# Synthesis and Antiproliferative Effects of Grossheimin-Derived Aminoanalogues

## TL;DR

This paper explores the synthesis of amino analogues of grossheimin and finds that some of these compounds are more effective at killing colon cancer cells than the original molecule.

## Contribution

The study introduces novel grossheimin-derived amino analogues with enhanced antiproliferative activity against colon cancer cells.

## Key findings

- Acetylated adducts of grossheimin showed stronger cytotoxic effects than the parent compound.
- Michael addition and acetylation methods were successfully used to synthesize new amino analogues.
- Docking studies supported the observed biological activity differences.

## Abstract

Grossheimin, a guaiane-type sesquiterpene lactone, displayed a diverse range of biological activities, including anticancer, anti-inflammatory and antimicrobial effects. Various amino analogues of grossheimin were prepared through a Michael addition at its highly active α-methylene-γ-lactone motif. On the other hand, grossheimin was reduced to diol, which was then subjected to nucleophilic addition or acetylation to introduce heteroatoms associated with oxygen, sulfur or nitrogen functionalities. All of the synthesised Michael and acetylated adducts were evaluated for their in vitro cytotoxic action on human colon adenocarcinoma lines, including Colo205 and Colo320. The bioassay results indicated that the acetylated adducts displayed a potent cytotoxic effect compared to grossheimin, the parent molecule. A docking study was also performed to exploit the observed results.