Abstract
A series of linear and cyclic peptidomimetics composed of a cell-penetrating peptide and a non-natural, bifunctional 2,5-diketopiperazine scaffold is reported. Conformational studies revealed well-defined helical structures in micellar medium for linear structures, while cyclic peptidomimetics were more flexible. Biological investigations showed higher membrane-activity of cyclic derivatives allowing their use as shuttles for anti-cancer drugs.
MeSH terms
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Antineoplastic Agents / pharmacology*
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Cell Survival
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Cell-Penetrating Peptides / chemical synthesis
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Cell-Penetrating Peptides / chemistry*
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Daunorubicin / pharmacology*
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Diketopiperazines / chemical synthesis
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Diketopiperazines / chemistry*
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Drug Carriers / chemical synthesis
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Drug Carriers / chemistry*
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HeLa Cells
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Humans
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Micelles
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Peptidomimetics / chemical synthesis
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Peptidomimetics / chemistry
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Protein Conformation, alpha-Helical
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Protein Conformation, beta-Strand
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Sodium Dodecyl Sulfate / chemistry
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Stereoisomerism
Substances
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Antineoplastic Agents
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Cell-Penetrating Peptides
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Diketopiperazines
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Drug Carriers
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Micelles
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Peptidomimetics
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Sodium Dodecyl Sulfate
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Daunorubicin