論文

査読有り
2018年6月7日

Coumarins with an unprecedented tetracyclic skeleton and coumarin dimers from chemically engineered extracts of a marine-derived fungus

Tetrahedron
  • Hitoshi Kamauchi
  • ,
  • Masahiro Noji
  • ,
  • Kaoru Kinoshita
  • ,
  • Toshikatsu Takanami
  • ,
  • Kiyotaka Koyama

74
23
開始ページ
2846
終了ページ
2856
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.1016/j.tet.2018.04.033
出版者・発行元
Elsevier Ltd

The unprecedented tetracyclic coumarin derivatives 1 and 2 and the coumarin dimers 3–5 were isolated from chemically engineered extracts (coumarin dimerization of natural extract) of the marine-derived fungus Eurotium rubrum. The structures of these compounds were established using NMR, MS and IR methods. The absolute configuration of 1 was determined by ECD calculations. The unprecedented tetracyclic coumarin skeleton was generated by domino-Knoevenagel-Diels-Alder reactions. Compounds 1–5 showed tyrosinase inhibitory activity (IC50 = 1.7, 1.2, 4.9, 1.8 and 2.9 μM, respectively). The isolated coumarin derivatives 1–5 were not observed by HPLC analysis in crude extracts of E. rubrum, suggesting that chemically engineered extract generated these new coumarin derivatives with tyrosinase inhibitory activity.

リンク情報
DOI
https://doi.org/10.1016/j.tet.2018.04.033
ID情報
  • DOI : 10.1016/j.tet.2018.04.033
  • ISSN : 1464-5416
  • ISSN : 0040-4020
  • SCOPUS ID : 85046170578

エクスポート
BibTeX RIS