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Makale Tam Makale Uluslararası 2015

Haloperidol metabolite II prodrug: Asymmetric synthesis and biological evaluation on rat C6 glioma cells

Piera Sozio, Jole Fiorito, Viviana Di Giacomo, Antonio Di Stefano, Lisa Marinelli, Ivana Cacciatore, Amelia Cataldi, Stephanie Pacella, Hasan Türkez, Carmela Parenti, Antonio Rescifina, Agostino Marrazzo

European journal of medicinal chemistry Cilt 90 · ss. 1–9 · 01.01.2015
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Özet

In a previous work we reported the antiproliferative effects of (+/-)-MRJF4, a novel haloperidol metabolite II (HP-mII) (a sigma-1 antagonist and sigma-2 agonist) prodrug, obtained through conjugation to 4-phenylbutyric acid (PhBA) [a histone deacetylase inhibitor (HDACi)] via an ester bond. As a continuation of this work, here we report the asymmetric synthesis of compounds (R)-(+)-MRJF4 and (S)(-)-MRJF4 and the evaluation of their biological activity on rat C6 glioma cells, derived from glioblastoma multiforme (GBM), which is the most common and deadliest central nervous system (CNS) invasive malignancy. Favourable physicochemical properties, high permeability in the parallel artificial membrane permeability assay (PAMPA), good enzymatic and chemical stability, in vivo anticancer activity, associated with the capacity to reduce cell viability and to increase cell death by apoptosis, render compound (R)-(+)-MRJF4 a promising candidate for the development of a useful therapeutic for gliomas therapy. (C) 2014 Elsevier Masson SAS. All rights reserved.

Anahtar kelimeler

PROLIFERATION IN-VITRO INHIBITORS ANTAGONISTS MEDICINAL CHEMISTRY CANCER CELLS BINDING-SITES glioma Sigma receptors HDAC GUINEA-PIG BRAIN HIGH-AFFINITY REDUCED HALOPERIDOL GLIOBLASTOMA CELLS

Sürdürülebilir Kalkınma Amaçları

  • SKA 3: Sağlıklı Bireyler

Atıf için künye

Sozio, P., Fiorito, J., Di Giacomo, V., Di Stefano, A., Marinelli, L., Cacciatore, I., Cataldi, A., Pacella, S., Türkez, H., Parenti, C., Rescifina, A., & Marrazzo, A. (2015). Haloperidol metabolite II prodrug: Asymmetric synthesis and biological evaluation on rat C6 glioma cells. European journal of medicinal chemistry, 90, 1–9. https://doi.org/10.1016/j.ejmech.2014.11.012

BibTeX 
@article{sozio2015-244951,
  author = {Sozio, Piera and Fiorito, Jole and Di Giacomo, Viviana and Di Stefano, Antonio and Marinelli, Lisa and Cacciatore, Ivana and Cataldi, Amelia and Pacella, Stephanie and Türkez, Hasan and Parenti, Carmela and Rescifina, Antonio and Marrazzo, Agostino},
  title = {Haloperidol metabolite II prodrug: Asymmetric synthesis and biological evaluation on rat C6 glioma cells},
  journal = {European journal of medicinal chemistry},
  year = {2015},
  volume = {90},
  pages = {1--9},
  issn = {0223-5234},
  doi = {10.1016/j.ejmech.2014.11.012},
  url = {https://akademik.atauni.edu.tr/yayinlar/244951-haloperidol-metabolite-ii-prodrug-asymmetric-synthesis-and-biological-evaluation}
}