Synthesis and antiproliferative activities of novel 5'-Schiff-base group substituted psoralen derivatives.
- Author:
Chao-Yue CHEN
1
;
Jian-Guo SUN
;
Zhi-Zhen HUANG
;
Tim-Tak KWOK
;
Kwok-Pui FUNG
;
Ping WU
;
Fei-Yan LIU
Author Information
1. School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China.
- Publication Type:Journal Article
- MeSH:
Acylation;
Boranes;
chemistry;
Cell Line, Tumor;
Cell Proliferation;
drug effects;
Furocoumarins;
chemical synthesis;
chemistry;
pharmacology;
Humans;
Molecular Structure;
Schiff Bases;
chemistry
- From:
Acta Pharmaceutica Sinica
2011;46(1):64-69
- CountryChina
- Language:English
-
Abstract:
It was found that psoralen derivative could perform a Friedel-Crafts acylation smoothly with acetic anhydride to give 5'-acetylpsoralen in a 73% yield. In the presence of boron trifluoride etherate, 5'-acetylpsoralen reacted with both aromatic amines and aliphatic amine smoothly to afford 5'-Schiff-base group substituted psoralen derivatives in 72%-92% yields. The novel synthetic method has the advantages of cheap materials, mild reaction conditions, good yields and high regioselectivity in the Friedel-Crafts acylation. Cell viability assay by MTT demonstrates that some of the psoralen derivatives 6 have antiproliferative activities.
