Synthesis and antiproliferative activities of doxorubicin thiol conjugates and doxorubicin-SS-cyclic peptide.
Animals
Antineoplastic Agents
/ chemical synthesis
Cell Proliferation
/ drug effects
Cell Survival
/ drug effects
Cells, Cultured
Disulfides
/ chemistry
Dose-Response Relationship, Drug
Doxorubicin
/ chemistry
Drug Screening Assays, Antitumor
Flow Cytometry
HEK293 Cells
Humans
Mice
Molecular Conformation
Peptides, Cyclic
/ chemistry
Reactive Oxygen Species
/ analysis
Structure-Activity Relationship
Sulfhydryl Compounds
/ chemistry
Anticancer
Cardiotoxicity
Cellular uptake
Cyclic peptide
Disulfide
Doxorubicin
Thiol
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:
01 Jan 2019
01 Jan 2019
Historique:
received:
27
08
2017
revised:
14
10
2018
accepted:
16
10
2018
pubmed:
6
11
2018
medline:
19
12
2018
entrez:
6
11
2018
Statut:
ppublish
Résumé
Myocardial toxicity and drug resistance caused by drug efflux are major limitations of doxorubicin (Dox)-based chemotherapy. Dox structure modification could be used to develop conjugates with an improved biological profile, such as antiproliferative activity and higher cellular retention. Thus, Dox thiol conjugates, Dox thiol (Dox-SH), thiol-reactive Dox-SS-pyridine (SS = disulfide), and a Dox-SS-cell-penetrating cyclic peptide, Dox-SS-[C(WR)
Identifiants
pubmed: 30396106
pii: S0223-5234(18)30911-5
doi: 10.1016/j.ejmech.2018.10.042
pmc: PMC8418874
mid: NIHMS1719540
pii:
doi:
Substances chimiques
Antineoplastic Agents
0
Disulfides
0
Peptides, Cyclic
0
Reactive Oxygen Species
0
Sulfhydryl Compounds
0
Doxorubicin
80168379AG
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
594-606Subventions
Organisme : NCI NIH HHS
ID : K08 CA179084
Pays : United States
Informations de copyright
Copyright © 2018 Elsevier Masson SAS. All rights reserved.
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