CN103242391B - A kind of prepare method of strontium glycyrrhetate compound and products thereof and application - Google Patents
A kind of prepare method of strontium glycyrrhetate compound and products thereof and application Download PDFInfo
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- CN103242391B CN103242391B CN201210031436.8A CN201210031436A CN103242391B CN 103242391 B CN103242391 B CN 103242391B CN 201210031436 A CN201210031436 A CN 201210031436A CN 103242391 B CN103242391 B CN 103242391B
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- strontium
- glycyrrhetate
- compound
- soluble
- potenlini
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- 229910052712 strontium Inorganic materials 0.000 title claims abstract description 60
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 title claims abstract description 59
- 150000001875 compounds Chemical class 0.000 title claims abstract description 23
- 238000000034 method Methods 0.000 title claims abstract description 20
- LPLVUJXQOOQHMX-QWBHMCJMSA-N glycyrrhizinic acid Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@@H]1C([C@H]2[C@]([C@@H]3[C@@]([C@@]4(CC[C@@]5(C)CC[C@@](C)(C[C@H]5C4=CC3=O)C(O)=O)C)(C)CC2)(C)CC1)(C)C)C(O)=O)[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O LPLVUJXQOOQHMX-QWBHMCJMSA-N 0.000 claims abstract description 31
- 238000003756 stirring Methods 0.000 claims abstract description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 19
- 159000000008 strontium salts Chemical class 0.000 claims abstract description 17
- 239000000047 product Substances 0.000 claims abstract description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 11
- 238000001035 drying Methods 0.000 claims abstract description 11
- 238000006243 chemical reaction Methods 0.000 claims abstract description 9
- 239000002244 precipitate Substances 0.000 claims abstract description 9
- 238000002360 preparation method Methods 0.000 claims abstract description 9
- 238000002156 mixing Methods 0.000 claims abstract description 3
- 239000002453 shampoo Substances 0.000 claims description 11
- 229910001631 strontium chloride Inorganic materials 0.000 claims description 9
- AHBGXTDRMVNFER-UHFFFAOYSA-L strontium dichloride Chemical group [Cl-].[Cl-].[Sr+2] AHBGXTDRMVNFER-UHFFFAOYSA-L 0.000 claims description 9
- 238000005406 washing Methods 0.000 claims description 9
- RXSHXLOMRZJCLB-UHFFFAOYSA-L strontium;diacetate Chemical compound [Sr+2].CC([O-])=O.CC([O-])=O RXSHXLOMRZJCLB-UHFFFAOYSA-L 0.000 claims description 6
- ILRKKHJEINIICQ-OOFFSTKBSA-N Monoammonium glycyrrhizinate Chemical group N.O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@H]1CC[C@]2(C)[C@H]3C(=O)C=C4[C@@H]5C[C@](C)(CC[C@@]5(CC[C@@]4(C)[C@]3(C)CC[C@H]2C1(C)C)C)C(O)=O)C(O)=O)[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O ILRKKHJEINIICQ-OOFFSTKBSA-N 0.000 claims description 5
- 238000003483 aging Methods 0.000 claims description 5
- 230000032683 aging Effects 0.000 claims description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 5
- CCUZKVDGQHXAFK-UHFFFAOYSA-L strontium;2-hydroxypropanoate Chemical compound [Sr+2].CC(O)C([O-])=O.CC(O)C([O-])=O CCUZKVDGQHXAFK-UHFFFAOYSA-L 0.000 claims description 5
- SPPIIOPGDLITJE-VLQRKCJKSA-N diazanium;(2s,3s,4s,5r,6s)-6-[[(3s,4ar,6ar,6bs,8as,11s,12ar,14ar,14bs)-11-carboxylato-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1h-picen-3-yl]oxy]-5-[(2r,3r,4s,5s,6s)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-3,4-dihy Chemical compound N.N.O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@H]1CC[C@]2(C)[C@H]3C(=O)C=C4[C@@H]5C[C@](C)(CC[C@@]5(CC[C@@]4(C)[C@]3(C)CC[C@H]2C1(C)C)C)C(O)=O)C(O)=O)[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O SPPIIOPGDLITJE-VLQRKCJKSA-N 0.000 claims description 4
- -1 hair conditioner Substances 0.000 claims description 4
- 229940034610 toothpaste Drugs 0.000 claims description 3
- 239000000606 toothpaste Substances 0.000 claims description 3
- 230000008901 benefit Effects 0.000 claims description 2
- 230000000694 effects Effects 0.000 abstract description 16
- 230000003110 anti-inflammatory effect Effects 0.000 abstract description 8
- 150000003839 salts Chemical class 0.000 abstract description 7
