JPH02174790A - Production of sennoside - Google Patents
Production of sennosideInfo
- Publication number
- JPH02174790A JPH02174790A JP32783288A JP32783288A JPH02174790A JP H02174790 A JPH02174790 A JP H02174790A JP 32783288 A JP32783288 A JP 32783288A JP 32783288 A JP32783288 A JP 32783288A JP H02174790 A JPH02174790 A JP H02174790A
- Authority
- JP
- Japan
- Prior art keywords
- senna
- sennoside
- cultivation
- sennosides
- cultivating
- 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
- 229940124513 senna glycoside Drugs 0.000 title claims abstract description 51
- 229930186851 sennoside Natural products 0.000 title claims abstract description 29
- IPQVTOJGNYVQEO-KGFNBKMBSA-N sennoside A Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CC=CC2=C1C(=O)C1=C(O)C=C(C(O)=O)C=C1[C@@H]2[C@H]1C2=CC(C(O)=O)=CC(O)=C2C(=O)C2=C(O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O3)O)C=CC=C21 IPQVTOJGNYVQEO-KGFNBKMBSA-N 0.000 title claims abstract description 19
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 241000522641 Senna Species 0.000 claims description 38
- 235000006693 Cassia laevigata Nutrition 0.000 claims description 36
- 238000000034 method Methods 0.000 claims description 11
- 241000196324 Embryophyta Species 0.000 abstract description 7
- 241001249696 Senna alexandrina Species 0.000 abstract 2
- IPQVTOJGNYVQEO-UHFFFAOYSA-N 9-[2-carboxy-4-hydroxy-10-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9h-anthracen-9-yl]-4-hydroxy-10-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9h-anthracene-2-carboxylic acid Chemical class OC1C(O)C(O)C(CO)OC1OC1=CC=CC2=C1C(=O)C1=C(O)C=C(C(O)=O)C=C1C2C1C2=CC(C(O)=O)=CC(O)=C2C(=O)C2=C(OC3C(C(O)C(O)C(CO)O3)O)C=CC=C21 IPQVTOJGNYVQEO-UHFFFAOYSA-N 0.000 description 14
- IPQVTOJGNYVQEO-CXZNLNCXSA-N sennoside A Natural products O=C(O)c1cc(O)c2C(=O)c3c(O[C@H]4[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O4)cccc3[C@@H]([C@H]3c4c(c(O)cc(C(=O)O)c4)C(=O)c4c(O[C@H]5[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O5)cccc34)c2c1 IPQVTOJGNYVQEO-CXZNLNCXSA-N 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000012364 cultivation method Methods 0.000 description 3
- 230000002475 laxative effect Effects 0.000 description 3
- 239000002609 medium Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 244000025254 Cannabis sativa Species 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 235000013399 edible fruits Nutrition 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 239000001963 growth medium Substances 0.000 description 2
- 239000008141 laxative Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- -1 Ca5sis Chemical class 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 241000220485 Fabaceae Species 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 238000009395 breeding Methods 0.000 description 1
- 230000001488 breeding effect Effects 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001514 detection method Methods 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
- 230000002349 favourable effect Effects 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- 150000002338 glycosides Chemical class 0.000 description 1
- 239000003630 growth substance Substances 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 239000003501 hydroponics Substances 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 235000021374 legumes Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000011490 mineral wool Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000004161 plant tissue culture Methods 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- IPQVTOJGNYVQEO-AIFLABODSA-N sennoside B Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CC=CC2=C1C(=O)C1=C(O)C=C(C(O)=O)C=C1[C@H]2[C@H]1C2=CC(C(O)=O)=CC(O)=C2C(=O)C2=C(O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O3)O)C=CC=C21 IPQVTOJGNYVQEO-AIFLABODSA-N 0.000 description 1
- 229940004991 sennoside b Drugs 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000012976 trial formulation Substances 0.000 description 1
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
Landscapes
- Saccharide Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、センナの栽培法、およびジアンスロン配糖体
であるセンノサイドを製造する方法に関するものである
。DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a method for cultivating senna and a method for producing sennoside, which is a diathurone glycoside.
