WO2023006656A1 - Oral care comprising solidago extract - Google Patents
Oral care comprising solidago extract Download PDFInfo
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- WO2023006656A1 WO2023006656A1 PCT/EP2022/070778 EP2022070778W WO2023006656A1 WO 2023006656 A1 WO2023006656 A1 WO 2023006656A1 EP 2022070778 W EP2022070778 W EP 2022070778W WO 2023006656 A1 WO2023006656 A1 WO 2023006656A1
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- WO
- WIPO (PCT)
- Prior art keywords
- virus
- test
- oral care
- care composition
- solidago
- Prior art date
Links
- 241000607059 Solidago Species 0.000 title claims abstract description 19
- 239000000203 mixture Substances 0.000 claims abstract description 36
- 241000700605 Viruses Species 0.000 claims abstract description 34
- 241000711573 Coronaviridae Species 0.000 claims abstract description 7
- 230000002401 inhibitory effect Effects 0.000 claims abstract description 7
- 241001678559 COVID-19 virus Species 0.000 claims abstract description 5
- 238000000034 method Methods 0.000 claims description 21
- 210000000214 mouth Anatomy 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 5
- 230000003253 viricidal effect Effects 0.000 claims description 4
- 241000494545 Cordyline virus 2 Species 0.000 claims description 3
- 238000006386 neutralization reaction Methods 0.000 claims description 2
- 230000003472 neutralizing effect Effects 0.000 claims description 2
- 238000012360 testing method Methods 0.000 description 52
- 230000001413 cellular effect Effects 0.000 description 23
- 230000003612 virological effect Effects 0.000 description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- 239000000725 suspension Substances 0.000 description 14
- 230000002452 interceptive effect Effects 0.000 description 13
- 239000002609 medium Substances 0.000 description 13
- 239000000126 substance Substances 0.000 description 13
- 230000000120 cytopathologic effect Effects 0.000 description 12
- 238000012423 maintenance Methods 0.000 description 12
- 239000000047 product Substances 0.000 description 12
- 239000002054 inoculum Substances 0.000 description 11
- 239000001963 growth medium Substances 0.000 description 10
- 238000011534 incubation Methods 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
- 238000010790 dilution Methods 0.000 description 9
- 239000012895 dilution Substances 0.000 description 9
- 239000012085 test solution Substances 0.000 description 9
- 108091003079 Bovine Serum Albumin Proteins 0.000 description 8
- 230000000694 effects Effects 0.000 description 7
- 210000003743 erythrocyte Anatomy 0.000 description 7
- QYSGYZVSCZSLHT-UHFFFAOYSA-N octafluoropropane Chemical compound FC(F)(F)C(F)(F)C(F)(F)F QYSGYZVSCZSLHT-UHFFFAOYSA-N 0.000 description 7
- 239000008215 water for injection Substances 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 241001494479 Pecora Species 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 238000003556 assay Methods 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
- 239000002356 single layer Substances 0.000 description 5
- 239000006228 supernatant Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 210000004027 cell Anatomy 0.000 description 4
- 231100000135 cytotoxicity Toxicity 0.000 description 4
- 230000003013 cytotoxicity Effects 0.000 description 4
- 238000001514 detection method Methods 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 239000002324 mouth wash Substances 0.000 description 4
- 241000711443 Bovine coronavirus Species 0.000 description 3
- 239000006144 Dulbecco’s modified Eagle's medium Substances 0.000 description 3
- 210000004369 blood Anatomy 0.000 description 3
- 239000008280 blood Substances 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
- 231100000263 cytotoxicity test Toxicity 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 230000007794 irritation Effects 0.000 description 3
- 150000007949 saponins Chemical class 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- CPKVUHPKYQGHMW-UHFFFAOYSA-N 1-ethenylpyrrolidin-2-one;molecular iodine Chemical compound II.C=CN1CCCC1=O CPKVUHPKYQGHMW-UHFFFAOYSA-N 0.000 description 2
- 239000006145 Eagle's minimal essential medium Substances 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 229920000153 Povidone-iodine Polymers 0.000 description 2
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 2
- 239000003242 anti bacterial agent Substances 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 229960001927 cetylpyridinium chloride Drugs 0.000 description 2
- YMKDRGPMQRFJGP-UHFFFAOYSA-M cetylpyridinium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 YMKDRGPMQRFJGP-UHFFFAOYSA-M 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 2
- 238000002941 microtiter virus yield reduction assay Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 231100000065 noncytotoxic Toxicity 0.000 description 2
- 230000002020 noncytotoxic effect Effects 0.000 description 2
- 238000007747 plating Methods 0.000 description 2
- 229960001621 povidone-iodine Drugs 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 229930182490 saponin Natural products 0.000 description 2
- 235000017709 saponins Nutrition 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- 238000013207 serial dilution Methods 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 239000000606 toothpaste Substances 0.000 description 2
