• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    Novel complexes of oligo- and polygalacturonic acids formed with essential metal ions and having the general formula (I), <IMAGE> (I) wherein n is an integer from about 10 to about 145 M represents at least two metal cations selected from the group consisting of iron(II), copper(I), copper(II), magnesium(II), potassium(I), cobalt(II), manganese(II), zinc(II), chromium(III), molybdenum(V), vanadium(IV) and nickel(II) with the proviso that one of the ions must represent potassium(I) or magnesium(II), and z is an integer corresponding to the charge or the valence number of the metal atom are useful in foodstuffs and pharmaceutical preparations for administering essential elements to humans.
    公开号:SU739077A1
    申请号:SU782564404
    申请日:1978-01-13
    公开日:1980-06-05
    发明作者:Лакатош Бела；Майзель Юлиа；Варью Михаль
    申请人:Эдьт Дьедьсерведьесети Дьяр (Инопредприятие)；
    IPC主号:
    专利说明:

    50 g of powdered pectin are homogenized in a mortar with 1000 ml of water, left to stand overnight, and then mixed with 4000 ml of distilled water. The resulting homogeneous sol is alkalinized with 0.1 N, alkali metal hydroxide solution to pH 12. As an accelerating catalyst, 5 g of sodium chloride (or aluminum chloride) is added to the mixture. the mixture is left to stand for 2 hours at and during this time the consumable alkali is continuously replaced. After 2 hours, the system is acidified with concentrated hydrochloric acid to a pH of 0.5 and the high molecular weight of the still partially esterified polygalacturonic acid is separated off with alcohol. The resulting product is homogenized with distilled water, set the pH of the mixture with 0.1 n. an aqueous solution of sodium hydroxide at 4.5 ± 0.5 and maintain the mixture overnight, so that the substance goes into solution. The hydrolysis and precipitation described are repeated four more times. The polygalacturonic acid formed is separated in a centrifuge, washed with water, alcohol, ether, and dried at 60 ° C. 18-20 g of product is obtained with a degree of polymerization.
    Analysis: From 40.1%; H 4.9; About 55%; -Os. 0.1%; -COOH 5.6 meq / g: ash 0.1%:
    IR spectrum, cm: 3440-3450 (OH in connection with a hydrogen bridge)) 2936 (vibrational aliphatic C – H bond), 2600 (dimer-COOH), 1745 (aliphatic), 1400 (deformation oscillation) .. 1330 (C-OH deformation oscillation), 1216 (SON, SON, AXIS deformation oscillation), 1140 (CO, C-C, C-H stretching vibration), 1096, 1070 and 1045 (SON-deformation vibration), 1016, 948, 886 and 828 (vibration of the skeleton of the pyran ring 7B8 (deformation vibration of the TO), 735 (breathing vibration of the ring), 630 (deformation vibration of the OH).
    Example 2. Preparation of decAc1 lacturonic acid from polygalacturonic acid.
    25 g of polygalacturonic acid obtained in Example 1 are mixed with 800-900 ml 0.1 n. an aqueous solution of sodium hydroxide. The pH 4.5 mixture is left to stand overnight so that all the components are dissolved. The resulting uniform sol is acidified, approximately 150 ml of 0.1 N. aqueous sulfuric acid to pH 3, and then boiled for 1 hour. The solution is cooled, the product is precipitated with alcohol, and the precipitated purified product is dried at. The product consists mainly of deca-lacturonic acid and contains a maximum of 1% oligomer.
    with fewer or more links. Yield 18-20 g. The substance decomposes approximately when in acidified water (pH 3) very well.
    Typical IR absorption spectrum bands, 3440 (OH in connection with hydrogen bridges), 2936, (alifatich. C-H), 2600 (dimer — COOH), 1745 (aliphatic. COOH), 1400 (C-H deformation oscillation), 1330 (C-Ci-H deformation of piHOHHoe oscillation), 1216 (SON, CCH, AXIS 1140 deformation oscillation (CO, C-C, C-H stretching vibration), 1096, 1070, 10.5 (deformation oscillation of SON); 016, 950, 888, 830 (oscillation of the skeleton of the pyran ring) 790 (deformation vibration of the TO) 630 (deformation vibration of the OH).
    Found,%: C 40.1; H 4.1; 0 55.8.
     boHej.Ofei
    Calculated,%: C 40.5; H 4.6; About 54.9,
    Example 3, Preparation of copper (II) -decagalacturite.
