Serine- and threonine-derived diamine equivalents for site-specific incorporation of platinum centers in peptides, and the anticancer potential of these conjugates
| Autor: | Muraleedharan K. Manheri, Devarajan Karunagaran, Nalini Venkatesan, Sateeshkumar Kumbhakonam, Soumya Saroj, Kasipandi Vellaisamy |
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| Rok vydání: | 2018 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Chemistry Lysine Peptide General Chemistry Conjugated system 010402 general chemistry 01 natural sciences Combinatorial chemistry Catalysis 0104 chemical sciences Serine chemistry.chemical_compound Diamine Materials Chemistry Threonine Peptide sequence Conjugate |
| Zdroj: | New Journal of Chemistry. 42:2450-2458 |
| ISSN: | 1369-9261 1144-0546 |
| DOI: | 10.1039/c7nj03999a |
| Popis: | A modular strategy that allows introduction of one or more reactive platinum units at chosen locations along a peptide sequence is presented. This makes use of diazides generated from serine and threonine as diamine equivalents which can be conjugated to the peptide under standard coupling conditions. Reduction of these diazides using Pd/C and H2 followed by platination affords the final products in good yields. Following this, we prepared a new class of peptide–platinum conjugates and carried out preliminary cytotoxicity evaluation and DNA interaction studies. Inclusion of lysine residues in the sequence was found to improve DNA interaction and anticancer activities compared to analogous conjugates with hydrophobic side chains. |
| Databáze: | OpenAIRE |
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