Novel triazolo[4,3-a]quinazolinone and bis-triazolo[4,3-a:4,3'-c]quinazolines: synthesis and antitoxoplasmosis effect.
Several quinazoline derivatives containing substituted thiosemicarbazido and S-methylisothiosemicarbazido groups at the 2-position and at both the 2- and 4-positions have been synthesized. Treatment of the S-methylthiosemicarbazides with morpholine or diethylamine did not give the corresponding guanidines. Instead, they underwent cyclodesulfurization into the condensed ring systems, [1,2,4]triazolo[4,3-a]quinazolinones and bis-[1,2,4]triazolo[4,3-a:4'.3'-c]quinazolines. Evaluation of the products for antitoxoplasmosis effect by studying the ultrastructure morphology of the organisms using scanning electron microscopy (SEM) indicated their efficacy in causing structural deformity of Toxoplasma gondii. Such a deformity plays an important role in obstructing the entry of the organisms into host cells.
el-Tombary
A A
AA
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Alexandria, Egypt.
Ismail
K A
KA
Aboulwafa
O M
OM
Omar
A M
AM
el-Azzouni
M Z
MZ
el-Mansoury
S T
ST
D000818:Animals; D000890:Anti-Infective Agents / Q000494:pharmacology; D003049:Coccidiostats / Q000138:chemical synthesis* / Q000494:pharmacology; D051379:Mice; D011739:Pyrimethamine / Q000494:pharmacology; D011799:Quinazolines / Q000138:chemical synthesis* / Q000494:pharmacology; D052999:Quinazolinones; D014122:Toxoplasma / Q000187:drug effects* / Q000648:ultrastructure; D014124:Toxoplasmosis, Animal / Q000188:drug therapy / Q000469:parasitology; D014230:Triazoles / Q000138:chemical synthesis* / Q000494:pharmacology
D000890:Anti-Infective Agents; D003049:Coccidiostats; D011799:Quinazolines; D052999:Quinazolinones; D014230:Triazoles; C121779:triazolo(4,3-a)quinazolinone; D011739:Pyrimethamine