- 239000000811 xylitol Substances 0.000 description 2
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 2
- 229960002675 xylitol Drugs 0.000 description 2
- 235000010447 xylitol Nutrition 0.000 description 2
- 241000208838 Asteraceae Species 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 208000002064 Dental Plaque Diseases 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 206010020751 Hypersensitivity Diseases 0.000 description 1
- 241000207923 Lamiaceae Species 0.000 description 1
- 244000246386 Mentha pulegium Species 0.000 description 1
- 235000016257 Mentha pulegium Nutrition 0.000 description 1
- 235000004357 Mentha x piperita Nutrition 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 229920002385 Sodium hyaluronate Polymers 0.000 description 1
- 244000197975 Solidago virgaurea Species 0.000 description 1
- GLNADSQYFUSGOU-GPTZEZBUSA-J Trypan blue Chemical compound [Na+].[Na+].[Na+].[Na+].C1=C(S([O-])(=O)=O)C=C2C=C(S([O-])(=O)=O)C(/N=N/C3=CC=C(C=C3C)C=3C=C(C(=CC=3)\N=N\C=3C(=CC4=CC(=CC(N)=C4C=3O)S([O-])(=O)=O)S([O-])(=O)=O)C)=C(O)C2=C1N GLNADSQYFUSGOU-GPTZEZBUSA-J 0.000 description 1
- 208000036142 Viral infection Diseases 0.000 description 1
- 239000003082 abrasive agent Substances 0.000 description 1
- 230000007815 allergy Effects 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000002272 anti-calculus Effects 0.000 description 1
- 230000000840 anti-viral effect Effects 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 229940098773 bovine serum albumin Drugs 0.000 description 1
- 244000309466 calf Species 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229960003333 chlorhexidine gluconate Drugs 0.000 description 1
- YZIYKJHYYHPJIB-UUPCJSQJSA-N chlorhexidine gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.C1=CC(Cl)=CC=C1NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)NC1=CC=C(Cl)C=C1 YZIYKJHYYHPJIB-UUPCJSQJSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 231100000433 cytotoxic Toxicity 0.000 description 1
- 230000001472 cytotoxic effect Effects 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000013401 experimental design Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 229930003935 flavonoid Natural products 0.000 description 1
- 150000002215 flavonoids Chemical class 0.000 description 1
- 235000017173 flavonoids Nutrition 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 239000012909 foetal bovine serum Substances 0.000 description 1
- 229940124600 folk medicine Drugs 0.000 description 1
- -1 for examples Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 235000001050 hortel pimenta Nutrition 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 210000003292 kidney cell Anatomy 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 239000001525 mentha piperita l. herb oil Substances 0.000 description 1
- 229940051866 mouthwash Drugs 0.000 description 1
- 210000004877 mucosa Anatomy 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 235000019477 peppermint oil Nutrition 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- 229940010747 sodium hyaluronate Drugs 0.000 description 1
- YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2- Chemical compound [Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 description 1
- 229940038773 trisodium citrate Drugs 0.000 description 1
- 150000008130 triterpenoid saponins Chemical class 0.000 description 1
- 230000009385 viral infection Effects 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 244000059546 zoonotic virus Species 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/28—Asteraceae or Compositae (Aster or Sunflower family), e.g. chamomile, feverfew, yarrow or echinacea
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/12—Carboxylic acids; Salts or anhydrides thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/26—Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/44—Oils, fats or waxes according to two or more groups of A61K47/02-A61K47/42; Natural or modified natural oils, fats or waxes, e.g. castor oil, polyethoxylated castor oil, montan wax, lignite, shellac, rosin, beeswax or lanolin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9789—Magnoliopsida [dicotyledons]
-
- 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
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
- A61K9/006—Oral mucosa, e.g. mucoadhesive forms, sublingual droplets; Buccal patches or films; Buccal sprays
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/005—Antimicrobial preparations
Definitions
- This disclosure relates to oral care compositions, and more particularly to such compositions containing certain active saponins.
- Oral care compositions include, not only mouthwashes, toothpastes and tooth powders that are used and then spat out, but also “leave-on” preparations such as dental gums and sprays. They are widely used, and their typical ingredients (including mild abrasives, flavours, detergents, whitening agents, humectants and anticalculus agents) are well known.
- One way of transmission of the virus is in airborne particles, which are frequently exhaled by people carrying the virus.
- a way of reducing the exhalation of the virus is to provide a dental care composition containing a material that can kill the virus.
- Some typical mouthwash components such as ethanol and chlorhexidine gluconate are effective antibacterial agents, but not antiviral.
