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3724922 
Journal Article 
Synthesis and in vitro Evaluation of Manganese(II)-porphyrin Modified with Chitosan Oligosaccharides as Potential MRI Contrast Agents 
Liu Yun; Huang An; Boamah, PO; Zhang Qi; Liu Yuanyuan; Hua Mingqing 
2014 
Yes 
Chemical Research in Chinese Universities
ISSN: 1005-9040 
30 
4 
549-555 
WOS:000340688400004 
Mn-TCPP-CSn(n=6, 11, 20) as a type of potential magnetic resonance imaging(MRI) contrast agents were synthesized via manganese(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-CSn in aqueous solution was stable enough to prevent Mn(II) ions from leaking. The magnetic properties in vitro indicate that Mn-TCPP-CS20 possesses higher longitudinal relaxivity(r(1)=10.38 L.mmol(-1).s(-1)) in aqueous solution than unmodified porphyrin Mn-TCPPNa4[manganese(II) meso-tetra(4-carboxyphenyl) porphyrin, tetrasodium salt](r(1)=5.10 L.mmol-(1)s(-1)) and the commercial contrast agent Gd-DTPA(r(1)=4.05 L.mmol(-1).s(-1)). The preliminary T-1-weighted flash image studies in vitro show that the contrast and the imaging signal of Mn-TCPP-CSn were 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-CSn has a good biocompatibility. In addition, the thermodynamical parameters(Delta H<0, Delta S<0, Delta G<0) of Mn-TCPP-CSn bound to bovine serum albumin(BSA) show that Mn-TCPP-CSn could 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-CSn have the advantage of becoming a potential MM contrast agent. 
MRI contrast agent; Porphyrin; Chitosan oligosaccharide; Relaxivity; T-1-Weighted flash image