Synthesis of bis-spermine dimers that are potent polyamine transport inhibitors
| Autor: | C. Lance Carlson, Gerard F. Graminski, Josh R. Ziemer, Mark R. Burns, Nicolaas M.J. Vermeulen, Feng Cai, Scott M. Vanderwerf |
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| Přispěvatelé: | Molecular and Computational Toxicology |
| Jazyk: | angličtina |
| Rok vydání: | 2002 |
| Předmět: |
Spermidine transport
Spermidine Stereochemistry Clinical Biochemistry Drug Evaluation Preclinical Pharmaceutical Science Spermine Antineoplastic Agents Biochemistry Chemical synthesis Structure-Activity Relationship chemistry.chemical_compound Drug Discovery Polyamines Tumor Cells Cultured Humans Structure–activity relationship Molecular Biology Polyamine transport Organic Chemistry Biological Transport Polyamine Synthesis Inhibitor Cross-Linking Reagents chemistry Drug Design Molecular Medicine Polyamine Dimerization Cell Division |
| Zdroj: | Bioorganic and Medicinal Chemistry Letters, 12(1), 35-40. Elsevier Limited Graminski, G F, Carlson, C, Ziemer, J R, Cai, F, Vermeulen, N P E, Vanderwerf, S M & Burns, M R 2002, ' Synthesis of bis-spermine dimers that are potent polyamine transport inhibitors ', Bioorganic and Medicinal Chemistry Letters, vol. 12, no. 1, pp. 35-40 . https://doi.org/10.1016/S0960-894X(01)00659-X |
| ISSN: | 0960-894X |
| DOI: | 10.1016/s0960-894x(01)00659-x |
| Popis: | A series of novel spermine dimer analogues was synthesized and assessed for their ability to inhibit spermidine transport into MDA-MB-231 breast carcinoma cells. Two spermine molecules were tethered via their N(1) primary amines with naphthalenedisulfonic acid, adamantanedicarboxylic acid and a series of aliphatic dicarboxylic acids. The linked spermine analogues were potent polyamine transport inhibitors and inhibited cell growth cytostatically in combination with a polyamine synthesis inhibitor. Variation in the linker length did not alter polyamine transport inhibition. The amount of charge on the molecule may influence the molecular interaction with the transporter since the most potent spermidine transport inhibitors contained 5-6 positive charges. |
| Databáze: | OpenAIRE |
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