- 208000001840 Dandruff Diseases 0.000 abstract description 5
- 210000004761 scalp Anatomy 0.000 abstract description 5
- 229940079593 drug Drugs 0.000 abstract description 4
- 239000003814 drug Substances 0.000 abstract description 4
- 230000000840 anti-viral effect Effects 0.000 abstract description 3
- 239000003795 chemical substances by application Substances 0.000 abstract description 3
- 235000019633 pungent taste Nutrition 0.000 abstract description 3
- 230000000172 allergic effect Effects 0.000 abstract description 2
- 208000010668 atopic eczema Diseases 0.000 abstract description 2
- 230000014759 maintenance of location Effects 0.000 abstract description 2
- 230000000474 nursing effect Effects 0.000 abstract description 2
- 239000000243 solution Substances 0.000 description 20
- 206010013786 Dry skin Diseases 0.000 description 5
- 238000001914 filtration Methods 0.000 description 4
- LPLVUJXQOOQHMX-UHFFFAOYSA-N glycyrrhetinic acid glycoside Natural products C1CC(C2C(C3(CCC4(C)CCC(C)(CC4C3=CC2=O)C(O)=O)C)(C)CC2)(C)C2C(C)(C)C1OC1OC(C(O)=O)C(O)C(O)C1OC1OC(C(O)=O)C(O)C(O)C1O LPLVUJXQOOQHMX-UHFFFAOYSA-N 0.000 description 4
- 229960004949 glycyrrhizic acid Drugs 0.000 description 4
- UYRUBYNTXSDKQT-UHFFFAOYSA-N glycyrrhizic acid Natural products CC1(C)C(CCC2(C)C1CCC3(C)C2C(=O)C=C4C5CC(C)(CCC5(C)CCC34C)C(=O)O)OC6OC(C(O)C(O)C6OC7OC(O)C(O)C(O)C7C(=O)O)C(=O)O UYRUBYNTXSDKQT-UHFFFAOYSA-N 0.000 description 4
- 235000019410 glycyrrhizin Nutrition 0.000 description 4
- 239000012266 salt solution Substances 0.000 description 4
- 241000699666 Mus <mouse, genus> Species 0.000 description 3
- 230000001139 anti-pruritic effect Effects 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 230000035807 sensation Effects 0.000 description 3
- 235000019615 sensations Nutrition 0.000 description 3
- 208000030507 AIDS Diseases 0.000 description 2
- 241000721047 Danaus plexippus Species 0.000 description 2
- 239000004378 Glycyrrhizin Substances 0.000 description 2
- BIVBRWYINDPWKA-VLQRKCJKSA-L Glycyrrhizinate dipotassium Chemical compound [K+].[K+].O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@H]1CC[C@]2(C)[C@H]3C(=O)C=C4[C@@H]5C[C@](C)(CC[C@@]5(CC[C@@]4(C)[C@]3(C)CC[C@H]2C1(C)C)C)C(O)=O)C([O-])=O)[C@@H]1O[C@H](C([O-])=O)[C@@H](O)[C@H](O)[C@H]1O BIVBRWYINDPWKA-VLQRKCJKSA-L 0.000 description 2
- VTAJIXDZFCRWBR-UHFFFAOYSA-N Licoricesaponin B2 Natural products C1C(C2C(C3(CCC4(C)CCC(C)(CC4C3=CC2)C(O)=O)C)(C)CC2)(C)C2C(C)(C)CC1OC1OC(C(O)=O)C(O)C(O)C1OC1OC(C(O)=O)C(O)C(O)C1O VTAJIXDZFCRWBR-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229940101029 dipotassium glycyrrhizinate Drugs 0.000 description 2
- 229960004756 ethanol Drugs 0.000 description 2
- 239000001685 glycyrrhizic acid Substances 0.000 description 2
- 210000003128 head Anatomy 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- WRZYGPIFICWRCG-OOFFSTKBSA-M sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4s,5s,6s)-2-[[(3s,4ar,6ar,6bs,8as,11s,12ar,14ar,14bs)-11-carboxylato-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1h-picen-3-yl]oxy]-6-carboxylato-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trih Chemical compound [Na+].O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@H]1CC[C@]2(C)[C@H]3C(=O)C=C4[C@@H]5C[C@](C)(CC[C@@]5(CC[C@@]4(C)[C@]3(C)CC[C@H]2C1(C)C)C)C(O)=O)C([O-])=O)[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O WRZYGPIFICWRCG-OOFFSTKBSA-M 0.000 description 2
- 229910001427 strontium ion Inorganic materials 0.000 description 2
- PWYYWQHXAPXYMF-UHFFFAOYSA-N strontium(2+) Chemical compound [Sr+2] PWYYWQHXAPXYMF-UHFFFAOYSA-N 0.000 description 2
- 210000005239 tubule Anatomy 0.000 description 2
- PLYYQWWELYJSEB-DEOSSOPVSA-N (2s)-2-(2,3-dihydro-1h-inden-2-yl)-2-(9h-fluoren-9-ylmethoxycarbonylamino)acetic acid Chemical compound C1C2=CC=CC=C2CC1[C@@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C2=CC=CC=C21 PLYYQWWELYJSEB-DEOSSOPVSA-N 0.000 description 1
- 208000024172 Cardiovascular disease Diseases 0.000 description 1
- 241000183712 Cerinthe major Species 0.000 description 1
- 206010008909 Chronic Hepatitis Diseases 0.000 description 1
- QCDFBFJGMNKBDO-UHFFFAOYSA-N Clioquinol Chemical compound C1=CN=C2C(O)=C(I)C=C(Cl)C2=C1 QCDFBFJGMNKBDO-UHFFFAOYSA-N 0.000 description 1
