Premium
Synthesis of pyrimido[1,2‐ a ]benzimidazol‐4(10 H )‐one derivatives and evaluation of their interactions with DNA
Author(s) -
Da Settimo A.,
Primofiore G.,
Da Settimo F.,
Marini A. M.,
Taliani S.,
Salerno S.,
Dalla Via L.
Publication year - 2003
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570400620
Subject(s) - chemistry , benzimidazole , tricyclic , stereochemistry , dna , combinatorial chemistry , computational chemistry , organic chemistry , biochemistry
The synthesis of new derivatives of the planar tricyclic pyrimido[1,2‐ a ]benzimidazole system featuring protonable side chains in the 3 and/or 10 positions is described. The reported literature procedures for the preparation of the intermediate 3‐ethoxycarbonylpyrimido[1,2‐ a ]benzimidazol‐4(10 H )‐one 15 , starting from 2‐aminobenzimidazole 18 and diethyl ethoxymethylenemalonate, were revised. The interaction with DNA, the intrinsic binding constants, and the antiproliferative activity of a number of compounds ( 1–8, 10, 11 ) were preliminarly investigated.