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PMID: 20451379 Published · ppublish English Journal Article Research Support, N.I.H., Extramural Research Support, N.I.H., Intramural

Evaluation of thieno[3,2-b]pyrrole[3,2-d]pyridazinones as activators of the tumor cell specific M2 isoform of pyruvate kinase.

Bioorganic & medicinal chemistry letters ·Vol. 20 ·No. 11 ·2010-06-01 ·Pages 3387-93

Jiang JK, Boxer MB, Vander Heiden MG, Shen M, Skoumbourdis AP, Southall N, Veith H, Leister W, Austin CP, Park HW, Inglese J, Cantley LC, Auld DS, Thomas CJ

Abstract

Cancer cells have distinct metabolic needs that are different from normal cells and can be exploited for development of anti-cancer therapeutics. Activation of the tumor specific M2 form of pyruvate kinase (PKM2) is a potential strategy for returning cancer cells to a metabolic state characteristic of normal cells. Here, we describe activators of PKM2 based upon a substituted thieno[3,2-b]pyrrole[3,2-d]pyridazinone scaffold. The synthesis of these agents, structure-activity relationships, analysis of activity at related targets (PKM1, PKR and PKL) and examination of aqueous solubility are investigated. These agents represent the second reported chemotype for activation of PKM2.

MeSH Terms
Enzyme Activators/pharmacology Isoenzymes/metabolism Pyridazines/pharmacology Pyruvate Kinase/metabolism Structure-Activity Relationship
Chemicals
Enzyme Activators Isoenzymes Pyridazines Pyruvate Kinase
Authors & Affiliations
14 authors, click to expand affiliations / ORCID
Jiang Jian-kang
NIH Chemical Genomics Center, National Human Genome Research Institute, National Institutes of Health, 9800 Medical Center Drive, Rockville, MD 20850, USA.
Boxer Matthew B
Vander Heiden Matthew G
Shen Min
Skoumbourdis Amanda P
Southall Noel
Veith Henrike
Leister William
Austin Christopher P
Park Hee Won
Inglese James
Cantley Lewis C
Auld Douglas S
Thomas Craig J
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Article Info
Journal
Bioorganic & medicinal chemistry letters
Abbr.
Bioorg Med Chem Lett
ISSN
1464-3405
Published
2010-06-01
Epub
2010-00-11
Pages
3387-93
Language
English
Region
England
NLM ID
9107377
PMCID
PMC2874658
Subset
IM
Grants
NIMH NIH HHS · R03MH085679 · United States
NCI NIH HHS · T32 CA009172 · United States
Intramural NIH HHS · Z99 HG999999 · United States
NIMH NIH HHS · R03 MH085679 · United States
NIGMS NIH HHS · R01 GM056203 · United States
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