    To 10 liters of a 0.25% solution of decagalacturonic acid in distilled water (pH 3) was added with vigorous stirring 1 l of a 0.1 M solution of copper (II) sulfate in distilled water. This removes the green gel. The reaction mixture was allowed to stand overnight, after which the liberated sulfuric acid was neutralized with an aqueous solution of potassium hydroxide. The mixture was left at room temperature for an additional 3 days, after which a supernatant was deposited and the gel-like precipitate was centrifuged. The resulting material is suspended in about 2 liters of distilled water and centrifuged again. This washing operation is repeated 3-4 times to remove traces of copper sulfate (11). Forms 391 g of gel containing 4.7 wt.% Dry matter. The gel is dried at 60 ° C and 22.3 g of copper decanalacturonate (11) are obtained ..
    Found,%: C 14.4; C 32.9; H 3.0; About 49.7.
    Cu (), o.
    Calculated,%: C 15.4; C 34.8; H 2, - 9; About 46.4.
    Example 4,
    Obtaining cobalt (II) decalacturonate.
    2 liters of a 0.1 N solution of cobalt (II) sulfate are added, with vigorous stirring, to V l of a 0.3% solution of decagalacturonic acid in distilled water (pH 3). Pink gel separates. The reaction mixture is left overnight and the sulfuric acid liberated is neutralized with an aqueous solution of potassium hydroxide. After 3 days of settling, the gel is separated by centrifugation and watered with water to remove traces of cobalt (II) sulfate. Get 1700 g gel
    With a dry matter content of 1.5 wt.%. The gel is dried at bsrs and get 25.5 g of cobalt (II) decagalacturonate.
    Found,%: Co 14.1 C 32.3; H 3.9; About 49.7.
    Co (sbn-, oe,) g ,, o.
    Calculated,%: Co 14.4; C 35.2; H 2.95; About 46.9.
    Example 5. Obtaining decagalacturonate iron (II).
    2 l of 0.1 M solution of iron (II) sulphate is poured with vigorous stirring to 8 l of 0, an aqueous solution of decagalacturonic acid (pH 3). In order to reduce the content of the optionally present iron (II) ions to the solution of iron (II) sulfate, add 2 l / (- ascorbic acid or a small amount of iron powder before putting it into the mixture. Separate a greenish-white gel. Neutralized an aqueous solution of potassium hydroxide and the mixture is left to stand at room temperature for 3 days. The gel is separated by centrifugation and washed with a dilute aqueous solution of L-ascorbic acid to remove traces of sulfate iron (II), 579 g of gel with a dry matter content of 3.9 wt.% is obtained, the gel is dried at and 22.6 g of iron (II) decalacturonate are obtained,
     Found,%: Pe 13.2; C, 35.3; H; 4.3; About 47.2.
    Fe (., 0), o ..
    Calculated,%: Fe 13,8; C 35.5; H 3.0; About 47.3.
    Example b. Preparation of iron (II) -med (11) -cobalt (II) -decagalacturonate coprecipitate.
    A homogeneous mixture of 1 l of 0.1 M solution of ferrous sulfate in water, 100 ml of a 0.1 M aqueous solution of copper (II) sulfate and 30 ml of a 0.1 M aqueous solution of decalacturonic acid (pH 3) with vigorous stirring. Dpn of reducing the content of iron (II) optionally present with ISAKS, L-ascorbic acid is added to the sulphate solution before introducing it into the mixture. After a minute, a mixture of 1 l of a 0.1 M aqueous solution of iron (II) sulphate (previously reduced with ascorbic acid) and 100 ml of a 0.1 M aqueous solution of copper (II) sulphate was introduced into the system. A dark sulfur-green precipitate separates. The liberated sulfuric acid is neutralized with an aqueous solution of potassium hydroxide. The gel is separated by centrifugation, washed with water until completely free of salts, and dried at 60 ° C. Get g iron soobcd.
    Analysis,%: Fe 4,8; Si 4.35; Co 0.06; C 39.0; H 5.95; O 46.5.
    The composition of the product can be modified by changing the ratios of co-precipitating substances.
    Example 7. Obtaining zinc (II) -decagalacturonate.
    2 liters of a 0.1 to 5 solution of zinc (II) sulfate is poured into 8 liters of O, a 3% aqueous solution of decagalacturonic acid (pH 3) with an intensive exchange (i.e., a white fluffy gel is separated. The liberated sulfuric acid is neutralized with an aqueous solution of potassium hydroxide and leave the mixture to stand for 3 days at room temperature.
