Design and synthesis of spirotryprostatin-inspired diketopiperazine systems from prolyl spirooxoindolethiazolidine derivatives |
| |
Authors: | Alessia Bertamino Claudio Aquino Marina Sala Nicoletta de Simone Carlo Andrea Mattia Loredana Erra Simona Musella Pio Iannelli Alfonso Carotenuto Paolo Grieco Ettore Novellino Pietro Campiglia Isabel Gomez-Monterrey |
| |
Institution: | 1. Department of Pharmaceutical and Toxicological Chemistry, University of Naples ‘Federico II’, Via D. Montesano 49, I-80131 Naples, Italy;2. Department of Pharmaceutical Science, University of Salerno, I-84084 Fisciano, Salerno, Italy;3. Department of Chemistry, University of Salerno, I-84084 Fisciano, Salerno, Italy |
| |
Abstract: | Based on the spirotryprostatin-A structure, we designed, synthesized, and evaluated different series of compounds belonging to the diketopiperazine structural class as potential cell cycle modulators and cytotoxic agents. Starting from the spirooxoindolthiazolidine scaffold, amide coupling with Pro derivatives and intramolecular cyclization reactions are suitable synthetic methods to generate chemically diverse diketopiperazine system, such as hexahydropyrrolo1,2-a]1,3]thiazolo3,2-d]pyrazine-5,10-dione (structure I), hexahydropyrrolo1,2-a] 1,3]thiazolo3,4-d]pyrazine-5,10-dione (structure II) and spiroindol-2-one3,3′]hexahydro-5,10H-pyrrolo1,2-a]1,3]thiazolo3,4-d]pyrazine-5,10-dione (structure III). Some of these compounds, especially those who belong to the series I and II, showed interesting cytotoxic activity. |
| |
Keywords: | |
本文献已被 ScienceDirect 等数据库收录! |
|