- Compounds such as cetylpyridinium chloride (CPC) and povidone-iodine (PI) used in medicinal mouthwashes have been more effective, but have the disadvantage that they are synthetic, and thus of poor biodegradability, and they have the potential to cause irritation to people with allergies.
- an oral care composition comprising a virucidally-effective proportion and biofilm-inhibiting proportion of a solidago extract.
- a method of neutralising viruses and biofilms in the oral cavity comprising the application of an oral care composition comprising a virucidally- effective and biofilm-inhibiting proportion of a solidago extract.
- Solidago extract in the neutralization of viruses and biofilm in the oral cavity.
- Solidago extract is obtained from the goldenrod plant Solidago virgaurea, a herbaceous perennial plant of the family Asteraceae. Its extract has long been used in folk medicines and is known to be contain flavonoids, triterpene glycosides and triterpenoid saponins. It is commercially available, one example being BucoviaTM, a bioguided fractionation of solid solidago extract.
- Examples of the saponins found in the extract include those of the following formula: in which Ri and FG are selected according to the following table: in which the abbreviations have the following meanings:
- the extract is known to have anti-bacterial properties, but it is surprising to find that it is particularly effective against the bacteria that form biofilms and thus dental plaque. In addition, it is especially effective against viruses in the oral cavity, particularly the SARS- CoV-2 virus.
- the extract may be incorporated into an oral care composition by simply blending it with the other ingredients, all of which are standard ingredients and all of which may be added in art-recognised proportions.
- the proportion of solidago extract used will be that able to provide a suitable degree of viricidal and biofilm-inhibiting effect. This will depend on the degree of virucvidal effect and biofilm-inhibiting desired, but typical proportions in an oral care composition are from 1-10% by weight, more particularly from 2 - 5%, and more particularly from 2.4-3% by weight of the composition.
- the oral care composition to which the solidago extract may be added may be any oral care composition, for examples, toothpastes and tooth gels, tooth powders, mouthwashes, dental sprays, dental gels and preparations for treating teeth and gums. These may comprise all the known ingredients of such compositions, used in art- recognised proportions.
- Example 1 Testing of virucidal properties of solidago extract.
- bovine coronavirus This commercially-available bovine coronavirus is accepted as an equivalent of the SARS- CoV-2 virus
- the virus was kept at ⁇ -196°C in liquid nitrogen; before use it was multiplied in the appropriate cellular line as shown in the table below:
- the cellular line was kept at ⁇ -196°C in liquid nitrogen; before viral inoculum, it appeared as confluent monolayer.
- the cell debris was removed by centrifugation (400 gn for 15 minutes), and the supernatant containing the virus was used for the test (test virus suspension).
- Culture Medium and reagent 400 gn for 15 minutes
- Bovine albumin solution BSA plus sheep erythrocytes with a final concentration 10 times higher than the final concentration of 0.3% (simulating dirty conditions for the medical area): bovine albumin 6 g water for injection 194 ml sterilized through a 0.45 mhi. filter
- 16 ml of defibrinated sheep blood have been centrifuged at 800 g N for 10 min; the supernatant was discarded and the erythrocytes were re-suspended in PBS. The procedure has been repeated until the supernatant was clarified.
- Bovine albumin solution BSA plus sheep erythrocytes with a final concentration 50 times higher than the final concentration of 0.3% (simulating dirty conditions for the medical area): bovine albumin 3.8 g water for injection 21.2 ml sterilized through a 0.45 mhi. filter
- the test was performed at 20°C ⁇ 1 °C.
- the product test solutions, the interfering substance, and the water were previously stabilised at the test temperature. Assuming a likely level of cytotoxicity of the test item, two cytotoxicity tests were conducted in order to permit the evaluation of a logarithmic reduction according to the requirements of acceptability criteria of the test: one with the unfiltered test item and one with the test item filtered with the S400 HR columns MicroSpinTM.
- cytotoxicity test was carried out by mixing 8 ml of the product test solution with 1 ml of water for injection and 1 ml of interfering substance two times so one test mixture was treated with filtration technique and the other one not.
- a cytotoxicity test was carried out by mixing 9.7 ml of the product test solution with 0.1 ml of water for injection and 0.2 ml of interfering substance two times so one test mixture was treated with filtration technique and the other one not.
- LVP Large-Volume-Plating
- the assay for checking the cytotoxicity of the test item has been repeated in parallel with the complete test according to the procedure above described for the preliminary check.
- test solutions Prior the testing, the product test solutions, the interfering substance, and the water were previously stabilised at the test temperature.
- the test suspension was kept in the ice bath to avoid titre loss.
