A facile synthesis and application of protoporphyrin derivatives on reducing the tobacco specific N-nitroamines levels of smoke
Two protoporphyrin derivatives were prepared by a facile method using inexpensive hemin as starting material. They were added to cigarette filters to reduce the carcinogenic tobacco specific N-nitroamines (TSNAs), especially toward NNK (4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone) and NNN (N-nitrosonornicotine) for environment protection and public health. The reduction level of TSNAs was reached to 37.6% from MSS, with greater reductions when more porphyrin was included in the filter. The decrease level for NNK by protoporphyrin derivatives is more effective than NNN. The interaction between protoporphyrin derivatives and TSNAs (NNK and NNN) were investigated by fluorescence spectra and UV-visible titration. The correlation coefficients were 0.978~0.997 and the binding constants was the scope from 1.26 × 103 to 4.04 × 104. The interaction mechanisms between protoporphyrin derivatives and, NNK and NNN are possibly the co-interaction of hydrogen bond binding and strong π-π stacking.
Tao, Fei Y.,Wang, Chang G.,Ma, Kuo Y.,Li, Dong L.,Tan, Lan L.,Zhang, Ji,Dai, Ya,Yu, Xiao Q.
Synthesis, biodistribution and antitumor activity of hematoporphyrin-platinum(II) conjugates
A new series of platinum(II) complexes of pegylated hematoporphyrin derivatives with controlled hydrophobic/hydrophilic balance were synthesized by introducing different kinds of poly(ethylene glycol) and amine ligands to the porphyrin ring. The antitumor activity of the porphyrin-platinum(II) conjugates was assayed in vitro and in vivo against leukemia L1210 cell line and various human tumor cell lines. The present complexes exhibited high antitumor activity and improved water solubility as well as considerable lipophilicity. In particular, complex 16 showed not only higher in vivo activity (T/C%=258) than cisplatin (T/C%=184) and carboplatin (T/C%=168), but also excellent solubility in water and organic solvent. The antitumor activity of complex 20 was superior to that of carboplatin against all human tumor cell lines tested. Moreover, some amphiphilic complexes (7 and 12) exhibited elevated tumor-localizing effect (tumor/muscle ratio>2).
Kim, Yeong-Sang,Song, Rita,Kim, Dong Hyun,Jun, Moo Jin,Sohn, Youn Soo
The preparation and some properties of a liposome formulation of 2,4-di(1-methyl-3-hydroxybutyl)deuteroporphyrin IX
A liposome preparation of a porphyrin photosensitizer for photodynamic therapy of tumors (PDT) was obtained. The in vitro efficiency of the photosensitizer was enhanced 2.5-fold through the liposome formulation. The composition and some properties of the new preparation were studied. An algorithm for a complex approach to the prediction of photosensitizer efficiencies by model experiments in vitro was developed. This approach is based on the use of two models: the determination of coefficient of distribution between n-octanol and a phosphate buffer, pH 7.4, and the determination of the cytotoxic effect on the culture of CaOv ovarian adenocarcinoma cells.
Synthesis of tetrapyrrole nitrogen mustards with potential anti-tumor activities
Eight porphyrin nitrogen mustards and six meso-tetraphenylporphin nitrogen mustards were synthesized. Most of the compounds possess both the chemotherapeutic and photochemotherapeutic effects on tumor.
SYNTHESIS AND STUDY OF THE SPECTRAL PROPERTIES OF DIQUINONE DERIVATIVES OF HEMATOPORPHYRIN IX
Diquinone derivatives of hematoporphyrin IX with different structures of the quinone fragments were synthesized by the method of mixed anhydrides.The compounds obtained were investigated by UV, IR, PMR, and fluorescence spectroscopy.Pronounced quenching o
Borovkov, V. V.,Gribkov, A. A.,Evstigneeva, R. P.,Struganova, I. A.,Ponomarev, G. V.,et al.
p. 1059 - 1064
(2007/10/02)
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