JPWO2021119810A5 - - Google Patents
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- JPWO2021119810A5 JPWO2021119810A5 JP2022537400A JP2022537400A JPWO2021119810A5 JP WO2021119810 A5 JPWO2021119810 A5 JP WO2021119810A5 JP 2022537400 A JP2022537400 A JP 2022537400A JP 2022537400 A JP2022537400 A JP 2022537400A JP WO2021119810 A5 JPWO2021119810 A5 JP WO2021119810A5
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- delivery system
- oral delivery
- protein
- powder
- polysaccharide
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- 229920001282 polysaccharide Polymers 0.000 claims 29
- 239000005017 polysaccharide Substances 0.000 claims 29
- 150000004804 polysaccharides Chemical class 0.000 claims 29
- 239000000843 powder Substances 0.000 claims 28
- 235000018102 proteins Nutrition 0.000 claims 22
- 108090000623 proteins and genes Proteins 0.000 claims 22
- 102000004169 proteins and genes Human genes 0.000 claims 22
- 239000004480 active ingredient Substances 0.000 claims 14
- 239000000203 mixture Substances 0.000 claims 9
- 238000011065 in-situ storage Methods 0.000 claims 6
- 238000000034 method Methods 0.000 claims 6
- 239000006186 oral dosage form Substances 0.000 claims 6
- 239000012530 fluid Substances 0.000 claims 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims 4
- 230000002496 gastric effect Effects 0.000 claims 4
- 239000007787 solid Substances 0.000 claims 4
- 235000013305 food Nutrition 0.000 claims 3
- 238000007654 immersion Methods 0.000 claims 3
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 claims 2
- 102000057297 Pepsin A Human genes 0.000 claims 2
- 108090000284 Pepsin A Proteins 0.000 claims 2
- 108010064851 Plant Proteins Proteins 0.000 claims 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 2
- 239000000654 additive Substances 0.000 claims 2
- 230000002776 aggregation Effects 0.000 claims 2
- 238000004220 aggregation Methods 0.000 claims 2
- 230000006835 compression Effects 0.000 claims 2
- 238000007906 compression Methods 0.000 claims 2
- 230000003111 delayed effect Effects 0.000 claims 2
- 230000002178 gastroprotective effect Effects 0.000 claims 2
- 239000008240 homogeneous mixture Substances 0.000 claims 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 claims 2
- 102000035118 modified proteins Human genes 0.000 claims 2
- 108091005573 modified proteins Proteins 0.000 claims 2
- 239000002417 nutraceutical Substances 0.000 claims 2
- 235000021436 nutraceutical agent Nutrition 0.000 claims 2
- 229940111202 pepsin Drugs 0.000 claims 2
- 235000021118 plant-derived protein Nutrition 0.000 claims 2
- 239000011780 sodium chloride Substances 0.000 claims 2
- 238000013268 sustained release Methods 0.000 claims 2
- 239000012730 sustained-release form Substances 0.000 claims 2
- 241000416162 Astragalus gummifer Species 0.000 claims 1
- 244000037364 Cinnamomum aromaticum Species 0.000 claims 1
- 235000014489 Cinnamomum aromaticum Nutrition 0.000 claims 1
- 229920002558 Curdlan Polymers 0.000 claims 1
- 239000001879 Curdlan Substances 0.000 claims 1
- 241000196324 Embryophyta Species 0.000 claims 1
- 108010002537 Fruit Proteins Proteins 0.000 claims 1
- 229920000855 Fucoidan Polymers 0.000 claims 1
- 229920000569 Gum karaya Polymers 0.000 claims 1
- 229920000168 Microcrystalline cellulose Polymers 0.000 claims 1
- 102000014171 Milk Proteins Human genes 0.000 claims 1
- 108010011756 Milk Proteins Proteins 0.000 claims 1
- 108010019160 Pancreatin Proteins 0.000 claims 1
- 229920001218 Pullulan Polymers 0.000 claims 1
- 239000004373 Pullulan Substances 0.000 claims 1
- 229920001615 Tragacanth Polymers 0.000 claims 1
- 229920002310 Welan gum Polymers 0.000 claims 1
