Investigating the spectrum of biological activity of ring-substituted salicylanilides and carbamoylphenylcarbamates.
In this study, a series of twelve ring-substituted salicylanilides and carbamoylphenylcarbamates were prepared and characterized. The compounds were analyzed using RP-HPLC to determine lipophilicity. They were tested for their activity related to the inhibition of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. Moreover, their site of action in the photosynthetic apparatus was determined. Primary in vitro screening of the synthesized compounds was also performed against mycobacterial, bacterial and fungal strains. Several compounds showed biological activity comparable with or higher than the standards 3-(3,4-dichlorophenyl)-1,1-dimethylurea, isoniazid, penicillin G, ciprofloxacin or fluconazole. The most active compounds showed minimal anti-proliferative activity against human cells in culture, indicating they would have low cytotoxicity. For all compounds, the relationships between lipophilicity and the chemical structure are discussed.
Department of Chemical Drugs, University of Veterinary and Pharmaceutical Sciences, Brno, Czech Republic.
Jan
J
Otevrel
Zuzana
Z
Mandelova
Matus
M
Pesko
Jiahui
J
Guo
Katarina
K
Kralova
Frantisek
F
Sersen
Marcela
M
Vejsova
Danuta S
DS
Kalinowski
Zaklina
Z
Kovacevic
Aidan
A
Coffey
Jozef
J
Csollei
Des R
DR
Richardson
Josef
J
Jampilek
D020095:Absidia / Q000187:drug effects; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D002736:Chloroplasts / Q000187:drug effects / Q000378:metabolism; D004579:Electron Transport / Q000187:drug effects; D006540:Herbicides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D008826:Microbial Sensitivity Tests; D048448:Phenylcarbamates / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D010788:Photosynthesis / Q000187:drug effects; D012458:Salicylanilides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D018724:Spinacia oleracea / Q000187:drug effects / Q000378:metabolism; D013211:Staphylococcus aureus / Q000187:drug effects; D013212:Staphylococcus epidermidis / Q000187:drug effects; D013329:Structure-Activity Relationship; D014249:Trichophyton / Q000187:drug effects
D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D006540:Herbicides; D048448:Phenylcarbamates; D012458:Salicylanilides