Enantioselective Synthesis of Photodynamic Rubellin Anthraquinone Dimers

该项目涵盖了有针对性的合成有趣的二聚蒽醌天然产物，风疹素。它们的形成策略的灵感来自于从提取它们的生物体中获得的生物合成信息。风疹素是从一系列植物寄生真菌中分离出来的蒽醌二聚体，具有潜在的抗菌和抗癌特性。该化合物家族的计划合成包括发展atroopselective交叉偶联，然后是轴向点转移脱芳光环化，这是转化的关键步骤。随后，合成的化合物将在光的影响下进行表型筛选，以评估其作为生物系统中的化学探针的光动力活性。这些化合物是开发新的光动力疗法的潜在化学探针，在前列腺癌、卵巢癌和胰腺癌的研究框架中。

The project covers the targeted syntheses of interesting dimeric anthraquinone natural products, the rubellins. The strategies developed for their formation are inspired from the informations obtained from their biosynthesis in the organisms they have been extracted from. The rubellins are a family of anthraquinone dimers that were isolated from a series of plant-parasitic fungi, and show potential antimicrobial and anticancer properties. The planned synthesis of this compound family includes the development of an atroposelective cross-coupling followed by an axial-to-point transferring dearomative photocyclization as key steps of the transformation. Subsequently, the synthesized compounds will be subjected to phenotypic screening under the influence of light to evaluate their photodynamic activity as chemical probes in biological systems. These compounds are potential chemical probes for the development of new photodynamic therapies, in the frame of prostate, ovary, and pancreas cancer research.