JP5134535B2 - イソフラボンナノ粒子およびその使用 - Google Patents
イソフラボンナノ粒子およびその使用 Download PDFInfo
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- JP5134535B2 JP5134535B2 JP2008518646A JP2008518646A JP5134535B2 JP 5134535 B2 JP5134535 B2 JP 5134535B2 JP 2008518646 A JP2008518646 A JP 2008518646A JP 2008518646 A JP2008518646 A JP 2008518646A JP 5134535 B2 JP5134535 B2 JP 5134535B2
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- JP
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- Prior art keywords
- isoflavone
- genistein
- nanoparticle composition
- composition
- carrier
- 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.)
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- 125000000946 retinyl group Chemical group [H]C([*])([H])/C([H])=C(C([H])([H])[H])/C([H])=C([H])/C([H])=C(C([H])([H])[H])/C([H])=C([H])/C1=C(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C1(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- IKGXIBQEEMLURG-BKUODXTLSA-N rutin Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@@H]1OC[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 IKGXIBQEEMLURG-BKUODXTLSA-N 0.000 description 1
- 229960004555 rutoside Drugs 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 150000003902 salicylic acid esters Chemical class 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 229960002718 selenomethionine Drugs 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 229940057910 shea butter Drugs 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 235000011083 sodium citrates Nutrition 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 235000011008 sodium phosphates Nutrition 0.000 description 1
- 229950004959 sorbitan oleate Drugs 0.000 description 1
- 229960005078 sorbitan sesquioleate Drugs 0.000 description 1
- 235000019337 sorbitan trioleate Nutrition 0.000 description 1
- 229960000391 sorbitan trioleate Drugs 0.000 description 1
- 229960002920 sorbitol Drugs 0.000 description 1
- 229940001941 soy protein Drugs 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 229940031439 squalene Drugs 0.000 description 1
- TUHBEKDERLKLEC-UHFFFAOYSA-N squalene Natural products CC(=CCCC(=CCCC(=CCCC=C(/C)CCC=C(/C)CC=C(C)C)C)C)C TUHBEKDERLKLEC-UHFFFAOYSA-N 0.000 description 1
- ABTZKZVAJTXGNN-UHFFFAOYSA-N stearyl heptanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCCCCC ABTZKZVAJTXGNN-UHFFFAOYSA-N 0.000 description 1
- 229940098758 stearyl heptanoate Drugs 0.000 description 1
- ARCJQKUWGAZPFX-UHFFFAOYSA-N stilbene oxide Chemical compound O1C(C=2C=CC=CC=2)C1C1=CC=CC=C1 ARCJQKUWGAZPFX-UHFFFAOYSA-N 0.000 description 1
- 235000021286 stilbenes Nutrition 0.000 description 1
- 150000001629 stilbenes Chemical class 0.000 description 1
- 239000010902 straw Substances 0.000 description 1