センナおよびセンナに含有されているセンノサイドは、
緩下作用を有することが知られており、下剤として古く
から世界的に利用されている。Senna and the sennosides contained in senna are
It is known to have a laxative effect and has been used worldwide as a laxative since ancient times.
マメ科に属する植物・センナ(チンネベリーセンナTi
nasvel17 se+ua、 Ca5sis *a
1wstHolis Vibl、、またはアレキサンド
リアセンナAlffixsmdriam s@ans、
Ca5si*xc++Lifoli* Dslile、
など、Ca5sis属に属し、センノサイドを含有する
植物)は、地上部および地下部にセンノサイドを含有す
る。小葉および美果は特にセンノサイドを豊富に含むの
で、乾燥物をそのまま服用したり、センノサイド抽出1
料とする。A plant belonging to the Fabaceae family, senna (chinneberry senna Ti)
nasvel17 se+ua, Ca5sis *a
1wstHolis Vibl, or Alexandriasenna Alffixsmdriam s@ans,
Ca5si*xc++Lifoli* Dslile,
Plants belonging to the genus Ca5sis and containing sennosides, such as Ca5sis, contain sennosides in their above-ground and underground parts. The leaflets and fruits are especially rich in sennosides, so you can take them as they are dried or use sennoside extract 1.
fee.
センナは日本国内には自生せず、したがって全量をイン
ド、アフリカなどからの輸入に依存しているが、その品
質と供給は安定していない。センナを国内で栽培するこ
ともかって検討されたが、水の管理が難しく、また病虫
害が発生し易く、枯死することが多いため、商業的規模
で実施された例はない。Senna does not grow naturally in Japan, so Japan relies entirely on imports from India, Africa, etc., but its quality and supply are unstable. Cultivating senna domestically has been considered in the past, but it has never been carried out on a commercial scale because water management is difficult, it is susceptible to pests and diseases, and it often dies.
そこで、センナやRbeam属植物(いわゆる大賀;や
はりセンノサイドを含有する)を植物組織培養法によっ
て培養し、培養物からセンノサイドを採取することが検
討された。しかしながら、いずれの場合も、センノサイ
ド含有量がせいぜい0.01%程度にしかならず、天然
の母体植物の100分の1以下に止どまるから、これも
実施されるに至ってはいない。Therefore, it has been considered to cultivate senna and Rbeam genus plants (so-called Oga; also containing sennosides) by a plant tissue culture method and collect sennosides from the culture. However, in either case, the sennoside content is only about 0.01% at most, which is less than 1/100 of that of the natural mother plant, so this has not been put into practice.
本発明の目的は、上述のような現状に鑑み、供給に不安
のある天然の輸入センナに依存することなくセンナ草体
およびセンノサイドを効率よく得る方法を提供すること
にある。In view of the above-mentioned current situation, an object of the present invention is to provide a method for efficiently obtaining senna grass and sennosides without relying on natural imported senna, which is in short supply.
本発明は、センナを養液栽培することを特徴とするセン
ノサイド原料もしくはそのまま服用する下剤・センナと
してのセンナの栽培法、およびセンナを養液栽培し、得
られたセンナよりセンノサイドを抽出することを特徴と
するセンノサイドの製造法を提供するものである。The present invention relates to a method for cultivating senna as a sennoside raw material or a laxative/senna to be taken as it is, which is characterized by cultivating senna hydrolytically, and a method for cultivating senna hydrolytically and extracting sennoside from the obtained senna. The present invention provides a method for producing sennosides.
養液栽培は、周知のように通常の土壌を全く使用しない
栽培法であって、培地の種類や培養液および空気の与え
方によって水耕法、空気耕法(噴霧耕法等)、固定培地
耕法(砂耕法、くん炭耕法、ロックウール耕法等)など
があるが、地上栽培が困難なセンナも養液栽培では特に
方式を選ばずよく成長する。また、草体のセンノサイド
含有量の点でも、いずれの方法によっても大差のない、
しかも天然センナに劣らない結果が得られるから、状況
に応じて、任意の方法を採用することができる。As is well known, hydroponic cultivation is a cultivation method that does not use normal soil at all. Depending on the type of medium, culture solution, and air supply method, hydroponic cultivation, aeroponic cultivation (spray cultivation, etc.), fixed medium cultivation, etc. There are various cultivation methods (sand cultivation, charcoal cultivation, rock wool cultivation, etc.), but senna, which is difficult to grow on the ground, grows well with hydroponic cultivation regardless of the method. In addition, there is no significant difference in the sennoside content of the grass, regardless of the method used.
