Synthesis and pharmacological activity of urea and thiourea derivatives of 4-azatricyclo[5.2.2.0(2,6)]undec-8-ene-3,5-dione.
A series of nineteen new thiourea and urea derivatives of 10-isopropyl-8-methyl-4-azatricyclo[5.2.2.0(2,6)]undec-8-ene-3,5-dione, 1-isopropyl-7-methyl-4-azatricyclo[5.2.2.0(2,6)]undec-8-ene-3,5-dione and 1,7,8,9,10-pentamethyl-4-azatricyclo[5.2.1.0(2,6)]dec-8-ene-3,5-dione have been prepared and studied by (1)H-NMR. The compound k1a (1-(1,7,8,9,10-pentamethyl-3,5-dioxo-4-aza-tricyclo[5.2.1.0(2,6)]dec-8-en-4-yl)-3-phenyl-urea) was tested for pharmacological activity on animal central nervous system (CNS). The activities of synthesized compounds were evaluated for their cytotoxicity and anti-HIV-1 activity in MT-4 cells. Antimicrobial activity of the newly obtained derivatives was tested against some Gram-positive and Gram-negative bacteria and fungi of the Candida species.
Struga
Marta
M
Department of Medical Chemistry, The Medical University, 3 Oczki Str., 02-007 Warsaw, Poland. strugam@wp.pl
Kossakowski
Jerzy
J
Kedzierska
Ewa
E
Fidecka
Sylwia
S
Stefańska
Joanna
J
D000818:Animals; D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D000927:Anticonvulsants / Q000138:chemical synthesis / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001522:Behavior, Animal / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D002491:Central Nervous System Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D003470:Culture Media; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D006678:HIV / Q000187:drug effects; D006575:Heterocyclic Compounds, 3-Ring / Q000737:chemistry* / Q000494:pharmacology*; D007202:Indicators and Reagents; D007928:Lethal Dose 50; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D008826:Microbial Sensitivity Tests; D009043:Motor Activity / Q000187:drug effects; D013890:Thiourea / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000494:pharmacology; D014508:Urea / Q000737:chemistry*
D019380:Anti-HIV Agents; D000890:Anti-Infective Agents; D000927:Anticonvulsants; D000970:Antineoplastic Agents; D002491:Central Nervous System Agents; D003470:Culture Media; D006575:Heterocyclic Compounds, 3-Ring; D007202:Indicators and Reagents; D014508:Urea; D013890:Thiourea