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Potential use of supramolecular cyclodextrins for the design of patient- friendly super-generic drug formulations

Research Project

Project/Area Number 22590164
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Medical pharmacy
Research InstitutionSojo University

Principal Investigator

UEKAMA Kaneto  崇城大学, 薬学部, 教授 (90040328)

Co-Investigator(Kenkyū-buntansha) IOHARA Daisuke  崇城大学, 薬学部, 助手 (40454954)
Project Period (FY) 2010 – 2012
Project Status Completed (Fiscal Year 2012)
Budget Amount *help
¥4,550,000 (Direct Cost: ¥3,500,000、Indirect Cost: ¥1,050,000)
Fiscal Year 2012: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000)
Fiscal Year 2011: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000)
Fiscal Year 2010: ¥3,250,000 (Direct Cost: ¥2,500,000、Indirect Cost: ¥750,000)
Keywords親水性シクロデキストリン / 包接複合体 / グリメピリド / 次世代型口腔内崩壊錠 / 嚥下性向上 / 放出制御, スーパージェネリック製剤 / シクロデキストリン / 両親媒性製剤素材 / 放出制御 / スーパージェネリック製剤 / クロルプロパミド / 可溶化 / フラーレン / 粒子径の制御 / 抗ヒスタミン薬 / ファモチジン / 安定化 / 苦味軽減 / スーパージェネリック薬
Research Abstract

2-Hydroxybutyl-β-CyD (HB-β-CyD) is a new hydroxyalkylated β-CyD derivative that has one more methylene group in the substituent of 2-hydroxypropyl-β-cyclodextrin (HP-β-CyD). Some physicochemical and biological properties of HB-β-CyD, such as surface activity, moisture sorption, hemolytic activity and solubilizing ability for poorly water-soluble drugs were studied in comparison with those of HP-β-CyD. Then, a combined use of various CyDs and stearoxy ether of hydroxypropylmethylcellulose (SangeloseR) was investigated to improve usability of orally disintegrating tablets (ODTs). Glimepiride, a potent third generation hypoglycemic agent for type 2 diabetes was used as a model drug, because it is poorly water-soluble with long linear structure and biological half life is short. Solubility and NMR studies demonstrated that glimepiride formed water-soluble complexes with CyDs, where the magnitude of the stability constant increased in the order of HB-β-CyD > HP-β-CyD > β-CyD > γ-CyD D

Report

(4 results)
  • 2012 Annual Research Report   Final Research Report ( PDF )
  • 2011 Annual Research Report
  • 2010 Annual Research Report
  • Research Products

    (43 results)

All 2013 2012 2011 2010 Other

All Journal Article (14 results) (of which Peer Reviewed: 14 results) Presentation (18 results) (of which Invited: 1 results) Book (7 results) Remarks (4 results)

  • [Journal Article] Novel Approach of Cyclodextrin-based Pharmaceutical Formulation2012

    • Author(s)
      上釜兼人
    • Journal Title

      YAKUGAKU ZASSHI

      Volume: 132 Issue: 1 Pages: 85-105

    • DOI

      10.1248/yakushi.132.85

    • NAID

      130001871967

    • ISSN
      0031-6903, 1347-5231
    • Year and Date
      2012-01-01
    • Related Report
      2012 Annual Research Report 2012 Final Research Report 2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Evaluation of photodynamic activity ofC/2-hydroxypropyl-β-cyclodextrinNanoparticles.2012

    • Author(s)
      Daisuke Iohara, Masaaki Hiratsuka,Fumitoshi Hirayama, Keizo Takeshita, KeiichiMotoyama, Hidetoshi Arima, Kaneto Uekama;
    • Journal Title

      J. Pharm. Sci.

      Volume: 101(9) Issue: 9 Pages: 3390-3397

    • DOI

      10.1002/jps.23045

    • Related Report
      2012 Annual Research Report 2012 Final Research Report 2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Cyclodextrin-induced change in crystal habit of acetylsalicylic acid in aqueous solution2012

    • Author(s)
      D. Iohara, K. Yoshida, K. Yamaguchi, M. Anraku, K. Motoyama, H. Arima, K. Uekama, F.Hirayama
    • Journal Title

      Cryst. Growth Des.

