Synthesis and migrastatic activity of cytochalasin analogues lacking a macrocyclic moiety.


Journal

RSC medicinal chemistry
ISSN: 2632-8682
Titre abrégé: RSC Med Chem
Pays: England
ID NLM: 101759460

Informations de publication

Date de publication:
25 Jan 2024
Historique:
received: 28 09 2023
accepted: 24 11 2023
medline: 29 1 2024
pubmed: 29 1 2024
entrez: 29 1 2024
Statut: epublish

Résumé

Cytochalasans are known as inhibitors of actin polymerization and for their cytotoxic and migrastatic activity. In this study, we synthesized a series of cytochalasin derivatives that lack a macrocyclic moiety, a structural element traditionally considered essential for their biological activity. We focused on substituting the macrocycle with simple aryl-containing sidechains, and we have also synthesized compounds with different substitution patterns on the cytochalasin core. The cytochalasin analogues were screened for their migrastatic and cytotoxic activity. Compound 24 which shares the substitution pattern with natural cytochalasins B and D exhibited not only significant

Identifiants

pubmed: 38283219
doi: 10.1039/d3md00535f
pii: d3md00535f
pmc: PMC10809383
doi:

Types de publication

Journal Article

Langues

eng

Pagination

322-343

Informations de copyright

This journal is © The Royal Society of Chemistry.

Déclaration de conflit d'intérêts

There are no conflicts to declare.

Auteurs

Bedřich Formánek (B)

Department of Organic Chemistry, Faculty of Chemical Technology, University of Chemistry and Technology, Prague Technická 5 166 28 Prague Czech Republic perlikop@vscht.cz.

Dorian Dupommier (D)

Department of Organic Chemistry, Faculty of Chemical Technology, University of Chemistry and Technology, Prague Technická 5 166 28 Prague Czech Republic perlikop@vscht.cz.

Tereza Volfová (T)

Department of Cell Biology, BIOCEV, Faculty of Science, Charles University Průmyslová 595, 252 50 Vestec Prague West Czech Republic.

Silvie Rimpelová (S)

Department of Biochemistry and Microbiology, Faculty of Food and Biochemical Technology, University of Chemistry and Technology Prague Technická 5 166 28 Prague The Czech Republic.

Aneta Škarková (A)

Department of Cell Biology, BIOCEV, Faculty of Science, Charles University Průmyslová 595, 252 50 Vestec Prague West Czech Republic.

Jana Herciková (J)

Department of Organic Chemistry, Faculty of Chemical Technology, University of Chemistry and Technology, Prague Technická 5 166 28 Prague Czech Republic perlikop@vscht.cz.

Daniel Rösel (D)

Department of Cell Biology, BIOCEV, Faculty of Science, Charles University Průmyslová 595, 252 50 Vestec Prague West Czech Republic.

Jan Brábek (J)

Department of Cell Biology, BIOCEV, Faculty of Science, Charles University Průmyslová 595, 252 50 Vestec Prague West Czech Republic.

Pavla Perlíková (P)

Department of Organic Chemistry, Faculty of Chemical Technology, University of Chemistry and Technology, Prague Technická 5 166 28 Prague Czech Republic perlikop@vscht.cz.
Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences Flemingovo nám. 2 160 00 Prague Czech Republic.

Classifications MeSH