Document Detail


A novel and orally active poly(ADP-ribose) polymerase inhibitor, KR-33889 [2-[methoxycarbonyl(4-methoxyphenyl) methylsulfanyl]-1H-benzimidazole-4-carboxylic acid amide], attenuates injury in in vitro model of cell death and in vivo model of cardiac ischemia.
MedLine Citation:
PMID:  18836068     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Blocking of poly(ADP-ribose) polymerase (PARP)-1 has been expected to protect the heart from ischemia-reperfusion injury. We have recently identified a novel and orally active PARP-1 inhibitor, KR-33889 [2-[methoxycarbonyl(4-methoxyphenyl)-methylsulfanyl]-1H-benzimidazole-4-carboxylic acid amide], and its major metabolite, KR-34285 [2-[carboxy(4-methoxyphenyl)methylsulfanyl]-1H-benzimidazole-4-carboxylic acid amide]. KR-33889 potently inhibited PARP-1 activity with an IC(50) value of 0.52 +/- 0.10 microM. In H9c2 myocardial cells, KR-33889 (0.03-30 microM) showed a resistance to hydrogen peroxide (2 mM)-mediated oxidative insult and significantly attenuated activation of intracellular PARP-1. In anesthetized rats subjected to 30 min of coronary occlusion and 3 h of reperfusion, KR-33889 (0.3-3 mg/kg i.v.) dose-dependently reduced myocardial infarct size. KR-34285, a major metabolite of KR-33889, exerted similar patterns to the parent compound with equi- or weaker potency in the same studies described above. In separate experiments for the therapeutic time window study, KR-33889 (3 mg/kg i.v.) given at preischemia, at reperfusion or in both, in rat models also significantly reduced the myocardial infarction compared with their respective vehicle-treated group. Furthermore, the oral administration of KR-33889 (1-10 mg/kg p.o.) at 1 h before occlusion significantly reduced myocardial injury. The ability of KR-33889 to inhibit PARP in the rat model of ischemic heart was confirmed by immunohistochemical detection of poly(ADP-ribose) activation. These results indicate that the novel PARP inhibitor KR-33889 exerts its cardioprotective effect in in vitro and in vivo studies of myocardial ischemia via potent PARP inhibition and also suggest that KR-33889 could be an attractive therapeutic candidate with oral activity for several cardiovascular disorders, including myocardial infarction.
Authors:
Kwang-Seok Oh; Sunkyung Lee; Kyu Yang Yi; Ho Won Seo; Hyun-Na Koo; Byung Ho Lee
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2008-10-03
Journal Detail:
Title:  The Journal of pharmacology and experimental therapeutics     Volume:  328     ISSN:  1521-0103     ISO Abbreviation:  J. Pharmacol. Exp. Ther.     Publication Date:  2009 Jan 
Date Detail:
Created Date:  2008-12-19     Completed Date:  2009-02-03     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0376362     Medline TA:  J Pharmacol Exp Ther     Country:  United States    
Other Details:
Languages:  eng     Pagination:  10-8     Citation Subset:  IM    
Affiliation:
Drug Discovery Division, Korea Research Institute of Chemical Technology, 100 Jang-dong, Yuseong, Daejeon 305-343, Republic of Korea.
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MeSH Terms
Descriptor/Qualifier:
Administration, Oral
Animals
Benzimidazoles / chemistry,  pharmacology*,  therapeutic use
Cardiotonic Agents / therapeutic use*
Cell Death / drug effects*
Cell Line
Enzyme Activation / drug effects
Hydrogen Peroxide / pharmacology
Male
Mitochondria, Heart / drug effects,  physiology
Myocardial Infarction / drug therapy*,  prevention & control
Myocardial Ischemia / physiopathology,  prevention & control*,  therapy
Myocardial Reperfusion
Phenylacetates / pharmacology*,  therapeutic use
Poly(ADP-ribose) Polymerases / antagonists & inhibitors*,  metabolism
Rats
Rats, Sprague-Dawley
Chemical
Reg. No./Substance:
0/2-(methoxycarbonyl(4-methoxyphenyl)methylsulfanyl)-1H-benzimidazole-4-carboxylic acid amide; 0/Benzimidazoles; 0/Cardiotonic Agents; 0/Phenylacetates; 7722-84-1/Hydrogen Peroxide; EC 2.4.2.30/Adprt protein, rat; EC 2.4.2.30/Poly(ADP-ribose) Polymerases

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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