      Volume: 12 Issue: 4 Pages: 1985-1991

    • DOI

      10.1021/cg201691c

    • Related Report
      2012 Final Research Report 2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Potential Use of glucuronylglucosyl-β-cyclodextrin/Dendrimer Conjugate (G2) as a DNA Carrier in Vitro and in Vivo2012

    • Author(s)
      T.Anno, T.Higashi, K.Motoyama, F.Hirayama, K.Uekama, H.Arima
    • Journal Title

      Journal of Drug Targeting

      Volume: 20 Pages: 272-280

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Some pharmaceutical and inclusion properties of 2-hydroxybutyl-β-cyclodextrin derivative2011

    • Author(s)
      T. Ishiguro, E. Morishita, D. Iohara, F. Hirayama, K. Wada, H. Arima, K. Motoyama,K. Uekama
    • Journal Title

      J. Pharm.

      Volume: 419 Issue: 1-2 Pages: 161-169

    • DOI

      10.1016/j.ijpharm.2011.07.044

    • Related Report
      2012 Final Research Report 2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Reduction of bitterness of antihistaminic drugs by com-plexation with β-cyclodextrin2011

    • Author(s)
      N. Ono, Y. Miyamoto, T. Ishiguro, K.Motoyama, F. Hirayama, D. Iohara, H. Seo, S.Tsuruta, H. Arima, K. Uekama
    • Journal Title

      J. Pharm. Sci.

      Volume: 100 Issue: 5 Pages: 1935-1943

    • DOI

      10.1002/jps.22417

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Formation of stable hydrophilic C60 nanoparticles by 2-hydroxy- propyl-β-cyclodextrin2011

    • Author(s)
      D. Iohara, F. Hirayama, K. Higashi, K.Yamamoto, K. Uekama
    • Journal Title

      Mol. Pharm.

      Volume: 8 Pages: 1276-1284

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Improvement of Some Physicochemical Properties of Arundic Acid, (R)-(-)-2-Propyloctanonic Acid, by Complexation with Hydrophilic Cyclodextrins2011

    • Author(s)
      Y.Miyamoto, M.Nakahara, K.Motoyama, T.Ishiguro, Y.Oda, T.Yamanoi, I.Okamoto, A.Yagi, H.Nishimura, F.Hirayama, K.Uekama, H.Arima
    • Journal Title

      International Journal of Pharmaceutics

      Volume: 413 Issue: 1-2 Pages: 63-71

    • DOI

      10.1016/j.ijpharm.2011.04.022

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Effect of Sulfobutylether-β-cyclodextrin on Bioavailability of Insulin Glargine and Blood Glucose Level after Subcutaneous Injection to Rats2011

    • Author(s)
      K.Uehata, T.Anno, K.Hayashida, K.Motoyama, F.Hirayama, K.Uekama, H.Arima
    • Journal Title

      International Journal of Pharmaceutics

      Volume: 419 Pages: 71-79

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Peak-less Hypoglycemic Effect of Insulin Glargine by Complexation with Maltosyl-β-cyclodextrion2011

    • Author(s)
      K.Uehata, T.Anno, K.Hayashida, T.Higashi, K.Motoyama, F.Hirayama, K.Uekama, H.Arima
    • Journal Title

      International Journal of Pharmaceutics

      Volume: 419 Issue: 1-2 Pages: 161-169

    • DOI

      10.1016/j.ijpharm.2011.10.022

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Formation of Stable Hydrophilic C_<60> Nanoparticles by Hdroxypropyl-β-cyclodextrin2011

