New glycoconjugation strategies for Ruthenium(II) arene complexes via phosphane ligands and assessment of their antiproliferative activity.

Anticancer metal complexes Apoptosis Carbohydrate complexes Cell-cycle Cytotoxicity Glycoconjugation Mitochondrial membrane potential Phosphane ligand Ruthenium(II) arene

Journal

Bioorganic chemistry
ISSN: 1090-2120
Titre abrégé: Bioorg Chem
Pays: United States
ID NLM: 1303703

Informations de publication

Date de publication:
09 2022
Historique:
received: 23 02 2022
revised: 17 05 2022
accepted: 20 05 2022
pubmed: 8 6 2022
medline: 22 6 2022
entrez: 7 6 2022
Statut: ppublish

Résumé

Glycoconjugation is a powerful tool to improve the anticancer activity of metal complexes. Herein, we modified commercial arylphosphanes with carbohydrate-derived fragments for the preparation of novel glycoconjugated ruthenium(II) p-cymene complexes. Specifically, d-galactal and d-allal-derived vinyl epoxides (VEβ and VEα) were coupled with (2-hydroxyphenyl)diphenylphosphane, affording the 2,3-unsaturated glycophosphanes 1β and 1α. Ligand exchange with [Ru(C

Identifiants

pubmed: 35671646
pii: S0045-2068(22)00306-6
doi: 10.1016/j.bioorg.2022.105901
pii:
doi:

Substances chimiques

Antineoplastic Agents 0
Coordination Complexes 0
Ligands 0
Phosphines 0
Ruthenium 7UI0TKC3U5
phosphine FW6947296I

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

105901

Informations de copyright

Copyright © 2022 Elsevier Inc. All rights reserved.

Auteurs

Dalila Iacopini (D)

University of Pisa, Dipartimento di Chimica e Chimica Industriale, Via G. Moruzzi 13, I-56124 Pisa, Italy.

Ján Vančo (J)

Regional Centre of Advanced Technologies and Materials, Czech Advanced Technology and Research Institute, Palacký University, Šlechtitelů 27, CZ-779 00 Olomouc, Czech Republic.

Sebastiano Di Pietro (S)

University of Pisa, Dipartimento di Farmacia, Via Bonanno Pisano 33, 56126 Pisa, Italy.

Vittorio Bordoni (V)

University of Pisa, Dipartimento di Farmacia, Via Bonanno Pisano 33, 56126 Pisa, Italy.

Stefano Zacchini (S)

University of Bologna, Dipartimento di Chimica Industriale "Toso Montanari", Viale del Risorgimento 4, I-40136 Bologna, Italy.

Fabio Marchetti (F)

University of Pisa, Dipartimento di Chimica e Chimica Industriale, Via G. Moruzzi 13, I-56124 Pisa, Italy.

Zdeněk Dvořák (Z)

Department of Cell Biology and Genetics, Faculty of Science, Palacký University, Šlechtitelů 27, CZ-779 00 Olomouc, Czech Republic.

Tomáš Malina (T)

Regional Centre of Advanced Technologies and Materials, Czech Advanced Technology and Research Institute, Palacký University, Šlechtitelů 27, CZ-779 00 Olomouc, Czech Republic.

Lorenzo Biancalana (L)

University of Pisa, Dipartimento di Chimica e Chimica Industriale, Via G. Moruzzi 13, I-56124 Pisa, Italy. Electronic address: lorenzo.biancalana@unipi.it.

Zdeněk Trávníček (Z)

Regional Centre of Advanced Technologies and Materials, Czech Advanced Technology and Research Institute, Palacký University, Šlechtitelů 27, CZ-779 00 Olomouc, Czech Republic. Electronic address: zdenek.travnicek@upol.cz.

Valeria Di Bussolo (V)

University of Pisa, Dipartimento di Farmacia, Via Bonanno Pisano 33, 56126 Pisa, Italy. Electronic address: valeria.dibussolo@unipi.it.

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Classifications MeSH