https://scholars.lib.ntu.edu.tw/handle/123456789/564781
標題: | Structural studies and anticancer activity of a novel class of β-peptides | 作者: | Kudryavtsev K.V. Yu C.-C. Ivantcova P.M. Polshakov V.I. Churakov A.V. Br?se S. Zefirov N.S. JIH-HWA GUH |
關鍵字: | Antiproliferative agents; Cycloaddition; mTOR pathway; Oligomers; Prostate cancer; β-proline | 公開日期: | 2015 | 卷: | 10 | 期: | 2 | 起(迄)頁: | 383-389 | 來源出版物: | Chemistry - An Asian Journal | 摘要: | Functionalized oligomeric organic compounds with well-defined β-proline scaffold have been synthesized by a cycloadditive oligomerization approach in racemic and enantiopure forms. The structure of the novel β-peptides was investigated by NMR spectroscopic and X-ray methods determining the conformational shapes of the β-proline oligomers in solution and solid states. The main structural elements subject to conformational switches are β-peptide bonds between 5-arylpyrrolidine-2-carboxylic acid units existing in Z/E configurations. The whole library of short β-peptides and intermediate acrylamides has been tested on antiproliferative activity towards the hormone-refractory prostate cancer cell line PC-3 revealing several oligomeric compounds with low micromolar and submicromolar activities. Bromine-substituted dimeric and trimeric acrylamides induced caspase-dependent apoptosis of PC-3 cells through cell-cycle arrest and mitochondrial damage. ? 2015 Wiley-VCH Verlag GmbH & Co. KGaA. |
URI: | https://www.scopus.com/inward/record.uri?eid=2-s2.0-84921455666&doi=10.1002%2fasia.201403171&partnerID=40&md5=f23c5b627a12cab124d1fa8b474e0e5e https://scholars.lib.ntu.edu.tw/handle/123456789/564781 |
ISSN: | 18614728 | DOI: | 10.1002/asia.201403171 | SDG/關鍵字: | Cell culture; Cell death; Cycloaddition; Diseases; Organic polymers; Peptides; Urology; Anti-proliferative activities; Anticancer activities; Antiproliferative agents; Conformational switches; Mitochondrial damage; mTOR pathway; Prostate cancer cells; Prostate cancers; Oligomers; antineoplastic agent; beta-proline; caspase; peptide; proline; analogs and derivatives; apoptosis; cell cycle checkpoint; chemistry; cycloaddition; drug effects; human; metabolism; mitochondrial membrane potential; protein conformation; stereoisomerism; synthesis; tumor cell line; Antineoplastic Agents; Apoptosis; Caspases; Cell Cycle Checkpoints; Cell Line, Tumor; Cycloaddition Reaction; Humans; Membrane Potential, Mitochondrial; Peptides; Proline; Protein Conformation; Stereoisomerism |
顯示於: | 藥學系 |
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