Synthesis and in vitro evaluation of manganese(II)-porphyrin modified with chitosan oligosaccharides as potential MRI contrast agents
Synthesis and in vitro evaluation of manganese(II)-porphyrin modified with chitosan oligosaccharides as potential MRI contrast agents
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DOI：
10.1007/s40242-014-4015-0
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发表时间：
2014-07
影响因子：
3.1
通讯作者：
Yun Liu;Y. Huang;P. Boamah;Qi Zhang;Yuanyuan Liu;Mingqing Hua
中科院分区：
文献类型：
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作者：
Yun Liu;Y. Huang;P. Boamah;Qi Zhang;Yuanyuan Liu;Mingqing Hua
用壳寡糖（CSn）修饰meso-四（4-羧基苯基）锰卟啉（Mn-TCPP），合成了一种新型磁共振成像（MRI）造影剂Mn-TCPP-CSn（n=6，11，20）。红外光谱（IR）、紫外-可见光谱（UV-Vis）、质谱（MS）、电感耦合等离子体原子发射光谱（ICP-AES）和体积排阻色谱（GPC）等分析手段证实了Mn-TCPP-CSn的生成。稳定性结果表明，Mn-TCPP-CSnin水溶液足够稳定以防止Mn（II）离子泄漏。磁性测试结果表明，Mn-TCPP-CS20在水溶液中的纵向弛豫率（r1=10.38 L·mmol−1·s−1）高于未修饰的卟啉Mn-TCPPNa 4 [meso-tetra（4-carboxyphenyl）pyrroline，tetrases salt]（r1=5.10 L·mmol−1·s−1）和市售造影剂Gd-DTPA（r1=4.05 L·mmol−1·s−1）。在相同条件下，Mn-TCPP-CSn的T1加权像对比度和成像信号上级Mn-TCPPNa_4和Gd-DTPA。3-（4，5-二甲基噻唑-2-基）-2，5-二苯基溴化四氮唑（MTT）法显示Mn-TCPP-CSn具有良好的生物相容性。Mn-TCPP-CSn与牛血清白蛋白（BSA）结合的热力学参数（ΔH<0，ΔS<0，ΔG<0）表明，Mn-TCPP-CSn与BSA的结合是自发的，主要通过货车范德华力和氢键稳定。这些结果表明Mn-TCPP-CSn具有成为一种潜在的MRI造影剂的优势。
Mn-TCPP-CSn(n=6, 11, 20) as a type of potential magnetic resonance imaging(MRI) contrast agents were synthesizedviamanganese(II)meso-tetra(4-carboxyphenyl) porphyrin(Mn-TCPP) modified with chitosan oligosaccharides(CSn). Experimental data of infared(IR), UV-Vis, MS, inductively coupled plasma-atomic emission spectrometer(ICP-AES) and size exclusion chromatography evidenced the formation of Mn-TCPP-CSn. The stability results show that Mn-TCPP-CSnin aqueous solution was stable enough to prevent Mn(II) ions from leaking. The magnetic propertiesin vitroindicate that Mn-TCPP-CS20possesses higher longitudinal relaxivity(r1=10.38 L·mmol−1·s−1) in aqueous solution than unmodified porphyrin Mn-TCPPNa4[manganese(II)meso-tetra(4-carboxyphenyl) porphyrin, tetrasodium salt](r1=5.10 L·mmol−1·s−1) and the commercial contrast agent Gd-DTPA(r1=4.05 L·mmol−1·s−1). The preliminaryT1-weighted flash image studiesin vitroshow that the contrast and the imaging signal of Mn-TCPP-CSnwere superior to those of Mn-TCPPNa4 and Gd-DTPA under the same conditions. The 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide(MTT) assay shows that Mn-TCPP-CSnhas a good biocompatibility. In addition, the thermodynamical parameters(ΔH<0, ΔS<0, ΔG<0) of Mn-TCPP-CSnbound to bovine serum albumin(BSA) show that Mn-TCPP-CSncould bind to BSA spontaneously, where the binding complex was stabilized mainly by van der Waals interactions and hydrogen bonds. These results suggest that Mn-TCPP-CSnhave the advantage of becoming a potential MRI contrast agent.