Enantioselective Synthesis of Photodynamic Rubellin Anthraquinone Dimers

该项目包括有针对性的合成有趣的二聚蒽醌天然产物，红铃兰。为它们的形成而开发的策略受到从它们在它们被提取的生物体中的生物合成中获得的信息的启发。红菌素是一类从植物寄生真菌中分离得到的蒽醌二聚体，具有潜在的抗菌和抗癌活性。该化合物家族的计划合成包括发展一种选择性交叉偶联，然后进行轴向到点转移脱芳香光环化，作为转化的关键步骤。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。在前列腺癌、卵巢癌和胰腺癌的研究框架中，这些化合物是开发新的光动力疗法的潜在化学探针。

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.