    S After that, the gel is separated by centrifugation and washed with water to remove traces of zinc (II) sulfate. Get 700 g of gel containing 2.6 wt.% Dry matter. The gel is dried at 60 ° C and get 18.2 g of zinc (II) decalacturonate.
    Found,%: Zn 16.4; C, 33.6; H 4.5; About 44.3.
    Zn (C H., O), J, O.
    Calculated,%: Zn 15.7; C 34.7; H 3.0; About 46.2.
    Example 8. Getting manganese (11) -decagalactate.
    2 liters of a 0.1 M solution in water of manganese (II) acetate are added, under intensive conversion, to 7 liters of a 0.3% aqueous solution of decalacturonic acid (pH 3). Brown gel is separated. The liberated sulfuric acid is neutralized with an aqueous solution of potassium hydroxide and the mixture is left to stand for 3 days at room temperature, the Gel is separated by centrifugation and washed with water to remove traces of manganese (II) acetate. 1105 g of gel is obtained with a dry matter content of 2, .2 wt.%. The gel is dried at and 2 4, 3 g of manganese (II) decagalacturonate are obtained.
    Found: Mp 12.7; C 34.1;
    H 4, 7; About 48.5,
    Mp (., 0) ,. .
    Calculated,%: 5n: lЗ, 6; C, 35.6; H 3.0; About 47.4.
    Example 9. Preparation of co-precipitated magnesium (II) -calium (I) -decagalagguronate.
    400 ml of a 1 M aqueous solution of magnesium sulfate are added with vigorous stirring to 7 liters of 0.3%
    5 aqueous solution of decagalacturonic acid (pH 3). White gel is separated. The mixture is left to stand at room temperature for one day, after which it is alkalized with an aqueous solution of potassium hydroxide and kept at room temperature for 3 days. The gel is separated by centrifugation and washed three times with 10% aqueous ethanol. Get 870 g of gel content
    5 dry matter 2.5 wt.%. The gel is supat at 60 ° C and 21.7 g of magnesium (II / -kalium {1) -decagalacturonate co-precipitate is obtained. Analysis: MD 5,5; K 2.8; C 34.9 H 4.7 C 49.9, Example 10. Preparation of nickel (II) -decagupuronate, 1 l of a 0.2 M aqueous solution of nickel chloride (II) to 6 l of a 0.3% aqueous solution of decalacturonic acid (pH 3) with vigorous stirring. A light green gel is separated. The mixture was kept at room temperature for one day, the liberated hydrochloric acid was neutralized with an aqueous solution of potassium hydroxide. The mixture is left to stand at room temperature for a week. The separated gel is removed by centrifugation and washed to remove traces of nickel chloride (II). Receives 700 g of gel with a dry matter content of 2.6 wt.%. The gel is dried at 60 ° C and get 17.5 Nickel (II) -decagalacturonate. Found,%: N1 14.0; C 35.0; 3, 15; О 47. Ni (., Oe,) 2 3,0Calculated,%: Ni 14.0; C 35.0; H 3.15; O 47. Example 11. Preparation of chromium (II) decalaturonate. 1 liter of a 0.006 M solution of lromo (II) sulphate is added with stirring to 7 liters of O, 3% aqueous decagalacturonic acid solution (Separated, violet gel. The mixture is left to stand overnight, then the liberated sulfuric acid neutralized with sodium hydroxide solution. I860 g of gel is obtained with a dry matter content of 1 wt.%, corresponding to the empirical formula of Cg (H5, O), (C., H70j) g, Q. When heated (at 80 ° C), the gel loses water and turns into green matter, corresponding to the empirical formula Cr () l. Found: Cr 9.8; C 30.0; H 3, O 56.0. Cr (), Q. Calculated,% :. Cr 9.0; C 37.5; H 3.7; O 46. The gel obtained in the method described above is an outer-spherical aquocomplex. The inner-spherical complex can be prepared as follows: 1 liter 0.033 M aqueous solution of potassium bimatum, acidified with dilute sulfuric acid to pH 3, is added to 10 liters of a 0.35% aqueous solution of decagalacturonic acid (pH. The mixture