Increasing the Solubility of a Hydrophobic Molecule with Thymine-like Face by DNA via Supramolecular Interaction

查看全文 作　　者：SHI [1]Peijun;ZHANG [1]Zhe;LIU [1]Mingchun;SUN [1]Teng;HE [1]Xiaoyan;MAO [1,3]Chengde;FANG [2]Liang;ZUO [1]Hua 机构地区：[1]National Demonstration Center for Experimental Pharmacy Education(Southwest Universityj,College of Pharmaceutical Sciences,Southwest University,Chongqing 400715,P.R.China;[2]Department of Oncology,the Ninth People’s Hospital of Chongqing,Chongqing 400700,P.R.China;[3]Department of Chemistry,Purdue University,West Lafayette,IN,47907,USA 出　　处：《Chemical Research in Chinese Universities》索引2020年第36卷第2期,共4页 基　　金：Supported by the National Natural Science Foundation of China(No.21974111);the Chongqing Research Program of Basic Research and Frontier Technology,China(No.cstc2018jcyjAX0482);the Venture&Innovation Support Program for Chongqing Overseas Returnees,China(No.cx2018088);the Sichuan Applied Basic Research Project,China(No.2019YJ0603);the Sichuan Financial Innovation Capacity Improvement Project,China(No.2016GYSH-016). 摘　　要：Poor water-solubility of hydrophobic drugs greatly hampers drug design and creats delivery problems.The traditional way to improve the solubility is to add hydrotropes or excipients to supress aggregations.Here,a novel mechanisim has been proposed based on supramolecular interactions and demonstrated with a small molecule,pvromellitic diimide(PD).This compound contains thymine-like ‘face’ and can interact with adenines through Wat-son-Crick and Hoogsteen hydrogen-bonding.Given the high water solubility of poly adenines[poly(A)],it is expectec that poly(A)will greatly increase the PD solubility.Indeed,such an increased solubility was confirmed by ultraviolet-visible spectroscopy(UV-Vis)and polyacrylamide gel electrophoresis(PAGE)analysis.We believe that this strategy could be used to improve the solubility of other similar hydrophobic molecules. 关 键 词：Polyadenine[poly(A)] Pyromellitic DIIMIDE Hydrogen bond force Increased SOLUBILITY