- a virus titration was performed for the virus suspension as such, then serial dilutions 1:10 were prepared, starting from virus stock solution of viral suspension, with culture Medium. 0.1 ml were put six-fold on a 96-wells microplate containing the cellular confluent monolayer (>90%) without culture Medium. The outline of the microplate did not receive the viral inoculum and were used as control of cellular line.
- test item was used neat and diluted with water for injection to concentrations requested in the assay.
- Test item dilutions were prepared at a concentration 1.25 times higher than the concentration required to perform the test.
- test item modifies the cellular sensitivity to viral infection.
- these procedure was followed: 0.1 ml of each dilution, prepared for the cytotoxicity check, for each test concentration was put on 96 wells microplates containing the cellular confluent monolayer; the other microplate in parallel were treated with 0.1 ml of PBS. After 1 hour of incubation at 37°C ⁇ 1°C, the test item and PBS were removed and 0.1 ml of each dilution of the viral test suspension were added six-fold. In parallel at least 6 wells in the microplate did not receive the viral inoculum, but only ice-cold maintenance Medium and used as control of cellular line.
- 0.3 ml was withdrawn and pipetted into 2.4 ml of ice cold Maintenance Medium. Then 0.3 ml of virus test suspension was added to the previous mixture, and after mixing, the tube was incubated in the ice bath for 30 minutes ⁇ 10 sec.
- serial decimal dilutions with culture Medium were performed. 0.1 ml of this solution were put on a 96-wells microplate containing the cellular confluent monolayer. The outline of the microplate did not receive the viral inoculum and were used as control of cellular line. After 1 hour of incubation at 37°C ⁇ 1°C 0.1 ml of culture Medium were added to the viral inoculum.
- CPE cytopathic effect
- TCID50 infecting activity
- the appropriate volume of the mixture was diluted in ice-cold culture medium to the lowest apparently non-cytotoxic dilution determined in the preliminary check. 0.1 ml of this solution were put on a defined number of 96-wells microplates containing the cellular confluent monolayer.
- the outline of the microplate did not receive the viral inoculum and were used as control of cellular line. After 1 hour of incubation at 37°C ⁇ 1°C 0.1 ml of culture Medium were added to the viral inoculum.
- CPE cytopathic effect
- the oral care was a mouth spray composition and all proportions are percentages by weight.
- Component A Water to 100%
- Component B Water 4 Xylitol 4 BucoviaTM 3
- the Component A ingredients were mixed at 80°C for 20 minutes at 1000 rpm
- the xylitol of Component B was solubilised in the water of Component B. It was then added to the Component A, and the other components were then added one by one at room temperature.
- the peppermint oil of Component C was solubilized in the castor oil at 35-40°C and added to a blend of the glycerol and propylene glycol. This was then added to the mixture of Components A and B under high shear. Finally, Component D was added.
- the final product was a gelled lotion with a peppermint taste and a pH of 6.3 + 0.2.
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Abstract
An oral care composition comprising a virucidally-effective proportion and biofilm- inhibiting proportion of a solidago extract. The use of solidago brings about a 4 log reduction in viruses. It is particularly effective against coronaviruses, including the SARS-CoV-2 virus.
Description
ORAL CARE COMPRISING SOLIDAGO EXTRACT
This disclosure relates to oral care compositions, and more particularly to such compositions containing certain active saponins.
Oral care compositions include, not only mouthwashes, toothpastes and tooth powders that are used and then spat out, but also “leave-on” preparations such as dental gums and sprays. They are widely used, and their typical ingredients (including mild abrasives, flavours, detergents, whitening agents, humectants and anticalculus agents) are well known.
In recent times, there has been considerable concern about the more frequent emergence of zoonotic viruses, against which humans have no natural resistance. The most recent of these, SARS-CoV-2, has reached a pandemic level, which resulted in widespread disruption of normal activities. The so-called delta-variant is of particular concern, because of its extreme contagiousness. There is therefore an interest in preventing the spread of this virus.
One way of transmission of the virus is in airborne particles, which are frequently exhaled by people carrying the virus. A way of reducing the exhalation of the virus is to provide a dental care composition containing a material that can kill the virus. Some typical mouthwash components such as ethanol and chlorhexidine gluconate are effective antibacterial agents, but not antiviral. Compounds such as cetylpyridinium chloride (CPC) and povidone-iodine (PI) used in medicinal mouthwashes have been more effective, but have the disadvantage that they are synthetic, and thus of poor biodegradability, and they have the potential to cause irritation to people with allergies.
It has now been found that certain natural materials used in dental care compositions are not only effective against viruses such as SARS-CoV-2, but also do not cause irritation. There is therefore provided an oral care composition comprising a virucidally-effective proportion and biofilm-inhibiting proportion of a solidago extract.
