# Total synthesis of a sorrentanone ester library and evaluation of its antimicrobial potential

**Authors:** Tobias M. Milzarek, Finn H. Gattwinkel, Sanja Š. Bogojević, Dušan Milivojević, Sandra Vojnović, Tobias A. M. Gulder, Jasmina Nikodinovic-Runic

PMC · DOI: 10.1038/s41598-025-05360-y · Scientific Reports · 2025-07-04

## TL;DR

This paper describes the synthesis of a library of sorrentanone esters and their antimicrobial effects against bacteria and fungi.

## Contribution

The work introduces a new synthetic method for creating sorrentanone ester analogs with improved antimicrobial properties.

## Key findings

- The optimized synthesis enabled the creation of a focused library of sorrentanone ester analogs.
- The compounds showed enhanced antibacterial activity and new antifungal properties.
- They affected fungal filament growth and biofilm production.

## Abstract

Sorrentanone belongs to the class of monomeric sorbicillinoids and displays bioactivities against various Gram-positive bacteria including Bacillus subtilis, Enterococcus faecalis, and Streptococcus as well as Staphylococcus species. Within this work, we present the optimization of the synthetic access towards the sorrentanone scaffold, facilitating the formation of a focused library of structural analogs with ester side chains. Exploration of the bioactivities of this compound library displayed the improvement of antibacterial properties and the presence of additional antifungal activities. Initial mode of action analyses showed the influence of the compounds on fungal filament propagation and biofilm production. Overall, this work reveals the pharmaceutical relevance of less studied monomeric sorbicillinoids.

## Linked entities

- **Chemicals:** sorrentanone (PubChem CID 11776653)
- **Species:** Bacillus subtilis (taxon 1423), Enterococcus faecalis (taxon 1351), Streptococcus (taxon 1301), Staphylococcus (taxon 1279)

## Full-text entities

- **Chemicals:** ester (MESH:D004952), sorbicillinoids (-), Sorrentanone (MESH:C094832)
- **Species:** Bacillus subtilis (species) [taxon 1423], Streptococcus (genus) [taxon 1301], Enterococcus faecalis (species) [taxon 1351], Staphylococcus (genus) [taxon 1279]

## Full text

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## Figures

6 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12227560/full.md

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Source: https://tomesphere.com/paper/PMC12227560