- 206010011224 Cough Diseases 0.000 description 1
- 206010014025 Ear swelling Diseases 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 206010020772 Hypertension Diseases 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- 240000001307 Myosotis scorpioides Species 0.000 description 1
- 241000208125 Nicotiana Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- 206010067482 No adverse event Diseases 0.000 description 1
- 241000795633 Olea <sea slug> Species 0.000 description 1
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical compound CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 1
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 1
- 206010036790 Productive cough Diseases 0.000 description 1
- 208000003251 Pruritus Diseases 0.000 description 1
- 241000863032 Trieres Species 0.000 description 1
- 208000024780 Urticaria Diseases 0.000 description 1
- KPQJOKRSYYJJEL-VLQRKCJKSA-K [Na+].[Na+].CC1(C)[C@H](CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2C(=O)C=C2[C@@H]3C[C@](C)(CC[C@]3(C)CC[C@@]12C)C([O-])=O)O[C@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C([O-])=O)C([O-])=O Chemical compound [Na+].[Na+].CC1(C)[C@H](CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2C(=O)C=C2[C@@H]3C[C@](C)(CC[C@]3(C)CC[C@@]12C)C([O-])=O)O[C@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C([O-])=O)C([O-])=O KPQJOKRSYYJJEL-VLQRKCJKSA-K 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000001154 acute effect Effects 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 230000002424 anti-apoptotic effect Effects 0.000 description 1
- 230000001093 anti-cancer Effects 0.000 description 1
- 230000002300 anti-fibrosis Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 239000003908 antipruritic agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000017531 blood circulation Effects 0.000 description 1
- 206010006451 bronchitis Diseases 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 229960000935 dehydrated alcohol Drugs 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- UREBDLICKHMUKA-CXSFZGCWSA-N dexamethasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@@H](C)[C@@](C(=O)CO)(O)[C@@]1(C)C[C@@H]2O UREBDLICKHMUKA-CXSFZGCWSA-N 0.000 description 1
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- 238000002330 electrospray ionisation mass spectrometry Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 230000035876 healing Effects 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 208000006454 hepatitis Diseases 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 230000036737 immune function Effects 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 238000007689 inspection Methods 0.000 description 1
- 238000007912 intraperitoneal administration Methods 0.000 description 1
- 239000002502 liposome Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 239000002398 materia medica Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- 210000003205 muscle Anatomy 0.000 description 1
- 230000001537 neural effect Effects 0.000 description 1
- 238000005502 peroxidation Methods 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 239000002504 physiological saline solution Substances 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000011150 reinforced concrete Substances 0.000 description 1
- 230000000452 restraining effect Effects 0.000 description 1
- 108010048734 sclerotin Proteins 0.000 description 1
- BSWGGJHLVUUXTL-UHFFFAOYSA-N silver zinc Chemical compound [Zn].[Ag] BSWGGJHLVUUXTL-UHFFFAOYSA-N 0.000 description 1
- MOCOXAJEZKHXSF-IHMBCTQLSA-M sodium;(2s,4as,6ar,6as,6br,8ar,10s,12as,14br)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1h-picene-2-carboxylate Chemical compound [Na+].C([C@H]1C2=CC(=O)[C@H]34)[C@@](C)(C([O-])=O)CC[C@]1(C)CC[C@@]2(C)[C@]4(C)CC[C@@H]1[C@]3(C)CC[C@H](O)C1(C)C MOCOXAJEZKHXSF-IHMBCTQLSA-M 0.000 description 1
- 239000008234 soft water Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 208000024794 sputum Diseases 0.000 description 1
- 210000003802 sputum Anatomy 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 150000003437 strontium Chemical class 0.000 description 1
