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Synthesis and Cytotoxic Activity of Imidazo[1,2‐ a ]‐1,3,5‐triazine Analogues of 6‐Mercaptopurine
Author(s) -
Saczewski Franciszek,
Maruszak Magdalena,
Bednarski Patrick J.
Publication year - 2008
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.200700176
Subject(s) - chemistry , cytotoxicity , cytotoxic t cell , stereochemistry , cell culture , cancer cell lines , triazine , in vitro , antimetabolite , 1,3,5 triazine , mercaptopurine , chemical synthesis , cancer cell , combinatorial chemistry , cancer , biochemistry , pharmacology , organic chemistry , biology , toxicity , genetics
A series of 2‐substituted imidazo[1,2‐ a ]‐1,3,5‐triazines with various aliphatic and aromatic amines has been prepared and characterized by IR, 1 H‐NMR, and elemental analysis. The initial in‐vitro cytotoxicity studies with five human cancer cell lines showed that all but one of the compounds are without cytotoxic activity. The one active compound, 2‐(indolin‐1‐yl)‐7,8‐dihydroimidazo[1,2‐ a ]‐1,3,5‐triazine‐4(6 H )‐thione 12, was tested on 12 human cancer cell lines. Of these, two lines, RT‐4 and MCF‐7, were the most sensitive to the compound, with IC 50 values of 6.98 μM and 8.43 μM, respectively. When compared with the reference anticancer drug 6‐mercaptopurine, only the RT‐4 urinary bladder and KYSE‐70 oesophagus cancer cell lines were more sensitive to the new compound. The antimetabolite thioguanine was more cytotoxic than 12 for all common cell lines tested.