is vigorously stirred for 5 minutes, then heated to 60 ° C and added To it, 100 ml of a 1 M aqueous solution of hydrazine sulfate, preheated to a mixture, first becomes orange Pg, the yellowish brown, brownish-green later and finally separated green gel with nitrogen excretion. The mixture was left to stand overnight, then the liberated sulfuric acid was neutralized with an aqueous solution of potassium hydroxide. The mixture was allowed to stand for 3 days. The gel is separated by centrifugation and washed 4 times with water to remove traces of hydrazine sulfate. The gel is dried at and gets 23 g:; ron (II) decalacturonate. Found: Cr lOjJi C 29.5; H 3.99; 056.0. (Cr (, 0) ,,. ,, ,, Calculated,% s Cr 9 (, O; C 37.5; H 3.7; O 46.2. Example 12, Obtaining rvulibdec-de cagalacturonate, 7 .n O, A 3% aqueous solution of decagalacturonic acid (pH 3) is heated to boiling and 200 ml of a hot 1M aqueous solution 1 is given {potassium denate (pH 7) to the hot solution. The resulting hot mixture (pH 5) is stirred vigorously and a large excess (200 ml) of a 1 M aqueous solution of hydrazine dichloride is added to it.The dark blue solution is formed, from which the dark blue precipitate separates.The latter is separated by centrifugation, washing once 30 g of molybdenyl decagalacturocate is obtained with water and dried According to EPR studies, the product contains molybdenum in a five-valence state E of the form of yulibdienyl (I) ions.The compound's empirical formula Mo (0) ,,,, (C, .,), O. Nai, dyO,% 1 Mo 32.2; C 22.5; H 2f 96 I O 42.2., fMo (C (,, 0) j ,, Computed,%; Mo 3i, 6; C 23.7; H 2, 32 O 42.2. Vanadyl dealacturonate can be prepared by a similar reaction. P. p and M and p 13 Obtaining co-addition chromium (II) -manganese (II) -zinc (II) -medium (II) -magnesium (II) -calium (1) -decagalacturonagus. Homogeneous mixture of 1 l of 0.1 M aqueous solution of manganese (II) sulfate, 300 ml of 0.1 M aqueous solution of zinc (II) sulfate, 60 ml of 0.1 M aqueous solution of copper (11), 10 gll of 0.06 M of aqueous a solution of chromium (II) sulfate, 100 1 L of a 1 M aqueous solution of magnesium sulfate and 10 ml of a 1 M aqueous solution of potassium chloride was added to ID l 0, an aqueous solution of decagalacturonic acid (pH 3) with vigorous stirring. After stirring for 1 min, the pH of the mixture is adjusted to 4.5 s.
    HELP 0.1 N. an aqueous solution of potassium hydroxide. The mixture containing the greenish-brown precipitate was left to stand for 3 days, after which the gel was separated by centrifugation, rolled through and dried at 60c. Get 25 g of co-deposition.
    Analysis,%: MD 3; K 1; Cg 0.09; MP 2.6; Zn 2.2; Ci 0.7.
    Example 14. Preparation of iron (II) -med-II (II) -cobalt (11) -zinc (11) -manganese (11) -magnesium (II) -chromium (11) -calium (I) -decagalacturonate co-deposition.
    Halogenous mixture of 500 ml of 0.1 M aqueous solution of copper (II) sulfate, 15 ml of 0.1 M aqueous solution of cobalt (II) sulfate, 500 ml of O, 1 M of aqueous solution of manganese (II) sulfate, 150 ml of Oh, 1 M of aqueous zinc (II) sulfate solution, 5 ml of 0.06 M aqueous solution of chromium sulfate, 50 ml
    A 1M aqueous solution of magnesium sulfate and 10 ml of a 1 M aqueous solution of potassium chloride are added with vigorous stirring to a 10 liter of a 0.3% aqueous solution of decagalacturonic acid and the pH of the mixture is adjusted
    4.5 water solution of potassium hydroxide. The separated black precipitate is removed by centrifugation, washed and dried at. Obtain 26 g of the target fit.
    Analysis,%: MD 1; K 0.1; Cr 0.05; Mp 1; Zn 1.3; Si 0.8; Re 2; From 0.03.
    Example 15, Obtaining iron (II) -calium (I) -polygshakturonat.