- YJPVTCSBVRMESK-UHFFFAOYSA-L strontium bromide Chemical compound [Br-].[Br-].[Sr+2] YJPVTCSBVRMESK-UHFFFAOYSA-L 0.000 description 1
- 229940074155 strontium bromide Drugs 0.000 description 1
- 229910001625 strontium bromide Inorganic materials 0.000 description 1
- 150000003438 strontium compounds Chemical class 0.000 description 1
- KRIJWFBRWPCESA-UHFFFAOYSA-L strontium iodide Chemical compound [Sr+2].[I-].[I-] KRIJWFBRWPCESA-UHFFFAOYSA-L 0.000 description 1
- 229910001643 strontium iodide Inorganic materials 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000006016 thyroid dysfunction Effects 0.000 description 1
- 208000016686 tic disease Diseases 0.000 description 1
- 230000001256 tonic effect Effects 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 239000011573 trace mineral Substances 0.000 description 1
- 235000013619 trace mineral Nutrition 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-O triethanolammonium Chemical compound OCC[NH+](CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-O 0.000 description 1
- 230000003442 weekly effect Effects 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cosmetics (AREA)
Abstract
The invention belongs to bulk drug field, disclose a kind of prepare method of strontium glycyrrhetate compound and products thereof and application.The method steps of preparation strontium glycyrrhetate compound is: by Potenlini or solubility glycyrrhetate is water-soluble or the mixing solutions of water and ethanol; Soluble strontium salt is added to the water, 10 ~ 95 DEG C of stirring and dissolving; By two kinds of salts solution hybrid reactions, fully stir, obtain strontium glycyrrhetate white precipitate.Adopt Potenlini or its soluble salt to combine with micro elements needed by human strontium in the present invention first and obtain strontium glycyrrhetate new compound.Strontium glycyrrhetate is applied to washes hair care system, can reduce and wash hair care system Raw to the pungency of scalp, solves the astringent drying of hair that common anti-dandruff agent causes, allergic problem, increases the moisture retention of hair.Strontium glycyrrhetate can be applied to individual's skin nursing field or pharmaceutical field, plays anti-inflammatory, antiviral, the effects such as antianaphylaxis.
Description
Technical field
The invention belongs to bulk drug field, relate to a kind of prepare method of strontium glycyrrhetate compound and products thereof and application.
Background technology
Potenlini (Glycyrrhizicacid), be also called glycyrrhizin, glycyrrhizin, formal name used at school (3 β, 20 β) the positive olea of-20-carboxylic acid-11-oxo-30--12-alkene-3-base-20-β-D-glucopyranosyl-a-D-pyranoglucose aldehydic acid, one of topmost effective constituent in Radix Glycyrrhizae, there is anti-inflammatory, antiviral, relieving cough and reducing sputum and protecting liver and detoxication and strengthen immunologic function, effective removing superoxide ion and hydroxyl radical free radical, the effect of remarkable suppression liposome peroxidation thing, extensively be present in pulse family various plants, it is the natural toxinicide be of great rarity, in the application of personal care articles, there is whitening, sun-proof, antipruritic, effect of hair tonic and hair care.Glycyrrhizic acid molecule formula is C
42h
62o
16(be abbreviated as H
3g), its structural formula is as follows:
From time immemorial, Radix Glycyrrhizae is just by doctor is paid attention to.Existing first the Chinese materia medica monograph Shennong's Herbal in ancient times of China is classified as Radix Glycyrrhizae " top grade ".Well-known doctor's TAO Hong-Jing in 5th century of Christian era " Mingyi Bielu " collected, claim her to be lantern, honeywort, also have the honorific title that " state is old " is such.TAO Hong-Jing is said: " though title of state i.e. Supreme Being teacher always, non-monarch and be monarch institute ancestor, is can pacify and careless stone, and separates all poison also ".Add: Radix Glycyrrhizae " master of the most medicines, the rare not user of classical prescription ".7th century Zhen Quan also say it " many medicines that is in harmonious proportion gain merit, therefore have state old number ".
