Synthesis and antitumor activity of new pyrido[2,3-d]pyrimidine derivatives

Medicinal Chemistry Research
2013.0

Abstract

New series of pyrido[2,3-d]pyrimidines such as; 5-(4-aryl-5-sulfanyl-4H-[1,2,4]triazol-3-yl) 1H,3H,8H-pyrido[2,3-d]pyrimidine-2,4,7-triones 6, 7; S-[3-(2,4,7-trioxo-1,2, 3,4,7,8-hexahydropyrido[2,3-d]pyrimidin-5-yl)-4-(4 substituted phenyl)-4H-[1,2,4]triazol-5-yl]-2-(4-phenylpiperazin-1-yl)ethanethioates 10, 11; 2,4,7-trioxo-N0 -[(4 substituted piperazin-1-yl)acetyl]-1,2,3,4,7,8-hexahydropyrido[2,3-d]pyrimidine-5-carbohydrazides 13–16 and N0 -arylidene-2,4,7-trioxo-1,2,3,4,7,8-hexahydropyrido[2,3 d]pyrimidine-5-carbohydrazides 17–19 was synthesized through the reaction of the key intermediate 2,4, 7-trioxo-1,2,3,4,7,8-hexahydropyrido[2,3-d]pyrimidine-5 carbohydrazide 3 with different reagents. The structures of the newly synthesized compounds were elucidated through microanalysis, IR, 1 H NMR, 13C NMR, and mass spectroscopy. These compounds have been subjected to in vitro antitumor evaluation by bleomycin-dependant DNA damage assay. The most active antitumor compound 6 was selected for further in vivo evaluation of antineoplastic activity against Ehrlich ascites carcinoma in mice. It was observed that our target compound has a potent antitumor activity.

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