Novel phosphoramidates with porphine and nitrogenous drug: one-pot synthesis and orientation to cancer cells.

Abstract

One-pot synthesis of novel phosphoramidates with porphine and nitrogenous drug was accomplished. In the absence of light, MTT test showed that they killed the BEL-7402 liver cancer cells effectively in vitro. The cell viability studied on normal liver and cancer cells showed that porphine phosphoramidates selectively kill the cancer cells, which was in sharp contrast with the non-porphine containing compound 4-formylphenyl N,N-bis(2-chloroethyl)-phosphoramidate. These results, coupled with the cell uptake test showing that they could differentiate the tumor cells from the normal cells by their selective accumulation in cancer cells, gave strong support to the notion that the introduction of porphine moiety in these molecules was responsible for the effectiveness and cell differentiability of these porphine phosphoramidates.

• Authors: Zhi-Wei Wang, Can-Cheng Guo, Wen-Zhong Xie, Chao-Zhou Liu, Chun-Guang Xiao, Ze Tan
• Journal: European journal of medicinal chemistry (Eur J Med Chem) Vol. 45 Issue 3 Pg. 890-5 (Mar 2010) ISSN: 1768-3254 [Electronic] France
• PMID: 19942325 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: Copyright (c) 2009. Published by Elsevier Masson SAS.

Chemical References

• Amides
• Antineoplastic Agents
• Phosphoric Acids
• Porphyrins
• porphine
• phosphoramidic acid

Topics

• Amides (chemical synthesis, chemistry, pharmacology)
• Antineoplastic Agents (chemical synthesis, chemistry, pharmacology)
• Cell Line
• Cell Line, Tumor
• Drug Design
• Humans
• Liver Neoplasms (drug therapy)
• Molecular Structure
• Phosphoric Acids (chemical synthesis, chemistry, pharmacology)
• Porphyrins (chemical synthesis, chemistry, pharmacology)