Bioguided isolation of N-malonyl-(+) - tryptophan from the fruit of Pithecellobium dulce (Roxb.) Benth. that showed high activity against Hymenolepis nana

Nat Prod Res. 2021 Feb;35(4):593-599. doi: 10.1080/14786419.2019.1590709. Epub 2019 Mar 31.

Abstract

Pithecellobium dulce is distributed in America and Asia where is widely used in traditional medicine. This study describes the bioguided fractionation of the methanol extract (ME) obtained from the P. dulce fruit that showed in vitro activity against Hymenolepis nana; Artemia salina assay was used to determine toxicity; and the purified compound was computationally analysed to obtain its absorption-distribution-metabolism-excretion-and-toxicity properties (ADMET). The ME and its fractions were more active than praziquantel (PZQ), and the purified compound was characterized as N-malonyl-(+)-tryptophan (NMT). Parasites treated with NMT showed shorter paralysis and death times (5 and 7 min) than those treated with PZQ (15 and 30 min), both used at 20 mg/mL. Toxicity and ADMET prediction results supported the slight-hazardousness and efficacy of the assayed fractions/compound. This is the first report of the antiparasitary activity of both the P. dulce ME and NMT, showing their potential to treat human H. nana infections.

Keywords: Hymenolepis; Pithecellobium; parasitosis; treatment.

MeSH terms

  • Animals
  • Artemia / drug effects
  • Chemical Fractionation
  • Fabaceae / chemistry*
  • Fruit / chemistry*
  • Humans
  • Hymenolepis nana / drug effects
  • Hymenolepis nana / physiology*
  • Plant Extracts / pharmacology
  • Tryptophan / isolation & purification*
  • Tryptophan / pharmacology*

Substances

  • Plant Extracts
  • Tryptophan