Synthesis and antibacterial activity evaluation of metronidazole–triazole conjugates

Imidazole derivatives as possible microbicides with dual protection

“…With a view to further enhance the spermicidal action in 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethanol framework, alkylamino side chain (11)(12)(13)(14)(15)(16)(17)(18) and dithiocarbamoyl moieties (19)(20)(21)(22)(23)(24)(25)(26)(27)(28) were introduced at hydroxyl function. The compounds with alkylamino side chain showed high anti-trichomonas activity.…”

“…Seven compounds (9,18,19,22,24,26,28) immobilized 100% human spermatozoa at 1% concentration (w/v) ( Table 1). Twenty three compounds (2, 3,5,[8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23][24][25][26]28) exhibited antifungal activity at 50 mg/mL concentration (Table 2). Metronidazole, and all of the compounds (except 5) were highly safe towards human cervical cell line (HeLa) as shown by the cell-viability assay of HeLa cells at 200 mg/mL concentration, whereas N-9 was highly cytotoxic (Fig.…”

“…Previously, some attempts have been made to modify metronidazole structure with a view to improve microbicidal activities [21][22][23]. Accordingly, the authors were prompted to carry out modifications in the structure of 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethanol (Metronidazole, 1, Scheme 1, the currently used drug for vaginal trichomoniasis [24]) with a view to introduce spermicidal activity.…”

“…Twenty six compounds were active against Trichomonas vaginalis at MIC ranging from 1-42 mM and seven compounds (9,18,19,22,24,26,28) immobilized 100% human spermatozoa at 1% concentration (w/v). Twenty three compounds (2,3,5,(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20)(21)(22)(23)(24)(25)(26)28) exhibited antifungal activity at 25-50 mg/mL concentration. Seven compounds (9,18,19,22,24,26,28) showed significant anti-trichomonas and spermicidal activities and also exhibited mild antifungal activity.…”

Spectral, thermal and kinetic studies of charge-transfer complexes formed between the highly effective antibiotic drug metronidazole and two types of acceptors: σ- and π-acceptors

“…Nitroimidazole derivatives have showed broad varieties of biological activities especially antimicrobial activity. 5-nitroimidazole based drugs have been applied to treat the infections induced by bacteria and a range of pathogenic protozoan parasites for many years because nitroimidazole derivatives can undergo bioreduction to produce electrophilic substances that can damage portion and nucleic acids [11]. In this work, the drugacceptor interaction between drug metronidazole (MZ) and some -and -acceptors was reported.…”