Synthesis of novel sulfonamide analogs containing sulfamerazine/sulfaguanidine and their biological activities.
Sulfamerazine and sulfaguanidine are clenched with p-nitrobenzoyl chloride and the products obtained are reduced to NaxS in ethanol-water. Novel sulfonamides (6a-g and 9a-g) were synthesized by the reaction of these reduced products (4 and 8) with various sulfonyl chlorides (5a-g). The structures of these compounds were characterized using spectroscopic analysis (IR, (1)H-NMR, (13)C-NMR and HRMS) technique. Antimicrobial activity of sulfonamides (3, 4, 7, 8, 6a-g and 9a-g) was evaluated by the agar diffusion method. These compounds showed antimicrobial activity against tested microorganism strains (Gram-positive bacteria, clinic isolate and yeast and mold). Compounds 9d, 9e, 9a, 6d and 6e showed particularly antimicrobial activity against tested Gram-positive (Bacillus cereus and B. subtilis) and Gram-negative (Enterobacter aerogenes) bacteria.
a Chemistry Department .
Burak
B
Aday
a Chemistry Department .
Pınar
P
Sola
b Biology Department , and.
Ferdağ
F
Çolak
c Biochemistry Department, Faculty of Arts and Science , Dumlupınar University , Kütahya , Turkey.
Muharrem
M
Kaya
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001407:Bacillus / Q000187:drug effects*; D004305:Dose-Response Relationship, Drug; D021902:Enterobacter aerogenes / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D012441:Saccharomyces cerevisiae / Q000187:drug effects*; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D013449:Sulfonamides
Antimicrobial activity; Legionella pneumophila; clinic isolates; sulfaguanidine; sulfamerazine; sulfonamide