    • Author(s)
      D.Iohara, F.Hirayama, K.Higashi, K.Yamamoto, K.Uekama
    • Journal Title

      Molecular Pharmaceutics

      Volume: 8 Issue: 4 Pages: 1276-1284

    • DOI

      10.1021/mp200204v

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Reduction of bitterness of antihistaminic drugs by complexation with β-cyclodextrin.2011

    • Author(s)
      N.Ono, Y.Miyamoto, T.Ishiguro, K.Motoyama, F.Hirayama, D.Iohara, H.Seo, S.Tsuruta, H.Arima, K.Uekama
    • Journal Title

      Journal of Pharmaceutical Sciences

      Volume: 100 Pages: 1935-1943

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Enhancement of the aqueous solubility and masking the bitter taste of famotidine using drug/SBE-β-CyD/povidone K30 complexation approach.2010

    • Author(s)
      F.M.Mady, A.E.Abou-Taleb, K.A.Khaled, K.Yamasaki, D.Iohara, T.Ishiguro, F.Hirayama, K.Uekama, M.Otagiri
    • Journal Title

      Journal of Pharmaceutical Sciences

      Volume: 99 Pages: 4285-4294

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Evaluation of carboxymethyl-β-cyclodextrin with acid function : Improvement of chemical stability, oral bioavailability and bitter taste of famotidine.2010

    • Author(s)
      F.M.Mady, A.E.Abou-Taleb, K.A.Khaled, K.Yamasaki, D.Iohara, K.Taguchi, M.Anraku, F.Hirayama, K.Uekama, M.Otagiri
    • Journal Title

      International Journal of Pharmaceutics

      Volume: 397 Pages: 1-8

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Presentation] 分子量が異なるPEG化キトサンの調製とその抗酸化作用2013

    • Author(s)
      安楽 誠,東 久美子,庵原大輔,上釜兼人,小田切優樹, 平山文俊
    • Organizer
      日本薬学会第133年会
    • Place of Presentation
      横浜
    • Related Report
      2012 Annual Research Report
  • [Presentation] Modifica-tion of solid state properties of drug molecules by amphiphatic 2-hydroxybutyl-β-cyclodextrin2012

    • Author(s)
      K. Uekama, F. Hirayama, M. Anraku, D. Iohara, T. Ishiguro, M. Nakabayashi
    • Organizer
      16thInternational Cyclodextrin Symposium
    • Place of Presentation
      Tianjin, China
    • Year and Date
      2012-05-07
    • Related Report
      2012 Final Research Report
  • [Presentation] 2-ヒドロキシブチル-β-シクロデキストリンを利用した水溶性C60-フラーレン/アルブミン複合体の調製2012

    • Author(s)
      梅崎至高、安楽誠、庵原大輔、上釜兼人、小田切優樹、平山文俊
    • Organizer
      日本薬学会第132年会
    • Place of Presentation
      札幌市
    • Year and Date
      2012-03-31
    • Related Report
      2011 Annual Research Report
  • [Presentation] 2-ヒドロキシブチル-β-シクロデキストリン存在下でのアセトヘキサミド新規多形の結晶化2012

    • Author(s)
      中林磨美、庵原大輔、安楽誠, 上釜兼人、平山文俊
    • Organizer
      日本薬学会第132年会
    • Place of Presentation
      札幌市
    • Year and Date
      2012-03-31
    • Related Report
      2011 Annual Research Report
  • [Presentation] Modification of solid state properties of drug molecules by amphiphatic 2-hydroxybutyl-&#61538;-cyclodextrin2012

    • Author(s)
      K. Uekama, F. Hirayama, M. Anraku, D. Iohara, T. Ishiguro, M. Nakabayashi
    • Organizer
      The 16th International Cyclodextrin Symposium
    • Place of Presentation
      天津、中国
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] Preparation of hydrophilic C60 nanoparticles by 2-hydroxypropyl-&#61538;-cyclodextrin and its application to photodynamic therapy2012

