Phenylpropane as an Alternative Dearomatizing Unit of Indoles: Discovery of Inaequalisines A and B Using Substructure-Informed Molecular Networking.

Gaëla CauchieElvis Otogo N'NangJustin Johan Jozias van der Hooft Pierre Le PogamGuillaume BernadatJean-François GallardBrice KumulunguiPierre ChampyErwan PouponMehdi A Beniddir

Published in: Organic letters (2020)

Inaequalisines A and B (1 and 2), the first examples of hybrid alkylated phenylpropane monoterpene indole alkaloids, were isolated from the roots of Callichilia inaequalis, guided by the combined use of molecular networking and substructure annotation. Their structures, including absolute configuration, were elucidated by spectroscopic methods and ECD calculations. A possible biosynthetic pathway for 1 and 2 was postulated.

Keyphrases

small molecule
molecular docking
single molecule
molecular dynamics
high resolution
density functional theory
molecular dynamics simulations
high throughput
rna seq
single cell