Autor: |
Weimao Zhong, Junfeng Wang, Xiaoyi Wei, Tingdan Fu, Yuchan Chen, Qi Zeng, Zhonghui Huang, Xinan Huang, Weimin Zhang, Si Zhang, Lijuan Long, Fazuo Wang |
Jazyk: |
angličtina |
Rok vydání: |
2019 |
Předmět: |
|
Zdroj: |
Frontiers in Chemistry, Vol 7 (2019) |
Druh dokumentu: |
article |
ISSN: |
2296-2646 |
DOI: |
10.3389/fchem.2019.00350 |
Popis: |
Three pairs of new spirocyclic alkaloid enantiomers eurotinoids A–C (1–3), as well as a known biogenetically related racemate dihydrocryptoechinulin D (4) were isolated from a marine-derived fungus Eurotium sp. SCSIO F452. Their structures were determined by spectroscopic analyses and electronic circular dichroism (ECD) calculations. Compounds 1 and 2 represent the first two “meta” products from a non-stereoselective [4 + 2] Diels-Alder cycloaddition presumably between an enone group of a diketopiperazine alkaloid and a diene group of a benzaldehyde derivative via a new head-to-tail coupling mode biosynthetically, while 3 and 4 were “ortho” products. Their enantiomers exhibited different antioxidative and cytotoxic activities. The modes of action were investigated by a preliminary molecular docking study. |
Databáze: |
Directory of Open Access Journals |
Externí odkaz: |
|