There is additionally provided a method of neutralising viruses and biofilms in the oral cavity, comprising the application of an oral care composition comprising a virucidally- effective and biofilm-inhibiting proportion of a solidago extract.
There is further provided the use of a solidago extract in the neutralization of viruses and biofilm in the oral cavity.
Solidago extract is obtained from the goldenrod plant Solidago virgaurea, a herbaceous perennial plant of the family Asteraceae. Its extract has long been used in folk medicines and is known to be contain flavonoids, triterpene glycosides and triterpenoid saponins. It is commercially available, one example being Bucovia™, a bioguided fractionation of solid solidago extract. Examples of the saponins found in the extract include those of the following formula:
in which Ri and FG are selected according to the following table:
in which the abbreviations have the following meanings:
The extract is known to have anti-bacterial properties, but it is surprising to find that it is particularly effective against the bacteria that form biofilms and thus dental plaque. In addition, it is especially effective against viruses in the oral cavity, particularly the SARS- CoV-2 virus.
It has been found that exposure to an oral care composition as hereinabove described produces a 4 log reduction in virus content, particularly coronavirus content, after 2 minutes’ exposure. The extract may be incorporated into an oral care composition by simply blending it with the other ingredients, all of which are standard ingredients and all of which may be added in art-recognised proportions. The proportion of solidago extract used will be that able to provide a suitable degree of viricidal and biofilm-inhibiting effect. This will depend on the degree of virucvidal effect and biofilm-inhibiting desired, but typical proportions in an oral care composition are from 1-10% by weight, more particularly from 2 - 5%, and more particularly from 2.4-3% by weight of the composition.
The oral care composition to which the solidago extract may be added may be any oral care composition, for examples, toothpastes and tooth gels, tooth powders, mouthwashes, dental sprays, dental gels and preparations for treating teeth and gums. These may comprise all the known ingredients of such compositions, used in art- recognised proportions.
It is a particular advantage that the use of solidago extract in leave-on formulations does not result in mucosa irritation, something that could reasonably have been expected.
Laboratory testing has demonstrated a 4 log reduction in coronavirus after 2 minutes’ contact, compared with oral care compositions lacking the solidago extract. The disclosure is now further described with reference to the following examples, which are purely exemplary, and which are not intended to be in any way restricting on the scope of the disclosure.
Example 1 Testing of virucidal properties of solidago extract.
The solidago extract (Bucovia™ ex Givaudan), was tested as a 3% aqueous solution.
TEST METHOD
1 ASSAY SYSTEM Virus
Bovine Coronavirus (BCoV) RVB-0020
This commercially-available bovine coronavirus is accepted as an equivalent of the SARS- CoV-2 virus The virus was kept at <-196°C in liquid nitrogen; before use it was multiplied in the appropriate cellular line as shown in the table below:
2. CELLS, MEDIA AND REAGENTS
Cellular culture
PT (calf kidney cells) CCLV-RIE 11
The cellular line was kept at <-196°C in liquid nitrogen; before viral inoculum, it appeared as confluent monolayer.
The cell debris was removed by centrifugation (400 gn for 15 minutes), and the supernatant containing the virus was used for the test (test virus suspension). Culture Medium and reagent
EMEM Eagle’s Minimal Essential Medium
DMEM Dulbecco’s Modified Eagle Medium
FBS Foetal Bovine Serum
Pen-Strep (1%) Antibiotics PBS Phosphate Buffer Saline
Trypsine-Edta
BSA Bovine Serum Albumin
Sheep Blood Trypan Blue
Water for injection
Growth Medium for cell multiplication: DMEM supplemented with 10% FBS.
Maintenance Medium for virus propagation: EMEM supplemented with 2% FBS.
Interfering substances (dirty conditions for the standard method)
Bovine albumin solution (BSA) plus sheep erythrocytes with a final concentration 10 times higher than the final concentration of 0.3% (simulating dirty conditions for the medical area): bovine albumin 6 g water for injection 194 ml sterilized through a 0.45 mhi. filter
16 ml of defibrinated sheep blood have been centrifuged at 800 gN for 10 min; the supernatant was discarded and the erythrocytes were re-suspended in PBS. The procedure has been repeated until the supernatant was clarified.
6 ml of erythrocytes has been re-suspended in 194 ml of bovine albumin solution prepared as described above. Interfering substances (dirty conditions for the modified method)
Bovine albumin solution (BSA) plus sheep erythrocytes with a final concentration 50 times higher than the final concentration of 0.3% (simulating dirty conditions for the medical area): bovine albumin 3.8 g water for injection 21.2 ml sterilized through a 0.45 mhi. filter
10 ml of defibrinated sheep blood have been centrifuged at 800 gn for 10 min; the supernatant was discarded and the erythrocytes were re-suspended in PBS. The procedure has been repeated until the supernatant was clarified. 3.8 ml of erythrocytes has been re-suspended in 21.2 ml of bovine albumin solution prepared as described above.
