EP2685967A1 - Utilisation de proanthocyanidines de type a2 sous forme gastro-protégée pour le traitement d'une cystite aiguë induite par des formes e bactériennes fimbriées - Google Patents
Utilisation de proanthocyanidines de type a2 sous forme gastro-protégée pour le traitement d'une cystite aiguë induite par des formes e bactériennes fimbriéesInfo
- Publication number
- EP2685967A1 EP2685967A1 EP12717059.5A EP12717059A EP2685967A1 EP 2685967 A1 EP2685967 A1 EP 2685967A1 EP 12717059 A EP12717059 A EP 12717059A EP 2685967 A1 EP2685967 A1 EP 2685967A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- coli
- proanthocyanidins
- sterile
- type
- treatment
- 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.)
- Withdrawn
Links
- 201000003146 cystitis Diseases 0.000 title claims abstract description 21
- 201000005661 acute cystitis Diseases 0.000 title claims abstract description 12
- 230000001580 bacterial effect Effects 0.000 title claims abstract description 8
- 229920002770 condensed tannin Polymers 0.000 title claims abstract description 6
- 239000000203 mixture Substances 0.000 claims abstract description 12
- 240000001717 Vaccinium macrocarpon Species 0.000 claims description 9
- 235000012545 Vaccinium macrocarpon Nutrition 0.000 claims description 9
- 235000004634 cranberry Nutrition 0.000 claims description 9
- 229920001800 Shellac Polymers 0.000 claims description 5
- 239000000284 extract Substances 0.000 claims description 5
- 239000004208 shellac Substances 0.000 claims description 5
- 229940113147 shellac Drugs 0.000 claims description 5
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 claims description 5
- 235000013874 shellac Nutrition 0.000 claims description 5
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- MHABMANUFPZXEB-UHFFFAOYSA-N O-demethyl-aloesaponarin I Natural products O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=C(O)C(C(O)=O)=C2C MHABMANUFPZXEB-UHFFFAOYSA-N 0.000 claims description 2
- 239000002775 capsule Substances 0.000 claims description 2
- 239000008187 granular material Substances 0.000 claims description 2
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 claims description 2
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 claims description 2
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000003826 tablet Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 238000003556 assay Methods 0.000 claims 1
- 241000588724 Escherichia coli Species 0.000 description 31
- JPFCOVZKLAXXOE-XBNSMERZSA-N (3r)-2-(3,5-dihydroxy-4-methoxyphenyl)-8-[(2r,3r,4r)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2h-chromen-4-yl]-3,4-dihydro-2h-chromene-3,5,7-triol Chemical compound C1=C(O)C(OC)=C(O)C=C1C1[C@H](O)CC(C(O)=CC(O)=C2[C@H]3C4=C(O)C=C(O)C=C4O[C@@H]([C@@H]3O)C=3C=CC(O)=CC=3)=C2O1 JPFCOVZKLAXXOE-XBNSMERZSA-N 0.000 description 9
- 241000194033 Enterococcus Species 0.000 description 9
- 229920001991 Proanthocyanidin Polymers 0.000 description 9
- 210000002700 urine Anatomy 0.000 description 8
- 241000222120 Candida <Saccharomycetales> Species 0.000 description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 206010042602 Supraventricular extrasystoles Diseases 0.000 description 6
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 6
- 230000000306 recurrent effect Effects 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- 238000004040 coloring Methods 0.000 description 4
- 238000003745 diagnosis Methods 0.000 description 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 210000003932 urinary bladder Anatomy 0.000 description 4
- 229920000168 Microcrystalline cellulose Polymers 0.000 description 3
- 230000003115 biocidal effect Effects 0.000 description 3
- 239000001506 calcium phosphate Substances 0.000 description 3
- 208000035475 disorder Diseases 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 3
- 235000019359 magnesium stearate Nutrition 0.000 description 3
- 235000019813 microcrystalline cellulose Nutrition 0.000 description 3
- 239000008108 microcrystalline cellulose Substances 0.000 description 3
- 229940016286 microcrystalline cellulose Drugs 0.000 description 3
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 3
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 3
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- 235000012239 silicon dioxide Nutrition 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 208000024891 symptom Diseases 0.000 description 3
- 229920001722 A-type proanthocyanidin Polymers 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- 206010069918 Bacterial prostatitis Diseases 0.000 description 2
- -1 Hydroxypropyl Chemical group 0.000 description 2
- 208000005615 Interstitial Cystitis Diseases 0.000 description 2
- 241000588748 Klebsiella Species 0.000 description 2
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 2
- QIAFMBKCNZACKA-UHFFFAOYSA-N N-benzoylglycine Chemical compound OC(=O)CNC(=O)C1=CC=CC=C1 QIAFMBKCNZACKA-UHFFFAOYSA-N 0.000 description 2
- 241000588769 Proteus <enterobacteria> Species 0.000 description 2