Moreover, since results comparable to natural senna can be obtained, any method can be adopted depending on the situation.
養液栽培の特長として、栽培条件を人為的に好適条件に
維持し易いから、センナを養液栽培し、得られたセンナ
草体を原料にすると、センノサイドを従来よりも安定的
に供給することが可能になる。また、養液栽培したセン
ナは約2〜3カ月後に開花して結実することが確認され
ており、周年開花させることもできるから、採種、育種
を含む完全な養液栽培によるセンナ栽培も可能である。A feature of hydroponic cultivation is that it is easy to artificially maintain favorable cultivation conditions, so if senna is hydroponically cultivated and the resulting senna plant is used as raw material, sennosides can be supplied more stably than before. It becomes possible. In addition, it has been confirmed that hydroponically cultivated senna flowers and bears fruit in about 2 to 3 months, and can bloom all year round, making it possible to cultivate senna through complete hydroponics, including seed collection and breeding. be.
なお、養液栽培するセンナは全く限定されず、任意の種
を用いることができる。Note that the senna to be hydroponically cultivated is not limited at all, and any species can be used.
養液栽培用の培養液には、各種植物の養液栽培に工夫さ
れた周知の合成栄養培地、すなわち、無機塩類、有機成
分、ビタミン類、アミノ酸類、生育調節物質等を含むも
のを用いることができるが、ほかにも、センノサイドの
蓄積に有効であるならば、任意の物質を含有させること
ができる。具体的な培地組成の代表的な例を示すと、い
わゆる園試処方均衡培養液[Ct(Now)i・411
20:11.55t/i、 KNOs:01Ill/L
MtSO,−7HtO:0.5t/1゜NBaHzP
Oa:O,155g/a、 N5Fe−EDTA:20
mt/fi、 8380.:3mg/II、MmSO,
・41110 : 2鳳1/112nSO4・7H!
O: 0.22mt/1、 C++SO,・5H,0
:0.05+B/l、 Ha、Mob、・2H,O:0
.02諷t/11、微粉ハイポネックス(ハイポネツク
ス社製、窒素6.5%、可溶性リン酸6.0%、水溶性
カリ11.0%)のtoo −41100倍希釈液等が
あるが、その他の市販されている養液栽培用肥料も、い
ずれも用いることができる。For the culture solution for hydroponic cultivation, use a well-known synthetic nutrient medium devised for hydroponic cultivation of various plants, that is, one containing inorganic salts, organic components, vitamins, amino acids, growth regulators, etc. However, any other substance can be included as long as it is effective in accumulating sennosides. A typical example of a specific culture medium composition is the so-called garden trial formulation balanced culture solution [Ct(Now)i・411
20:11.55t/i, KNOs:01Ill/L
MtSO, -7HtO: 0.5t/1°NBaHzP
Oa: O, 155g/a, N5Fe-EDTA: 20
mt/fi, 8380. :3mg/II, MmSO,
・41110: 2 Hou 1/112nSO4・7H!
O: 0.22mt/1, C++SO,・5H,0
:0.05+B/l, Ha, Mob, ・2H, O: 0
.. 02 t/11, too-41100 times diluted solution of fine powder Hyponex (manufactured by Hyponex, 6.5% nitrogen, 6.0% soluble phosphoric acid, 11.0% water-soluble potassium), but other commercially available Any of the hydroponic fertilizers listed above can also be used.
培養液のpHは約5.0〜10.0、培養温度は約5〜
50℃の範囲に管理することが望ましい。培養中、培養
液の更新、照度の管理等は、養液栽培の常法にしたがっ
て行えばよいが、照度はやや高いほうが好ましい結果を
与える。The pH of the culture solution is approximately 5.0-10.0, and the culture temperature is approximately 5-10.0.
It is desirable to control the temperature within the range of 50°C. During cultivation, renewal of the culture solution, control of illuminance, etc. may be carried out according to conventional methods for hydroponic cultivation, but slightly higher illuminance gives preferable results.
