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
- ,
- ,
- ,
- ,
- 巻
- 74
- 号
- 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.
- ID情報
-
- DOI : 10.1016/j.tet.2018.04.033
- ISSN : 1464-5416
- ISSN : 0040-4020
- SCOPUS ID : 85046170578