- ZNOZWUKQPJXOIG-XSBHQQIPSA-L [(2r,3s,4r,5r,6s)-6-[[(1r,3s,4r,5r,8s)-3,4-dihydroxy-2,6-dioxabicyclo[3.2.1]octan-8-yl]oxy]-4-[[(1r,3r,4r,5r,8s)-8-[(2s,3r,4r,5r,6r)-3,4-dihydroxy-6-(hydroxymethyl)-5-sulfonatooxyoxan-2-yl]oxy-4-hydroxy-2,6-dioxabicyclo[3.2.1]octan-3-yl]oxy]-5-hydroxy-2-( Chemical compound O[C@@H]1[C@@H](O)[C@@H](OS([O-])(=O)=O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H]2OC[C@H]1O[C@H](O[C@H]1[C@H]([C@@H](CO)O[C@@H](O[C@@H]3[C@@H]4OC[C@H]3O[C@H](O)[C@@H]4O)[C@@H]1O)OS([O-])(=O)=O)[C@@H]2O ZNOZWUKQPJXOIG-XSBHQQIPSA-L 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 230000001668 ameliorated effect Effects 0.000 claims 1
- 235000001014 amino acid Nutrition 0.000 claims 1
- 150000001413 amino acids Chemical class 0.000 claims 1
- 235000021120 animal protein Nutrition 0.000 claims 1
- 229920001586 anionic polysaccharide Polymers 0.000 claims 1
- 150000004836 anionic polysaccharides Chemical class 0.000 claims 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims 1
- 239000002775 capsule Substances 0.000 claims 1
- 235000010418 carrageenan Nutrition 0.000 claims 1
- 239000000679 carrageenan Substances 0.000 claims 1
- 229920001525 carrageenan Polymers 0.000 claims 1
- 229940113118 carrageenan Drugs 0.000 claims 1
- 235000013339 cereals Nutrition 0.000 claims 1
- 235000019316 curdlan Nutrition 0.000 claims 1
- 229940078035 curdlan Drugs 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 238000010828 elution Methods 0.000 claims 1
- 239000002702 enteric coating Substances 0.000 claims 1
- 238000009505 enteric coating Methods 0.000 claims 1
- 235000020650 eye health related herbal supplements Nutrition 0.000 claims 1
- 229920000591 gum Polymers 0.000 claims 1
- 230000003993 interaction Effects 0.000 claims 1
- 230000000968 intestinal effect Effects 0.000 claims 1
- 235000010494 karaya gum Nutrition 0.000 claims 1
- 235000019359 magnesium stearate Nutrition 0.000 claims 1
- 235000019813 microcrystalline cellulose Nutrition 0.000 claims 1
- 239000008108 microcrystalline cellulose Substances 0.000 claims 1
- 229940016286 microcrystalline cellulose Drugs 0.000 claims 1
- 235000021239 milk protein Nutrition 0.000 claims 1
- 229940055695 pancreatin Drugs 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 239000006041 probiotic Substances 0.000 claims 1
- 230000000529 probiotic effect Effects 0.000 claims 1
- 235000018291 probiotics Nutrition 0.000 claims 1
- 235000019423 pullulan Nutrition 0.000 claims 1
- 239000000377 silicon dioxide Substances 0.000 claims 1
- 235000012239 silicon dioxide Nutrition 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 235000013343 vitamin Nutrition 0.000 claims 1
- 239000011782 vitamin Substances 0.000 claims 1
- 229940088594 vitamin Drugs 0.000 claims 1
- 229930003231 vitamin Natural products 0.000 claims 1
- 150000003722 vitamin derivatives Chemical class 0.000 claims 1
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 claims 1
Claims (18)
前記多糖粉末が、以下の粉末流動特性のうちの1つ以上を有するか、または有するように調整される、経口送達系:
(a)約28、29、30、31、32、33、34、35、36、37、38、39、40、41、42、43、44、45、46、47、48、49、49、50、51、52、53、54、55、56、57、58、59、60、61、62、63、64、または65度より大きい安息角(α);
(b)約10、11、12、13、14、15、16、17、18、19、20、21、22、23、24、25、26、27、28、29、30、31、32、33、34、35、36、37、38、39、40、41、42、43、44、45、46、47、48、49、または50を超える動的凝集指数;
(c)約15、16、17、18、19、20、21、22、23、24、25、26、27、28、29、30、31、32、33、34、35、36、37、または38%より大きい圧縮度(Carr指数);
(d)約1.18、1.19、1.2、1.21、1.22、1.23、1.24、1.25、1.26、1.27、1.28、1.29、1.3、1.31、1.32、1.33、1.34、1.35、1.36、1.37、1.38、1.39、1.4、1.41、1.42、1.43、1.44、1.45、1.46、1.47、1.48、1.49、1.5、1.51、1.52、1.53、1.54、1.55、1.56、1.57、1.58、1.59または1.6より大きいHausner比;または
