Retro Hydrazino-azapeptoids as Peptidomimetics of Proteasome Inhibitors

• Published in: Journal of medicinal chemistry Vol. 48; no. 1; pp. 330 - 334
• Main Authors: Aubin, Sandrine, Martin, Bénédicte, Delcros, Jean-Guy, Arlot-Bonnemains, Yannick, Baudy-Floc'h, Michèle
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 13.01.2005; Amer Chemical Soc
• Subjects: Animals; Antineoplastic agents; Antineoplastic Agents - pharmacology; Biochemistry - methods; Biological and medical sciences; Cell Proliferation - drug effects; Chemistry, Medicinal; Drug Screening Assays, Antitumor; General aspects; Hydrazines - chemistry; Inhibitory Concentration 50; Leukemia L1210; Life Sciences & Biomedicine; Medical sciences; Mice; Molecular Mimicry; Peptoids - chemistry; Peptoids - pharmacology; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Protease Inhibitors - chemistry; Protease Inhibitors - pharmacology; Proteasome Inhibitors; Science & Technology; Tumor Cells, Cultured; 20S PROTEASOME; ACID DERIVATIVES; POTENT; SOLID-PHASE SYNTHESIS; PEPTOIDS; AZA; N-SUBSTITUTED GLYCINES; AGENTS; MULTICATALYTIC PROTEINASE COMPLEX; AZAPEPTIDES; Antineoplastic agent; Organic hydrazide; Multicatalytic endopeptidase complex; Enzyme; Peptidomimetic compound; Rodentia; Enzyme inhibitor; Cytotoxicity; In vitro; Pseudopeptide; Peptidases; Vertebrata; Mammalia; Cell line; Structure activity relation; Mouse; Animal; B16-Melanoma; Hydrolases; Peptide synthesis; Chemical synthesis; Tumor cell
• ISSN: 0022-2623; 1520-4804
• DOI: 10.1021/jm049455f

Several groups of proteasome inhibitors are widely used to study the role of the ubiquin proteasome pathway in various cellular processes or as anticancer drugs. Peptidomimetics have been developed to circumvent problems inherent in peptides such as poor bioavailability and protease-mediated degradation, while retaining biological activity. In this study, we introduce new pseudopeptides, the retro hydrazino-azapeptoids, designed as proteasome inhibitor peptidomimetics. Their proteasome inhibitory activity and antiproliferative properties are reported here.