3. EXPERIMENTAL DESIGN Test temperature
The test was performed at 20°C± 1 °C.
Experimental conditions
The test was performed at the following conditions:
- final concentrations: 97% (maximum testable concentration in the modified method) - 50%
- 5% in test
- contact time: 2 minutes
Interfering substance
This test was conducted using as interfering substance a solution of bovine albumin plus sheep erythrocytes with a final concentration of 0.3% (simulating dirty conditions for the medical area).
4 EXECUTION OF THE ASSAY
Preliminary evaluation of the test product cytotoxicity level
Prior to testing, the product test solutions, the interfering substance, and the water were previously stabilised at the test temperature. Assuming a likely level of cytotoxicity of the test item, two cytotoxicity tests were conducted in order to permit the evaluation of a logarithmic reduction according to the requirements of acceptability criteria of the test: one with the unfiltered test item and one with the test item filtered with the S400 HR columns MicroSpin™.
For each test concentration, a cytotoxicity test was carried out by mixing 8 ml of the product test solution with 1 ml of water for injection and 1 ml of interfering substance two times so one test mixture was treated with filtration technique and the other one not.
For the modified method, a cytotoxicity test was carried out by mixing 9.7 ml of the product test solution with 0.1 ml of water for injection and 0.2 ml of interfering substance two times so one test mixture was treated with filtration technique and the other one not.
Then serial decimal dilutions were performed with Maintenance Medium. 0.1 ml of each dilution of the test item was put on in 96 wells microplates in six replicates. In parallel, at least 6 wells in the microplate did not receive the viral inoculum, but only ice-cold maintenance Medium and they were used as control of cellular line. After 1 hour of incubation at 37°C ± 1°C, 0.1ml of Maintenance Medium was added to each well. The cellular cultures were observed with inverted microscope to detect any cytopathic effect (CPE) due to test item. On the basis of the preliminary results, the filtration procedure with S400 HR columns MicroSpinTM was not applied for the complete test.
For highly cytotoxic test product concentration, the Large-Volume-Plating (LVP) method has been applied.
Using the LVP, the lowest apparently non-cytotoxic dilution of the test mixture was added to ice-cold medium after the required contact time and this mixture was added to a defined number of wells containing the cell line in 0.1 ml of maintenance medium.
The assay for checking the cytotoxicity of the test item has been repeated in parallel with the complete test according to the procedure above described for the preliminary check.
Prior the testing, the product test solutions, the interfering substance, and the water were previously stabilised at the test temperature. The test suspension was kept in the ice bath to avoid titre loss.
Assay of viral activity (virus titration)
A virus titration was performed for the virus suspension as such, then serial dilutions 1:10 were prepared, starting from virus stock solution of viral suspension, with culture Medium. 0.1 ml were put six-fold on a 96-wells microplate containing the cellular confluent monolayer (>90%) without culture Medium. The outline of the microplate did not receive the viral inoculum and were used as control of cellular line.
After 1 hour of incubation at 37°C ±1 °C, 0.1 ml of culture Medium were added to viral inoculum.
After the appropriate incubation period, the cellular culture was observed with inverted microscope to detect any cytopathic effect (CPE) due to viral suspension. After this detection the infecting activity (TC I D50 evaluation) was calculated by means of Spearman- Karber method.
Preparation of the test item
The test item was used neat and diluted with water for injection to concentrations requested in the assay. Test item dilutions were prepared at a concentration 1.25 times higher than the concentration required to perform the test.
Check of cellular sensitivity to virus
To verify if the test item modifies the cellular sensitivity to viral infection, these procedure was followed: 0.1 ml of each dilution, prepared for the cytotoxicity check, for each test concentration was put on 96 wells microplates containing the cellular confluent monolayer; the other microplate in parallel were treated with 0.1 ml of PBS.
After 1 hour of incubation at 37°C ± 1°C, the test item and PBS were removed and 0.1 ml of each dilution of the viral test suspension were added six-fold. In parallel at least 6 wells in the microplate did not receive the viral inoculum, but only ice-cold maintenance Medium and used as control of cellular line.
After 1 hour of incubation at 37°C ±1°C 0.1 ml of culture Medium were added to the viral inoculum. After 5 days, the cellular culture was observed with inverted microscope to detect any cytopathic effect (CPE) due to viral suspension. After this detection the infecting activity (TCID50) was calculated by means of Spearman-Karber method both in the cellular culture treated with the test item and in that treated with PBS.