Research in recent years shows, have no adverse reaction because Potenlini has the pharmacological action of chaff cortin, there is the effects such as obvious anti-fibrosis, anti-oxidant and anti-apoptotic, Potenlini is widely used in treating various acute, chronic hepatitis clinically, bronchitis and acquired immune deficiency syndrome (AIDS), and achieve significant effect.Along with going deep into of research, Potenlini and derivative thereof are more and more widely used.
Potenlini is mainly sold in a salt form and is applied in the market.Common glycyrrhetate has monoammonium glycyrrhizinate, and diammonium glycyrrhizinate, Potenlini list potassium, Rizinsan K2 A2, disodium glycyrrhizinate and Potenlini three are received.Wherein sodium salt, sylvite are mainly used in sweeting agent made by food, tobacco does the moisturizing in correctives and various skin care product, anti-inflammatory, anti-sensitizer, its purity requirement generally reach 75-90%, and ammonium salt is except above purposes, be mainly used in pharmaceutically, there are anticancer, toxicity reduction, synergism, can be used as edible tablet, also can be used as injection, purity requirement is higher, generally all needs more than 95%.
Strontium is the necessary a kind of important trace element of human body, concerning most important human body, just as the reinforced concrete building human body, is the important component part of skeleton and tooth.Strontium shortage easily causes the difficult healing of fracture, white hair, carious tooth, the loose disease of senile sclerotin.Strontium also participates in blood circulation of human body, can improve absorption and the metabolism of sodium salt in body, prevent hypertension and cardiovascular disorder.In addition, strontium salt is also relevant with excitement that is neural and muscle, clinically once with various containing strontium compound treatment urticaria and the tic disease that causes because of thyroid dysfunction.Because strontium salt can close dentinal tubule, prevent the flowing of liquid in tubule, so often adopt strontium salt to play tooth in toothpaste resist quick effect.Hygiene regimen can oral strontium bromide, strontium iodide, strontium lactate, strontium salicylate.
The relevant report of strontium glycyrrhetate and Synthesis and applications thereof is there is no at present in published technical literature.
Summary of the invention
The object of the invention is the above-mentioned deficiency for prior art, a kind of method preparing strontium glycyrrhetate compound is provided.
Another object of the present invention is to provide the strontium glycyrrhetate product prepared by this preparation method.
Another object of the present invention is to provide the application of this strontium glycyrrhetate product.
Technical scheme of the present invention is as follows:
A kind of method steps preparing strontium glycyrrhetate compound is: (A) is by Potenlini or solubility glycyrrhetate is water-soluble or the mixing solutions of water and ethanol; (B) soluble strontium salt is added to the water, 10 ~ 95 DEG C of stirring and dissolving; (C) by two kinds of salts solution hybrid reactions, fully stir, obtain strontium glycyrrhetate white precipitate.
Wherein, the weight ratio of described Potenlini or solubility glycyrrhetate and soluble strontium salt is 1: 0.01 ~ 100, preferably 1: 0.02 ~ 80, more preferably 1: 0.2 ~ 20.
Described solubility glycyrrhetate be selected from ammonium glycyrrhizunate, potassium glycyrrhizana and sodium glycyrrhetate any one, preferred ammonium glycyrrhizunate is monoammonium glycyrrhizinate, diammonium glycyrrhizinate.
Described soluble strontium salt is selected from strontium chloride, strontium lactate, strontium acetate, preferred strontium chloride.
Two kinds of described salts solution hybrid reaction temperature are 10 DEG C ~ 95 DEG C, preferably 20 DEG C ~ 90 DEG C, preferably 30 DEG C ~ 85 DEG C further.In the present invention, strontium glycyrrhetate synthetic system can be water, or aqueous ethanol mixed system.
