In the pharmaceutical field, drug carrier system holds great promises because they can change the ways that drug enters the body and enhance the absorption of drug. To increase efficiency and reduce side effects, we introduced a magnetic group (Gd-DTPA) to track its distribution in the body like a MRI contrast agent and a photocleavable group (o-NO2-benzylalcohol) to break the vesicle by light to control drug release. The structure of Gd-DTPA-dialkylamine with o-NO2-benzylalcohol (Gd-DTPA-ONB) was characterized by 1H NMR, MS and FT-IR. Gd-DTPA-ONB not only showed an excellent surface activity, which CMC is around 1.2*10-4 mol/l, but also 7 days unchangeable size of vesicle by DLS. Surprisingly, MCF-7 cells still have 97% survival rate at 1.25mM of Gd-DTPA-ONB, which showed extremely low cytotoxicity compared with normal magnetic agent Gd-DTPA. Furthermore, anticancer drug doxorubicin was loaded into the hydrophilic cavity of vesicle with a high drug loading efficiency. The relaxivity time T1 of Gd-DTPA-ONB vesicle showed four times longer than the clinical CA Magnevist (Gd-DTPA). In vitro, it could significantly enhance MRI imaging effect in the liver and kidneys of mice (shown in figure 1). Moreover, DLS, DIC microscope, TEM and ITMS-MS were used to verify the vesicle permitting controllable drug release by light. With the increasing of illumination time, the size of vesicle was becoming larger and larger, from 108nm to 937nm, which means the initial vesicle was broken by light and the piece of broken molecules reassemble themselves to form a larger and disordered vesicle. At the same time, doxorubicin was smoothly released. Therefore, the Gd-DTPA-ONB vesicle carring doxorubicin serves as a theranostic nano-medicine to be capable of noninvasive imaging diagnosis, real-time imaging guidance and remote light-controlled therapy.

Gd-DTPA-dialkylamine with o-NO2-benzylalcohol group: Synthesis and self-assembled behaviors for T1-enhanced magnetic resonance imaging and light-controlled drug carriers

256th National Meeting (2018)

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