New alkaloids from the noni juice with potential α-glucosidase inhibitory activity

Fitoterapia. 2021 Sep:153:104946. doi: 10.1016/j.fitote.2021.104946. Epub 2021 May 26.

Abstract

Four new alkaloids, nonialkaloids A-D (1-4) and six known analogues (5-10) were isolated from the noni juice. Among the new compounds, 1 and 2 are indole alkaloids with a seven-membered fused N-heterocyclic ring, 3 and 4 are quaternary ammonium derivatives. The structures were elucidated by extensive NMR and MS analysis, while the absolute configurations of the stereogenic carbons were established based on quantum-chemical electronic circular dichroism calculations or the modified Mosher's method. All the isolates were tested for α-glucosidase inhibitory activities. Compounds 1 and 3 displayed potent inhibitory activity against α-glucosidase with the IC50 values of 413.7 and 364.4 μM, respectively.

Keywords: Alkaloid; Mosher's method; Noni juice; α-glucosidase inhibitory.

MeSH terms

  • Glycoside Hydrolase Inhibitors / isolation & purification
  • Glycoside Hydrolase Inhibitors / pharmacology*
  • Indole Alkaloids / isolation & purification
  • Indole Alkaloids / pharmacology*
  • Molecular Structure
  • Morinda / chemistry*
  • Phytochemicals / isolation & purification
  • Phytochemicals / pharmacology

Substances

  • Glycoside Hydrolase Inhibitors
  • Indole Alkaloids
  • Phytochemicals