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Rational Approach Towards Designing Metallogels From a Urea‐Functionalized Pyridyl Dicarboxylate: Anti‐inflammatory, Anticancer, and Drug Delivery
Chemistry - An Asian Journal ( IF 3.5 ) Pub Date : 2018-11-30 , DOI: 10.1002/asia.201801462 Koushik Sarkar 1 , Parthasarathi Dastidar 1
Chemistry - An Asian Journal ( IF 3.5 ) Pub Date : 2018-11-30 , DOI: 10.1002/asia.201801462 Koushik Sarkar 1 , Parthasarathi Dastidar 1
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A structural rationale was adopted to design a series of metallogels from a newly synthesized urea‐functionalized dicarboxylate ligand, namely, 5‐[3‐(pyridin‐3‐yl)ureido]isophthalic acid (PUIA), that produces metallogels upon reaction with various metal salts (CuII, ZnII, CoII, CdII, and NiII salts) at room temperature. The gels were characterized by dynamic rheology and transmission electron microscopy (TEM). The existence of a coordination bond in the gel state was probed by FTIR and 1H NMR spectroscopy in a ZnII metallogel (i.e., MG2). Single crystals isolated from the reaction mixture of PUIA and CoII or CdII salts characterized by X‐ray diffraction revealed lattice inclusion of solvent molecules, which was in agreement with the hypothesis based on which the metallogels were designed. MG2 displayed anti‐inflammatory response (prostaglandin E2 assay) in the macrophage cell line (RAW 264.7) and anticancer properties (cell migration assay) on a highly aggressive human breast cancer cell line (MDA‐MB‐231). The MG2 metallogel matrix could also be used to load and release (pH responsive) the anticancer drug doxorubicin. Fluorescence imaging of MDA‐MB‐231 cells treated with MG2 revealed that it was successfully internalized.
中文翻译：
从尿素功能化的二羧酸吡啶酯设计金属盐的合理方法：抗炎，抗癌和药物递送
采用结构原理从新合成的脲官能化的二羧酸酯配体，即5- [3-（吡啶-3-基）脲基]间苯二甲酸（PUIA）设计一系列金属盐，该金属盐通过与各种反应生成金属盐。金属盐（Cu II，Zn II，Co II，Cd II和Ni II盐）在室温下。通过动态流变学和透射电子显微镜（TEM）对凝胶进行表征。通过FTIR和1 H NMR光谱在Zn II金属盐（即MG2）中探测了凝胶状态下配位键的存在。从以下反应混合物中分离出单晶通过X射线衍射表征的PUIA和Co II或Cd II盐揭示了溶剂分子的晶格内含物，这与设计金属成对物的假设相符。MG2在巨噬细胞系（RAW 264.7）中表现出抗炎反应（前列腺素E 2测定），在高度侵袭性的人类乳腺癌细胞系（MDA-MB-231）中表现出抗癌特性（细胞迁移测定）。所述MG2 metallogel矩阵也可被用于负载和释放（pH响应性）的抗癌药物多柔比星。用MG2处理的MDA-MB-231细胞的荧光成像表明，它已成功内在化。
更新日期：2018-11-30
中文翻译：
从尿素功能化的二羧酸吡啶酯设计金属盐的合理方法：抗炎，抗癌和药物递送
采用结构原理从新合成的脲官能化的二羧酸酯配体，即5- [3-（吡啶-3-基）脲基]间苯二甲酸（PUIA）设计一系列金属盐，该金属盐通过与各种反应生成金属盐。金属盐（Cu II，Zn II，Co II，Cd II和Ni II盐）在室温下。通过动态流变学和透射电子显微镜（TEM）对凝胶进行表征。通过FTIR和1 H NMR光谱在Zn II金属盐（即MG2）中探测了凝胶状态下配位键的存在。从以下反应混合物中分离出单晶通过X射线衍射表征的PUIA和Co II或Cd II盐揭示了溶剂分子的晶格内含物，这与设计金属成对物的假设相符。MG2在巨噬细胞系（RAW 264.7）中表现出抗炎反应（前列腺素E 2测定），在高度侵袭性的人类乳腺癌细胞系（MDA-MB-231）中表现出抗癌特性（细胞迁移测定）。所述MG2 metallogel矩阵也可被用于负载和释放（pH响应性）的抗癌药物多柔比星。用MG2处理的MDA-MB-231细胞的荧光成像表明，它已成功内在化。
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