- 230000001154 acute effect Effects 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 229960001714 calcium phosphate Drugs 0.000 description 2
- 229910000389 calcium phosphate Inorganic materials 0.000 description 2
- 235000011010 calcium phosphates Nutrition 0.000 description 2
- 229940099371 diacetylated monoglycerides Drugs 0.000 description 2
- 235000005911 diet Nutrition 0.000 description 2
- 230000000378 dietary effect Effects 0.000 description 2
- 230000002496 gastric effect Effects 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 230000000968 intestinal effect Effects 0.000 description 2
- 239000008101 lactose Substances 0.000 description 2
- 239000004175 ponceau 4R Substances 0.000 description 2
- 210000002784 stomach Anatomy 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 2
- 208000019206 urinary tract infection Diseases 0.000 description 2
- OKMWKBLSFKFYGZ-UHFFFAOYSA-N 1-behenoylglycerol Chemical compound CCCCCCCCCCCCCCCCCCCCCC(=O)OCC(O)CO OKMWKBLSFKFYGZ-UHFFFAOYSA-N 0.000 description 1
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 description 1
- 208000035143 Bacterial infection Diseases 0.000 description 1
- 206010059517 Bacterial pyelonephritis Diseases 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 229920002785 Croscarmellose sodium Polymers 0.000 description 1
- 235000019739 Dicalciumphosphate Nutrition 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 101000978703 Escherichia virus Qbeta Maturation protein A2 Proteins 0.000 description 1
- 229930091371 Fructose Natural products 0.000 description 1
- 239000005715 Fructose Substances 0.000 description 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 1
- 102000003886 Glycoproteins Human genes 0.000 description 1
- 108090000288 Glycoproteins Proteins 0.000 description 1
- 206010027566 Micturition urgency Diseases 0.000 description 1
- 206010037596 Pyelonephritis Diseases 0.000 description 1
- 206010037660 Pyrexia Diseases 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 description 1
- 235000002118 Vaccinium oxycoccus Nutrition 0.000 description 1
- 239000001099 ammonium carbonate Substances 0.000 description 1
- 235000012501 ammonium carbonate Nutrition 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 208000022362 bacterial infectious disease Diseases 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000002596 correlated effect Effects 0.000 description 1
- 239000001767 crosslinked sodium carboxy methyl cellulose Substances 0.000 description 1
- 235000010947 crosslinked sodium carboxy methyl cellulose Nutrition 0.000 description 1
- NEFBYIFKOOEVPA-UHFFFAOYSA-K dicalcium phosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])([O-])=O NEFBYIFKOOEVPA-UHFFFAOYSA-K 0.000 description 1
- 229910000390 dicalcium phosphate Inorganic materials 0.000 description 1
- 229940038472 dicalcium phosphate Drugs 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 210000001198 duodenum Anatomy 0.000 description 1
- 206010013990 dysuria Diseases 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 210000001842 enterocyte Anatomy 0.000 description 1
- 210000000981 epithelium Anatomy 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 229940049654 glyceryl behenate Drugs 0.000 description 1
- 210000000936 intestine Anatomy 0.000 description 1
- 238000007726 management method Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 210000004877 mucosa Anatomy 0.000 description 1
- 206010029446 nocturia Diseases 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- NSEWTSAADLNHNH-LSBOWGMISA-N proanthocyanidin A2 Chemical group C1([C@H]2OC3=C4[C@H]5C6=C(O)C=C(O)C=C6O[C@]([C@@H]5O)(OC4=CC(O)=C3C[C@H]2O)C=2C=C(O)C(O)=CC=2)=CC=C(O)C(O)=C1 NSEWTSAADLNHNH-LSBOWGMISA-N 0.000 description 1
- 230000002062 proliferating effect Effects 0.000 description 1
- 125000001500 prolyl group Chemical group [H]N1C([H])(C(=O)[*])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 230000007115 recruitment Effects 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 239000001069 triethyl citrate Substances 0.000 description 1
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 1
- 235000013769 triethyl citrate Nutrition 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/28—Dragees; Coated pills or tablets, e.g. with film or compression coating
- A61K9/2806—Coating materials
- A61K9/2833—Organic macromolecular compounds
- A61K9/286—Polysaccharides, e.g. gums; Cyclodextrin
- A61K9/2866—Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
- A61K31/352—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom condensed with carbocyclic rings, e.g. methantheline
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/28—Dragees; Coated pills or tablets, e.g. with film or compression coating
- A61K9/2806—Coating materials
- A61K9/282—Organic compounds, e.g. fats
Definitions
- the present invention relates to oral compositions containing type A2 proanthocyanidins in gastroprotected form for the treatment of acute cystitis induced by fimbriated bacterial forms.