(e)(a)~(d)の任意の組み合わせ。 An oral delivery system comprising, or consisting essentially of, a dry homogeneous mixture comprising a protein powder and a polysaccharide powder mixture and an active ingredient dispersed therein, the oral delivery system comprising: immersing said oral delivery system in gastric fluid; The protein powder and polysaccharide powder mixture forms a protein/polysaccharide complex coacervate in situ, thereby providing gastroprotection and/or modified release to the active ingredient, and the protein powder and polysaccharide powder mixture in the oral delivery system. Changing the proportion of polysaccharide powder changes the level of gastroprotection and/or the rate of release of said active ingredient;
Oral delivery system , wherein the polysaccharide powder has or is tailored to have one or more of the following powder flow properties :
(a) about 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 49, An angle of repose (α) greater than 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, or 65 degrees;
(b) about 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, a dynamic aggregation index greater than 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, or 50;
(c) about 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, or compression degree (Carr index) greater than 38%;
(d) about 1.18, 1.19, 1.2, 1.21, 1.22, 1.23, 1.24, 1.25, 1.26, 1.27, 1.28, 1. 29, 1.3, 1.31, 1.32, 1.33, 1.34, 1.35, 1.36, 1.37, 1.38, 1.39, 1.4, 1.41, 1.42, 1.43, 1.44, 1.45, 1.46, 1.47, 1.48, 1.49, 1.5, 1.51, 1.52, 1.53, 1. Hausner ratio greater than 54, 1.55, 1.56, 1.57, 1.58, 1.59 or 1.6; or
(e) Any combination of (a) to (d) .
(b)前記経口送達系における多糖粉末対タンパク質粉末(protein power)の重量比が、1:20~1:1、1:15~1:1.5、1:10~1:2、1:9.5~1:2.5、1:9~1:3、または1:8.5~1:3.5、1:8~1:4、1:7.5~1:4.5、または1:7~1:5である;
(c)前記経口送達系が、約5%~50%、10%~45%、15%~40%、または20%~35重量/重量%の前記タンパク質粉末と前記多糖粉末の混合物を含む、または
(d)それらの任意の組み合わせである、
請求項1~3のいずれか一項に記載の経口送達系。 (a) increasing the ratio of the polysaccharide powder to the protein power in the oral delivery system increases the level of gastroprotection and/or reduces the rate of release of the active ingredient;
(b) The weight ratio of polysaccharide powder to protein power in the oral delivery system is 1:20 to 1:1, 1:15 to 1:1.5, 1:10 to 1:2, 1: 9.5-1:2.5, 1:9-1:3, or 1:8.5-1:3.5, 1:8-1:4, 1:7.5-1:4.5 , or 1:7 to 1:5;
(c) said oral delivery system comprises about 5% to 50%, 10% to 45%, 15% to 40%, or 20% to 35% w/w of a mixture of said protein powder and said polysaccharide powder ; or (d) any combination thereof;
Oral delivery system according to any one of claims 1 to 3 .
(b)前記有効成分の放出速度が、前記経口送達系を胃液に浸漬すると、イン・サイチュで形成される前記タンパク質/多糖複合コアセルベートの強度に反比例する;
(c)前記経口送達系をSGFに浸漬した際にイン・サイチュで形成される前記タンパク質/多糖複合コアセルベートが、分子内ベータ-シート構造、アルファ-ヘリックス構造、および/または不規則構造の存在を特徴とする(例えば、フーリエ変換赤外(FTIR)分光法によって測定される場合);または
(d)それらの任意の組み合わせである、
請求項1~4のいずれか一項に記載の経口送達系。 (a) The protein powder and polysaccharide powder mixture is orally added to simulated gastric fluid (SGF) consisting of a 37% v/v diluted HCl solution at pH 1.0 containing 2 g/L NaCl and 0.1 g/L pepsin. immersing the delivery system forms the protein /polysaccharide complex coacervate in situ;
(b) the rate of release of said active ingredient is inversely proportional to the strength of said protein/polysaccharide complex coacervate formed in situ upon immersion of said oral delivery system in gastric fluid;
(c) the protein/polysaccharide complex coacervates formed in situ upon immersion of the oral delivery system in SGF exhibit the presence of intramolecular beta-sheet, alpha-helical, and/or disordered structures; (e.g., as measured by Fourier Transform Infrared (FTIR) spectroscopy); or (d) any combination thereof;
Oral delivery system according to any one of claims 1 to 4 .
