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Issue 39, 2018, Issue in Progress
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Highly efficient green synthesis and photodynamic therapeutic study of hypericin and its derivatives

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Abstract

A highly efficient synthetic pathway for hypericin (7a) was achieved under mild conditions with an overall yield over two steps of 92% using emodinanthrone as a starting material, where protohypericin, a key precursor of hypericin, was synthesized in water with microwave assistance, which was then photocyclized to hypericin with a high yield via 1 h irradiation in a visible light reactor equipped with 575 nm monochromatic lamps. In addition, the method could be used to synthesize hypericin derivatives (7b–d) with similar overall yields. Furthermore, their effects of photodynamic therapy (PDT) were evaluated on A431, HepG-2, and MCF-7 cell lines. The PDT of 7b was better than that of 7a, whereas 7c and 7d were worse. Unlike other cell lines, MCF-7 was not sensitive to any of 7a–d at the same concentrations.

Graphical abstract: Highly efficient green synthesis and photodynamic therapeutic study of hypericin and its derivatives

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Publication details

The article was received on 01 May 2018, accepted on 02 Jun 2018 and first published on 13 Jun 2018


Article type: Paper
DOI: 10.1039/C8RA03732A
RSC Adv., 2018,8, 21786-21792
  • Open access: Creative Commons BY-NC license
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    Highly efficient green synthesis and photodynamic therapeutic study of hypericin and its derivatives

    Y. Zhang, K. Shang, X. Wu, S. Song, Z. Li, Z. Pei and Y. Pei, RSC Adv., 2018, 8, 21786
    DOI: 10.1039/C8RA03732A

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