Described strontium glycyrrhetate white precipitate, through ageing, filters, and washing, drying obtains strontium glycyrrhetate product, and molecular formula is C
42h
60o
16sr.
In the present invention, the solution of Potenlini and salt thereof and the hybrid mode of strontium salt solution can be that Potenlini solution adds in strontium salt solution, also can be added drop-wise in Potenlini solution by strontium salt solution, also Potenlini solution and strontium salt solution can join another one solution system simultaneously.
The white precipitate of the strontium glycyrrhetate obtained in the present invention can adopt drying under reduced pressure, spraying dry, lyophilize, or vacuum and heating drying.
Strontium glycyrrhetate washing of precipitate in the present invention can adopt frozen water filtration washing or absolute ethanol washing or normal temperature soft water to wash when filtering.
The strontium glycyrrhetate compound prepared according to the method described in the present invention.
Strontium glycyrrhetate compound of the present invention can be mended in strontium preparation in preparation and apply.
Strontium glycyrrhetate compound of the present invention is preparing the application in personal-care supplies, and amount ranges, 0.1 ~ 8%, can take the circumstances into consideration to add according to formula specific requirement result of use.
Wherein, described personal-care supplies are shampoo, and hair conditioner, in the products such as toothpaste.
Beneficial effect of the present invention:
Adopt Potenlini or its soluble salt to combine with micro elements needed by human strontium in the present invention first and obtain strontium glycyrrhetate new compound.
Strontium glycyrrhetate is a kind of polyol, in water, solvability is low, has lipotropy, easily deposits on skin, there is the effect of slowly-releasing Potenlini and strontium ion, do not affect the useful effect of Potenlini and strontium ion, the Physiological Function Mechanism that the two is different can be utilized, play anti-inflammatory, anti-quick, reduce white hair, the object improved the health, avoids using inorganic benefit strontium preparation to the pungency of human body mucous membrane tissue cell.
Strontium glycyrrhetate in the present invention is applied to washes hair care system, can reduce and wash hair care system Raw to the pungency of scalp, solves the astringent drying of hair that common anti-dandruff agent causes, allergic problem, increases the moisture retention of hair.
The strontium glycyrrhetate obtained in the present invention can be applied to individual's skin nursing field or pharmaceutical field, plays anti-inflammatory, antiviral, the effects such as antianaphylaxis, but is not limited to the application in these two fields.
Specific embodiments
Describe the present invention below in conjunction with embodiment.Scope of the present invention is not limited with embodiment.
Embodiment 1
Potenlini 10 grams, puts into 250ml beaker, adds the ethanolic soln 100ml of 20%, is heated to 50 DEG C, abundant stirring and dissolving.Simultaneously in another 250ml beaker, add the strontium chloride of 10 grams, add 60ml pure water, stirring and dissolving, is heated to 50 DEG C, the strontium chloride solution obtained is joined in 3-6 minute in Potenlini solution, there is white precipitate, after strontium chloride solution adds completely, continue stirring 4 hours, ageing 4 hours, filters, dehydrated alcohol filtration washing, 60 DEG C of temperature dryings, obtain product, yield is that 93.7%, HPLC detection level reaches 98.2%.
IR：1632cm
-1，1387cm
-1，1632cm
-1，1725cm
-1，1310cm
-1，1276cm
-1，920cm
-1，3416cm
-1；ESI-MS：821；
Molecular formula is C
42h
60o
16sr;
Sr％：9.32。
Embodiment 2
Sodium glycyrrhizinate 15 grams, puts into 250ml beaker, adds the ethanolic soln 100ml of 30%, is heated to 70 DEG C, abundant stirring and dissolving, becomes clear solution; Meanwhile, in another 250ml beaker, the strontium chloride of 20 grams is added, add 80ml pure water, be heated to 70 DEG C, maintain 70 DEG C of stirring and dissolving, Sodium glycyrrhizinate is slowly joined in strontium chloride solution, abundant stirring, after reinforced end, continues stirring reaction 6 hours, 40 DEG C of ageings 5 hours, absolute ethanol washing, 70 DEG C of dryings, obtain strontium glycyrrhetate (C
42h
60o
16sr) product, yield is 92.3%, and content reaches 97.5%
Embodiment 3
Dipotassium glycyrrhizinate 20 grams, puts into 500ml beaker, adds the ethanolic soln 200ml of 30%, is heated to 70 DEG C, abundant stirring and dissolving, becomes clear solution; Meanwhile, get 15 grams of strontium acetates to be dissolved in 100ml water.Strontium acetate solution is slowly joined in dipotassium glycyrrhizinate solution, stir 5 hours under 60 DEG C of conditions, leave standstill, filter.60 DEG C of dryings, obtain strontium glycyrrhetate product (C
42h
60o
16sr), yield is 92.1%, and content reaches 96.2%
Embodiment 4
Monoammonium glycyrrhizinate 100 grams, 200 grams, water, is mixed in the beaker of 500ml, is heated to 85 DEG C, stirring and dissolving.Get 8 grams of strontium lactates to be dissolved in 50 grams of water, be heated to 70 DEG C, stirring and dissolving.Then slowly join in monoammonium glycyrrhizinate solution by strontium lactate solution, produce white precipitate, stirring reaction 3 hours under 35 DEG C of conditions, 50 DEG C of dryings, obtain strontium glycyrrhetate (C
42h
60o
16sr), yield 94.6%, content reaches 96.7%.
