Synthesis and study of new paramagnetic and diamagnetic verapamil derivatives

Balázs Bognár, Shabnam Ahmed, M. Lakshmi Kuppusamy, Karuppaiyah Selvendiran, Mahmood Khan, József Jeko, Olga H. Hankovszky, Tamás Kálai, Periannan Kuppusamy, Kálmán Hideg

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3 Citations (Scopus)

Abstract

New derivatives of verapamil (1) modified with nitroxides and their precursors were synthesized and screened for reactive oxygen species (ROS)-scavenging activities. The basic structure was modified by changing the nitrile group to an amide or the methyl substituent on tertiary nitrogen with nitroxides and their reduced forms (hydroxylamine and secondary amines). Among the new verapamil derivatives compound 16B [Mohan, I. K.; Kahn, M.; Wisel, S.; Selvendiran, K.; Sridhar, A.; Carnes, C.A.; Bognár, B.; Kálai, T.; Hideg, K.; Kuppusamy, P. Am. J. Physiol. Heart Circ. Physiol. 2009, 296, 140], modified with hydroxylamine salt of 2,2,6,6-tetramethyl-1,2,3,6-tetrahydropyridine-1-yloxyl proved to be the best ROS scavenger in vitro and protected HSMC and CHO cells against H2O2 induced damage.

Original languageEnglish
Pages (from-to)2954-2963
Number of pages10
JournalBioorganic and Medicinal Chemistry
Volume18
Issue number8
DOIs
Publication statusPublished - Apr 15 2010

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Keywords

  • Antioxidant activity
  • Cardioprotective activity
  • EPR
  • Free radicals
  • Langendorff-heart
  • Nitroxide
  • Verapamil

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

Cite this

Bognár, B., Ahmed, S., Lakshmi Kuppusamy, M., Selvendiran, K., Khan, M., Jeko, J., Hankovszky, O. H., Kálai, T., Kuppusamy, P., & Hideg, K. (2010). Synthesis and study of new paramagnetic and diamagnetic verapamil derivatives. Bioorganic and Medicinal Chemistry, 18(8), 2954-2963. https://doi.org/10.1016/j.bmc.2010.02.040