np9b01247_si_001.pdf (4.65 MB)
Molecular Networking Reveals Serpentinine-Related Bisindole Alkaloids from Picralima nitida, a Previously Well-Investigated Species
journal contribution
posted on 2020-02-24, 13:37 authored by Charlotte
Fox Alcover, Guillaume Bernadat, Faustin A. Kabran, Pierre Le Pogam, Karine Leblanc, Alexander E. Fox Ramos, Jean-François Gallard, Elisabeth Mouray, Philippe Grellier, Erwan Poupon, Mehdi A. BeniddirFive new monoterpene indole alkaloids
(1–5), including four serpentinine-related
bisindoles and one
alstonine derivative monomer, have been isolated from the aerial parts
of Picralima nitida. Their structures were elucidated
by analysis of their HRMS and NMR spectroscopic data, and their absolute
configurations were deduced from the comparison of experimental and
simulated ECD spectra. In addition, two known compounds (6 and 7), previously undescribed from P. nitida, have also been purified. The compound isolation workflow was guided
by a molecular networking-based dereplication strategy. Twenty-three
compounds were dereplicated from the EtOH extract of P. nitida and fractions network and were assigned various levels of identification
confidence. The antiparasitic activities against Plasmodium
falciparum as well as the cytotoxic activity against the
MRC-5 cell line were determined for compounds 1–7.