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  • 09월 10일 16시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

제124회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Synthesis of Dynamic Imine Polymeric Micelles for Efficient Drug Delivery

2019년 8월 16일 20시 14분 52초
POLY.P-7 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
10월 18일 (금요일) 11:00~12:30
Polymer Chemistry
저자 및
Sohee Han, Byeong-Su Kim1,*
Chemistry, Yonsei University, Korea
1Department of Chemistry, Yonsei University, Korea
For an efficient drug delivery system (DDS), releasing the drug at a desired site is essential as well as insuring the stability of the drug under physiological conditions. Due to the acidic pH conditions of tumor cell, dynamic covalent imine bond can be exploited as a key chemistry for a stimuli-responsive DDS. In this study, we designed and synthesized the novel diblock copolyethers composed of functional epoxide monomers of ethoxy ethyl glycidyl ether (EEGE) and a novel azido-hexyl glycidyl ether (AHGE) via sequential anionic ring-opening polymerization (AROP) using organic superbase, t-BuP4. After the successful polymerization, the corresponding acetal group in P(EEGE) was deprotected to hydroxyl group and azide group in P(AHGE) was modified to amine through Staudinger reduction. A series of the AB-type diblock copolymers of P(EEGE-b-AHGE) were carefully characterized by 1H NMR, GPC, and FT-IR. The prepared double hydrophilic block copolymer of P(EEGE-b-AHGE) was conjugated with a potential anticancer agent, cinnamaldehyde, through the imine linkage to afford the amphiphilic block copolymer to self-assemble into a polymeric micelles in physiological conditions. The selective release under acidic pH conditions led to a cleavage of the imine bond and release of cinnamaldehyde with a concomitant disassembly of polymeric micelles. We anticipate this dynamic imine linkage will afford a conjugation of various functional therapeutic agents for a smart DDS.