Development of antioxidant that suppresses cytotoxicity during click chemistry in live cells

2017 Fiscal Year Final Research Report

• Project/Area Number: 16K21363
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Chemical biology; Drug development chemistry
• Research Institution: Keio University
• Principal Investigator: YASUDA Daisuke 慶應義塾大学, 薬学部(芝共立), 特任助教 (40736097)
• Project Period (FY): 2016-04-01 – 2018-03-31
• Keywords: クリックケミストリー / 抗酸化剤 / 5-ヒドロキシオキシインドール / 生細胞イメージング / 細胞毒性 / 銅 / アスコルビン酸

Outline of Final Research Achievements

Click chemistry is one of the simple method for chemical ligation. However, due to the copper (catalyst) and ascorbic acid (reductant)-produced reactive oxygen species-depended cytotoxicity , it is difficult to apply click chemistry in live cells. In this study, development of novel antioxidant that could suppress the cytotoxicity during click chemistry in live cells.
Combination with a newly antioxidant, 5-hydroxyoxindole, and copper did not produce reactive oxygen species unlike the case of combination with copper and ascorbate or other antioxidants. Then, click chemistry reaction efficiency in live cells and cell viability using the 5-hydroxyoxindole derivative as a cytoprotectant was evaluated. As a result, the reaction proceeded without any problems apparently, furthermore, the cell viability increased by addition of the cytoprotectant compared to without no cytoprotectant treatment group.

Free Research Field

創薬化学、有機化学