    • Author(s)
      D. Iohara, F. Hirayama, M. Anraku, K. Uekama
    • Organizer
      The 16th International Cyclodextrin Symposium
    • Place of Presentation
      天津、中国
    • Related Report
      2012 Annual Research Report
  • [Presentation] 親水性シクロデキストリンを用いた水酸化フラーレンのナノ粒子化と物性評価2012

    • Author(s)
      梅崎至高,庵原大輔,安楽 誠,上釜兼人,平山文俊
    • Organizer
      第29回シクロデキストリンシンポジウム
    • Place of Presentation
      東京
    • Related Report
      2012 Annual Research Report
  • [Presentation] 2-ヒドロキシブチル-β-シクロデキストリンを用いたアセトヘキサミドの新規多形の調製2011

    • Author(s)
      中林磨美、庵原大輔、安楽誠、上釜兼人、平山文俊
    • Organizer
      日本薬学会九州支部大会
    • Place of Presentation
      福岡市
    • Year and Date
      2011-12-10
    • Related Report
      2011 Annual Research Report
  • [Presentation] Novel Approach of Cyclodextrin-based Drug Delivery System2011

    • Author(s)
      上釜兼人、平山文俊、庵原大輔、石黒貴子
    • Organizer
      2^<nd> Asian Pharmaceutical Science and Technology Symposium
    • Place of Presentation
      西安市(中国)
    • Year and Date
      2011-09-19
    • Related Report
      2011 Annual Research Report
  • [Presentation] Novel approach of cyclodextrin-based drug delivery system2011

    • Author(s)
      K. Uekama, F. Hirayama, D. Iohara, T. Ishiguro
    • Organizer
      2ndAsian Phar-maceutical Science and Technology Sym-posium
    • Place of Presentation
      Xian, China.
    • Year and Date
      2011-09-11
    • Related Report
      2012 Final Research Report
  • [Presentation] 2-ヒドロキシブチル-β-シクロデキストリンおよび各種高分子添加によるアスピリンの晶癖変化2011

    • Author(s)
      豊岡舞、庵原大輔、吉田賢司、安楽誠、上釜兼人、平山文俊
    • Organizer
      第28回シクロデキストリンシンポジウム
    • Place of Presentation
      秋田市
    • Year and Date
      2011-09-09
    • Related Report
      2011 Annual Research Report
  • [Presentation] C16/2-ヒドロキシプロピル-β-シクロデキストリンナノ粒子の調製と光線力学活性の評価2011

    • Author(s)
      庵原大輔、平山文俊、東顕二郎、安楽誠、山本恵司、上釜兼人
    • Organizer
      第28回シクロデキストリンシンポジウム
    • Place of Presentation
      秋田市
    • Year and Date
      2011-09-09
    • Related Report
      2011 Annual Research Report
  • [Presentation] Some Pharmaceutical and Inclusion Properties of 2-Hydroxybutyl-β-cyclodextrin Derivative2011

    • Author(s)
      石黒貴子、森下絵里、庵原大輔、平山文俊、上釜兼人
    • Organizer
      6^<th> Asian Cyclodextrin Conference
    • Place of Presentation
      キャンベラ(オーストラリア)
    • Year and Date
      2011-09-02
    • Related Report
      2011 Annual Research Report
  • [Presentation] Preparation of Stable Hydrophilic C60 Nanoparticles by 2-Hydroxypropyl-β-Cyclodextrin2011

    • Author(s)
      岩下薫子、庵原大輔、平山文俊、上釜兼人
    • Organizer
      6^<th> Asian Cyclodextrin Conference
    • Place of Presentation
      キャンベラ(オーストラリア)
    • Year and Date
      2011-09-02
    • Related Report
      2011 Annual Research Report
  • [Presentation] Novel approach of cyclodextrin-based pharm-aceutical formulation2011