    250 g of polygalacturonic acid, prepared as described in Example 1, are suspended in 20 liters of distilled water and the pH of the suspension is set to 5.5 using 600-700 mp
    2n. an aqueous solution of potassium hydroxide. The mixture is left overnight to achieve dissolution. The resulting homogeneous sol is vigorously mixed with 10 liters of a 0.1 M aqueous solution of iron (II) sulfate. Separates a greenish white gel. The liberated sulfuric acid is neutralized with a water solution of Kesh hydroxide. The resulting mixture was left at room temperature for 3 days. The gel is separated by centrifugation and washed three times with distilled water to remove traces of iron (II) sulfate. The gel is dried at. 275 g of iron (II) -calium (1) -polygalacturonate are obtained.
    Analysis,%: Fe 7.7%; C 31.0; H 3.9; K 6.9; About 50.4.
    Example 16. Getting copper (11) -calium (I) -polygalacturonate.
    250 g of polygalacturonic acid, prepared as described in Example 1, are suspended in 20 liters of distilled water and the pH of the suspension is set to 5, at 500 ml 2 n. an aqueous solution of potassium hydroxide. The mixture is left overnight to dissolve all the components, K obtained from homogeneous / zo.to added from 10 liters of 0.1 M aqueous solution of copper sulfate (II). A green gel is separated. The latter is separated by centrifugation and three times with npOiS-KBaraT with distilled water to remove traces of copper (II) sulfate, then dried at. Get 296 g of copper (II) -calium (I) -polygalacturonate.
    Analysis,%: C 11.4 K 3.9; C 32.9; H 5.0; About 47.0.
    Example 17, Getting cobalt
    5 (II) -potassium (I) -polygalacturonate.
    250 g of poligalacturonic acid, prepared according to the method of Example 1, is suspended in 20 liters of distilled water and the pH of the suspension is adjusted
    0 equal to 6.5 in approximately 800 ml
    2n. an aqueous solution of potassium hydroxide. The mixture is left overnight to dissolve the components. To the resulting rotvioreHHONTy sols add
    five
    10 l of 0.1 M aqueous solution of cobalt (II) sulfate with vigorous stirring. Pink gel is separated. Vyyobod-1 sulfuric acid is neutralized with an aqueous solution of potassium hydroxide and the mixture is left at room temperature for
    3d The gel is separated by centrifugation and washed three times with distilled water to remove traces of cobalt (II) sulfate, and then cool at 60 ° C. 280 g of cobalt (II) -calium (I) -polygalacturonate are obtained.
    Analysis,%: With 9.0; K 5.5; C 31.6 H 5.6; About 48.
    Example 18. Preparation of iron (11) -medium (II) -cobalt (II) -calium (I) -polygalacturonate coprecipitate.
    250 g of poly (lacturonic acid) prepared according to the procedure of Example 1,
    5 suspendir - in 20 l of distilled water and set the pH of the suspension to 4.5, 1 trisy 500 ml 2 n. an aqueous solution of potassium hydroxide. The mixture is kept overnight.
    0 to dissolve the components. With vigorous stirring, a 10 l aqueous solution of the metal salt is added to the obtained homogeneous sol; 0.1 Å solution of iron (II) sulfate,
    5 0.01 M solution, copper (II) sulfate and 0.001 M cobalt (I) sulfate solution. A dark greenish-gray gel separates. The liberated sulfuric acid is neutralized with an aqueous solution of hydroxide, potassium, and the mixture is left at room temperature for 3 days. The gel is separated by centrifugation, washed three times with distilled water, and dried at 60 ° C. Obtain 247 g of the target fit.
    five
    Analysis,%: Fe 5,2; C 4,1; Co 0.05; C 39.1; H 5.9; About 45 „
    PRI me R 19. Preparation of tablets.
    Thoroughly mixed 1000 mg of finely ground deca-lacturonic acid, .695 g of finely ground iron (II) sulfate heptahydrate 6: 2.42 mg finely ground copper (II) sulfate heptahydrate and 7: 025 mg of cobalt sulfate (II). As a binding agent, 235, 5 kg of pectin is added to the mixture. The mixture is homogenized again, then pressed into tablets weighing 0.5 g each at very high pressure (10 t / cm). Under the influence of pressure, a reaction occurs to the formation of a metal complex in the solid phase.
    Example 20, Preparation of tablets.
    A mixture of 400 mg of magnesium-potassium-decags of lacturonate obtained according to the method of example 9 and 100 g of iron (11) -cell (II) -polygalacturonate, which is obtained according to the method of example b, is reduced to the powder and the latter are compressed into tablets weighing 0.5 g each. For the treatment of anomy, a patient is administered daily 1-3 tablets,
    The construction of the new Compounds is confirmed by IR spectroscopic data.
