Euglenatides, Potent Antiproliferative Cyclic Peptides Isolated from the Freshwater Photosynthetic Microalga Euglena gracilis - Université Clermont Auvergne Accéder directement au contenu
Article Dans Une Revue Angewandte Chemie International Edition Année : 2022

Euglenatides, Potent Antiproliferative Cyclic Peptides Isolated from the Freshwater Photosynthetic Microalga Euglena gracilis

Mohammed Aldholmi
Rizwan Ahmad
Daniel Carretero-Molina
Ignacio Pérez-Victoria
Jesús Martín
Fernando Reyes
Olga Genilloud
Thierry Gefflaut
Hanne Carlsson
Alexei Maklakov
Ellis O'Neill
  • Fonction : Auteur
Robert Field
Barrie Wilkinson
Maria O'Connell
A. Ganesan

Résumé

By limiting the nitrogen source to glutamic acid, we isolated cyclic peptides from Euglena gracilis containing asparagine and non-proteinogenic amino acids. Structure elucidation was accomplished through spectroscopic methods, mass spectrometry and chemical degradation. The euglenatides potently inhibit pathogenic fungi and cancer cell lines e.g., euglenatide B exhibiting IC50 values of 4.3 μM in Aspergillus fumigatus and 0.29 μM in MCF-7 breast cancer cells. In an unprecedented convergence of non-ribosomal peptide synthetase and polyketide synthase assembly-line biosynthesis between unicellular species and the metazoan kingdom, euglenatides bear resemblance to nemamides from Caenorhabditis elegans and inhibited both producing organisms E. gracilis and C. elegans. By molecular network analysis, we detected over forty euglenatide-like metabolites in E. gracilis, E. sanguinea and E. mutabilis, suggesting an important biological role for these natural products.

Domaines

Chimie

Dates et versions

hal-03805218 , version 1 (07-10-2022)

Identifiants

Citer

Mohammed Aldholmi, Rizwan Ahmad, Daniel Carretero-Molina, Ignacio Pérez-Victoria, Jesús Martín, et al.. Euglenatides, Potent Antiproliferative Cyclic Peptides Isolated from the Freshwater Photosynthetic Microalga Euglena gracilis. Angewandte Chemie International Edition, 2022, 61 (23), pp.e202203175. ⟨10.1002/anie.202203175⟩. ⟨hal-03805218⟩
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