Highly efficient green synthesis and photodynamic therapeutic study of hypericin and its derivatives. Issue 39 (13th June 2018)

• Record Type: Journal Article
• Authors: Zhang, Ying; Shang, Kun; Wu, Xiaowen; Song, Siyu; Li, Zebo; Pei, Zhichao; Pei, Yuxin
• Is Part Of: RSC advances. Volume 8:Issue 39(2018)
• Page Start: 21786
• Page End: 21792
• Publication Date: 2018-06-13
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c8ra03732a
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : A highly efficient synthetic pathway for hypericin as well as its derivatives was achieved under mild and green conditions with high yields. 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 of7b was better than that of7a, whereas7c and7d were worse. Unlike other cell lines, MCF-7 was not sensitive to any of7a–d at the same concentrations.