    Absorption tests in rats ,,
    Males of white rats from OET1 od o droppings weighing 200 to 300 g are used as test animals, the test is carried out on a group of 10 animals.
    In the first stage of the test, animals receive iron-copper-cobalt com- plexpex ligalacturonic acid of formula (1) (where M Fe, Cu, Co; p 10-145) in a single oral dose corresponding to 0.5 mg of iron (100 g , 0.05 mg of copper) (100 g of body weight and 0.005 mg of cobalt) 100 g of body weight. A group of control animals receives such iron, copper and cobalt deposits in the form of
    metal humate or a mixture of inorganic sufatosis. After 2.4 and 6 hours after administration of the drug, animals are given blood samples and the iron content is determined.
    On fngch 1, the results are shown, r (k and sh tvotnyh with, xpen's deficiency it: on fig ,, 2 - results obtained on normal rats, f
    As follows from the IFL, in animals (l: efm1.; Itom of iron is its content (:,; (; 3 serum taken: t;: ;; vjrjiuu, qv1 in animals in which UMC is administered: 1i metals and / or inorganic;;. i: - metals ,, The difference in content, -,; -;,;: i: -. c B serum was less for; -}; OT11YH, treated with humates me;, -ju; o: i; i and organosulfur sulphates; .1g; tally, respectively, than for fatty ones, which are treated with new:. ": -
    z.ni rats on subacute
    Samly and saglki of white rats from OET1 of one litter weighing 200-300 g, obgbatk;: Bayu for 3 months with commutants, described in previous lspitani; -, however, with the same flow rate (II;; (11) and cobalt {11 rrjijiMepHO is fivefold compared to the flow rate in the ESP spore: - Absorption measurement. After that; KivoA 13T killed 13T remove the spleen and determine ss11; i /;; on the table,
    Mt-microscopic histological after Il o B 3. k and p o c a s a s a jOT from the bottom of a s; e atological; - si-shhDDGhz, for example. | ;; emos deroze sosrpr an e barely B spleen, which is ; It is not only sanacaijuti-M, but the main one that has been produced by our military essay to the Ghr; 3unov means significant, after the treatment with formula I,
    The composition
    Chi elo
    Connection 20
    20
    Formula 1
    Inorganic20 metal salts20
    Metal humate20
    6001100
    14001200
    Male Female
    权利要求:
    Claims (1)
    [1]
    1. The patent of Hungary 158252, Ll. And 23 K 1/18, published. 1971.
    Untamed mnmex with ifViHoSea k c otaa
    Connection Churnula I
    HeopeoHuvfCKue salt
    9kl
    Metachchest. complex with eunim oh
    Compound I
    -Inorganic salts
    acid
    Thebes.2
    类似技术:
    公开号 | 公开日 | 专利标题
    SU739077A1|1980-06-05|Metal ion complexes with polygalacturonic acids possessing properties of metal ion transfer in organism
    AU702073B2|1999-02-11|Pharmaceutical composition containing selected lanthanum carbonate hydrates
    EP0440626B1|2001-07-18|Synthetic gtf chromium material and process therefor
    CA1253803A|1989-05-09|Buccal and nasal compositions containing ironcomplexes of 3-hydroxy-4-pyrones
    JP2000510838A|2000-08-22|Contrast agent
    EP3192793B1|2022-03-16|Compositions containing iron hydroxypyrone
    GB2148896A|1985-06-05|Pharmaceutical active zn | couplexes of 3-hydroxy-4-pyrones and/or 3-hydroxy pyridones
    RU2420297C2|2011-06-10|Pharmaceutically active compounds, their obtaining, compositions containing them and their application
    JPH05238940A|1993-09-17|Fast-acting medicine having high absorption rate in vivo and its production
    FI71314B|1986-09-09|PROCEDURE FOR THE FRAMEWORK OF PROPERTY THERAPEUTIC BETA- | PROPIONSYRAKALCIUMSALT
    DE2759032C2|1988-09-22|
    JP2018104312A|2018-07-05|Imidazopyrroloquinoline salt and method for producing the same, and pharmaceutical, cosmetic and food