- 229960004793 sucrose Drugs 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000005846 sugar alcohols Chemical class 0.000 description 1
- CXVGEDCSTKKODG-UHFFFAOYSA-N sulisobenzone Chemical compound C1=C(S(O)(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 CXVGEDCSTKKODG-UHFFFAOYSA-N 0.000 description 1
- 229960000368 sulisobenzone Drugs 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 235000019303 thiodipropionic acid Nutrition 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 229940094937 thioredoxin Drugs 0.000 description 1
- 108060008226 thioredoxin Proteins 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- 235000019149 tocopherols Nutrition 0.000 description 1
- CRDAMVZIKSXKFV-UHFFFAOYSA-N trans-Farnesol Natural products CC(C)=CCCC(C)=CCCC(C)=CCO CRDAMVZIKSXKFV-UHFFFAOYSA-N 0.000 description 1
- ZIUDAKDLOLDEGU-UHFFFAOYSA-N trans-Phytofluen Natural products CC(C)=CCCC(C)CCCC(C)CC=CC(C)=CC=CC=C(C)C=CCC(C)CCCC(C)CCC=C(C)C ZIUDAKDLOLDEGU-UHFFFAOYSA-N 0.000 description 1
- QURCVMIEKCOAJU-UHFFFAOYSA-N trans-isoferulic acid Natural products COC1=CC=C(C=CC(O)=O)C=C1O QURCVMIEKCOAJU-UHFFFAOYSA-N 0.000 description 1
- ZCIHMQAPACOQHT-ZGMPDRQDSA-N trans-isorenieratene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/c1c(C)ccc(C)c1C)C=CC=C(/C)C=Cc2c(C)ccc(C)c2C ZCIHMQAPACOQHT-ZGMPDRQDSA-N 0.000 description 1
- LOIYMIARKYCTBW-OWOJBTEDSA-N trans-urocanic acid Chemical compound OC(=O)\C=C\C1=CNC=N1 LOIYMIARKYCTBW-OWOJBTEDSA-N 0.000 description 1
- LOIYMIARKYCTBW-UHFFFAOYSA-N trans-urocanic acid Natural products OC(=O)C=CC1=CNC=N1 LOIYMIARKYCTBW-UHFFFAOYSA-N 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- 229940093609 tricaprylin Drugs 0.000 description 1
- GKAVWWCJCPVMNR-UHFFFAOYSA-N tridecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCC GKAVWWCJCPVMNR-UHFFFAOYSA-N 0.000 description 1
- VLPFTAMPNXLGLX-UHFFFAOYSA-N trioctanoin Chemical compound CCCCCCCC(=O)OCC(OC(=O)CCCCCCC)COC(=O)CCCCCCC VLPFTAMPNXLGLX-UHFFFAOYSA-N 0.000 description 1
- ZQTYRTSKQFQYPQ-UHFFFAOYSA-N trisiloxane Chemical compound [SiH3]O[SiH2]O[SiH3] ZQTYRTSKQFQYPQ-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- UONOETXJSWQNOL-UHFFFAOYSA-N tungsten carbide Chemical compound [W+]#[C-] UONOETXJSWQNOL-UHFFFAOYSA-N 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- 229940040064 ubiquinol Drugs 0.000 description 1
- QNTNKSLOFHEFPK-UPTCCGCDSA-N ubiquinol-10 Chemical compound COC1=C(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(O)=C1OC QNTNKSLOFHEFPK-UPTCCGCDSA-N 0.000 description 1
- 229940035936 ubiquinone Drugs 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000012178 vegetable wax Substances 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 239000008307 w/o/w-emulsion Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
