JP2019500332A - ヒアルロン酸誘導体およびdna分画物が含まれているヒアルロン酸注射用組成物およびその利用 - Google Patents
ヒアルロン酸誘導体およびdna分画物が含まれているヒアルロン酸注射用組成物およびその利用 Download PDFInfo
- Publication number
- JP2019500332A JP2019500332A JP2018526927A JP2018526927A JP2019500332A JP 2019500332 A JP2019500332 A JP 2019500332A JP 2018526927 A JP2018526927 A JP 2018526927A JP 2018526927 A JP2018526927 A JP 2018526927A JP 2019500332 A JP2019500332 A JP 2019500332A
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- JP
- Japan
- Prior art keywords
- hyaluronic acid
- composition
- dna fraction
- acid derivative
- crosslinking
- 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.)
- Granted
Links
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (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-carboxylic acid Chemical compound 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 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 title claims abstract description 125
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- ASJSAQIRZKANQN-CRCLSJGQSA-N 2-deoxy-D-ribose Chemical compound OC[C@@H](O)[C@@H](O)CC=O ASJSAQIRZKANQN-CRCLSJGQSA-N 0.000 description 1
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Classifications
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Abstract
【選択図】 図1f
Description
a)アルカリ水溶液下でヒアルロン酸またはこれらの塩を架橋剤を用いて架橋度0.1%〜200%で架橋させてヒアルロン酸誘導体を製造する段階;および
b)前記段階a)で製造された、架橋度0.1%〜200%を有するヒアルロン酸誘導体にDNA分画物を混合する段階。
実施例1:1gのヒアルロン酸(分子量:約200〜300万ダルトン)を10重量%濃度で0.25N NaOH溶液に溶かす。架橋剤は1,4−ブタンジオールジグリシジルエーテル(butanediol diglycidyl ether、BDDE)を使用し、使用された架橋度(degree of crosslinking)の定義は次の通りである:重量(BDDE)/重量(乾燥NaHA)。
製造された実施例1〜4および比較例1〜3の流動学的特性糾明のためにレオメータ(rheometer)を用いて分析した(比較例1:LGのイブアル、比較例2:BNCのキュゲル、比較例3:ガルデルマのレスチレン、比較例4:ヒュメディクスのエルラビエ)。
実施例1および実施例2のヒアルロン酸組成物のプレフィルドシリンジでの押出力を確認するために下記の条件で吐出荷重試験を行った。
図2a、bから分かるように、本発明による実施例2はヒアルロン酸架橋誘導体のみを含む実施例1に比べて低い吐出荷重結果値を示す。これによって、架橋されたヒアルロン酸誘導体にDNA分画物を混合すれば優れた弾性を示すだけでなく、施術時重要視されるゲルの柔らかさも増加させるのを確認した。
実施例1のヒアルロン酸および本発明による実施例2のヒアルロン酸注射用組成物内に含まれているPDRN分画物を分析するために電気泳動を行った。その結果を図3に示した。
実施例1−4および比較例1〜3のヒアルロン酸組成物の粒子の大きさと分布図を確認するために各試料3gを蒸留水15mLで希釈してBeckman Coulter LS Particle Size Analyzerを用いて0.375umから2000umの間の粒子を計数した。その結果を図4と表2に示した(比較例1:LGのイブアル、比較例2:BNCのキュゲル)。
実施例2と比較例1(LG生命科学のイブアル)のヒアルロン酸組成物をそれぞれコニカルチューブに5gずつ入れ、100IU/mLヒアルロニダーゼを2.5gの量で入れて均質に混合した後、37℃恒温水槽で反応させた。時間によるヒアルロン酸の粘度変化を力価用粘度計を用いて測定した。ヒアルロニダーゼ抵抗性が高いほど粘度比率の変化が少ない。粘度比率が高くなるほど粘度が減少するのを意味する。
