Synthesis and microbiological evaluation of 1,8-naphthyridines and imidazo [1,2-a][1,8] naphthyridines
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Date
1995-03
Authors
S Anwair, Massud Allag
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Abstract
Ten 1,8-naphthyridines (out of which four are new) were
prepared from condensation of 2,6-diaminopyridine and
1,3-dicarbonyl compounds. However, there are significant
effects on yields and isomer ratios depending on the use of
perchloric or phosphoric acids in the condensation
reaction. Based on the isomer ratios obtained, some
probable reaction mechanisms are proposed.
Nine new imi?azo[1,2-a] [1,8]naphthyridines were also
synthesized from condensation of 1,8-naphthyridines and
0'-i,bromoacei::ophenones. The reaction yields only one of two
possible isomeric products. The structure of the isomer
obtained is supported by the generally accepted reaction
mechanism and comparison of 13c n.m.r. data .
....
Some of the synthesized compounds were evaluated in vitro
for antimicrobial activities against bacteria and yeasts
using the agar diffusion method. In general, the
1,8-naphthyridines are moderately active against most of
the organisms tested. The anti-yeas~ activity of all the
compounds is low. Minimum inhibitory concentrations against
E.coli and S.aureus were also determined.
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Keywords
Microbiological evaluation , 1,8-naphthyridines , Imidazo [1,2-a][1,8] naphthyridines