Overcoming Cancer Cell Drug Resistance by a Folic Acid Targeted Polymeric Conjugate of Buthionine Sulfoximine.


Journal

Anti-cancer agents in medicinal chemistry
ISSN: 1875-5992
Titre abrégé: Anticancer Agents Med Chem
Pays: Netherlands
ID NLM: 101265649

Informations de publication

Date de publication:
2019
Historique:
received: 08 01 2019
revised: 04 04 2019
accepted: 11 05 2019
pubmed: 27 6 2019
medline: 1 4 2020
entrez: 27 6 2019
Statut: ppublish

Résumé

Glutathione (GSH), which is the predominant low molecular weight intracellular thiol in mammals, has multiple functions, such as those of protecting against oxidative stress and detoxifying endogenous and exogenous electrophiles. High GSH levels, which have been observed in various types of tumors, have been thought to contribute to the resistance of neoplastic cells to apoptotic stimuli triggered by pro-oxidant therapy. Although L-(S,R)-Buthionine Sulfoximine (BSO), a selective irreversible inhibitor of glutamate cysteine ligase, depletes GSH To demonstrate that a folate-targeted PEGylated BSO conjugate can sensitize cancer cells to a Reactive Oxygen Species (ROS)-generating anticancer agent by depleting GSH. A novel folate-targeted PEGylated-BSO conjugate was synthesized and tested in combination with gemcitabine in human cell lines that over-express (HeLa) or do not express (A549) the folate receptor. The prepared folate-PEG-GFLG-BSO conjugate proved to be efficacious in reducing GSH levels and, when used in combination with the pro-oxidant drug gemcitabine, it enhanced drug activity in the cell line overexpressing the folate receptor. The folate-PEG-GFLG-BSO conjugate studied was found to be effective in sensitizing folatereceptor positive cancer cells to the ROS-generating drug gemcitabine.

Sections du résumé

BACKGROUND
Glutathione (GSH), which is the predominant low molecular weight intracellular thiol in mammals, has multiple functions, such as those of protecting against oxidative stress and detoxifying endogenous and exogenous electrophiles. High GSH levels, which have been observed in various types of tumors, have been thought to contribute to the resistance of neoplastic cells to apoptotic stimuli triggered by pro-oxidant therapy. Although L-(S,R)-Buthionine Sulfoximine (BSO), a selective irreversible inhibitor of glutamate cysteine ligase, depletes GSH
OBJECTIVE
To demonstrate that a folate-targeted PEGylated BSO conjugate can sensitize cancer cells to a Reactive Oxygen Species (ROS)-generating anticancer agent by depleting GSH.
METHODS
A novel folate-targeted PEGylated-BSO conjugate was synthesized and tested in combination with gemcitabine in human cell lines that over-express (HeLa) or do not express (A549) the folate receptor.
RESULTS
The prepared folate-PEG-GFLG-BSO conjugate proved to be efficacious in reducing GSH levels and, when used in combination with the pro-oxidant drug gemcitabine, it enhanced drug activity in the cell line overexpressing the folate receptor.
CONCLUSION
The folate-PEG-GFLG-BSO conjugate studied was found to be effective in sensitizing folatereceptor positive cancer cells to the ROS-generating drug gemcitabine.

Identifiants

pubmed: 31241440
pii: ACAMC-EPUB-99223
doi: 10.2174/1871520619666190626114641
doi:

Substances chimiques

Antimetabolites, Antineoplastic 0
Folate Receptors, GPI-Anchored 0
Deoxycytidine 0W860991D6
Polyethylene Glycols 3WJQ0SDW1A
Buthionine Sulfoximine 5072-26-4
Folic Acid 935E97BOY8
Gemcitabine 0

Types de publication

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

Langues

eng

Sous-ensembles de citation

IM

Pagination

1513-1522

Informations de copyright

Copyright© Bentham Science Publishers; For any queries, please email at epub@benthamscience.net.

Auteurs

Felisa Cilurzo (F)

Department of Pharmacy, University of Chieti-Pescara "G. d'Annunzio", Via dei Vestini, 31, 66100 Chieti, Italy.

Maria C Cristiano (MC)

Department of Health Sciences, University of Catanzaro "Magna Graecia", Viale Europa, University Campus "S. Venuta", I-88100 Germaneto - Catanzaro, Italy.

Marta Da Pian (M)

Department of Pharmaceutical and Pharmacological Sciences, University of Padova, Via Marzolo 5, 35131, Padova, Italy.

Eleonora Cianflone (E)

Molecular and Cellular Cardiology, Department of Medical and Surgical Sciences, University of Catanzaro "Magna Graecia", Viale Europa, University Campus "S. Venuta", I-88100 Germaneto - Catanzaro, Italy.

Luigi Quintieri (L)

Department of Pharmaceutical and Pharmacological Sciences, University of Padova, Via Marzolo 5, 35131, Padova, Italy.

Donatella Paolino (D)

Department of Experimental and Clinical Medicine, University of Catanzaro "Magna Graecia", Viale Europa, University Campus "S. Venuta", I-88100 Germaneto - Catanzaro, Italy.
IRC FSH - Interregional Research Center for Food Safety & Health, Viale Europa, University Campus "S. Venuta", I-88100 Germaneto - Catanzaro, Italy.

Gianfranco Pasut (G)

Department of Pharmaceutical and Pharmacological Sciences, University of Padova, Via Marzolo 5, 35131, Padova, Italy.
Veneto Institute of Oncology IOV-IRCCS, Padua, Italy.

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Classifications MeSH