    DE2234255A1|1973-03-08|NEW SUBSTITUTED XANTHON CARBONIC ACID COMPOUNDS
    AU647800B2|1994-03-31|Antiviral agents containing heteropolytungstate
    US3976674A|1976-08-24|Aluminum salts of substituted phenylalkanoic acids
    RU2021260C1|1994-10-15|Acrylic acid salts showing cytoprotective and antiulcer activities, and a composition showing cytoprotective and antiulcer activities
    US2847437A|1958-08-12|Process for the preparation of ferriferro cobaltochloroaminoacetate
    AT334344B|1976-01-10|PROCESS FOR THE PRODUCTION OF NEW 2- | -PROPIONOXY-ALUMINUM HYDROXIDES
    SU602512A1|1978-04-15|Method of preparing pyrazole polychelates
    EP0517765A1|1992-12-16|Preparations for mr diagnosis
    CN109970800A|2019-07-05|A kind of bismuth-scutelloside complex and its preparation method and application
    SU833248A1|1981-05-30|Method of obtaining composition possessing bacteriostatic activity
    CN106977552A|2017-07-25|The preparation method of citric acid ferric pyrophosphate mixed air EDM
    JPH11507335A|1999-06-29|Methods for producing and using contrast agents
    AT300798B|1972-08-10|Process for the preparation of pharmaceutically acceptable salts of the new benzodipyron
    同族专利:
    公开号 | 公开日
    NL7703475A|1977-10-04|
    DE2714128A1|1977-10-20|
    CH635111A5|1983-03-15|
    AU513640B2|1980-12-11|
    FI62102B|1982-07-30|
    SU886750A3|1981-11-30|
    JPS52142018A|1977-11-26|
    GB1553749A|1979-09-26|
    US4225592A|1980-09-30|
    FI770997A|1977-10-01|
    FR2346367A1|1977-10-28|
    SE7703709L|1977-10-01|
    NO771122L|1977-10-03|
    FI62102C|1982-11-10|
    HU172831B|1978-12-28|
    DK139877A|1977-10-01|
    JPS5942683B2|1984-10-17|
    FR2346367B1|1980-04-25|
    AU2376477A|1978-10-05|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    US2518135A|1946-11-01|1950-08-08|Univ Ohio State Res Found|Uniformly 2-substituted glucopyranose polymers|
    US3074927A|1960-04-12|1963-01-22|Paul D Saltman|Metallic complexes of reducing sugars|
    US3563978A|1968-05-15|1971-02-16|Irving L Ochs|Polyvalent metal complexes of natural polymers|JPS6229416B2|1978-03-13|1987-06-25|Takanao Nagae|
    JPS5549996A|1978-10-06|1980-04-11|Fanuc Ltd|Motor drive system using pulse width modulation inverter|
    US4351735A|1978-12-19|1982-09-28|R.G.B. Laboratories Inc.|Mineral enrichment composition and method of preparing same|
    EP0024797A1|1979-07-13|1981-03-11|Imperial Chemical Industries Plc|Chiral sugar complexes and process for their preparation|
    JPS57146713A|1981-03-09|1982-09-10|Akira Endo|Hypoglycemic|
    US4447336A|1981-12-18|1984-05-08|Monsanto Company|Stabilized galactomannan gum compositions|
    US4447337A|1982-02-24|1984-05-08|Monsanto Company|Stabiized galactomannan gum compositions|
    DE3228231A1|1982-07-28|1984-02-02|Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V., 8000 München|MEDICINAL PRODUCTS, CALCIUM MIXED SALTS OF POLYMERS, ANIONIC CARBONIC ACIDS AND / OR SULFURIC ACID ESTERS, PROCESS FOR THEIR PRODUCTION AND THEIR USE|
    DE3332301A1|1983-09-07|1985-03-21|Algina AG, Zug|METAL SALTS AND METAL MIXED SALTS OF POLYMERS, ANIONIC CARBONIC ACIDS AND / OR THEIR SULFURIC ACID ESTERS, METHOD FOR THE PRODUCTION THEREOF, THE MEDICINAL PRODUCTS CONTAINING THEM AND THEIR USE|
    ES541277A0|1985-03-15|1985-12-16|Vinas Lab|PROCEDURE FOR THE PREPARATION OF A NEW DERIVATIVE OF LAFRUCTOSA|
    US4606831A|1985-06-17|1986-08-19|Monsanto Company|Stabilized galactomannan gum compositions|
    AU624065B2|1987-09-08|1992-06-04|Kabushiki Kaisha Yakult Honsha|Liquid food|
    KR950003615B1|1988-11-23|1995-04-17|엠티에이 쾐즈폰티 케미아이 쿠타토 인테제테|Basic metal complexes of acidic oligo and polysaccharides and fruit and vegetable products and pharmaceutical compositions comprising such complex|