Embodiment 5
Extracting Radix Glycyrrhizae acid two ammonium 10 grams, is dissolved in the ethanolic soln of 80 gram 20%, is heated to 40 DEG C, stirring and dissolving.Get strontium acetate 25 grams, add water 80 grams, be heated to 40 DEG C, strontium acetate solution is added drop-wise in diammonium glycyrrhizinate solution in 10 minutes, stir 3 hours under 40 DEG C of conditions, ageing 4 hours, frozen water filtration washing, 80 DEG C of dryings obtain product, and yield is 94.7%, and content is 94.6%.
Example 6
The anti-sensitivity of anti-inflammatory of strontium glycyrrhetate, the restraining effect effect adopting strontium glycyrrhetate p-Xylol to cause Mice Auricle portion inflammation is tested.
Get mouse 50, be divided into 5 groups at random, with physiological saline group for blank group, dexamethasone, Potenlini, strontium glycyrrhetate is administration group.After intraperitoneal administration 20min, smear mouse right ear exterior feature with dimethylbenzene, left ear contrasts.Put to death mouse after 2h, using left and right two ear weight difference as swelling (mg), do t inspection, data are in table 1:
Table 1 Potenlini silver zinc anti-inflammatory action experimental data
Result data shows that strontium glycyrrhetate has the effect suppressing mouse ear swelling, and effect resists quick effective than the anti-inflammatory being used alone Potenlini.
Embodiment 7
The application example of strontium glycyrrhetate in shampoo: the formula of each application example is in table 2.
In water, soak A item component in advance, after stirring, be heated to 80 DEG C, add B component successively, treat that system is dissolved completely, after stirring, add C item, regulate pH, under 45 DEG C of conditions, add D with citric acid or triethanol ammonium, component E just.
Example prepared by table 2 shampoo
Embodiment 8 uses efficacy assessments containing strontium glycyrrhetate shampoo.
Employing crowd tries out method (each 30 people).Crowd on probation adopts and does not contrast containing the blank shampoo of example 1 of strontium glycyrrhetate, carries out half a head test.First use water-soaked hair, then fully spread upon on scalp with a certain amount of shampoo, rub 3-4 minute, clear water is cleaned, and washing in first week 3 times, washs 2 times weekly later, observed and recorded after 4 weeks.
Tester uses the shampoo of example 2 ~ 5 in embodiment 7 according to identical method, one month driving cycle.Tester evaluates using the anti-dandruff and itching-relieving effect after shampoo according to the sensation of oneself, and the standard of evaluation adopts 5 points of systems, and 5 are divided into best, and 1 is divided into the poorest, the results are shown in Table 3
The various shampoo of table 3 uses efficacy assessments
| Example 1 | Example 2 | Example 3 | Example 4 | Example 5 | Example 6 | |
| Hair uses sensation | 2.1 | 2.8 | 3.8 | 4.2 | 4.5 | 1.5 |
| Scalp comfort level | 1.5 | 3.5 | 4.0 | 4.4 | 4.8 | 2.0 |
| Anti-dandruff effect | 1.0 | 3.8 | 3.5 | 4.0 | 4.5 | 3.5 |
| Antipruritic effect | 1.0 | 3.7 | 4.1 | 4.3 | 4.6 | 1.0 |
The application example of embodiment 9 strontium glycyrrhetate in hair conditioner
The formula of each application example is in table 4.
