pipernonaline and piperine

Piper chaba Hunter, called Chui Jhal or Choi Jhal, is commonly used as a culinary (spice) herb in India and Bangladesh. It exhibits numerous important biological activities and has been widely used in traditional medicine.. This review focuses on the chemical and pharmacological activities of a culinary ingredient P. chaba based on information extracted from the literature to highlight its use in traditional medicine.. A literature search in known databases was conducted (till September 2019) for published articles using the relevant keywords.. Findings suggest that, to date, a number of important phytoconstituents such as dimeric alkaloids, and alkamides have been isolated from various parts of P. chaba. Extracts from P. chaba or derived compounds exhibit diverse biological activities, such as anti-microbial, anti-leishmanial, anti-malarial, anti-parasitic, cytotoxic/anticancer, adipogenic, hepato- and gastro-protective, anti-diabetic, analgesic, anti-diarrheal, depressive, anti-inflammatory, diuretic, anti-hypertensive, antipyretic, anti-ulcer, and immunomodulatory effect. Among the isolated compounds, chabamides, piperine, piplartine, retrofractamides A/B, methylenedioxyphenyl)-nona-2E,4E,8E-trienoic acid, n-butyl or n-pentyl amine, piperlonguminine, pipernonaline, dehydropipernonaline, N-isobutyl-(2E,4E)-octadecadienamide, and N-isobutyl-(2E,4E,14Z)-eicosatrienamide have documented important biological effects in various test systems.. Taken together, P. chaba may be a potential source of plant-based therapeutic lead compounds, which justify its uses in traditional medicine.

Topics: Adipogenesis; Alkaloids; Animals; Antifungal Agents; Antimalarials; Antiparasitic Agents; Bangladesh; Benzodioxoles; Dioxolanes; Humans; Hypoglycemic Agents; India; Medicine, Traditional; Phytotherapy; Piper; Piperidines; Plant Extracts; Polyunsaturated Alkamides

A bioassay-guided isolation of an ethanol extract of the fruit of Piper longum L. yielded piperlonguminine, piperine and pipernonaline, as the main antihyperlipidemic constituents. They exhibit appreciable antihyperlipidemic activity in vivo, which is comparable to that of the commercial antihyperlipidemic drug, simvastatin.

Topics: Alkaloids; Animals; Benzodioxoles; Dioxolanes; Fruit; Hypolipidemic Agents; Male; Molecular Structure; Piper; Piperidines; Polyunsaturated Alkamides; Rats; Rats, Wistar; Simvastatin

The methanolic extract from the fruit of Piper chaba (Piperaceae) was found to have a hepatoprotective effect on D-galactosamine (D-GalN)/lipopolysaccharide (LPS)-induced liver injury in mice. From the ethyl acetate-soluble fraction, a new amide constituent named piperchabamide E together with twenty known amide constituents (e.g., piperine, piperchabamides A-D, and piperanine) and two aromatic constituents were isolated as the hepatoprotective constituents. With regard to structure-activity relationships, the amide moiety and the 1,9-decadiene structure between the benzene ring and amide moiety were suggested to be important for strong inhibition of D-GalN/tumor necrosis factor-alpha (TNF-alpha)-induced death of hepatocytes. Furthermore, a principal amide constituent, piperine, dose-dependently inhibited increase in serum GPT and GOT levels at doses of 2.5-10 mg/kg (p.o.) in D-GalN/LPS-treated mice, and this inhibitory effect was suggested to depend on the reduced sensitivity of hepatocytes to TNF-alpha.

Topics: Alanine Transaminase; Alkaloids; Amides; Animals; Aspartate Aminotransferases; Benzodioxoles; Cell Death; Chromatography, High Pressure Liquid; Fruit; Galactosamine; Hepatocytes; Lipopolysaccharides; Liver; Liver Diseases; Male; Mice; Mice, Mutant Strains; Molecular Structure; Piperaceae; Piperidines; Plant Extracts; Polyunsaturated Alkamides; Structure-Activity Relationship; Tumor Necrosis Factor-alpha