    HU203372B|1989-02-24|1991-07-29|Richter Gedeon Vegyeszet|Process for producing hyaluronic associates and pharmaceutical compositions and cosmetics comprising such active ingredient|
    US5472950A|1989-02-24|1995-12-05|Richter Gedeon Vegyeszeti Gyar Rt.|Compositions containing cobalt hyaluronic acid complex|
    US5358702A|1990-04-10|1994-10-25|Unger Evan C|Methoxylated gel particle contrast media for improved diagnostic imaging|
    US5368840A|1990-04-10|1994-11-29|Imarx Pharmaceutical Corp.|Natural polymers as contrast media for magnetic resonance imaging|
    US5952308A|1991-07-29|1999-09-14|Pola Chemical Industries Inc.|Mineral absorption promoting agent|
    US5547945A|1993-07-15|1996-08-20|Jcr Pharmaceuticals Co., Ltd.|Remitting agent for nephrotic syndrome and hepatopathy symptoms|
    US5626881A|1995-05-16|1997-05-06|Menefee Mining Corporation|Humate dietary supplement|
    US7033615B2|1999-07-09|2006-04-25|Cancer2 Inc.|Methods for regulating levels of zinc, cadmium and calcium in humans and for diagnosing, or screening for the risk of developing, diseases associated with abnormal levels of cadmium, zinc and calcium in body fluids and tissues|
    US20030228347A1|2000-09-12|2003-12-11|Clark George H.|Amino acid chelate for the effective supplementation of calcium magnesium and potassium in the human diet|
    JP2004155766A|2002-10-18|2004-06-03|Arita Junichi|Zinc-containing substance having blood sugar level-lowering activity|
    GB2430881B|2005-10-06|2010-10-13|Ntnu Technology Transfer As|Oligoelectrolyte polyols for the treatment of mucosal hyperviscosity|
    GB0707096D0|2007-04-12|2007-05-23|Ntnu Technology Transfer As|Method|
    SI2268142T1|2007-11-27|2017-09-29|Algipharma As|Use of alginated oligomers in combating biofilms|
    GB0904941D0|2009-03-23|2009-05-06|Ntnu Technology Transfer As|Composition|
    GB0904942D0|2009-03-23|2009-05-06|Ntnu Technology Transfer As|Composition|
    RU2582938C2|2009-06-03|2016-04-27|АльгиФарма АС|Alginate oligomers applicable in overcoming multiple drug resistance in bacteria|
    JP5721258B2|2011-02-07|2015-05-20|ヒガシマル醤油株式会社|Iron absorption promoter|
    EP2766183A4|2011-10-13|2015-07-01|Vidasym Inc|Iron-fiber composition, preparation and uses thereof|
    TWI580433B|2012-03-30|2017-05-01|Ｒｄ新穎公司|New benzene polycarboxylic acid compounds|
    EP2983527B1|2013-03-08|2019-04-24|Vidasym, Inc.|Metal ion-functional fiber component complex compositions, preparation and uses thereof|
    EP3005872B1|2013-06-05|2017-03-15|AHP Cropscience, S.L.|Product for regulating plant health, method for obtaining said product and use thereof|
    CN103435715A|2013-09-02|2013-12-11|中国科学院烟台海岸带研究所|Preparation method and application of vanadium complexes of oligosaccharides and derivatives thereof|
    RU2564949C1|2014-10-06|2015-10-10|Федеральное государственное бюджетное учреждение науки Институт органической и физической химии им. А.Е. Арбузова Казанского научного центра Российской академии наук|Pharmacological composition for increasing body adaptability under exercise conditions|
    RU2635762C1|2017-02-27|2017-11-15|Федеральное государственное бюджетное учреждение науки Институт органической и физической химии А.Е. Арбузова Казанского научного центра Российской академии наук|Hepatoprotective agent|
    RU2704033C1|2019-08-13|2019-10-23|Федеральное государственное бюджетное учреждение науки "Федеральный исследовательский центр "Казанский научный центр Российской академии наук"|Pharmacological composition based on water-soluble polymetal complexes of polygalacturonic acid, stimulating hematopoiesis process|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    HU76MA00002754A|HU172831B|1976-03-31|1976-03-31|Process for producing complex compounds of oligo- and polygalacturonic acids with essential metal ions|
    [返回顶部]