養液栽培されたセンナは、地上部、地下部ともセンノサ
イドを含有しているので、センノサイド原料として全軍
を利用してもよいが、地下部のセンノサイド含有量は地
上部のそれよりもやや低い。Hydroponically cultivated senna contains sennosides in both the above-ground and underground parts, so all of them can be used as sennoside raw materials, but the sennoside content in the underground part is slightly lower than that in the above-ground part. .
収穫したセンナの草体からセンノサイドを抽出するのに
特別の方法は必要なく、天然センナから抽出する場合と
同様に、全軍または地上部の乾燥粉砕物から水、親水性
有機溶媒、またはこれらの混合物を用いて抽出すればよ
い。No special method is required to extract sennosides from the harvested senna plant; just like when extracting from natural senna, sennosides can be extracted from whole or ground dried ground parts using water, hydrophilic organic solvents, or mixtures thereof. You can extract it using .
以下、実施例を示して本発明を説明する。なお、各側に
おいて示したセンノサイド含量の値は次のようにして測
定したものである。The present invention will be explained below with reference to Examples. The sennoside content values shown on each side were measured as follows.
センノサイド定量法:収穫したセンナ地上部を40℃で
1夜熱風乾燥し、ブレンダーで粉砕する。得られた粉砕
物100鳳gを精秤し、70%メタノール10m1を加
え、密栓して40℃で一晩静置し、ろ過して得られtこ
ろ液について、高速液体クロマトグラフィーによりセン
ノサイドAおよびBを定量する。なお、高速液体クロマ
トグラフィーの条件は次のとおりである。Sennoside quantitative method: Harvested aerial parts of senna are dried with hot air at 40°C overnight and pulverized with a blender. 100 g of the obtained pulverized material was accurately weighed, 10 ml of 70% methanol was added, the mixture was tightly stoppered and allowed to stand at 40°C overnight, and the resulting filtrate was filtered to determine sennoside A and Quantify B. Note that the conditions for high performance liquid chromatography are as follows.
カラム: Lkopxk vskosil 5CB−2
G。Column: Lkopxk vskosil 5CB-2
G.
移動相:2%酢酸/アセトニトリル(14/+6)カラ
ム温度:40℃
検出:UV275mm 流速:1.Oml/m実
施例1
アレキサンドリアセンナの苗(種子から発芽させ、草丈
的101まで生長させたもの)−株の茎部をウレタン7
オームで包み、培養液(微粉/−イボネツクスの100
0倍希釈液)の入った広口びん(高さ30c鳳、開口部
径10c鳳、容量150011)の口部に固定し、広口
びん下部より通気を行う。温度25℃、照度10゜00
0ルクスで4力月間栽培を続けた後、収穫した。Mobile phase: 2% acetic acid/acetonitrile (14/+6) Column temperature: 40°C Detection: UV275mm Flow rate: 1. Oml/m Example 1 Alexandria senna seedlings (germinated from seeds and grown to a height of 101 cm) - The stem of the plant was coated with urethane 7
Wrap it in an ohm and culture solution (fine powder/-100% of Ibonecus)
It is fixed to the mouth of a wide-mouth bottle (height: 30 cm, opening diameter: 10 cm, capacity: 150011) containing a 0x diluted solution, and ventilation is performed from the bottom of the wide-mouth bottle. Temperature 25℃, illuminance 10゜00
After cultivating for 4 months at 0 lux, the seeds were harvested.
その結果は次のとおりであった。The results were as follows.
地上部乾燥重量:20.Og
センノサイドA含有量:2.註
実施例2
チンネペリーセンナを実施例1と同様にして栽培して、
地上部について同様の測定を行なった。その結果は次の
とおりであった。Above ground dry weight: 20. Og Sennoside A content: 2. Note: Example 2 Chinneperisenna was cultivated in the same manner as in Example 1, and
Similar measurements were made on the aboveground part. The results were as follows.