- 239000011686 zinc sulphate Substances 0.000 description 1
- 235000009529 zinc sulphate Nutrition 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 description 1
- QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 description 1
Images
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- 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
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- A—HUMAN NECESSITIES
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- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
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- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/732—Starch; Amylose; Amylopectin; Derivatives thereof
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- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/141—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers
- A61K9/146—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers with organic macromolecular compounds
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- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
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- A61K9/5107—Excipients; Inactive ingredients
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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- Oncology (AREA)
- Communicable Diseases (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
(i)イソフラボンナノ粒子、または
(ii)イソフラボンナノ粒子および水、または
(iii)イソフラボンナノ粒子および担体、または
(iv)イソフラボンナノ粒子および水および担体
から本質的になる。
アクリル酸エステル、例えば、2−シアノ−3,3−ジフェニルアクリル酸2−エチルヘキシル(オクトクリレン、パーソル(PARSOL)(登録商標)340)、2−シアノ−3,3−ジフェニルアクリル酸エチル等;
カンファー誘導体、例えば、4−メチルベンジリデンカンファー(パーソル(登録商標)5000)、3−ベンジリデンカンファー、カンファーベンザルコニウムメトサルフェート、ポリアクリルアミジドメチルベンジリデンカンファー(polyacrylamjdomethyl benzylidene camphor)、スルホベンジリデンカンファー、スルホメチルベンジリデンカンファー、テレフタリデンジカンファースルホン酸(therephthalidene dicamphor sulfonic acid)等;
ケイヒ酸エステル誘導体、例えば、メトキシケイヒ酸オクチル(パーソル(登録商標)MCX)、メトキシケイヒ酸エトキシエチル、メトキシケイヒ酸ジエタノールアミン(パーソル(登録商標)ハイドロ(Hydro))、メトキシケイヒ酸イソアミル等に加えて、シロキサンに結合したケイヒ酸誘導体;
p−アミノ安息香酸誘導体、例えば、p−アミノ安息香酸、p−ジメチルアミノ安息香酸2−エチルヘキシル、N−オキシプロピレン化p−アミノ安息香酸エチル、p−アミノ安息香酸グリセリル、
ベンゾフェノン、例えば、ベンゾフェノン−3、ベンゾフェノン−4、2,2’,4,4’−テトラヒドロキシベンゾフェノン、2,2’−ジヒドロキシ−4,4’−ジメトキシベンゾフェノン等;
ベンザルマロン酸のエステル、例えば、4−メトキシベンザルマロン酸ジ−(2−エチルヘキシル);
2−(4−エトキシアニリノメチレン)プロパン二酸のエステル、例えば、欧州公開特許EP0895776号明細書に記載の2−(4−エトキシアニリノメチレン)プロパン二酸ジエチルエステル;
欧州特許公開EP0358584B1号明細書、EP0538431B1号明細書、およびEP0709080A1号明細書に記載の、ベンズマロネート(benzmalonate)基を含む有機シロキサン化合物、特にパーソルSLX;
ドロメトリゾールトリシロキサン(メキソリル(Mexoryl)XL);
微粒子化されたTiO2等の顔料。「微粒子化された」という用語は、粒度が約5nm〜約200nm、特に約15nm〜約100nmであることを指す。TiO2粒子は、例えば、酸化アルミニウムもしくは酸化ジルコニウム等の金属酸化物または例えばポリオール、メチコン、ステアリン酸アルミニウム、アルキルシラン等の有機被覆等で被覆されていてもよい。このような被覆は当該技術分野において周知である。