(ii)持続放出経口送達系;
(iii)非製剤化有効成分の投与と比較して、経口投与時に前記有効成分に対して胃保護を強化した経口送達系;または
(iv)それらの任意の組み合わせ
である、請求項1~5のいずれか一項に記載の経口送達系。 (i) a delayed release oral delivery system;
(ii) sustained release oral delivery system;
(iii) an oral delivery system that provides enhanced gastroprotection for the active ingredient upon oral administration compared to administration of unformulated active ingredients; or (iv) any combination thereof Oral delivery system according to any one of .
(i)遅延放出経口送達系が、多糖粉末を含まない対応する経口送達系と比較して、前記有効成分の50%が放出されるのに必要な時間を少なくとも30、60、90,120,150,180,210、または240分遅延させる;
(ii)持続放出経口送達系が、少なくとも3、4、5、6、7、8、9、10、11、12、13、14、15、16、17、または18時間にわたって前記有効成分の放出をもたらす;および/または
(ii)前記経口送達系が、非製剤化有効成分の投与と比較して、前記有効成分に対して胃保護を強化する;
請求項6に記載の経口送達系。 The oral delivery system was immersed in SGF for 2 hours at 37°C, followed by immersion in simulated intestinal fluid (SIF), where the SGF contained 2 g/L NaCl and 0.1 g/L pepsin. Elution consisting of a dilute HCl solution, pH 1.0, at % vol/vol, the SIF consisting of 50 mM NaH 2 PO 4 or KH 2 PO 4 buffer, pH 6.9, containing 0.5 g/L pancreatin. During the exam,
(i) the delayed release oral delivery system requires at least 30, 60, 90, 120, delay by 150, 180, 210, or 240 minutes;
(ii) the sustained release oral delivery system releases said active ingredient over a period of at least 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, or 18 hours; and/or (ii) said oral delivery system provides enhanced gastroprotection for said active ingredient compared to administration of an unformulated active ingredient;
7. Oral delivery system according to claim 6 .
前記多糖粉末が、以下の粉末流動特性のうちの1つ以上を有するか、または有するように調整される、方法:
(a)約28、29、30、31、32、33、34、35、36、37、38、39、40、41、42、43、44、45、46、47、48、49、49、50、51、52、53、54、55、56、57、58、59、60、61、62、63、64、または65度より大きい安息角(α);
(b)約10、11、12、13、14、15、16、17、18、19、20、21、22、23、24、25、26、27、28、29、30、31、32、33、34、35、36、37、38、39、40、41、42、43、44、45、46、47、48、49、または50を超える動的凝集指数;
(c)約15、16、17、18、19、20、21、22、23、24、25、26、27、28、29、30、31、32、33、34、35、36、37、または38%より大きい圧縮度(Carr指数);
(d)約1.18、1.19、1.2、1.21、1.22、1.23、1.24、1.25、1.26、1.27、1.28、1.29、1.3、1.31、1.32、1.33、1.34、1.35、1.36、1.37、1.38、1.39、1.4、1.41、1.42、1.43、1.44、1.45、1.46、1.47、1.48、1.49、1.5、1.51、1.52、1.53、1.54、1.55、1.56、1.57、1.58、1.59または1.6より大きいHausner比;または
(e)(a)~(d)の任意の組み合わせ。 dispersing the active ingredient in a dry homogeneous mixture comprising a protein powder and a polysaccharide powder, and formulating the resulting mixture into a solid oral dosage form, and immersing said solid oral dosage form in gastric fluid. , the polysaccharide powder has powder flow properties that allow interaction with the protein powder such that a protein/polysaccharide complex coacervate is formed in situ, thereby imparting gastroprotective and/or gastroprotective properties to the active ingredient. or a method of preparing a solid oral dosage form that is provided with modified release, the method comprising:
A method wherein the polysaccharide powder has or is adjusted to have one or more of the following powder flow properties:
(a) about 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 49, An angle of repose (α) greater than 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, or 65 degrees;
(b) about 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, a dynamic aggregation index greater than 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, or 50;
(c) about 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, or compression degree (Carr index) greater than 38%;
(d) about 1.18, 1.19, 1.2, 1.21, 1.22, 1.23, 1.24, 1.25, 1.26, 1.27, 1.28, 1. 29, 1.3, 1.31, 1.32, 1.33, 1.34, 1.35, 1.36, 1.37, 1.38, 1.39, 1.4, 1.41, 1.42, 1.43, 1.44, 1.45, 1.46, 1.47, 1.48, 1.49, 1.5, 1.51, 1.52, 1.53, 1. Hausner ratio greater than 54, 1.55, 1.56, 1.57, 1.58, 1.59 or 1.6; or
(e) Any combination of (a) to (d).
