Literature DB >> 24697243

One-step semisynthesis method of spirocurcasone and pyracurcasone from curcusones A and B.

Xu-Yang Li1, Yuan-Feng Yang, Xing-Rong Peng, Ming-Ming Li, Liang-Qun Li, Xu Deng, Hong-Bo Qin, Jie-Qing Liu, Ming-Hua Qiu.   

Abstract

High contents of curcusones A and B and trace amounts of spirocurcasone exist in the roots of Jatropha curcas. Here, a one-step semisynthesis method of spirocurcasone and pyracurcasone was built, not only resulted an increased yield of spirocurcasone but also produced pyracurcasone, which exhibited greater cytotoxicity compared to curcusones A and B. The plausible mechanism of the formation of pyracurcasone was proposed, and the proposed biogenetic origin for spirocurcasone by Taglialatela-Scafati was confirmed.

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Year:  2014        PMID: 24697243     DOI: 10.1021/ol500692j

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Total Synthesis and Target Identification of the Curcusone Diterpenes.

Authors:  Chengsen Cui; Brendan G Dwyer; Chang Liu; Daniel Abegg; Zhong-Jian Cai; Dominic G Hoch; Xianglin Yin; Nan Qiu; Jie-Qing Liu; Alexander Adibekian; Mingji Dai
Journal:  J Am Chem Soc       Date:  2021-03-11       Impact factor: 15.419

2.  Rhodium(III)-catalyzed dearomatizing (3 + 2) annulation of 2-alkenylphenols and alkynes.

Authors:  Andrés Seoane; Noelia Casanova; Noelia Quiñones; José L Mascareñas; Moisés Gulías
Journal:  J Am Chem Soc       Date:  2014-05-19       Impact factor: 15.419

  2 in total

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