Bassiamide A, a new alkaloid from xero-halophyte Bassia indica Wight

Nat Prod Res. 2022 Jul;36(14):3610-3618. doi: 10.1080/14786419.2021.1872572. Epub 2021 Jan 18.

Abstract

N-[(3-(3-methyl-1-oxo-butyl)amino)propyl]-3-(3,4-dihydroxyphenyl)prop-2-enamide (7), named 'Bassiamide A', a new alkaloid, together with six known compounds including one lignan (1) and five lignanamides (2-6), were isolated from the aerial parts of Bassia indica Wight. The study also reported an optimal separation of a rare occurring R-isomer lignanamide derivative (6) from a natural origin, in addition to its known corresponding S-isomer (5). Structures of isolated compounds were elucidated based on NMR spectroscopic data, HR-MS, and comparison with known related ones, and they were identified as syringaresinol (1), N-trans-feruloyl-3-methoxytyramine (2), N-trans-feruloyltyramine (3), S-(-)-N-trans-feruloyl normetanephrine (4), S-(-)-N-trans-feruloyl octopamine (5), R-(+)-N-trans-feruloyl octopamine (6). The isolated compounds were evaluated for their anti-acetylcholinesterase activity, and they showed weak inhibitory activity.

Keywords: Alkaloids; Bassia indica; Chenopodiaceae; anticholinesterase; halophytes; lignanamides.

MeSH terms

  • Alkaloids* / chemistry
  • Alkaloids* / pharmacology
  • Chenopodiaceae*
  • Molecular Structure
  • Octopamine
  • Salt-Tolerant Plants

Substances

  • Alkaloids
  • Octopamine