イミダゾール誘導体、例えば、2−フェニルベンズイミダゾールスルホン酸およびその塩(パーソル(登録商標)HS)等。2−フェニルベンズイミダゾールスルホン酸の塩とは、例えば、ナトリウムまたはカリウム塩等のアルカリ金属塩、アンモニウム塩、モルホリン塩、第1級、第2級、および第3級アミンの塩(モノエタノールアミン塩、ジエタノールアミン塩等)等である。
サリチル酸エステル誘導体、例えば、サリチル酸イソプロピルベンジル、サリチル酸ベンジル、サリチル酸ブチル、サリチル酸オクチル(ネオ・ヘリオパン(NEO HELIOPAN)OS)、サリチル酸イソオクチル、またはサリチル酸ホモメンチル(ホモサレート、ヘリオパン(HELIOPAN))等。
トリアジン誘導体、例えば、オクチルトリアゾン(ユビナール(UVINUL)T−150)、ジオクチルブタミドトリアゾン(ユバソーブ(UVASORB)HEB)、ビスエトキシフェノールメトキシフェニルトリアジン(チノソーブ(Tinosorb)S)等。
ジベンゾイルメタン誘導体、例えば、4−tert.ブチル−4’−メトキシジベンゾイルメタン(パーソル(登録商標)1789)、ジメトキシジベンゾイルメタン、イソプロピルジベンゾイルメタン等;
ベンゾトリアゾール誘導体、例えば、2,2’−メチレン−ビス−(6−(2H−ベンゾトリアゾール−2−イル)−4−(1,1,3,3,−テトラメチルブチル)−フェノール(チノソーブM)等;
フェニレン−1,4−ビス−ベンズイミダゾールスルホン酸または2,2−(1,4−フェニレン)ビス−(1H−ベンズイミダゾール−4,6−ジスルホン酸)(ネオ・ヘリオパン(Neoheliopan)AP)等の塩;
アミノ置換ヒドロキシベンゾフェノン、例えば、欧州公開特許EP1046391号明細書に記載の2−(4−ジエチルアミノ−2−ヒドロキシ−ベンゾイル)安息香酸ヘキシルエステル。
欧州公開特許EP−A0514491号明細書およびEP−A0780119号明細書に記載の3,3−ジフェニルアクリレート誘導体;
米国特許第5,605,680号明細書に記載のベンジリデンカンファー誘導体;
欧州特許公開EP−A0358584号明細書、EP−A0538431号明細書、およびEP−A0709080号明細書に記載のベンズマロネート基を含むオルガノシロキサン、特にパーソルSLX
によって安定化された、例えばパーソル(登録商標)1789等のジベンゾイルメタン誘導体も指す。
鉱物油および鉱物ワックス;
カプリン酸またはカプリル酸のトリグリセリド等の油、好ましくはヒマシ油;
油またはワックスおよび他の天然または合成油、好ましい実施態様においては、脂肪酸とアルコール(例えば、イソプロパノール、プロピレングリコール、グリセリン)とのエステルまたは脂肪族アルコールとカルボン酸もしくは脂肪酸とのエステル;
安息香酸アルキル;および/または
ジメチルポリシロキサン、ジエチルポリシロキサン、ジフェニルポリシロキサン、シクロメチコン等のシリコーン油;
ならびにこれらの混合物
から選択することができる。
米国ニュージャージー州のナショナル・スターチ・アンド・ケミカル・カンパニーよりカプスルの製品名で入手可能な、水分含量が8%のオクテニルコハク酸デンプンナトリウム(490g)を80℃の脱イオン水(490g)に溶解することによってオクテニルコハク酸デンプンナトリウム溶液(46%)を調製した。
ゲニステイン粉末(30g)を脱イオン水(370g)と混合し、流路に水約200gを含む高圧ホモジナイザー(130ミクロンノズルを備えたDeBEE2000、イスラエル国BEEインターナショナル)を、均質化圧を1500barとして通過させた。均質化中の背圧を120barに設定した。ノズルを通過した後のゲニステイン懸濁液を熱交換器で約20〜30℃に冷却した。この固形分含量が約5%の懸濁液を、所望の粒度に到達するまでホモジナイザーを40回循環させた。ゲニステインの粒度をレーザー回折法(英国マルバーン・インストゥルメンツ・リミテッドのマスターサイザー2000)によって測定し、屈折率1.469に基づいて算出した結果を以下の表IIIに示す。
ゲニステイン粉末(36g)を脱イオン水(364g)と混合し、流路に水約200gを含む高圧ホモジナイザー(130ミクロンノズルを備えたDeBEE2000、イスラエル国BEEインターナショナル)を均質化圧を1500barとして通過させた。均質化中の背圧を120barに設定した。ノズルを通過した後のゲニステイン懸濁液を熱交換器で約20〜30℃に冷却した。この固形分含量が約6%の懸濁液を、所望の粒度に到達するまでホモジナイザーを40回循環させた。ゲニステインの粒度をレーザー回折法(英国マルバーン・インストゥルメンツ・リミテッドのマスターサイザー2000)によって測定し、屈折率1.469に基づいて算出した結果を以下の表VIに示す。
ゲニステイン粉末(120g)を脱イオン水(280g)と混合し、流路に水約200gを含む高圧ホモジナイザー(180ミクロンノズルを備えたDeBEE2000、イスラエル国BEEインターナショナル)を均質化圧を700barとして通過させた。均質化中の背圧を120barに設定した。ノズルを通過した後のゲニステイン懸濁液を熱交換器で約20〜30℃に冷却した。この固形分含量が約20%の懸濁液を、所望の粒度に到達するまでホモジナイザーを20回循環させた。ゲニステインの粒度をレーザー回折法(英国マルバーン・インストゥルメンツ・リミテッドのマスターサイザー2000)によって測定し、屈折率1.469に基づいて算出した結果を以下の表IXに示す。
ゲニステイン粉末(36g)を脱イオン水(364g)と混合し、流路に水約200gを含む高圧ホモジナイザー(130ミクロンノズルを備えるDeBEE2000、イスラエル国BEEインターナショナル)を均質化圧を1500barとして通過させた。均質化中の背圧を120barに設定した。ノズルを通過した後のゲニステイン懸濁液を熱交換器で約20〜30℃に冷却した。この固形分含量が約6%の懸濁液を、所望の粒度に到達するまでホモジナイザーを40回循環させた。ゲニステインの粒度をレーザー回折法(英国マルバーン・インストゥルメンツ・リミテッドのマスターサイザー2000)によって測定し、屈折率1.469に基づいて算出した結果を以下の表Xに示す。