Check of suppression of disinfectant activity
For each test concentration, 1 part of interfering substance was added to 1 part of Maintenance Medium and to 8 parts of the product test solution at the required test concentrations.
For the modified method, 0.2 parts of interfering substance were added to 0.1 part of Maintenance Medium and to 9.7 parts of the product test solution (97%).
At time zero, 0.3 ml was withdrawn and pipetted into 2.4 ml of ice cold Maintenance Medium. Then 0.3 ml of virus test suspension was added to the previous mixture, and after mixing, the tube was incubated in the ice bath for 30 minutes ± 10 sec.
After this period, serial dilutions 1:10 with ice cold Maintenance Medium were performed. 0.1 ml of the each dilutions was transferred onto 96 wells microplates six-fold and incubated at 37°C ±1°C for 1 hour. Then, 0.1 ml of Maintenance Medium was added. In parallel at least 6 wells in the microplate did not receive the viral inoculum, but only ice-cold maintenance Medium and used as control of cellular line. After the appropriate incubation period, the cellular cultures were observed with inverted microscope to detect any cytopathic effect (CPE) due to viral suspension. After this detection, the infecting activity (TCID50) was calculated by means of Spearman-Karber method.
Check of viral inactivation (Test) and virus control vitality (for all test product concentrations)
For each concentration, 1 ml of interfering substance was mixed with 1 ml of virus test suspension, then vortexed. 8 ml of the product test solution was added to this solution and left in contact for the required contact times at the required test temperature.
For the modified method, 0.2 ml of interfering substance was mixed with 0.1 ml of virus test suspension, then vortexed. 9.7 ml of the product test solution (97%) was added to this solution and left in contact for the required contact time at the required test temperature.
After the contact time, serial decimal dilutions with culture Medium were performed. 0.1 ml of this solution were put on a 96-wells microplate containing the cellular confluent monolayer. The outline of the microplate did not receive the viral inoculum and were used as control of cellular line. After 1 hour of incubation at 37°C ±1°C 0.1 ml of culture Medium were added to the viral inoculum.
After the appropriate incubation period, the cellular culture was observed with inverted microscope to detect any cytopathic effect (CPE) due to viral suspension.
In a second time the same test described above, was performed with water for injection instead of the test item, after 0 and maximum contact time tested (virus control).
After this detection the infecting activity (TCID50) was calculated by means of Spearman- Karber method both in the cellular culture treated with the test item and in the virus control.
Determination of the residual virus titre by the Large Volume Plating (LVP) method (only for 97%)
0.2 ml of interfering substance was mixed with 0.1 ml of virus test suspension, then vortexed. 9.7 ml of the product test solution (97%) was added to this solution and left in contact for the required contact time at the required test temperature.
After the contact time, the appropriate volume of the mixture was diluted in ice-cold culture medium to the lowest apparently non-cytotoxic dilution determined in the preliminary check. 0.1 ml of this solution were put on a defined number of 96-wells microplates containing the cellular confluent monolayer.
The outline of the microplate did not receive the viral inoculum and were used as control of cellular line. After 1 hour of incubation at 37°C ±1°C 0.1 ml of culture Medium were added to the viral inoculum.
After the appropriate incubation period, the cellular culture was observed with inverted microscope to detect any cytopathic effect (CPE) due to viral suspension.
The test procedure showed that there was a 4 log reduction in virus after 2 minutes of contact. Example 2
Preparation of an oral care composition.
The oral care was a mouth spray composition and all proportions are percentages by weight.
Component A Water to 100%
Sodium benzoate 0.5 Xanthan gum 0.35
Component B Water 4 Xylitol 4 Bucovia™ 3
Sodium hyaluronate 0.1 Component C
PEG-40 hydrogenated castor oil 2
Menthe piperita oil 0.08
Glycerol 6
Propylene glycol 5
Component D
Water 3
Trisodium citrate 0.276
Citric acid 0.024
The Component A ingredients were mixed at 80°C for 20 minutes at 1000 rpm
The xylitol of Component B was solubilised in the water of Component B. It was then added to the Component A, and the other components were then added one by one at room temperature.
The peppermint oil of Component C was solubilized in the castor oil at 35-40°C and added to a blend of the glycerol and propylene glycol. This was then added to the mixture of Components A and B under high shear. Finally, Component D was added.
The final product was a gelled lotion with a peppermint taste and a pH of 6.3 + 0.2.
Claims
1. An oral care composition comprising a virucidal ly-effective proportion and biofilm- inhibiting proportion of a solidago extract.
