atom, a monoglucoside or a polyglucoside. ] A crop harvesting agent comprising naringin, naringenin, naringenin monoglucoside or naringenin transglucoside as an active ingredient.
シドまたはポリグルコシドを表わす。］で示されるナリ
ンギン、ナリンゲニン、ナリンゲニンモノグルコシドま
たはナリンゲニントランスグルコシドを施すことを特徴
とする作物の増収方法。2. The following formula (I): [In the formula, A represents a rhamnoglucoside, a hydrogen atom, a monoglucoside or a polyglucoside. ] Naringin, naringenin, naringenin monoglucoside, or naringenin transglucoside shown by these is applied, The crop yield increasing method characterized by the above-mentioned.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2374493A JPH06279212A (en) | 1993-01-19 | 1993-01-19 | Yield increasing agent and method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2374493A JPH06279212A (en) | 1993-01-19 | 1993-01-19 | Yield increasing agent and method |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH06279212A true JPH06279212A (en) | 1994-10-04 |
Family
ID=12118825
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2374493A Pending JPH06279212A (en) | 1993-01-19 | 1993-01-19 | Yield increasing agent and method |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH06279212A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009049747A3 (en) * | 2007-10-16 | 2010-01-14 | Merck Patent Gmbh | Lipo-chitooligosaccharide and flavonoid combination for enhanced plant growth and yield |
| WO2014122446A1 (en) * | 2013-02-05 | 2014-08-14 | Phyto Innovative Products Limited | Plant protection composition and method |
| CN105050402A (en) * | 2013-03-27 | 2015-11-11 | 诺维信生物农业公司 | Compositions and methods for enhancing plant growth |
| US20180160685A1 (en) * | 2007-01-09 | 2018-06-14 | Novozymes Bioag A/S | Lipo-Chitooligosaccharides combination compositions for enhanced plant growth and yield |
| CN110205351A (en) * | 2019-05-23 | 2019-09-06 | 广东金骏康生物技术有限公司 | A kind of preparation method and applications glycosylating naringenin |
-
1993
- 1993-01-19 JP JP2374493A patent/JPH06279212A/en active Pending
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20180160685A1 (en) * | 2007-01-09 | 2018-06-14 | Novozymes Bioag A/S | Lipo-Chitooligosaccharides combination compositions for enhanced plant growth and yield |
| WO2009049747A3 (en) * | 2007-10-16 | 2010-01-14 | Merck Patent Gmbh | Lipo-chitooligosaccharide and flavonoid combination for enhanced plant growth and yield |
| WO2014122446A1 (en) * | 2013-02-05 | 2014-08-14 | Phyto Innovative Products Limited | Plant protection composition and method |
| CN105050402A (en) * | 2013-03-27 | 2015-11-11 | 诺维信生物农业公司 | Compositions and methods for enhancing plant growth |
| US20160050921A1 (en) * | 2013-03-27 | 2016-02-25 | Novozymes Bioag A/S | Compositions and methods for enhancing planth growth |
| EP2978314A4 (en) * | 2013-03-27 | 2016-08-24 | Novozymes Bio Ag As | COMPOSITIONS AND METHODS FOR ENHANCING PLANT GROWTH |
| AU2014241199B2 (en) * | 2013-03-27 | 2018-02-01 | Novozymes Bioag A/S | Compositions and methods for enhancing plant growth |
| AU2014241199A8 (en) * | 2013-03-27 | 2018-02-15 | Novozymes Bioag A/S | Compositions and methods for enhancing plant growth |
| AU2014241199B8 (en) * | 2013-03-27 | 2018-02-15 | Novozymes Bioag A/S | Compositions and methods for enhancing plant growth |
| CN110205351A (en) * | 2019-05-23 | 2019-09-06 | 广东金骏康生物技术有限公司 | A kind of preparation method and applications glycosylating naringenin |
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