水分含量が8%のカプスル(2.8kg;米国ニュージャージー州のナショナル・スターチ・アンド・ケミカル・カンパニー)を70℃の脱イオン水(5.7kg)に溶解することによってオクテニルコハク酸デンプンナトリウム溶液(30%)を調製した。
ゲニステイン粉末(6kg)を乾式粉砕法によりジェットミルで粉砕する。好適なミル:ジェット圧を5.0barとし、回転式分級機(sifter wheel)の速度を20,000Upmとした、ホソカワ・アルピネ・カンパニー(Hosokawa Alpine company)のアルピネ(Alpine)100AFG。比較のため、このゲニステインを図7に示す「スイング(swing)」試験に用いる。
典型的な化粧製剤に従来の結晶性形態を使用することに対する、ナノ粒子から構成されるゲニステイン形態の利点を図1および図2に例示する。有効成分を含む化粧製剤は、様々な温度で保管され、室温で少なくとも1年間安定であるべきである。安定性の観察において監視される重要なパラメータの一つは、化粧製剤の顕微鏡下における外観である。可溶化が難しい有効成分を含む化粧製剤は、保管中に結晶が成長することが非常に多く、場合によってはわずか数日間で起こるであろう。この現象は、5℃で保管された製剤を観察するとより一層顕著である。このように大きな結晶が成長してしまった製剤には、#2の製剤の顕微鏡検査(室温で6ヶ月間保管した後の従来の結晶性ゲニステイン)を示す図2に例示するように多くの欠点がある。すなわち、有効成分の皮膚への生物学的利用能が低下するとともに、消費者が化粧品を皮膚につけるとその存在を感じ取ってしまう危険性がある。製剤#1の顕微鏡検査(室温で6ヶ月間保管した後の安定化されたゲニステインナノ粒子)を示す図1に例示するように、安定化されたゲニステインのナノ粒子を含む同じ化粧製剤は、室温で6ヶ月間保管した後でさえも完全に安定である。
従来の結晶性ゲニステインを用いることに対する、ゲニステインナノ粒子を用いることにより得られる利点をさらに例示するために、上述の化粧製剤(#3および#4)を非常に負荷の高い安定性試験に供した。この製剤を24時間毎に温度を5℃から43℃まで変化させながら3週間保管した。製剤の外観を顕微鏡で観察した。これを図3(安定化されたゲニステインナノ粒子を含む製剤#3を5℃/43℃(各温度で24時間のサイクル)で19日間保管した後の顕微鏡検査を示す)および図4(従来の結晶性ゲニステインを含む製剤#4を5℃/43℃(各温度で24時間のサイクル)で19日間保管した後の顕微鏡検査を示す)に例示する。
分散系を強制的に結晶化させるため、温度を自己定義した時間枠で自己定義した順序で変化させる試験を用いた。この試験を「スイング」試験(温度変化試験)と呼ぶ。この試験の目的は、より高温で小粒子を溶解させることと、より低温で強制的に再結晶化させることにある。しかしながらこれは、製剤が安定であるかどうかを示す負荷試験方法でもある。以下の製剤を「スイング」試験に用いた。
油および水相(o+w)を別々に70℃(±5℃)まで加熱した後、合一した。増粘剤(t)を穏やかに撹拌しながら加えた。この混合物をウルトラ・ツラックス(Ultra−Turrax)T25ホモジナイザーを用いて24,000RPMで30秒間均質化した。このエマルジョンを穏やかに撹拌しながら(U字型撹拌機(horseshoe mixer)、120RPM)、45℃±5℃までゆっくりと冷却した。この温度で塩基(b)を加えてpH値をpH6.5〜7.0に調節した。依然として流体のエマルジョンにゲニステイン(g)を添加し、再びウルトラ・ツラックスT25ホモジナイザーを用いて24,000RPMで30秒間均質化を行うことにより混合した。この製剤を穏やかに撹拌しながら(U字型撹拌機、120RPM)、25℃±5℃に冷却した。
標準的な安定性試験として、以下の条件を用いた。配合した化粧品試料を5℃±2℃、室温(例えば20〜25℃)、および43℃±2℃で保管し、2週間、6週間、3ヵ月、6ヵ月、および12ヵ月後に検査した。3ヵ月間目以降に結晶が成長した試料も幾つかあり、このことは、将来的な形態安定性を明言することができないまま長期間が経過することを意味している。
この結晶化を強制的に行うために「スイング」試験を用い、最低および最高温度として5℃および43℃を選択した。各温度を24時間維持した。この試験を行う期間をまず20日間に設定した。これは、試料が一連の冷却/加熱(=1サイクル(sequence))を10回経験することを意味する。
図5(a):実施例3の濃度0.3%の組成物
図5(b):実施例3の濃度0.5%の組成物
図5(c):実施例3の濃度1.0%の組成物
図6(a):実施例6の濃度0.3%の組成物
図6(b):実施例6の濃度0.5%の組成物
図6(c):実施例6の濃度1.0%の組成物
図7(a):ジェットミルで乾式粉砕した後の実施例7の濃度0.3%の組成物
図7(b):ジェットミルで乾式粉砕した後の実施例7の濃度0.5%の組成物
図7(c):ジェットミルで乾式粉砕した後の実施例7の濃度0.1%の組成物
図8(a):実施例7に記載した実施例7の最終生成物の濃度0.3%の組成物
図8(b):実施例7に記載した実施例7の最終生成物の濃度0.5%の組成物
図8(c):実施例7に記載した実施例7の最終生成物の濃度1.0%の組成物
Claims (28)
- イソフラボン及び担体を含むイソフラボンナノ粒子組成物であって、
前記担体が、炭水化物、蛋白質、およびこれらの混合物から選択され、
レーザー回折法により測定された前記イソフラボンの平均粒度D[4.3]が3μm未満であることを特徴とする、イソフラボンナノ粒子組成物。 - 前記イソフラボンがゲニステインである、請求項1に記載のイソフラボンナノ粒子組成物。
- レーザー回折法によって測定された前記イソフラボンの平均粒度D[4.3]が1ミクロン以下であることを特徴とする、請求項1または2に記載のイソフラボンナノ粒子組成物。
- レーザー回折法によって測定された前記イソフラボンの平均粒度D[4.3]が0.5ミクロン以下であることを特徴とする、請求項3に記載のイソフラボンナノ粒子組成物。
- レーザー回折法によって測定された前記イソフラボンの平均粒度D[4.3]が0.05ミクロン以上であることを特徴とする、請求項1〜4のいずれか一項に記載のイソフラボンナノ粒子組成物。
