Literature DB >> 20347319

Synthesis and study of new paramagnetic and diamagnetic verapamil derivatives.

Balázs Bognár1, Shabnam Ahmed, M Lakshmi Kuppusamy, Karuppaiyah Selvendiran, Mahmood Khan, József Jeko, Olga H Hankovszky, Tamás Kálai, Periannan Kuppusamy, Kálmán Hideg.   

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 H(2)O(2) induced damage. Copyright 2010 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID: 20347319      PMCID: PMC4596527          DOI: 10.1016/j.bmc.2010.02.040

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  34 in total

1.  Prevention of doxorubicin-induced acute cardiotoxicity by an experimental antioxidant compound.

Authors:  Peter Deres; Robert Halmosi; Ambrus Toth; Krisztina Kovacs; Anita Palfi; Tamas Habon; Laszlo Czopf; Tamas Kalai; Kalman Hideg; Balazs Sumegi; Kalman Toth
Journal:  J Cardiovasc Pharmacol       Date:  2005-01       Impact factor: 3.105

2.  Combining benzo[d]isoselenazol-3-ones with sterically hindered alicyclic amines and nitroxides: enhanced activity as glutathione peroxidase mimics.

Authors:  Tamas Kálai; Govindasamy Mugesh; Gouriprasanna Roy; Helmut Sies; Zoltán Berente; Kálmán Hideg
Journal:  Org Biomol Chem       Date:  2005-08-31       Impact factor: 3.876

3.  Investigations on the structure-activity relationships of verapamil.

Authors:  R Mannhold; R Steiner; W Haas; R Kaufmann
Journal:  Naunyn Schmiedebergs Arch Pharmacol       Date:  1978-04       Impact factor: 3.000

4.  A pyrroline derivative of mexiletine offers marked protection against ischemia/reperfusion-induced myocardial contractile dysfunction.

Authors:  H Li; K Y Xu; L Zhou; T Kalai; J L Zweier; K Hideg; P Kuppusamy
Journal:  J Pharmacol Exp Ther       Date:  2000-11       Impact factor: 4.030

5.  Direct evidence for in vivo nitroxide free radical production from a new antiarrhythmic drug by EPR spectroscopy.

Authors:  P Twomey; J Taira; W DeGraff; J B Mitchell; A Russo; M C Krishna; O H Hankovszky; L Frank; K Hideg
Journal:  Free Radic Biol Med       Date:  1997       Impact factor: 7.376

6.  Studies of structure-activity relationship of nitroxide free radicals and their precursors as modifiers against oxidative damage.

Authors:  M C Krishna; W DeGraff; O H Hankovszky; C P Sár; T Kálai; J Jeko; A Russo; J B Mitchell; K Hideg
Journal:  J Med Chem       Date:  1998-08-27       Impact factor: 7.446

7.  Scavenger effect of experimental and clinically used cardiovascular drugs.

Authors:  Z Marton; R Halmosi; B Horvath; T Alexy; G Kesmarky; J Vekasi; I Battyany; K Hideg; K Toth
Journal:  J Cardiovasc Pharmacol       Date:  2001-11       Impact factor: 3.105

8.  Novel phenoxyalkylamine derivatives. II. Synthesis and Ca2+-antagonistic activities of alpha-alkyl-alpha-[(phenoxypropylamino)propyl]benzeneacetonit rile derivatives.

Authors:  K Mitani; T Yoshida; S Sakurai; K Morikawa; Y Iwanaga; E Koshinaka; H Kato; Y Ito
Journal:  Chem Pharm Bull (Tokyo)       Date:  1988-01       Impact factor: 1.645

9.  Stereoisomers of calcium antagonists which differ markedly in their potencies as calcium blockers are equally effective in modulating drug transport by P-glycoprotein.

Authors:  V Höllt; M Kouba; M Dietel; G Vogt
Journal:  Biochem Pharmacol       Date:  1992-06-23       Impact factor: 5.858

10.  The effects of calcium channel antagonist treatment and oxygen radical scavenging on infarct size and the no-reflow phenomenon in reperfused hearts.

Authors:  B Villari; G Ambrosio; P Golino; M Ragni; A Focaccio; I Tritto; M Salvatore; M Chiariello
Journal:  Am Heart J       Date:  1993-01       Impact factor: 4.749

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  1 in total

1.  Synthesis and study of 2-amino-7-bromofluorenes modified with nitroxides and their precursors as dual anti-amyloid and antioxidant active compounds.

Authors:  Tamás Kálai; Jitka Petrlova; Mária Balog; Hnin Hnin Aung; John C Voss; Kálmán Hideg
Journal:  Eur J Med Chem       Date:  2011-02-03       Impact factor: 6.514

  1 in total

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