Work

Design, Synthesis, and Biological Activity of ( E )-α-Fluorovinylphosphonate-Based Reversible Cathepsin C Inhibitors

Year: 2026

Type: article

Abstract: )-α-fluorovinylphosphonates, with a key step involving the Horner-Wadsworth-Emmons (HWE) reaction. The synthesized compounds were evaluated as potential reversible inhibitors of the cathepsin C enzyme. Comprehensive characterization of the target molecules was performed, and their inhibitory activity was assessed. Additionally, molecular docking studies were conducted to elucidate the binding interactions of the synthesized derivatives within the cathepsin C active site. The results highlight promising structural features for the design of effective enzyme inhibitors and provide a foundation for further optimization of fluorovinylphosphonate-based dipeptides.

Source: The Journal of Organic Chemistry

DOI: 10.1021/acs.joc.5c02923

Authors: Marcin Kaźmierczak, Monika Bilska-Markowska, Katarzyna Wiśniewska, Małgorzata Pawełczak, Damian Nowak, Marcin Hoffmann

Institutions: Adam Mickiewicz University in Poznań, University of Opole

Language: English

Topic: Organophosphorus compounds synthesis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funder: Ministerstwo Edukacji i Nauki