| Journal: | Brazilian journal of pharmaceutical sciences |
| Database: | PERIÓDICA |
| System number: | 000359895 |
| ISSN: | 1984-8250 |
| Authors: | Abbasi, Muhammad Athar1 Aziz-ur-Rehman1 Qureshi, Muhammad Zahid1 Khan, Farhan Mehmood1 Khan, Khalid Mohmmed2 Ashraf, Muhammad3 Afzal, Iftikhar4 |
| Institutions: | 1Government College University, Department of Chemistry, Lahore, Punjab. Pakistán 2University of Karachi, International Center for Chemical and Biological Sciences, Karachi, Baluchistán. Pakistán 3University of Karachi, Department of Biochemistry and Biotechnology, Karachi, Baluchistán. Pakistán 4The Islamic University of Bahawalpur, Departamento de Farmacia, Bahawalpur, Punjab. Pakistán |
| Year: | 2013 |
| Season: | Ene-Mar |
| Volumen: | 49 |
| Number: | 1 |
| Pages: | 127-133 |
| Country: | Brasil |
| Language: | Inglés |
| Document type: | Artículo |
| Approach: | Experimental |
| English abstract | This manuscript reports the synthesis of a series of N-substituted derivatives of 2-phenitidine. First, the reaction of 2-phenitidine (1) with benzene sulfonyl chloride (2) yielded N-(2-ethoxyphenyl) benzenesulfonamide (3), which further on treatment with sodium hydride and alkyl halides (4a-g) furnished into new sulfonamides (5a-g). Second, the phenitidine reacted with benzoyl chloride (6) and acetyl chloride (8) to yield the reported N-benzoyl phenitidine (7) and N-acetyl phenitidine (9), respectively. These derivatives were characterized by infrared spectroscopy, 1H-NMR, and EI-MS, and then screened against acetylcholinesterase, butylcholinesterase, and lipoxygenase enzyme, and were found to be potent inhibitors of butyrylcholinesterase alone |
| Portuguese abstract | Este trabalho apresenta a síntese de uma série de derivados da 2-fenetidina N-substituídos. Primeiro, a reação da 2-fenetidina (1) com cloreto de benzenossulfonila (2) conduziu à N-(2-etoxifenil)benzenossulfonamida (3) que, após tratamento com hidreto de sódio e haletos de alquila (4a-g), originou novas sulfonamidas (5a-g). Em segundo lugar, a reação da fenetidina com cloreto de benzoíla (6) e cloreto de acetila (8) conduziu, respectivamente, à N-benzoilfenetidina (7) e N-acetilfenetidina (9). A caracterização destes derivados fez-se por IV, 1H-RMN e EM-IE. Procedeu-se à avaliação da atividade inibidora destes compostos em relação às enzimas acetilcolinesterase, butirilcolinesterase e lipoxigenase. No entanto, apenas revelaram atividade inibidora da butirilcolinesterase |
| Disciplines: | Química |
| Keyword: | Bioquímica, Química farmacéutica, 2-Fenitidina, Actividad inhibidora, Sulfonamidas, Acetamida, Benzamidas, Butirilcolinesterasa |
| Keyword: | Chemistry, Biochemistry, Medicinal chemistry, 2-Phenitidine, Inhibitory activity, Sulfonamides, Acetamide, Benzamide, Butyrylcholinesterase |
| Full text: | Texto completo (Ver PDF) |