- 前記炭水化物が、変性デンプン、ソルビトール、マルトース、マルトデキストリン、アラビアゴム、ペクチン、アルギン酸塩、グアーガム、キサンタン、セルロース誘導体、およびこれらの混合物から選択される、請求項1〜5のいずれか一項に記載のイソフラボンナノ粒子組成物。
- 前記蛋白質が、ゼラチン、乳蛋白質、大豆蛋白質、およびこれらの混合物から選択される、請求項1〜6のいずれか一項に記載のイソフラボンナノ粒子組成物。
- 前記組成物が、粉末または顆粒状組成物である、請求項1〜7のいずれか一項に記載のイソフラボンナノ粒子組成物。
- 前記組成物が、イソフラボンを少なくとも1重量%含む、請求項8に記載のイソフラボンナノ粒子組成物。
- 前記組成物が、イソフラボンを少なくとも20重量%含む、請求項9に記載のイソフラボンナノ粒子組成物。
- 前記組成物が、イソフラボンを少なくとも70重量%含む、請求項10に記載のイソフラボンナノ粒子組成物。
- 前記組成物が、水性懸濁液である、請求項1〜7のいずれか一項に記載のイソフラボンナノ粒子組成物。
- イソフラボンを10〜30%、担体を15〜40%、および水である残部から構成される、請求項12に記載のイソフラボンナノ粒子組成物。
- イソフラボンおよび担体を含み、レーザー回折法により測定された前記イソフラボンの平均粒度D[4.3]が3μm未満であるイソフラボンナノ粒子組成物の製造方法であって、
結晶性イソフラボンおよび水および担体を含む混合物を、所望の粒度に到達するまで高圧ホモジナイザーで処理することを特徴とする方法。 - 前記方法が、請求項1〜13のいずれか一項に記載のイソフラボンナノ粒子組成物の製造方法である、請求項14に記載の方法。
- 高圧ホモジナイザーで処理することにより得られた懸濁液を乾燥処理に付すことを更に含み、前記乾燥処理が、噴霧乾燥または凍結乾燥である、請求項14に記載の方法。
- 前記イソフラボンが、前記担体と一緒に混合および均質化される前に水中で予備均質化される、請求項14〜16のいずれか一項に記載の方法。
- 前記イソフラボンが、前記担体の存在下に、500bar〜4000barの圧力で高圧均質化に付される、請求項14〜16のいずれか一項に記載の方法。
- イソフラボンおよび担体を含み、レーザー回折法により測定された前記イソフラボンの平均粒度D[4.3]が3μm未満であるイソフラボンナノ粒子組成物の製造方法であって、
イソフラボン、水、および担体を含む混合物を、所要の粒度に到達するまで撹拌型ビーズミルで湿式粉砕処理することを特徴とする方法。 - 前記方法が、請求項1〜13のいずれか一項に記載のイソフラボンナノ粒子組成物の製造方法である、請求項19に記載の方法。
- 前記イソフラボンおよび前記担体が、前記撹拌型ビーズミルを1〜50回循環される、請求項19または20に記載の方法。
- 前記湿式粉砕処理においてZrO2型粉砕媒体が使用される、請求項19〜21のいずれか一項に記載の方法。
- 請求項1〜13のいずれか一項に記載のイソフラボンナノ粒子組成物を含む医薬組成物。
- 請求項1〜13のいずれか一項に記載のイソフラボンナノ粒子組成物を含む化粧料組成物。
- 前記イソフラボンを0.05〜50重量%の濃度で含む、請求項23または24に記載の医薬または化粧料組成物。
- 請求項1〜13のいずれか一項に記載のイソフラボンナノ粒子組成物を含む栄養製品。
- 豆腐、ヨーグルト、および果汁から選択される、請求項26に記載の栄養製品。
- 化粧料組成物、医薬組成物、食品、食品添加剤または飼料添加剤を調製するための、請求項1〜13のいずれか一項に記載のイソフラボンナノ粒子組成物の使用。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP05014096 | 2005-06-29 | ||
EP05014096.1 | 2005-06-29 | ||
PCT/EP2006/000827 WO2007000193A1 (en) | 2005-06-29 | 2006-01-31 | Isoflavone nanoparticles and use thereof |
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US (1) | US8951560B2 (ja) |
EP (1) | EP1904053B1 (ja) |
JP (1) | JP5134535B2 (ja) |
KR (1) | KR101242851B1 (ja) |
CN (1) | CN101212964A (ja) |
AT (1) | ATE520396T1 (ja) |
BR (1) | BRPI0612848B8 (ja) |
ES (1) | ES2369928T3 (ja) |
WO (1) | WO2007000193A1 (ja) |
Families Citing this family (19)
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JP5129130B2 (ja) * | 2005-06-29 | 2013-01-23 | ディーエスエム アイピー アセッツ ビー.ブイ. | イソフラボンのナノ粒子を含む局所組成物 |
CA2669392C (en) | 2006-11-17 | 2016-05-10 | Abbott Gmbh & Co. Kg | Nanocrystals for use in topical cosmetic formulations and method of production thereof |
US9707185B2 (en) | 2007-05-07 | 2017-07-18 | Board Of Supervisors Of Louisana State University And Agricultural And Mechanical College | Water-soluble nanoparticles containing water-insoluble compounds |
JP2011503232A (ja) | 2007-11-20 | 2011-01-27 | ザ ブリガム アンド ウィメンズ ホスピタル インコーポレイテッド | 免疫応答の調節 |
