Synthesis of Ultra-fast Hydrogels via Inverse Electron Demand Diels-Alder Click Chemistry for Doxorubicin Release
- Alternative Title
- 역전자 요구 디엘스 알더 클릭화학을 이용한 급속겔화형 하이드로겔 합성 및 독소루비신 방출 연구
- Abstract
- Covalently cross-linked hydrogels are promising strategies for drug delivery system. However, its utility may be limited due to their lack of chemo-selectivity. In this research, inverse electron demand Diels-Alder (IEDDA) click chemistry between tetrazine and norbornene groups was used to demonstrate the non-toxic hydrogels. This kind of strategy allows the formation of hydrogels in aqueous medium and catalyst-free process. By utilizing the IEDDA groups in the polymer, we fabricated injectable hydrogels based on poly(styrene-alt-maleic anhydride) and near-infrared light responsive alginate-based hydrogels to encapsulate and sustain release doxorubicin.
공유 결합 가교 하이드로 겔은 약물 전달 시스템을 위한 유망한 전략이다. 그러나 그 유용성은 화학적 선택성이 부족하여 제한될 수 있다. 이 연구에서는 tetrazine과 norbornene 그룹 사이의 역전자 요구 디엘스 알더(IEDDA) 클릭 화학을 사용하여 비독성 하이드로 겔 합성을 입증하였다. 이러한 종류의 전략은 수성 매질 및 촉매가 없는 공정에서 하이드로 겔의 형성을 가능하게 한다. 폴리머의 IEDDA 그룹을 활용하여 본 연구에서는 주입 가능한 폴리(스티렌 -alt- 말레 산 무수물)을 기반으로 한 하이드로 겔 그리고 방출성 독소루비신을 캡슐화하고 유지하기 위한 근적외선 반응성 알기 네이트 계 하이드로 겔을 제조하였다.
- Issued Date
- 2019
- Awarded Date
- 2019. 8
- Type
- Dissertation
- Publisher
- 부경대학교
- Affiliation
- 부경대학교 대학원
- Department
- 대학원 융합디스플레이공학과
- Advisor
- Kwon Taek Lim
- Table Of Contents
- Chapter 1 General introduction 1
1.1 Hydrogel 1
1.2 Physically cross-linked hydrogel 1
1.3 Chemically cross-linked hydrogel 1
1.3.1 Click Chemistry Reaction 3
1.4 Aim and outline of the thesis 5
Chapter 2 6
2.1 Introduction 7
2.2 Experimental Section 10
2.2.1 Materials 10
2.2.2 Measurement 10
2.2.3 Synthesis Procedure for (dodecylthiocarbonothioylthio)-2-methylpropanoic acid (DDMAT) 11
2.2.4 Synthesis Procedure for 3-(p-Benzylamino)-1,2,4,5-tetrazine 11
2.2.5 Synthesis of poly(styrene-alt-maleic anhydride) tetrazine (PSMA5k-Tz) 12
2.2.6 Synthesis of the two-arm PEG-Norbornene (NPN) cross-linker 13
2.2.7 Preparation of PSMA Hydrogels 13
2.2.8 Morphological observation of the PSMA Hydrogel 14
2.2.9 Hydrogel Swelling Ratio Measurements 14
2.2.10 Preparation of DOX·HCl-loaded PSMA hydrogels and in vitro DOX·HCl release 14
2.2.11 Cell lines and cell culture 15
2.2.12 In vitro cell cytotoxicity assay 15
2.3 Result and Discussion 19
2.3.1 Synthesis and characterization of precursors 19
2.3.2 Preparation and characterization of hydrogels 21
2.3.3 In vitro DOX·HCl release from hydrogels 23
2.3.4 In vitro cell cytotoxicity of precursors, hydrogels, and DOX·HCl-loaded hydrogels 23
2.4 Conclusion 25
Chapter 3 30
3.1 Introduction 31
3.2 Experimental Section 32
3.2.1. Materials 32
3.2.2. Measurement 33
3.2.3 Synthesis and characterization of precursors 33
3.2.4 Preparation of hydrogels 35
3.2.5 ICG/DOX loading into hydrogels 37
3.2.6 In vitro photothermal effect study 37
3.2.7 NIR-responsive degradation of hydrogels 37
3.2.8 NIR-triggered in vitro release behavior of hydrogels 38
3.3 Result and Discussion 44
3.3.1 Synthesis and characterization of precursors 44
3.3.2 Preparation and characterization of hydrogels 45
3.3.3 In vitro photothermal study 48
3.3.4 NIR-responsive degradation of hydrogels 48
3.3.5 NIR-triggered in vitro drug release 49
3.4 Conclusion 55
References 56
- Degree
- Master
- Appears in Collections:
- 대학원 > 융합디스플레이공학과
- Files in This Item:
-
-
Download
Synthesis of Ultra-fast Hydrogels via Inverse Electron Demand Diels-Alder Click Chemistry for Doxoru.pdf
기타 데이터 / 3.3 MB / Adobe PDF
-
Items in Repository are protected by copyright, with all rights reserved, unless otherwise indicated.