One-Step Semisynthesis Method of Spirocurcasone and Pyracurcasone from Curcusones A and B

One-Step Semisynthesis Method of Spirocurcasone and Pyracurcasone from Curcusones A and B

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...

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Veröffentlicht in:Organic letters 2014-04, Vol.16 (8), p.2196-2199
Hauptverfasser: Li, Xu-Yang, Yang, Yuan-Feng, Peng, Xing-Rong, Li, Ming-Ming, Li, Liang-Qun, Deng, Xu, Qin, Hong-Bo, Liu, Jie-Qing, Qiu, Ming-Hua
Format: Artikel
Sprache:eng
Schlagworte:
Cisplatin - pharmacology
Diterpenes - chemical synthesis
Diterpenes - chemistry
Diterpenes - pharmacology
Drug Screening Assays, Antitumor
Female
HL-60 Cells
Humans
Jatropha - chemistry
Molecular Structure
Plant Roots - chemistry
Structure-Activity Relationship
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Zusammenfassung: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol500692j