    • Author(s)
      K. Uekama, F. Hirayama, D. Iohara
    • Organizer
      6thAsian Cyclodextrin Conference
    • Place of Presentation
      Canberra, Australia
    • Year and Date
      2011-09-01
    • Related Report
      2012 Final Research Report
  • [Presentation] Novel Approach of Cyclodextrin-based Pharmaceutical Formulation2011

    • Author(s)
      上釜兼人、平山文俊、庵原大輔
    • Organizer
      6^<th> Asian Cyclodextrin Conference
    • Place of Presentation
      キャンベラ(オーストラリア)
    • Year and Date
      2011-09-01
    • Related Report
      2011 Annual Research Report
  • [Presentation] Design and evaluation of cyclodextrin-based drug delivery system2010

    • Author(s)
      K. Uekama, F. Hirayama, D. Iohara
    • Organizer
      77thAnual Meeting and International Symposia of the Korean Society of Food Science and Technology
    • Place of Presentation
      Incheon, Korea.
    • Year and Date
      2010-06-18
    • Related Report
      2012 Final Research Report
  • [Presentation] Design and Evaluation of Cyclodextrin-based Drug Delivery System2010

    • Author(s)
      K.Uekma, F.Hirayama, D.Iohara
    • Organizer
      77^<th> Annual Meeting and International Symposia of The Korean Society of Food Science and Technology (KoSFoST)
    • Place of Presentation
      仁川,大韓民国
    • Year and Date
      2010-06-18
    • Related Report
      2010 Annual Research Report
  • [Book] 製剤学2012

    • Author(s)
      上釜兼人
    • Publisher
      南江堂(株)
    • Related Report
      2012 Final Research Report
  • [Book] シクロデキストリンを用いた難水溶性薬物の溶解性ならびに吸収性の改善,"難吸収性薬物の吸収性改善と新規2012

    • Author(s)
      有馬英俊、本山敬一、東大志、上釜兼人
    • Publisher
      シーエムシー出版(株)
    • Related Report
      2012 Final Research Report
  • [Book] シーエムシー出版株式会社2012

    • Author(s)
      有馬英俊、本山敬一、東 大志、 上釜兼人 (山本 昌・監修)
    • Total Pages
      264
    • Publisher
      難吸収性薬物の吸収性改善と新規投与製剤の開発
    • Related Report
      2012 Annual Research Report
  • [Book] 製剤学(第6版)2012

    • Author(s)
      上釜兼人, 他編
    • Total Pages
      425
    • Publisher
      南江堂株式会社
    • Related Report
      2011 Annual Research Report
  • [Book] 難吸収性薬物の吸収性改善と新規投与製剤の開発2012

    • Author(s)
      有馬英俊、本山敬一、東大志、上釜兼人(山本昌・監修)
    • Total Pages
      264
    • Publisher
      シーエムシー出版株式会社
    • Related Report
      2011 Annual Research Report
  • [Book] 最新製剤学2011

    • Author(s)
      上釜兼人
    • Publisher
      廣川書店(株)
    • Related Report
      2012 Final Research Report
  • [Book] 最新製剤学(第3版)2011

    • Author(s)
      上釜兼人, 他編
    • Total Pages
      462
    • Publisher
      廣川書店株式会社
    • Related Report
      2011 Annual Research Report
  • [Remarks]

    • URL

      http://www.pharm.ph.sojo-u.ac.jp/~dio/

    • Related Report
      2012 Final Research Report
  • [Remarks] 崇城大学薬学部製剤学研究室

    • URL

      http://www.pharm.ph.sojo-u.ac.jp/~dio/

    • Related Report
      2012 Annual Research Report
  • [Remarks]

    • URL

      http://www.ph.sojo-u.ac.jp/~dio/

    • Related Report
      2011 Annual Research Report
  • [Remarks]

    • URL

      http://www.ph.sojo-u.ac.jp/~dio/

    • Related Report
      2010 Annual Research Report

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Published: 2010-08-23   Modified: 2019-07-29  

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