A Water-Soluble Cyclotriveratrylene-Based Supra-amphiphile: Synthesis, pH-Responsive Self-Assembly in Water, and Its Application in Controlled Drug Release.
A new water-soluble cyclotriveratrylene (WCTV) was designed and synthesized, and benzyldimethyldodecylammonium chloride (G) was chosen as the guest molecule to construct a supra-amphiphile by the host-guest interaction between WCTV and G in water, which is pH responsive. The supra-amphiphiles self-assembled into vesicles in water. When the pH of the solution was below 7.0, the supra-amphiphile disassociated, and the vesicles collapsed. Then, the pH-responsive self-assembly system was utilized for controlled drug release.
Department of Chemistry, Zhejiang University , Hangzhou 310027, P. R. China.
Danyu
D
Xia
Department of Chemistry, Zhejiang University , Hangzhou 310027, P. R. China.
Yang
Y
Li
Department of Chemistry, Zhejiang University , Hangzhou 310027, P. R. China.
Kecheng
K
Jie
Department of Chemistry, Zhejiang University , Hangzhou 310027, P. R. China.
Bingbing
B
Shi
Department of Chemistry, Zhejiang University , Hangzhou 310027, P. R. China.
Yong
Y
Yao
D000970:Antineoplastic Agents / Q000494:pharmacology; D001548:Benzalkonium Compounds / Q000737:chemistry; D002470:Cell Survival / Q000187:drug effects; D003500:Cyclization; D003692:Delayed-Action Preparations; D004317:Doxorubicin / Q000494:pharmacology; D004337:Drug Carriers / Q000138:chemical synthesis*; D065546:Drug Liberation; D056945:Hep G2 Cells; D006801:Humans; D006863:Hydrogen-Ion Concentration; D008823:Micelles; D010316:Particle Size; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000633:toxicity; D012995:Solubility; D013499:Surface Properties; D013501:Surface-Active Agents / Q000138:chemical synthesis* / Q000633:toxicity; D014867:Water / Q000737:chemistry
D000970:Antineoplastic Agents; D001548:Benzalkonium Compounds; D003692:Delayed-Action Preparations; D004337:Drug Carriers; D008823:Micelles; D011083:Polycyclic Compounds; D013501:Surface-Active Agents; C483859:cyclotriveratrylene; D014867:Water; D004317:Doxorubicin; C015163:dimethyldodecylbenzylammonium