Synthesis, characterization, antidepressant and antioxidant activity of novel piperamides bearing piperidine and piperazine analogues

• Published in: Bioorganic & medicinal chemistry letters Vol. 22; no. 23; pp. 7065 - 7070
• Main Authors: Prashanth, M.K., Revanasiddappa, Hosakere D., Lokanatha Rai, K.M., Veeresh, B.
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.12.2012; Elsevier
• Subjects: Amides - chemical synthesis; Amides - chemistry; Amides - pharmacology; amine oxidase (flavin-containing); Animals; Anti-Bacterial Agents - chemical synthesis; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - pharmacology; antibacterial properties; Antibiotics. Antiinfectious agents. Antiparasitic agents; Antidepressant; antidepressants; Antidepressive Agents - chemical synthesis; Antidepressive Agents - chemistry; Antidepressive Agents - pharmacology; Antifungal Agents - chemical synthesis; Antifungal Agents - chemistry; Antifungal Agents - pharmacology; antifungal properties; Antioxidant; antioxidant activity; Antioxidants - chemical synthesis; Antioxidants - chemistry; Antiparasitic agents; Behavior, Animal - drug effects; Biological and medical sciences; Candida albicans - drug effects; Chemistry; Chemistry, Medicinal; Chemistry, Organic; Gram-negative bacteria; Gram-Negative Bacteria - drug effects; Gram-Positive Bacteria - drug effects; Life Sciences & Biomedicine; MAO-A; MAO-B; Medical sciences; Mice; Monoamine Oxidase - chemistry; Monoamine Oxidase - metabolism; Monoamine Oxidase Inhibitors - chemical synthesis; Monoamine Oxidase Inhibitors - chemistry; Monoamine Oxidase Inhibitors - pharmacology; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Physical Sciences; Piperamides; piperazine; Piperazines - chemistry; piperidines; Piperidines - chemistry; Science & Technology; superoxide anion; tail; Antidepressant; MAO-B; MAO-A; Antioxidant; Piperamides; MONOAMINE-OXIDASE; DEPRESSION; TAIL SUSPENSION TEST; BEHAVIORAL DESPAIR; FORCED SWIMMING TEST; ANIMAL-MODELS; MICE; INHIBITORS; EXTRACTS; STRESS; Anthelmintic; Psychotropic; Piperamide; Biological activity; Piperidine derivatives; Antidepressant agent; Parasiticide; Piperazine derivatives; Chemical synthesis
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2012.09.089

Novel piperamide bearing 4-hydroxypiperidine as antidepressant and antioxidant agent. A series of piperamide derivatives (8a–j) was synthesized with various substituted piperidine and piperazine compounds. The prepared compounds were evaluated for antibacterial activity against gram-positive and gram-negative bacteria and antifungal activity by disc diffusion method. The antioxidant activity of the compounds was evaluated by DPPH and superoxide radical scavenging method and antidepressant activity using forced swim and tail suspension behavioral despair tests in mice. The compounds 8a, 8b and 8c were investigated for their monoamine oxidase A and B (MAO-A and MAO-B) inhibitory property. Some of the test compounds were active in forced swim test (FST) and tail suspension test (TST). Compounds 8a and 8b showed a significant effect, when compared to standard drug, clorgyline.