Synthesis and antimicrobial activity of 6,7-annulated pyrido[2,3-d]pyrimidines.
Four new 6H-indeno[2',1':5,6]pyrido[2,3-d]pryimidines (10-13) were synthesized via cyclocondensation reactions involving chlorovinyl aldehyde 1 or ketoaldehyde 3 and appropriately substituted 6-aminopyrimidines. The regiochemistry of the compounds was established by 1H NMR and 13C NMR spectral data as well as X-ray crystal data. Compounds 10 and 11 and previously reported homologues 14 and 15 were screened for antimicrobial activity. Moderate antimicrobial activity was observed for some of these compounds. Compound 14 was especially active against Staphylococcus aureus. Crystal data for 13 (C14H7N3Cl2) follows: monoclinic space group, P21/n; Unit cell dimensions, a = 7.284(1) A, b = 12.800(1) A, c = 13.108(1) A, beta = 93.98(1) degree, V = 1219.2(2) A3, Z = 4.
Donkor
I O
IO
College of Pharmacy, University of Tennessee Health Science Center, Memphis 38163, USA.
Klein
C L
CL
Liang
L
L
Zhu
N
N
Bradley
E
E
Clark
A M
AM
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D004926:Escherichia coli / Q000187:drug effects; D066298:In Vitro Techniques; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D011725:Pyridines / Q000138:chemical synthesis* / Q000494:pharmacology*; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013211:Staphylococcus aureus / Q000187:drug effects
D000900:Anti-Bacterial Agents; D011725:Pyridines; D011743:Pyrimidines