FR2932488B1 (fr) * | 2008-06-13 | 2012-10-26 | Roquette Freres | Compositions thermoplastiques ou elastomeriques a base d'amidon et procede de preparation de telles compositions. |
IT1394148B1 (it) | 2008-09-12 | 2012-05-25 | Visottica Ind S P A Con Unico Socio | Cerniera elastica a doppio scatto per occhiali |
CA2746652C (en) * | 2008-12-11 | 2018-03-06 | Axcentua Pharmaceuticals Ab | Crystalline forms of genistein |
US20100215700A1 (en) * | 2009-02-25 | 2010-08-26 | Conopco, Inc., D/B/A Unilever | Shear Gels and Compositions Comprising Shear Gels |
US8637569B2 (en) | 2009-10-22 | 2014-01-28 | Api Genesis, Llc | Methods of increasing solubility of poorly soluble compounds and methods of making and using formulations of such compounds |
US9889098B2 (en) * | 2009-10-22 | 2018-02-13 | Vizuri Health Sciences Llc | Methods of making and using compositions comprising flavonoids |
US8900635B2 (en) * | 2010-11-15 | 2014-12-02 | Humanetics Corporation | Nanoparticle isoflavone compositions and methods of making and using the same |
BRPI1101820A2 (pt) * | 2011-04-29 | 2013-06-18 | Hebron Farmaceutica Pesq Des E Inovacao Tec Ltda | composiÇÕes farmacÊuticas e seus usos para tratamento e/ou prevenÇço de doenÇas decorrentes do hipoestrogenismo no trato genital inferior feminino |
US9623003B1 (en) | 2013-04-04 | 2017-04-18 | Humanetics Corporation | Method of mitigating long and short term detrimental effects of exposure to medical imaging ionizing radiation by administration of genistein |
US9623004B2 (en) | 2013-08-02 | 2017-04-18 | Humanetics Corporation | Administration of a therapeutic amount of genistein to mitigate erectile dysfunction resulting from radiation therapy for prostate cancer only throughout a defined administration period commencing shortly before and concluding after radiation therapy |
US9084726B2 (en) | 2013-11-26 | 2015-07-21 | Humanetics Corporation | Suspension compositions of physiologically active phenolic compounds and methods of making and using the same |
WO2015087329A1 (en) * | 2013-12-12 | 2015-06-18 | Technion Research & Development Foundation Limited | Pectin based nanoparticles |
FI126755B (en) * | 2014-04-28 | 2017-05-15 | Kemira Oyj | A process for preparing a suspension from microfibrillated cellulose, microfibrillated cellulose and its use |
FR3023474B1 (fr) * | 2014-07-09 | 2016-07-22 | Oreal | Huile anhydre a base de particules a liberation d'agent benefique |
CN114306275B (zh) * | 2021-12-24 | 2023-05-26 | 齐鲁工业大学 | 一种豌豆肽负载大豆异黄酮复合纳米粒子及其制备方法和应用 |
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AU642066B2 (en) * | 1991-01-25 | 1993-10-07 | Nanosystems L.L.C. | X-ray contrast compositions useful in medical imaging |
US5145684A (en) * | 1991-01-25 | 1992-09-08 | Sterling Drug Inc. | Surface modified drug nanoparticles |
