Synthesis of meso-5,10,15,20-Tetra[4-(N-pyrrolidinyl)phenyl] Porphyrin and Its Interaction with Bovine Serum Albumin
Synthesis of meso-5,10,15,20-Tetra[4-(N-pyrrolidinyl)phenyl] Porphyrin and Its Interaction with Bovine Serum Albumin
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发表时间：
2003
影响因子：
3.1
通讯作者：
Guo Can
中科院分区：
文献类型：
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作者：
Guo Can
基于卟啉对癌细胞的特殊亲和性和吡咯烷类化合物的抗肿瘤活性，合成了一种新型吡咯烷卟啉-meso-5，10，15，20-四[4-（N-吡咯烷基）苯基]卟啉（TBPPH 2）.其结构经紫外-可见光谱、元素分析和核磁共振氢谱表征。为了研究TBPPH 2可能的抗癌活性，建立了TBPPH 2与牛血清白蛋白（BSA）的相互作用模型，利用紫外-可见光谱和荧光光谱研究了TBPPH 2与BSA的结合机理。研究结果表明，TBPPH 2与BSA的结合摩尔比为1 ∶ 1，结合力主要为疏水力，最短结合距离r为2.4nm，平衡常数KA为2.5 1 × 10 4 L/mol，反应熵Δ S为84.18 J/（mol·K），结合常数K B为5.13 × 10 5 L/mol。研究结果表明，含吡咯烷基的卟啉化合物有可能成为一类新型的抗肿瘤药物。
A novel pyrrolidino-porphyrin, meso-5,10,15,20-tetra[4-(N-pyrrolidinyl)phenyl] porphyrin(TBPPH 2), was synthesized based on the porphyrin′s special affinity for cancer cells and the antitumor activity of pyrrolidine compounds. Its structure was characterized by UV-Vis spectra, elemental analysis and 1H NMR. In order to study the possible anticancer activity of TBPPH 2, the interaction model based on TBPPH 2 and bovine serum albumin(BSA) was built, and the binding mechanism was studied with UV-Vis spectra and fluorescence spectra. The research results indicate that BSA strongly bind to TBPPH 2 with the molar ratio of 1∶1, the hydrophobic force was the main binding force, the shortest binding distance r was 2.4 nm, the equilibrium constant K A was 2.51×10 4 L/mol, the reaction entropy ΔS was 84.18 J/(mol·K), the binding constant K B was 5.13×10 5 L/mol. The research results show that it is possible for the porphyrins with pyrrolidinyl groups to become a new type of the antitumor drugs.