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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US201962949130P | 2019-12-17 | 2019-12-17 | |
US62/949,130 | 2019-12-17 | ||
PCT/CA2020/051726 WO2021119810A1 (en) | 2019-12-17 | 2020-12-16 | Oral delivery systems based on in situ forming protein/polysaccharide coacervates |
Publications (2)
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JP2023506539A JP2023506539A (en) | 2023-02-16 |
JPWO2021119810A5 true JPWO2021119810A5 (en) | 2023-12-25 |
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JP2022537400A Pending JP2023506539A (en) | 2019-12-17 | 2020-12-16 | Oral delivery system based on in situ formation of protein/polysaccharide coacervates |
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US (2) | US11737987B2 (en) |
EP (1) | EP3937983A4 (en) |
JP (1) | JP2023506539A (en) |
KR (1) | KR20220114618A (en) |
CN (1) | CN114867496A (en) |
AU (1) | AU2020406676A1 (en) |
BR (1) | BR112022011714A2 (en) |
CA (1) | CA3161198A1 (en) |
IL (1) | IL293904A (en) |
MX (1) | MX2022007326A (en) |
WO (1) | WO2021119810A1 (en) |
ZA (1) | ZA202206754B (en) |
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CN115886255A (en) * | 2022-10-31 | 2023-04-04 | 中国农业大学 | High-stability blueberry anthocyanin binary gel tablet and preparation method thereof |
Family Cites Families (29)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3069327A (en) | 1960-09-19 | 1962-12-18 | Arthur C Eldridge | Soybean whey protein-polysaccharide complex |
US3312594A (en) * | 1963-06-21 | 1967-04-04 | Squibb & Sons Inc | Longlasting troche |
US3558768A (en) | 1969-12-19 | 1971-01-26 | Sterling Drug Inc | Sustained release pharmaceutical compositions |
SE7607758L (en) | 1975-07-28 | 1977-01-29 | Mueller Hans Dr Ing Fa | KIT FOR MANUFACTURE OF EGG WHITE FROM WHEAT FLOUR |
US4451446A (en) | 1982-03-04 | 1984-05-29 | Smithkline-Rit | Process for the preparation of polysaccharide-protein complexes from bacterial capsules, obtained products and immunogenic compositions containing them |
EP0109688A3 (en) | 1982-11-23 | 1986-12-03 | The Wellcome Foundation Limited | Improved complexes, processes for obtaining them and formulations containing such complexes |
GB2148901A (en) | 1983-10-04 | 1985-06-05 | Johnson & Johnson | Protein/polysaccharide complexes |
ES2172793T3 (en) | 1996-06-17 | 2002-10-01 | Janssen Pharmaceutica Nv | BICONVEX DOSAGE FORMS OF QUICK DISINTEGRATION. |
US6632451B2 (en) | 1999-06-04 | 2003-10-14 | Dexcel Pharma Technologies Ltd. | Delayed total release two pulse gastrointestinal drug delivery system |
CA2435681C (en) | 2001-01-23 | 2011-06-21 | Aventis Pasteur | Multivalent meningococcal polysaccharide-protein conjugate vaccine |
WO2003026687A1 (en) | 2001-09-28 | 2003-04-03 | Nutraceutix, Inc. | Delivery system for biological component |
EP1371410A1 (en) | 2002-06-14 | 2003-12-17 | NIZO food research | Complex coacervates containing whey proteins |
KR101175774B1 (en) | 2002-11-04 | 2012-08-21 | 오션 뉴트리션 캐나다 리미티드 | Microcapsules having multiple shells and method for the preparation thereof |
