Chem. J. Chinese Universities ›› 2003, Vol. 24 ›› Issue (2): 282.

• Articles • Previous Articles     Next Articles

Synthesis of meso-5,10,15,20-Tetra[4-(N-pyrrolidinyl)phenyl] Porphyrin and Its Interaction with Bovine Serum Albumin

GUO Can-Cheng1, LI He-Ping2, ZHANG Xiao-Bing1, TONG Rong-Biao1   

  1. 1. College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China;
    2. Department of Chemistry, Electric Power University of Changsha, Changsha 410077, China
  • Received:2001-11-30 Online:2003-02-24 Published:2003-02-24

Abstract: A novel pyrrolidino-porphyrin, meso-5,10,15,20-tetra[4-(N-pyrrolidinyl)phenyl] porphyrin(TBPPH2), 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 1HNMR. In order to study the possible anticancer activity of TBPPH2, the interaction model based on TBPPH2 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 TBPPH2 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 KA was 2.51×104 L/mol, the reaction entropy ΔS was 84.18 J/(mol·K), the binding constant KB was 5.13×105 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.

Key words: meso-5,10,15,20-Tetra[4-(N-pyrrolidinyl)phenyl] porphyrin, Bovine serum albumin, Synthesis, Fluorescence spectra, UV-Vis spectra

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