An Efficient Multigram Synthesis of Hypericin Improved by a Low Power LED Based Photoreactor,Organic Process Research & Development

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An Efficient Multigram Synthesis of Hypericin Improved by a Low Power LED Based Photoreactor
Organic Process Research & Development ( IF 3.1 ) Pub Date : 2017-12-07 00:00:00 , DOI: 10.1021/acs.oprd.7b00317
Renato S. Gonçalves ₁ , Bruno R. Rabello ₂ , Gabriel B. César ₁ , Paulo C. S. Pereira ₁ , Marcos A. S. Ribeiro ₁ , Eduardo C. Meurer ₃ , Noboru Hioka ₁ , Celso V. Nakamura ₄ , Marcos L. Bruschi ₄ , Wilker Caetano ₁

Affiliation

In this work, an improved synthesis process was developed for the multigram production of hypericin. An inexpensive and efficient low power Light Emission Diode (LED) based photoreactor was designed and employed to perform the protohypericin photocyclization reaction allowing its photoconversion in hypericin. This closed system overcomes safety issues related to scale-up hypericin preparation typically described in the literature which combines the use of open systems, organic solvents, and high-power light sources. The photoreactor designed allows a solution to, mainly, the intrinsic effect of hypericin photobleaching inherent to the protohypericin photocyclization reaction, implying an increase in the yield of the final product and consequently the final cost. Using a red-LED based photoreactor, a safety protocol was carried out in a 5-g scale hypericin preparation with quantitative yield.

中文翻译：

低功率LED基光反应器改善金丝桃素的高效多谱合成

在这项工作中，开发了一种改进的合成方法用于金丝桃素的多谱图生产。设计并使用了廉价，高效的低功耗发光二极管（LED）光反应器，以进行原高霉素的光环化反应，使其在金丝桃素中进行光转化。该封闭系统克服了与文献中通常描述的按比例放大的金丝桃素制备有关的安全性问题，该文献结合了开放式系统，有机溶剂和高功率光源的使用。设计的光反应器主要允许解决原hypericicicin光环化反应固有的金丝桃素光漂白的内在作用，这意味着最终产品的收率增加，因此最终成本增加。使用基于红色LED的光反应器，

更新日期：2017-12-07

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