title: Synthesis and carbonic anhydrase inhibitory properties of tetrazole- and oxadiazole substituted 1,4-dihydropyrimidinone compounds.
abstract: A new series of tetrazole-, oxadiazole- and cyanosubstituted 1,4-dihydropyrimidinone compounds were synthesized, and their inhibitory effects on the activity of purified human carbonic anhydrase (hCA) I were evaluated. 4-Cyanophenyl-1,4-dihydropyrimidinone compounds were prepared with 1,3-diketone, cyanobenzaldehyde and urea. The compounds were reacted with sodium azide and then with anhydride to get the final products. The results showed that all the synthesized compounds inhibited the CA isoenzyme activity. The compound 4-(1,7,7-trimethyl-2,5-dioxo-1,2,3,4,5,6,7,8-octahydroquinazoline-4-yl)benzonitrile 6c (IC50 = 0.0547 mM) has the most inhibitory effect.
authors: Faculty of Arts and Sciences, Department of Chemistry, Sakarya University , Sakarya , Turkey.
authors: Fatma
authors: F
authors: Celik
authors: Mustafa
authors: M
authors: Arslan
authors: Mustafa Oguzhan
authors: MO
authors: Kaya
authors: Emre
authors: E
authors: Yavuz
authors: Nahit
authors: N
authors: Gencer
authors: Oktay
authors: O
authors: Arslan
mesh_terms: D001547:Benzaldehydes / Q000737:chemistry; D024401:Carbonic Anhydrase I / Q000037:antagonists & inhibitors*; D024402:Carbonic Anhydrase II / Q000037:antagonists & inhibitors*; D002257:Carbonic Anhydrase Inhibitors / Q000138:chemical synthesis*; D057075:Enzyme Assays; D006801:Humans; D007659:Ketones / Q000737:chemistry; D010069:Oxadiazoles / Q000138:chemical synthesis*; D011744:Pyrimidinones / Q000138:chemical synthesis*; D019810:Sodium Azide / Q000737:chemistry; D012996:Solutions; D013329:Structure-Activity Relationship; D013777:Tetrazoles / Q000138:chemical synthesis*; D014508:Urea / Q000737:chemistry
chemical_list: D001547:Benzaldehydes; D002257:Carbonic Anhydrase Inhibitors; D007659:Ketones; D010069:Oxadiazoles; D011744:Pyrimidinones; D012996:Solutions; D013777:Tetrazoles; D014508:Urea; D019810:Sodium Azide; D024401:Carbonic Anhydrase I; D024402:Carbonic Anhydrase II