Synthesis and study of new paramagnetic and diamagnetic verapamil derivatives

Balázs Bognár, Shabnam Ahmed, M. Lakshmi Kuppusamy, Karuppaiyah Selvendiran, Mahmood Khan, J. Jekó́, Olga H. Hankovszky, T. Kalai, Periannan Kuppusamy, K. Hideg

Research output: Contribution to journalArticle

2 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

Fingerprint

Hydroxylamine
Verapamil
Reactive Oxygen Species
Derivatives
Nitriles
CHO Cells
Scavenging
Amides
Amines
Nitrogen
Salts
In Vitro Techniques

Keywords

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

ASJC Scopus subject areas

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

Cite this

Synthesis and study of new paramagnetic and diamagnetic verapamil derivatives. / Bognár, Balázs; Ahmed, Shabnam; Lakshmi Kuppusamy, M.; Selvendiran, Karuppaiyah; Khan, Mahmood; Jekó́, J.; Hankovszky, Olga H.; Kalai, T.; Kuppusamy, Periannan; Hideg, K.

In: Bioorganic and Medicinal Chemistry, Vol. 18, No. 8, 15.04.2010, p. 2954-2963.

Research output: Contribution to journalArticle

Bognár, B, Ahmed, S, Lakshmi Kuppusamy, M, Selvendiran, K, Khan, M, Jekó́, J, Hankovszky, OH, Kalai, T, Kuppusamy, P & Hideg, K 2010, 'Synthesis and study of new paramagnetic and diamagnetic verapamil derivatives', Bioorganic and Medicinal Chemistry, vol. 18, no. 8, pp. 2954-2963. https://doi.org/10.1016/j.bmc.2010.02.040
Bognár, Balázs ; Ahmed, Shabnam ; Lakshmi Kuppusamy, M. ; Selvendiran, Karuppaiyah ; Khan, Mahmood ; Jekó́, J. ; Hankovszky, Olga H. ; Kalai, T. ; Kuppusamy, Periannan ; Hideg, K. / Synthesis and study of new paramagnetic and diamagnetic verapamil derivatives. In: Bioorganic and Medicinal Chemistry. 2010 ; Vol. 18, No. 8. pp. 2954-2963.
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