DE4440337A1 (de) * | 1994-11-11 | 1996-05-15 | Dds Drug Delivery Services Ges | Pharmazeutische Nanosuspensionen zur Arzneistoffapplikation als Systeme mit erhöhter Sättigungslöslichkeit und Lösungsgeschwindigkeit |
US5824702A (en) * | 1996-06-07 | 1998-10-20 | Mount Sinai School Of Medicine Of The City University Of New York | Genistein as a preventive against ultraviolet induced skin photodamage and cancer |
AU2564399A (en) | 1998-01-28 | 1999-08-16 | Dusan Miljkovic | Isoflavanoid formulations for oral administration |
DE19825856A1 (de) | 1998-06-10 | 1999-12-16 | Labtec Gmbh | Topische Arzneimittelzubereitung |
WO2000069916A1 (en) * | 1999-01-25 | 2000-11-23 | Ato B.V. | Biopolymer nanoparticles |
JP4006133B2 (ja) * | 1999-05-17 | 2007-11-14 | 松谷化学工業株式会社 | 可溶性イソフラボン組成物及びその製造方法 |
FR2817478A1 (fr) | 2000-12-04 | 2002-06-07 | Oreal | Suspensions aqueuses de nanospheres de principes actifs lipophiles |
US20040256749A1 (en) * | 2000-12-22 | 2004-12-23 | Mahesh Chaubal | Process for production of essentially solvent-free small particles |
FR2820320B1 (fr) * | 2001-02-02 | 2003-04-04 | Oreal | Suspension de nanospheres de principe actif lipophile stabilisee par des polymeres hydrodispersibles |
DE10114305A1 (de) * | 2001-03-23 | 2002-09-26 | Beiersdorf Ag | Kosmetische und dermatologische Zubereitungen mit einem Gehalt an Isoflavonen und Verwendung von Isoflavonen zur Herstellung kosmetischer und dermatologischer Zubereitungen zur Reduktion des Sebumgehaltes der Haut |
EP1269994A3 (en) * | 2001-06-22 | 2003-02-12 | Pfizer Products Inc. | Pharmaceutical compositions comprising drug and concentration-enhancing polymers |
JP4013034B2 (ja) * | 2001-10-24 | 2007-11-28 | 横浜油脂工業株式会社 | 可溶化性イソフラボン組成物、その製造法及びイソフラボン含有水性飲料の製造方法 |
AU2002366638A1 (en) * | 2001-12-06 | 2003-06-23 | Scolr Pharma, Inc. | Isoflavone composition for oral delivery |
DE60320380T2 (de) * | 2002-02-14 | 2009-05-20 | Dsm Ip Assets B.V. | Coenzym q10 formulierungen |
JP5129130B2 (ja) * | 2005-06-29 | 2013-01-23 | ディーエスエム アイピー アセッツ ビー.ブイ. | イソフラボンのナノ粒子を含む局所組成物 |
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ATE520396T1 (de) | 2011-09-15 |
CN101212964A (zh) | 2008-07-02 |
US20090035336A1 (en) | 2009-02-05 |
EP1904053B1 (en) | 2011-08-17 |
BRPI0612848A2 (pt) | 2010-11-30 |
BRPI0612848B8 (pt) | 2021-05-25 |
US8951560B2 (en) | 2015-02-10 |
BRPI0612848B1 (pt) | 2020-03-31 |
ES2369928T3 (es) | 2011-12-09 |
WO2007000193A9 (en) | 2007-12-13 |
WO2007000193A1 (en) | 2007-01-04 |
BRPI0612848A8 (pt) | 2017-12-26 |
EP1904053A1 (en) | 2008-04-02 |
KR101242851B1 (ko) | 2013-03-12 |
KR20080020643A (ko) | 2008-03-05 |
JP2008544963A (ja) | 2008-12-11 |
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