Synthesis, characterization and biological evaluation of novel 6-ferrocenyl-4-aryl-2-substituted pyrimidine derivatives.
A new series of 6-ferrocenyl-4-aryl-2-substituted pyrimidines were synthesized and evaluated for in vitro antiamoebic activity against HM1:IMSS strain of Entamoeba histolytica. Out of 16 compounds 10 compounds have shown IC(50) values in the range of 0.41-1.73 microM and 1.80 microM. Pyrimidine derivatives having thiomethyl group, chloro group and mono-, di-, and trimethoxy substitution, exhibited higher antiamoebic activity than the reference drug metronidazole (IC(50)=1.80 microM). The toxicological studies of these compounds on human kidney epithelial cell line showed that all compounds were non-toxic. 4-(4-Chlorophenyl)-6-ferrocenyl-2-piperidin-1-yl-pyrimidine (4f) was found most active (IC(50)=0.41 microM) and least toxic among all the compounds.
Parveen
Humaira
H
Department of Chemistry, Jamia Millia Islamia, Jamia Nagar, New Delhi 110025, India. humaira_chem@yahoo.co.in
Hayat
Faisal
F
Salahuddin
Attar
A
Azam
Amir
A
D000588:Amines / Q000737:chemistry; D000981:Antiprotozoal Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology* / Q000633:toxicity; D002460:Cell Line; D049109:Cell Proliferation / Q000187:drug effects; D004748:Entamoeba histolytica / Q000187:drug effects*; D005296:Ferrous Compounds / Q000737:chemistry*; D006801:Humans; D020128:Inhibitory Concentration 50; D000075163:Metallocenes; D011743:Pyrimidines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology* / Q000633:toxicity
D000588:Amines; D000981:Antiprotozoal Agents; D005296:Ferrous Compounds; D000075163:Metallocenes; D011743:Pyrimidines; C030986:pyrimidine; C004998:ferrocene