図5から確認できるように、本発明による実施例2の組成物(HA含量:19.8mg/ml)は比較例1(HA含量:20.3mg/ml)に比べてヒアルロニダーゼ処理下で粘度比率が徐々に増加する傾向(より低い傾き)を示す(粘度比率が高くなるほど溶液の粘度が低くなるのを意味)。これにより、本発明のヒアルロン酸誘導体が市販されている注射剤の比較例1より優れた酵素抵抗性を有することが分かる。
実施例6:ヒアルロン酸(分子量:約200〜300万ダルトン)を10重量%濃度で0.25N NaOH溶液と混合し、BDDEを架橋度0.05%に該当する量を投入した後、架橋させた結果、ゲルが形成されなかった。
製造された実施例6〜14はレオメータ(rheometer)を用いて流動学的特性を比較した。周波数別貯蔵弾性係数(G’)、損失弾性係数(G”)、Tan(delta)、複合粘度(G)結果値を下記図6a−iおよび表3に示した。
Claims (18)
- 0.1%〜200%の架橋度を有するヒアルロン酸誘導体および全体組成物に対して0.1〜50重量%のDNA分画物を含むヒアルロン酸注射用組成物。
- 前記DNA分画物の濃度は0.001〜40mg/ml濃度である、請求項1に記載のヒアルロン酸注射用組成物。
- 前記ヒアルロン酸誘導体の濃度は1〜50mg/mlである、請求項1に記載のヒアルロン酸注射用組成物。
- 前記ヒアルロン酸誘導体の分子量は100,000〜5,000,000Daである、請求項1に記載のヒアルロン酸注射用組成物。
- 前記DNA分画物は、ポリヌクレオチド(Polynucleotide、PN)およびポリデオキシリボヌクレオチド(Polydeoxyribonucleotide、PDRN)からなる群より選択されることを特徴とする、請求項1に記載のヒアルロン酸注射用組成物。
- 前記架橋されたヒアルロン酸誘導体:DNA分画物の重量混合比は5.0〜9.99:0.01〜5.0である、請求項1に記載のヒアルロン酸注射用組成物。
- a)アルカリ水溶液下でヒアルロン酸またはその塩を架橋剤を用いて架橋度0.1%〜200%で架橋させてヒアルロン酸誘導体を製造する段階;および
b)前記段階a)で製造された、架橋度0.1%〜200%を有するヒアルロン酸誘導体にDNA分画物を混合する段階を含む、
請求項1乃至6のうちのいずれか一項によるヒアルロン酸注射用組成物の製造方法。 - 前記アルカリ水溶液はNaOH水溶液である、請求項7に記載の製造方法。
- 前記NaOH水溶液の濃度は0.25〜2.5Nである、請求項8に記載の製造方法。
- 前記架橋剤は1,4−ブタンジオールジグリシジルエーテルである、請求項8に記載の製造方法。
- 請求項1乃至6のうちのいずれか一項による組成物を含む粘性補充用組成物。
- 請求項1乃至6のうちのいずれか一項による組成物を含む皮膚注入用フィラー。
- 0.1%〜200%の架橋度を有するヒアルロン酸誘導体、全体組成物に対して0.1〜50重量%のDNA分画物および一つ以上の薬学的に許容可能な添加剤を含む眼球乾燥症治療用組成物。
- 0.1%〜200%の架橋度を有するヒアルロン酸誘導体、全体組成物に対して0.1〜50重量%のDNA分画物および一つ以上の化粧品用として許容可能な添加剤を含む化粧料組成物。
- 請求項1乃至6のうちのいずれか一項によるヒアルロン酸注射用組成物を使用する、生物学的組織の修復または代替、シワのフィリング(filling wrinkle)、顔面のリモデリングまたは唇容積増加方法。
- 請求項1乃至6のうちのいずれか一項によるヒアルロン酸注射用組成物を使用する、メソセラピー(mesotherapy)による皮膚の再水和(rehydration)、関節の滑液代替または補充、括約筋または尿道容積の増加、骨の再建または声帯容積の増加方法。
- 生物学的組織の修復または代替、シワのフィリング(filling wrinkle)、顔面のリモデリングまたは唇容積増加のための、請求項1乃至6のうちのいずれか一項によるヒアルロン酸注射用組成物の用途。
- メソセラピー(mesotherapy)による皮膚の再水和(rehydration)、関節の滑液代替または補充、括約筋または尿道容積の増加、骨の再建または声帯容積の増加のための、請求項1乃至6のうちのいずれか一項によるヒアルロン酸注射用組成物の用途。
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EP3381438A4 (en) | 2019-08-14 |
CN108289825A (zh) | 2018-07-17 |
KR102076337B1 (ko) | 2020-02-11 |
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JP6660469B2 (ja) | 2020-03-11 |
RU2697671C1 (ru) | 2019-08-16 |
CN108289825B (zh) | 2022-03-25 |
EP3381438B1 (en) | 2023-06-07 |
ES2953928T3 (es) | 2023-11-17 |
US10456347B2 (en) | 2019-10-29 |
EP3381438A1 (en) | 2018-10-03 |
KR20190060752A (ko) | 2019-06-03 |
WO2017091017A1 (ko) | 2017-06-01 |
KR20170060599A (ko) | 2017-06-01 |
US20180325798A1 (en) | 2018-11-15 |
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