Multi-action platinum(IV) prodrugs conjugated with COX-inhibiting NSAIDs.

Humans Cisplatin / pharmacology Prodrugs / pharmacology Platinum / pharmacology Prostaglandin-Endoperoxide Synthases Cell Line, Tumor Anti-Inflammatory Agents, Non-Steroidal / pharmacology
Anticancer Apoptosis Cyclooxygenase inhibition NSAIDs Pt(IV) prodrugs

Journal

European journal of medicinal chemistry
ISSN: 1768-3254
Titre abrégé: Eur J Med Chem
Pays: France
ID NLM: 0420510

Informations de publication

Date de publication:
05 Sep 2023
Historique:
received: 23 03 2023
revised: 21 05 2023
accepted: 23 05 2023
medline: 19 6 2023
pubmed: 10 6 2023
entrez: 9 6 2023
Statut: ppublish

Résumé

In the last decades, inflammation has been recognized as being closely connected to cancer, and joint strategies encompassing chemotherapeutic and anti-inflammatory agents have been extensively studied. In this work, a series of novel cisplatin and oxaliplatin-based Pt(IV) complexes comprising non-steroidal anti-inflammatory drugs (NSAIDs) and their carboxyl ester analogues as axial moieties were synthesized. Several of the cisplatin-based Pt(IV) complexes 22-30 showed increased cytotoxicity in the human cancer cell lines CH1/PA-1, SW480 and A549 compared to the Pt(II) drug. For the most potent complex 26, comprising two aceclofenac (AFC) moieties, the formation of Pt(II)-9-methylguanine (9-MeG) adducts after activation with ascorbic acid (AsA) was proven. Additionally, a significant inhibition of cyclooxygenase (COX) activity and prostaglandin E

Identifiants

DOI: 10.1016/j.ejmech.2023.115515 PMID: 37295160
pubmed: 37295160
pii: S0223-5234(23)00481-6
doi: 10.1016/j.ejmech.2023.115515
pii:
doi:

Substances chimiques

Cisplatin Q20Q21Q62J
Prodrugs 0
Platinum 49DFR088MY
Prostaglandin-Endoperoxide Synthases EC 1.14.99.1
Anti-Inflammatory Agents, Non-Steroidal 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

115515

Informations de copyright

Copyright © 2023 The Authors. Published by Elsevier Masson SAS.. All rights reserved.

Déclaration de conflit d'intérêts

Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

Auteurs

Xiao Liu (X)

Institute for Inorganic and Analytical Chemistry, Friedrich Schiller Universität Jena, Humboldt Str. 8, 07743, Jena, Germany.

Dominik Wenisch (D)

Institute of Inorganic Chemistry, Faculty of Chemistry, University of Vienna, Währinger Strasse 42, 1090, Vienna, Austria.

Philipp Dahlke (P)

Department of Pharmaceutical/Medicinal Chemistry, Institute of Pharmacy, Friedrich Schiller University Jena, Philosophenweg 14, D-07743, Jena, Germany.

Paul M Jordan (PM)

Department of Pharmaceutical/Medicinal Chemistry, Institute of Pharmacy, Friedrich Schiller University Jena, Philosophenweg 14, D-07743, Jena, Germany.

Michael A Jakupec (MA)

Institute of Inorganic Chemistry, Faculty of Chemistry, University of Vienna, Währinger Strasse 42, 1090, Vienna, Austria; Research Cluster 'Translational Cancer Therapy Research', University of Vienna, Währinger Strasse 42, 1090, Vienna, Austria.

Christian R Kowol (CR)

Institute of Inorganic Chemistry, Faculty of Chemistry, University of Vienna, Währinger Strasse 42, 1090, Vienna, Austria; Research Cluster 'Translational Cancer Therapy Research', University of Vienna, Währinger Strasse 42, 1090, Vienna, Austria.

Phil Liebing (P)

Institute for Inorganic and Analytical Chemistry, Friedrich Schiller Universität Jena, Humboldt Str. 8, 07743, Jena, Germany.

Oliver Werz (O)

Department of Pharmaceutical/Medicinal Chemistry, Institute of Pharmacy, Friedrich Schiller University Jena, Philosophenweg 14, D-07743, Jena, Germany. Electronic address: oliver.werz@uni-jena.de.

Bernhard K Keppler (BK)

Institute of Inorganic Chemistry, Faculty of Chemistry, University of Vienna, Währinger Strasse 42, 1090, Vienna, Austria; Research Cluster 'Translational Cancer Therapy Research', University of Vienna, Währinger Strasse 42, 1090, Vienna, Austria. Electronic address: bernhard.keppler@univie.ac.at.

Wolfgang Weigand (W)

Institute for Inorganic and Analytical Chemistry, Friedrich Schiller Universität Jena, Humboldt Str. 8, 07743, Jena, Germany. Electronic address: wolfgang.weigand@uni-jena.de.

Articles similaires

[Redispensing of expensive oral anticancer medicines: a practical application].

Lisanne N van Merendonk, Kübra Akgöl, Bastiaan Nuijen
1.00
Humans Antineoplastic Agents Administration, Oral Drug Costs Counterfeit Drugs

Smoking Cessation and Incident Cardiovascular Disease.

Jun Hwan Cho, Seung Yong Shin, Hoseob Kim et al.
1.00
Humans Male Smoking Cessation Cardiovascular Diseases Female

Evaluation of Low-Value Services Across Major Medicare Advantage Insurers and Traditional Medicare.

Ciara Duggan, Adam L Beckman, Ishani Ganguli et al.
1.00
Humans United States Aged Cross-Sectional Studies Medicare Part C

Effectiveness of Virtual Yoga for Chronic Low Back Pain: A Randomized Clinical Trial.

Hallie Tankha, Devyn Gaskins, Amanda Shallcross et al.
1.00
Humans Yoga Low Back Pain Female Male

Classifications MeSH

questionsmedicales.fr › Eucaryotes › Animaux › Chordés › Vertébrés › Mammifères › Eutheria › Primates › Haplorhini › Catarrhini › Hominidae › Humains › Multi-action platinum(IV) prodrugs conjugated...
questionsmedicales.fr › Produits chimiques inorganiques › Composés du platine › Cisplatine › Multi-action platinum(IV) prodrugs conjugated...
questionsmedicales.fr › Préparations pharmaceutiques › Promédicaments › Multi-action platinum(IV) prodrugs conjugated...
questionsmedicales.fr › Produits chimiques inorganiques › Métaux › Métaux lourds › Platine › Multi-action platinum(IV) prodrugs conjugated...
questionsmedicales.fr › Enzymes et coenzymes › Enzymes › Oxidoreductases › Oxygénases › Mixed function oxygenases › Prostaglandin-endoperoxide synthases › Multi-action platinum(IV) prodrugs conjugated...
questionsmedicales.fr › Cellules › Cellules cultivées › Cellules cancéreuses en culture › Lignée cellulaire tumorale › Multi-action platinum(IV) prodrugs conjugated...
questionsmedicales.fr › Actions chimiques et utilisations › Actions pharmacologiques › Utilisations thérapeutiques › Antirhumatismaux › Anti-inflammatoires non stéroïdiens › Multi-action platinum(IV) prodrugs conjugated...