地上部乾燥重量:17.8g
センノサイドA含有1フ1.7
実施例3
実施例1で用いたのと同様のセンナ苗の茎部をウレタン
7オームでつつみ、円筒状水槽(内径15cm,高さ6
0cm)の上部に固定する.水槽下部より1日lO回、
0.51/分の流量で30分間培養液を供給し、その後
、ポンプを停止する。ポンプが止まると水槽内の培養液
はサイフオンによりすべて排出され、センナの根は空気
にさらされる。培養液として国賊処方均衡培養液20t
を用い、2週間に1度、そのlOlを更新し、屋外で4
力月間、栽培する。Above ground dry weight: 17.8 g Sennoside A content 1 fl. 6
0cm). 10 times a day from the bottom of the aquarium,
Supply the culture medium for 30 minutes at a flow rate of 0.51/min, then stop the pump. When the pump stops, all of the culture solution in the tank is drained out by the siphon, exposing the senna roots to air. 20 tons of balanced culture solution formulated as a culture solution
The lOl is updated once every two weeks using
Cultivate during the power month.
上記栽培法でセンナを栽培した結果は次のとおりであっ
た。The results of cultivating senna using the above cultivation method were as follows.
地上部乾燥重量:95.Og
センノサイドA含有量二2.7重量%
センノサイドB含有量=3.1重量%
実施例4
アレキサンドリアセンナ苗およびチンネベリーセンナ苗
を実施例1と同様にして栽培すると、約2カ月後に開花
を始め、その後、約1カ月して結実した。Above ground dry weight: 95. Og Sennoside A content: 2.7% by weight Sennoside B content: 3.1% by weight Example 4 When Alexandria senna seedlings and Chinneberry senna seedlings were cultivated in the same manner as in Example 1, they started flowering after about 2 months. After that, it fruited about a month later.
得られた種子は、蒔くと発芽して成長したので、養液栽
培センナは稔性を有することが確認された。The obtained seeds germinated and grew when sown, so it was confirmed that the hydroponic Senna was fertile.
上述のように、本発明によれば品質の安定したセンナお
よびセンノサイドを常時安価に入手することが可能にな
り、品質および供給が不安定な天然センナに依存する必
要がなくなる。As described above, according to the present invention, it is possible to always obtain senna and sennosides of stable quality at low cost, and there is no need to rely on natural senna whose quality and supply are unstable.
代理人 弁理士 板 井 − 朧Agent Patent Attorney Itai - Oboro
Claims (2)
栽培法。(1) A method for cultivating senna characterized by hydroponic senna.
サイドを抽出することを特徴とするセンノサイドの製造
法。(2) A method for producing sennoside, which is characterized by cultivating senna hydrolytically and extracting sennoside from the obtained senna.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP32783288A JPH02174790A (en) | 1988-12-27 | 1988-12-27 | Production of sennoside |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP32783288A JPH02174790A (en) | 1988-12-27 | 1988-12-27 | Production of sennoside |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH02174790A true JPH02174790A (en) | 1990-07-06 |
Family
ID=18203480
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP32783288A Pending JPH02174790A (en) | 1988-12-27 | 1988-12-27 | Production of sennoside |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH02174790A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008540481A (en) * | 2005-05-13 | 2008-11-20 | ネステク ソシエテ アノニム | Production of glucosamine from plant species |
JP2008540480A (en) * | 2005-05-13 | 2008-11-20 | ネステク ソシエテ アノニム | Production of glucosamine from plant species |
US8652532B2 (en) | 2003-11-21 | 2014-02-18 | Nestec S.A. | Food composition comprising glucosamine |
-
1988
- 1988-12-27 JP JP32783288A patent/JPH02174790A/en active Pending
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8652532B2 (en) | 2003-11-21 | 2014-02-18 | Nestec S.A. | Food composition comprising glucosamine |
US9101639B2 (en) | 2003-11-21 | 2015-08-11 | Nestec S.A. | Food composition comprising glucosamine |
US9393253B2 (en) | 2003-11-21 | 2016-07-19 | Nestec S.A. | Food composition comprising glucosamine |
JP2008540481A (en) * | 2005-05-13 | 2008-11-20 | ネステク ソシエテ アノニム | Production of glucosamine from plant species |
JP2008540480A (en) * | 2005-05-13 | 2008-11-20 | ネステク ソシエテ アノニム | Production of glucosamine from plant species |
US8378090B2 (en) | 2005-05-13 | 2013-02-19 | Nestec S.A. | Production of glucosamine from plant species |
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