Research on antibacterial and antifungal agents. X. Synthesis and antimicrobial activities of 1-phenyl-2-(1H-azol-1-yl) ethane derivatives. Anticonvulsant activity of 1-(4-methylphenyl)-2-(1H-imidazol-1-yl) ethanol

Antifungal screening and in silico mechanistic studies of an in‐house azole library

“…Antifungal activity of 1–4 was previously reported by Porretta et al. (). These results suggested that our azole collection was potentially an excellent source of antifungal compounds.…”

“…The library also includes four synthons of these esters: 1-(4-Chlorophenyl)-2-(1H-imidazol-1-yl)ethanone (1), 1-(4chlorophenyl)-2-(1H-imidazol-1-yl)ethanone oxime (2), 1-(4-chlorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone (3), and 1-(4-chlorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone oxime (4). Of the library compounds, 62 are previously reported as anticonvulsants (Doğan, 2012;Doğan et al, 2018;Porretta et al, 1993;Sari et al, 2017;Sari, Kaynak, & Dalkara, 2018) albeit three (17, 18, and 37) are new structures. Antifungal activity of 1-4 was previously reported by Porretta et al (1993).…”

Evaluation of Flavonoid and Resveratrol Chemical Libraries Reveals Abyssinone II as a Promising Antibacterial Lead

“…The numerous variations reported for the synthesis of 1‐aryl‐2‐(1 H ‐imidazol‐1‐yl)ethanones from the corresponding 1‐aryl‐2‐bromoethanones differ mainly with respect to the solvent used. Although N , N ‐dimethylformamide (DMF) appears to be the solvent of choice,23–25 there are several reports of the use of acetone,26, 27 acetonitrile,28 or tetrahydrofuran 29. Despite the use of a three‐ to fivefold excess of imidazole, 1,3‐bis(aroylmethyl)imidazolium halides have been frequently reported as by‐products in this process.…”

“…Evaporation under reduced pressure gave a solid that was recrystallized from EtOH to afford the free base 87 as a white solid (664 mg, 75 %); mp: 178–179 °C (lit 23. mp: 183–184 °C, lit 25. mp: 188–190 °C); 1 H NMR (400 MHz, [D 6 ]DMSO): δ =4.03 (dd, J =7.6 and 14.0 Hz, 1 H), 4.13 (dd, J =4.0 and 14.0 Hz, 1 H), 4.80–4.88 (m, 1 H), 5.81 (d, J =4.4 Hz, 1 H), 6.82 (s, 1 H), 7.09 (s, 1 H), 7.31–7.41 (m, 4 H), 7.47 ppm (s, 1 H); 13 C NMR (100 MHz, [D 6 ]DMSO): δ =53.3, 71.3, 120.0, 127.8, 127.9, 128.0, 131.8, 137.7, 141.6 ppm; HRMS‐EI m / z [ M ] + calcd for C 11 H 11 ClN 2 O: 222.0560, found: 222.0565.…”

A new synthesis of the tripeptide Gly-His-Lys with antimicrobial activity

“…Data were recorded after 48 h for yeast and 4 days for fungi. Incubation was carried out at 28°C (Porretta et al, 1993).…”