| Inhibition of ornithine decarboxylase by the isomers of 1,4-dimethylputrescine. | |
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MedLine Citation:
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PMID: 2362277 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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1,4-Dimethylputrescine (2,5-hexanediamine) was separated into its racemic and meso isomers by fractional crystallization of its dibenzoyl derivative. The racemic form was resolved into its (+)- and (-)-isomers with (+)- and (-)-dibenzoyltartaric acids. None of the three isomers (meso, +, and -) inhibited ornithine decarboxylase (ODC) activity in vitro, while all the three were strongly inhibitory of ODC when assayed in vivo in rats or in H-35 hepatoma cells. In rat liver the three isomers also decreased the putrescine pool while only the (+)-isomer decreased spermidine content. In the H-35 cells the (-)- and (+)-isomers decreased the spermidine and spermine content. When ODC was induced in the latter by insulin it was found that the (-)-isomer strongly inhibited protein and ODC synthesis, while the (+)-isomer and the meso isomer were less inhibitory. The meso isomer was a good inducer of ODC antizyme in rat liver, while the (+)- and (-)-isomers were poor inducers of the former. |
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Authors:
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N Moyano; J Frydman; G Buldain; O Ruiz; R B Frydman |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, P.H.S. |
Journal Detail:
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Title: Journal of medicinal chemistry Volume: 33 ISSN: 0022-2623 ISO Abbreviation: J. Med. Chem. Publication Date: 1990 Jul |
Date Detail:
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Created Date: 1990-08-06 Completed Date: 1990-08-06 Revised Date: 2007-11-14 |
Medline Journal Info:
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Nlm Unique ID: 9716531 Medline TA: J Med Chem Country: UNITED STATES |
Other Details:
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Languages: eng Pagination: 1969-74 Citation Subset: IM |
Affiliation:
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Facultad de Farmacia y Bioquímica, Universidad de Buenos Aires, Argentina. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Animals Cell Line Female Isomerism Liver / drug effects, enzymology Liver Neoplasms, Experimental Neoplasm Proteins / biosynthesis Optical Rotation Ornithine Decarboxylase / antagonists & inhibitors* Polyamines / metabolism Putrescine / analogs & derivatives*, chemical synthesis, isolation & purification, pharmacology* Rats Rats, Inbred Strains Structure-Activity Relationship Thioacetamide / pharmacology Tumor Cells, Cultured / drug effects, metabolism |
| Grant Support | |
ID/Acronym/Agency:
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GM-11973/GM/NIGMS NIH HHS |
| Chemical | |
Reg. No./Substance:
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0/Neoplasm Proteins; 0/Polyamines; 110-60-1/Putrescine; 37143-63-8/1,4-dimethylputrescine; 62-55-5/Thioacetamide; EC 4.1.1.17/Ornithine Decarboxylase |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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