Synthesis of novel methyl jasmonate derivatives and evaluation of their biological activity in various cancer cell lines.


Journal

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

Informations de publication

Date de publication:
10 2019
Historique:
received: 24 04 2019
revised: 19 07 2019
accepted: 22 07 2019
pubmed: 5 8 2019
medline: 21 10 2020
entrez: 5 8 2019
Statut: ppublish

Résumé

Warburg hypothesized that the energy consumption of cancer cells is different than the normal cells. When compared to normal conditions, cancer cells do not undergo tricarboxylic acid (TCA) cycle therefore resulting in more lactate in the cells. Glycolysis pathway is a way of cancer cells to provide energy. The first step in glycolysis is the phosphorylation of glucose to glucose-6-phosphate. This reaction is catalyzed by the hexokinase-II enzyme (HK-II) which is known to be overexpressed in tumor cells. The feeding of cancer cells can be prevented by inhibiting the hexokinase-II enzyme in the first step of aerobic glycolysis. In literature, Methyl Jasmonate (MJ) is known as a Hexokinase-II inhibitor since it disposes VDAC and HK-II interaction on mitochondrial membrane. In our study, we aimed to increase the activity by synthesizing the novel MJ analogues with appropriate modifications. Here we report Hexokinase-2 enzyme and cell viability study results in different cancer cells. Based on the three different cancer cell lines we investigated, our novel MJ analogues proved to be more potent than the original molecule. Thus this research may provide more efficacious/novel HK-II inhibitors and may shed light to develop new anti-cancer agents.

Identifiants

pubmed: 31377389
pii: S0045-2068(19)30630-3
doi: 10.1016/j.bioorg.2019.103146
pii:
doi:

Substances chimiques

Acetates 0
Antineoplastic Agents 0
Cyclopentanes 0
Oxylipins 0
methyl jasmonate 900N171A0F
Voltage-Dependent Anion Channel 1 EC 1.6.-
Hexokinase EC 2.7.1.1
Glucose IY9XDZ35W2

Types de publication

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

Langues

eng

Sous-ensembles de citation

IM

Pagination

103146

Informations de copyright

Copyright © 2019 Elsevier Inc. All rights reserved.

Auteurs

Bilgesu Onur Sucu (BO)

Istanbul Medipol University, Vocational School of Health Services, Pharmacy Services, Kavacik Campus, Kavacik-Beykoz, Istanbul 34810, Turkey; Istanbul Medipol University, Regenerative and Restorative Medicine Research Center (REMER), Kavacik Campus, Kavacik-Beykoz, Istanbul 34810, Turkey.

Ozgecan Savlug Ipek (OS)

Istanbul Medipol University, Regenerative and Restorative Medicine Research Center (REMER), Kavacik Campus, Kavacik-Beykoz, Istanbul 34810, Turkey; Yildiz Technical University, Graduate School of Natural and Applied Sciences, Department of Chemistry, Besiktas, Istanbul 34349, Turkey.

Sukran Ozdatli Kurtulus (SO)

Istanbul Medipol University, Regenerative and Restorative Medicine Research Center (REMER), Kavacik Campus, Kavacik-Beykoz, Istanbul 34810, Turkey.

Busra Emine Yazici (BE)

Istanbul Medipol University, Regenerative and Restorative Medicine Research Center (REMER), Kavacik Campus, Kavacik-Beykoz, Istanbul 34810, Turkey; Istanbul Medipol University, School of Medicine, Department of Medical Biology, Kavacik Campus, Kavacik-Beykoz, Istanbul 34810, Turkey.

Nihal Karakas (N)

Istanbul Medipol University, Regenerative and Restorative Medicine Research Center (REMER), Kavacik Campus, Kavacik-Beykoz, Istanbul 34810, Turkey; Istanbul Medipol University, School of Medicine, Department of Medical Biology, Kavacik Campus, Kavacik-Beykoz, Istanbul 34810, Turkey.

Mustafa Guzel (M)

Istanbul Medipol University, Regenerative and Restorative Medicine Research Center (REMER), Kavacik Campus, Kavacik-Beykoz, Istanbul 34810, Turkey; Istanbul Medipol University, International School of Medicine, Department of Medical Pharmacology, Kavacik Campus, Kavacik-Beykoz, Istanbul 34810, Turkey. Electronic address: mguzel@medipol.edu.tr.

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Classifications MeSH