2. An oral care composition according to claim 1 , in which the virus comprises coronavirus.
3. An oral care composition according to claim 2, in which the coronavirus comprises the SARS-CoV-2 virus.
4. A oral care composition according to claim 1 , in which the virucidal effectiveness is such that there is a 4 log reduction in virus content after 2 minutes’ exposure.
5. An oral care composition according to claim 1 , in which the solidago extract is present in the composition in the proportion of from 1-10%, more particularly from 2 - 5%, and even more particularly from 2.4-3% by weight of the composition
6. A method of neutralising viruses and biofilms in the oral cavity, comprising the application of an oral care composition comprising a virucidally-effective and biofilm- inhibiting proportion of a solidago extract.
7. A method according to claim 6, in which the virus is a coronavirus, particularly the SARS-CoV-2 virus.
8. Use of a solidago extract in the preparation of an oral care composition for the neutralization of viruses and biofilm in the oral cavity.
9. Use according to claim 8 in which the virus is a coronavirus, particularly the SARS- CoV-2 virus.
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Citations (3)
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WO2005002610A1 (en) * | 2003-07-01 | 2005-01-13 | Shirong Lou | Traditional chinese medicine for treating and preventing sars virus |
CN104434758A (en) * | 2014-11-20 | 2015-03-25 | 惠州市欧野科技有限公司 | Health toothpaste |
CN113041289A (en) * | 2021-04-20 | 2021-06-29 | 贵州中医药大学 | Compound goldenrod spray dry powder anti-RNA virus drug target activity and application |
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WO2005002610A1 (en) * | 2003-07-01 | 2005-01-13 | Shirong Lou | Traditional chinese medicine for treating and preventing sars virus |
CN104434758A (en) * | 2014-11-20 | 2015-03-25 | 惠州市欧野科技有限公司 | Health toothpaste |
CN113041289A (en) * | 2021-04-20 | 2021-06-29 | 贵州中医药大学 | Compound goldenrod spray dry powder anti-RNA virus drug target activity and application |
Non-Patent Citations (7)
Title |
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DATABASE GNPD [online] MINTEL; 16 March 2021 (2021-03-16), ANONYMOUS: "Fresh Lemon Flavoured Propolis Breath Freshener Spray", XP055909104, retrieved from https://www.gnpd.com/sinatra/recordpage/8566875/ Database accession no. 8566875 * |
DATABASE GNPD [online] MINTEL; 4 February 2021 (2021-02-04), ANONYMOUS: "Dental Foam", XP055909115, retrieved from https://www.gnpd.com/sinatra/recordpage/8456929/ Database accession no. 8456929 * |
FURSENCO CORNELIA ET AL: "Solidago virgaurea L.: A Review of Its Ethnomedicinal Uses, Phytochemistry, and Pharmacological Activities", vol. 10, no. 12, 30 November 2020 (2020-11-30), pages 1619, XP055909321, Retrieved from the Internet <URL:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7761148/pdf/biomolecules-10-01619.pdf> DOI: 10.3390/biom10121619 * |
HERRERA DAVID ET AL: "Is the oral cavity relevant in SARS-CoV-2 pandemic?", CLINICAL ORAL INVESTIGATIONS, SPRINGER, BERLIN, DE, vol. 24, no. 8, 23 June 2020 (2020-06-23), pages 2925 - 2930, XP037190535, ISSN: 1432-6981, [retrieved on 20200623], DOI: 10.1007/S00784-020-03413-2 * |
NN: "NATUREX TACKLES THE ORAL CARE MARKET WITH A NEW MICROBIOTA-BALANCING NATURAL ACTIVE", 21 February 2018 (2018-02-21), pages 1 - 2, XP055909315, Retrieved from the Internet <URL:https://www.naturex.com/Media2/Press-releases/Naturex-tackles-the-Oral-Care-market-with-a-new-microbiota-balancing-natural-active> [retrieved on 20220405] * |
PRÊCHEUR ISABELLE ET AL: "Solidago virgaurea L. Plant Extract Targeted against Candida albicans to Reduce Oral Microbial Biomass: A Double Blind Randomized Trial on Healthy Adults", ANTIBIOTICS (BASEL, SWITZERLAND) 2015, vol. 9, no. 4, 25 March 2020 (2020-03-25), pages 137, XP055909429, ISSN: 2079-6382, DOI: 10.3390/antibiotics9040137 * |
TATLI CANKAYA I. IREM ET AL: "Potential and Prophylactic Use of Plants Containing Saponin-Type Compounds as Antibiofilm Agents against Respiratory Tract Infections", EVIDENCE-BASED COMPLEMENTARY AND ALTERNATIVE MEDICINE, vol. 2021, 23 July 2021 (2021-07-23), US, pages 1 - 14, XP055909331, ISSN: 1741-427X, DOI: 10.1155/2021/6814215 * |
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