Alkamides from Tropaeolum tuberosum inhibit inflammatory response induced by TNF-α and NF-κB

J Ethnopharmacol. 2019 May 10;235:199-205. doi: 10.1016/j.jep.2019.02.015. Epub 2019 Feb 10.

Abstract

Ethno-pharmacological relevance: Tropaeolum tuberosum, commonly known as "Mashua", is one of the plants most frequently used by Andean (Peruvian-Bolivian) people as food and medicine. It is used as a remedy against a wide range of diseases, especially those related with inflammation.

Objectives: This study aims to identify compounds active against inflammatory related conditions.

Materials and methods: A bioassay-guided isolation of anti-inflammatory compounds from black and purple tubers of T. tuberosum was performed measuring TNF-α and NF-κB production in THP-1 monocytic cells.

Results: The bioassay-guided isolation led to one active compound from purple T. tuberosum, N-oleoyldopamine (1), and another active compound from black T. tuberosum, N-(2-Hydroxyethyl)-7Z,10Z,13Z,16Z-docosatetraenamide (2). Both compounds displayed anti-TNF-α activity with IC50 values of 3.12 ± 0.19 μM and 1.56 ± 0.15 μM, respectively. Also, both compounds suppressed NF-κB with IC50 of 3.54 ± 0.02 μM and 1.77 ± 0.07 μM, respectively.

Conclusions: We identified bioactive compounds from purple and black Tropaeolum tuberosum responsible for their anti-inflammatory activity: N-oleoyldopamine (1) and N-(2-Hydroxyethyl)-7Z,10Z,13Z,16Z-docosatetraenamide (2). This is the first report which isolates these compounds from T. tuberosum and describes their anti-inflammatory activities.

Keywords: Alkamides; Anti–inflammatory; NF–κB; TNF–α; Tropaeolum tuberosum.

MeSH terms

  • Amides / administration & dosage
  • Amides / isolation & purification
  • Amides / pharmacology*
  • Anti-Inflammatory Agents / administration & dosage
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology*
  • Cell Line
  • Humans
  • Inflammation / drug therapy*
  • Inflammation / pathology
  • Inhibitory Concentration 50
  • Medicine, Traditional / methods
  • NF-kappa B / administration & dosage
  • Tropaeolum / chemistry*
  • Tumor Necrosis Factor-alpha / metabolism

Substances

  • Amides
  • Anti-Inflammatory Agents
  • NF-kappa B
  • Tumor Necrosis Factor-alpha