US8137728B2 (en) | 2004-03-11 | 2012-03-20 | University Of Massachusetts | Biopolymer encapsulation and stabilization of lipid systems and methods for utilization thereof |
KR100858848B1 (en) | 2006-05-23 | 2008-09-17 | 한올제약주식회사 | Pharmaceutical compositions and formulations of Metformin extended release tablets |
US20080254119A1 (en) * | 2007-04-16 | 2008-10-16 | Wyeth | Imbedded liquid lubricants for tableting |
KR100813224B1 (en) | 2007-08-24 | 2008-03-13 | 한양대학교 산학협력단 | Thermo-reversible coacervate combination gels for protein delivery |
IL188647A0 (en) | 2008-01-08 | 2008-11-03 | Orina Gribova | Adaptable structured drug and supplements administration system (for oral and/or transdermal applications) |
CA2726700C (en) | 2008-06-12 | 2018-05-22 | Universite Laval | Modified protein excipient for delayed-release tablet |
DK2196097T3 (en) | 2008-12-04 | 2014-07-07 | Nestec Sa | Hydrolyzed protein-polysaccharide complexes |
US9167847B2 (en) | 2009-03-16 | 2015-10-27 | Philip Morris Usa Inc. | Production of coated tobacco particles suitable for usage in a smokeless tobacoo product |
GB201005976D0 (en) | 2010-04-09 | 2010-05-26 | Univ Aston | A freeze-dried tablet |
WO2014145057A1 (en) | 2013-03-15 | 2014-09-18 | GreenStract, LLC | Plant-based compositions and uses thereof |
US20150050245A1 (en) | 2013-08-14 | 2015-02-19 | Tntgamble, Inc. | Methods and delivery system for beneficial additive and subtractive biological agents to promote balanced mammalian gastrointestinal flora |
US10166185B2 (en) * | 2015-06-09 | 2019-01-01 | J. Rettenmaier & Söhne Gmbh + Co Kg | Excipient and oral solid dosage forms for oily drugs |
WO2017022490A1 (en) | 2015-07-31 | 2017-02-09 | 不二製油グループ本社株式会社 | Method for producing polysaccharide-protein complex |
US20190076535A1 (en) | 2017-02-20 | 2019-03-14 | Joshua Alan Held | Crosslinked protein-polysaccharide complexed consumable macrocapsule |
AU2018279977B2 (en) * | 2017-06-06 | 2024-02-22 | Biogrund Gmbh | Natural and organic binder compositions for oral solid dosage forms |
US11425924B2 (en) | 2018-01-15 | 2022-08-30 | Glanbia Nutritionals, Ltd. | Composition and method for controlled-release of amino acids |
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2020
- 2020-12-16 EP EP20901042.0A patent/EP3937983A4/en active Pending
- 2020-12-16 CA CA3161198A patent/CA3161198A1/en active Pending
- 2020-12-16 JP JP2022537400A patent/JP2023506539A/en active Pending
- 2020-12-16 KR KR1020227024387A patent/KR20220114618A/en unknown
- 2020-12-16 BR BR112022011714A patent/BR112022011714A2/en unknown
- 2020-12-16 US US17/604,282 patent/US11737987B2/en active Active
- 2020-12-16 WO PCT/CA2020/051726 patent/WO2021119810A1/en unknown
- 2020-12-16 CN CN202080087533.1A patent/CN114867496A/en active Pending
- 2020-12-16 IL IL293904A patent/IL293904A/en unknown
- 2020-12-16 AU AU2020406676A patent/AU2020406676A1/en active Pending
- 2020-12-16 MX MX2022007326A patent/MX2022007326A/en unknown
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2022
- 2022-06-17 ZA ZA2022/06754A patent/ZA202206754B/en unknown
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2023
- 2023-07-18 US US18/223,148 patent/US20230355531A1/en active Pending
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