Possibility of the glycyrrhizic acid as emulsifier for drug and the application to absorption inhibitor of cholesterol

• Project/Area Number: 25460043
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Physical pharmacy
• Research Institution: Saitama University
• Principal Investigator: MATSUOKA Keisuke 埼玉大学, 教育学部, 准教授 (90384635)
• Project Period (FY): 2013-04-01 – 2016-03-31
• Project Status: Completed (Fiscal Year 2015)
• Budget Amount: ¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000); Fiscal Year 2015: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000); Fiscal Year 2014: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000); Fiscal Year 2013: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
• Keywords: グリチルリチン酸 / ミセル / 会合体 / 臨界ミセル濃度 / 両親媒性分子 / 表面張力

Outline of Final Research Achievements

The glycyrrhizin acid has two carboxylic groups at double glucuronic acids and one carboxylic group on the top of molecule as the hydrophilic part. Therefore, the polyvalent weak acid had a great influence on the surface and aggregate properties depending on the pH of the buffer solutions. The aqueous solubility of glycyrrhizin acid was quite low in the lower pH range. The pH range for micelle formation was quite narrow, from pH 5 to 6. Glycyrrhizic acid forms rod-like micelles.The existence of this aggregate highlights the potential applications of glycyrrhizic acid as an emulsifier and solubilization agent. Glycyrrhizin acid exists as monomer state at pH > 7. Therefore, it is necessary to pay attention to the pH of the solution when this biosurfactant is used as an emulsifier or solubilizer in the practical fields. In future, the aggregation structure based on the specific molecular structure will be examined using similar compounds, glycyrrhetic acid, 3-O-glucuronide.

Research Products

• [Journal Article] Aggregate formation of glycyrrhizic acid (2016)
  • Author(s): Keisuke Matsuoka, Ryusuke Miyajima, Yudai Ishida, Seigo Karasawa, Tomokazu Yoshimura
  • Journal Title: Colloids and Surfaces A: Physicochemical and Engineering Aspects Volume: 500 Pages: 112-117
  • DOI: 10.1016/j.colsurfa.2016.04.032
  • Peer Reviewed / Acknowledgement Compliant
• [Presentation] Aggregation formation of Glycyrrhizic acids (2015)
  • Author(s): Keisuke Matsuoka, Ryusuke Miyajima, Tomokazu Yoshimura
  • Organizer: 6th Asian Conference on Colloid and Interface Science,ACCIS
  • Place of Presentation: アルカス佐世保 （長崎県・佐世保市)
  • Year and Date: 2015-11-24
  • Int'l Joint Research
• [Presentation] グリチルリチン酸類水溶液の表面物性と会合体形成 (2015)
  • Author(s): 松岡圭介, 宮嶋 龍介
  • Organizer: 第54会日本油化学会年会
  • Place of Presentation: 名城大学 (愛知県・名古屋市）
  • Year and Date: 2015-09-08
• [Presentation] グリチルレチン酸3‐O‐グルクロニドの会合体形成 (2014)
  • Author(s): 岡圭介、唐澤正悟
  • Organizer: 日本油化学会
  • Place of Presentation: 北海道大学
  • Year and Date: 2014-09-09 – 2014-09-11
• [Presentation] グリチルリチン酸の会合体形成 (2013)
  • Author(s): 松岡圭介、寺澤 翔里、唐澤 正悟、小池 信吾
  • Organizer: 第64回コロイドおよび界面化学討論会
  • Place of Presentation: 名古屋工業大学 （愛知県）
• [Remarks] 研究概要、研究論文リンク先
  • URL: http://park.saitama-u.ac.jp/~matsuokakei/index.html