Hair conditioner preparation method: by pre-dispersed in room temperature water for A item component, after stirring, be heated to 75 DEG C, add the compound in B and component C successively, be stirred to whole dissolving, with clarifixator homogeneous 5 minutes, cool to 40 DEG C, add the pre-dispersed D component mixed, after stirring, add appropriate essence as required, sanitas, stir.
Table 4 hair conditioner prepares example
Embodiment 10 is containing strontium glycyrrhetate hair conditioner effect embodiment
In embodiment 9, the use efficacy assessments of each hair conditioner of preparation is similar to shampoo, and comparative sample carries out half a head test, 30 days driving cycles, feel that total appraisal is given a mark according to trier, adopt 5 points of systems, wherein every sensation is it is preferred that 5 points, the poorest is 1 point, the results are shown in Table 5.
The various hair conditioner result of use of table 5 is evaluated
| Example 7 | Example 8 | Example 9 | Example 10 | Example 11 | |
| Scalp comfort level | 2.0 | 3.1 | 3.9 | 4.3 | 4.8 |
| Anti-dandruff effect | 1.0 | 2.0 | 3.8 | 4.1 | 4.3 |
| Antipruritic effect | 1.0 | 3.0 | 3.8 | 4.2 | 4.6 |
Claims (11)
1. prepare a method for strontium glycyrrhetate compound, it is characterized in that comprising: (A) is by Potenlini or solubility glycyrrhetate is water-soluble or the mixing solutions of water and ethanol; (B) soluble strontium salt is added to the water, 10 ~ 95 DEG C of stirring and dissolving; (C) by two kinds of solution hybrid reactions, fully stir, obtain strontium glycyrrhetate white precipitate; The weight ratio of described Potenlini or solubility glycyrrhetate and soluble strontium salt is 1:0.01 ~ 100; Solubility glycyrrhetate is selected from ammonium glycyrrhizunate, and described soluble strontium salt is selected from strontium chloride, strontium lactate, strontium acetate.
2. the method preparing strontium glycyrrhetate compound according to claim 1, is characterized in that the weight ratio of described Potenlini or solubility glycyrrhetate and soluble strontium salt is 1:0.02 ~ 80.
3. the method preparing strontium glycyrrhetate compound according to claim 2, is characterized in that the weight ratio of described Potenlini or solubility glycyrrhetate and soluble strontium salt is 1:0.2 ~ 20.
4. the method preparing strontium glycyrrhetate compound according to claim 1, is characterized in that described ammonium glycyrrhizunate is monoammonium glycyrrhizinate or diammonium glycyrrhizinate; Described soluble strontium salt is selected from strontium chloride.
5. the method preparing strontium glycyrrhetate compound according to claim 1, is characterized in that the temperature of two kinds of described solution hybrid reactions is 10 DEG C ~ 95 DEG C.
6. the method preparing strontium glycyrrhetate compound according to claim 5, is characterized in that the temperature of two kinds of described solution hybrid reactions is 20 DEG C ~ 90 DEG C.
7. the method preparing strontium glycyrrhetate compound according to claim 6, is characterized in that the temperature of two kinds of described solution hybrid reactions is 30 DEG C ~ 85 DEG C.
8. the method preparing strontium glycyrrhetate compound according to claim 1, is characterized in that described strontium glycyrrhetate white precipitate is through ageing, filters, and washing, drying obtains strontium glycyrrhetate product.
9. according to the application of strontium glycyrrhetate compound in preparation benefit strontium preparation prepared by the method according to any one of claim 1 ~ 8.
10. the strontium glycyrrhetate compound prepared according to the method according to any one of claim 1 ~ 8 is preparing the application in personal-care supplies.
11. application according to claim 10, is characterized in that described personal-care supplies are shampoo, hair conditioner, toothpaste.
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| CN111195259A (en) * | 2018-11-16 | 2020-05-26 | 深圳市阳光百度生物科技发展有限公司 | Preparation method of strontium chloride and D-panthenol composite preparation and anti-allergy restoration application thereof |
| CN115444766B (en) * | 2022-02-17 | 2023-06-20 | 中国科学院过程工程研究所 | Bi-component shampoo with scalp nourishing effect and preparation method thereof |
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