- Recurrent cystitis together with acute cystitis (also known as simple or uncomplicated cystitis), interstitial cystitis, bacterial prostatitis and pyelonephritis, belongs to the UTI (Urinary Tract Infection) group.
- UTI User Tract Infection
- Vaccinium macrocarpon derivatives effectively counteracts the symptoms, even in the absence of antibiotic treatment.
- the use of the derivative obviously applies to patients who have negative urine cultures but are expected to become positive again within 4-8 weeks.
- the monographs of the plant in question still cite the presence of molecules such as benzoic acid and fructose, the first of which is converted to hippuric acid, causing acidification of the urine with a consequent antibacterial effect, while the second performs a direct action on E. coli strains with type 1 filamentous structures which are consequently mannose- sensitive; however, these two substances are unlikely to explain the action of the preparation in the urological field (Pappas E, Schaich KM Crit Rev Food Sci Nutr. 2009 Oct;49(9):741-781).
- Vaccinium macrocarpon extract is characterised by type A proanthocyanidins (PAC), and their presence and characterisation, in terms of the dose administered, has been strongly correlated with the claimed activity against recurrent cystitis (Howell AB, Botto H, Combescure C, Blanc-Potard AB, Gausa L et al. BMC Infect Dis. 2010, 14; 10-94).
- PAC proanthocyanidins
- Acute cystitis in this context means all non-recurrent forms of cystitis, including interstitial cystitis, pyelonephritis and bacterial prostatitis when induced by fimbriated bacterial forms.
- PACs are polyphenolic structures with strongly antioxidant properties. Like all antioxidants they are rather unstable, and industrial and formulation management which fails to take account of this characteristic tends to reduce their content (Pappas E, Schaich KM Crit Rev Food Sci Nutr. 2009 Oct; 49(9):741-781). PACs are also substances able to interact with bacteria which are typical gastric colonisers, like H. pilori (Matsushima M, Suzuki T, Masui A, Kasai K, Kouchi T et al J Gastroenterol Hepatol. 2008 Dec; 23(Suppl 2) S 175-S 180). The presence of the latter in a patient's stomach obviously reduces the quantity of PAC available to counteract the action of E. coli.
- proanthocyanidin A2 forms complexes, via proline residues, with the proteins of the salivary mucosa and the oesophageal, gastric and intestinal fluids.
- the increased molecular weight of the proanthocyanidin A2-protein limits the possibility of molecular motion of the PACs along the enterocyte line. In this form, the PACs are less active and their bioavailability is lower, which reduces their presence in the urine.
- the invention therefore relates to pharmaceutical forms of PAC such as tablets, powders, granulates and capsules coated with natural or synthetic film-forming substances permitted for dietary use (e.g. shellac) and non-dietary use (hydroxypropyl methylcellulose).
- PAC pharmaceutical forms of PAC such as tablets, powders, granulates and capsules coated with natural or synthetic film-forming substances permitted for dietary use (e.g. shellac) and non-dietary use (hydroxypropyl methylcellulose).
- compositions will contain at least 18 mg of PAC assayed by the DMAC analysis method (Ocean Spray, Maryland, USA) or 54 mg assayed by a method validated according to the European Pharmacopoeia.
