Total synthesis of cordatanine, structural reassignment of drymaritin, and anti-inflammatory activity of synthetic precursor

Hsin Wei Fang, Yu Ren Liao, Tsong Long Hwang, Po Chuen Shieh, Kuo Hsiung Lee, Hsin Yi Hung, Tian Shung Wu

研究成果: Article同行評審

6 引文 斯高帕斯(Scopus)

摘要

Abstract In this study, cordatanine, with a canthin-6-one skeleton, was totally synthesized in four steps via a Pictet-Spengler reaction using tryptamine and methyl glyoxylate with a total yield of 8%. The NMR spectra of synthesized cordatanine compared well with those of drymaritin isolated by Hsieh et al., confirming the need to revise the original structural assignment. In addition, kumujian A, a synthetic intermediate, showed significant anti-inflammatory effects, inhibiting both superoxide anion generation (IC50 4.87 μg/mL) and elastase release (IC50 6.29 μg/mL).

原文English
文章編號22963
頁(從 - 到)3822-3824
頁數3
期刊Bioorganic and Medicinal Chemistry Letters
25
發行號18
DOIs
出版狀態Published - 2015 8月 17

All Science Journal Classification (ASJC) codes

  • 生物化學
  • 分子醫學
  • 分子生物學
  • 藥學科學
  • 藥物發現
  • 臨床生物化學
  • 有機化學

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