Amides and neolignans from the aerial parts of Piper bonii

Phytochemistry. 2016 Sep:129:36-44. doi: 10.1016/j.phytochem.2016.07.004. Epub 2016 Jul 21.

Abstract

Six amides, piperbonamides A-F, three neolignans piperbonins A-C, and 11 known compounds were isolated from the aerial parts of Piper bonii (Piperaceae). The structures of piperbonamides A-F and piperbonins A-C were elucidated based on the analysis of 1D and 2D NMR and MS data. Piperbonin A, (+)-trans-acuminatin, (+)-cis-acuminatin, (+)-kadsurenone, and pipernonaline showed weak activity against platelet aggregation with IC50 values of 118.2, 108.5, 90.02, 107.3, and 116.3 μM, respectively, as compared with the positive control, tirofiban, with an IC50 value of 5.24 μM. Piperbonamides A-F were inactive against five tumor cell lines at concentrations up to 40 μM.

Keywords: Amides; Antiplatelet; Neolignans; Piper bonii; Piperaceae.

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification
  • Amides / chemistry
  • Amides / isolation & purification*
  • Amides / pharmacology
  • Benzofurans / chemistry
  • Benzofurans / isolation & purification
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification
  • Glycosides / chemistry
  • Glycosides / isolation & purification
  • Humans
  • Inhibitory Concentration 50
  • Lignans / chemistry
  • Lignans / isolation & purification*
  • Lignans / pharmacology
  • Molecular Structure
  • Piper / chemistry*
  • Piperidines / chemistry
  • Piperidines / isolation & purification
  • Plant Components, Aerial / chemistry*
  • Platelet Aggregation / drug effects
  • Platelet Aggregation Inhibitors / chemistry
  • Platelet Aggregation Inhibitors / isolation & purification*
  • Platelet Aggregation Inhibitors / pharmacology
  • Structure-Activity Relationship
  • Tirofiban
  • Tyrosine / analogs & derivatives
  • Tyrosine / pharmacology

Substances

  • Alkaloids
  • Amides
  • Benzofurans
  • Flavonoids
  • Glycosides
  • Lignans
  • Piperidines
  • Platelet Aggregation Inhibitors
  • piperbonin A
  • piperbonin B
  • piperbonin C
  • pipernonaline
  • acuminatin
  • Tyrosine
  • kadsurenone
  • Tirofiban