- the gastroprotected product allows patients to be treated during the acute stage of cystitis. In this case, the positive urine culture becomes negative. It has been found that if the gastroprotected product is administered at the acute cystitis stage by recruiting patients who have no fever, with symptoms (dysuria, nocturia, urinary urgency, etc.) which are not severe, but with a positive urine culture (> 100,000 CFU/mL), the symptoms disappear and the urine culture becomes negative.
- the patients were divided into 3 treatment groups: 600 mg/day in the evening, 600 mg every 12 hours and 1200 mg/day in the evening.
- the treatment lasted for 5 days in all cases.
- Tables 1-3 show the bioburden and tolerability trends in each patient.
- the formulations according to the invention are clearly clinically effective in the treatment of acute cystitis.
- formulations according to the invention are set out below.
- the quantities are expressed as mg/tablet.
- Vaccinium macrocarpon (30% Eur. Ph.) 200,000
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Medicinal Preparation (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
L'invention concerne des compositions orales contenant des proanthocyanidines de Type A2 sous forme gastro-protégée pour le traitement d'une cystite aiguë induite par des formes bactériennes fimbriées.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT000409A ITMI20110409A1 (it) | 2011-03-15 | 2011-03-15 | Impiego delle proantocianidine di tipo a2 in forma gastroprotetta per il trattamento della cistiti in fase acuta sostenute da forme batteriche fimbriate |
| PCT/EP2012/054453 WO2012123491A1 (fr) | 2011-03-15 | 2012-03-14 | Utilisation de proanthocyanidines de type a2 sous forme gastro-protégée pour le traitement d'une cystite aiguë induite par des formes e bactériennes fimbriées |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP2685967A1 true EP2685967A1 (fr) | 2014-01-22 |
Family
ID=43977078
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP12717059.5A Withdrawn EP2685967A1 (fr) | 2011-03-15 | 2012-03-14 | Utilisation de proanthocyanidines de type a2 sous forme gastro-protégée pour le traitement d'une cystite aiguë induite par des formes e bactériennes fimbriées |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP2685967A1 (fr) |
| IT (1) | ITMI20110409A1 (fr) |
| WO (1) | WO2012123491A1 (fr) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106265627A (zh) * | 2015-06-23 | 2017-01-04 | 香港浸会大学 | 一种治疗炎性疾病的方法及原花色素化合物作为治疗炎性疾病的药物应用 |
| EP3320897A1 (fr) | 2016-11-14 | 2018-05-16 | Dompè Primary S.r.l | Préparation de granules de cranberry enrobés à teneur stable en proanthocyanidines |
| IT201600122310A1 (it) * | 2016-12-01 | 2018-06-01 | Sofar Spa | Composizione per uso nella terapia di alterazioni dell'intestino |
| IT201600130012A1 (it) * | 2016-12-22 | 2018-06-22 | Neilos S R L | Composizione per uso nel trattamento di disturbi dell'apparato uro-genitale |
| DE102018127408A1 (de) * | 2018-11-02 | 2020-05-07 | Ruhrpharm AG | Cranberry-Extrakt-PAC-A-Zusammensetzung und dessen Verwendung bei der Prävention und/oder Behandlung von Harnwegsinfekten |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7785640B2 (en) * | 2004-01-16 | 2010-08-31 | Amerilab Technologies, Inc. | Effervescent composition including cranberry extract |
-
2011
- 2011-03-15 IT IT000409A patent/ITMI20110409A1/it unknown
-
2012
- 2012-03-14 WO PCT/EP2012/054453 patent/WO2012123491A1/fr active Application Filing
- 2012-03-14 EP EP12717059.5A patent/EP2685967A1/fr not_active Withdrawn
Non-Patent Citations (3)
| Title |
|---|
| 18 December 2009 (2009-12-18), XP055212781 * |
| ANONYMOUS: "Urinary tract infection - Wikipedia, the free encyclopedia", 2 September 2015 (2015-09-02), XP055212751, Retrieved from the Internet <URL:https://en.wikipedia.org/wiki/Urinary_tract_infection> [retrieved on 20150911] * |
| See also references of WO2012123491A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2012123491A1 (fr) | 2012-09-20 |
| ITMI20110409A1 (it) | 2012-09-16 |
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