期刊
FRONTIERS IN CHEMISTRY
卷 7, 期 -, 页码 -出版社
FRONTIERS MEDIA SA
DOI: 10.3389/fchem.2019.00080
关键词
Penicillium janthinellum; indole-diterpenoid; steroid; absolute configuration; anti-Vibrio activity
资金
- National Natural Science Foundation of China [41606174, 21877025]
- State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources (Guangxi Normal University) [CMEMR 2017-B07]
- Scientific Research Foundation of Hebei Educational Committee [QN2016177, ZD2017004]
- Natural Science Foundation of Hebei Province of China [B2017201059]
- High Performance Computer Center of Hebei University
- Top Young Talents Program of Hebei Province
- National Training Program of Innovation and Entrepreneurship for Undergraduates [201810075023]
A systematic chemical exploration of the marine-derived fungus Penicillium janthinellum led to the isolation of four indole-diterpenoid derivatives (1-4), including new penijanthines C and D (1 and 2), and a pair of new steroidal epimers, penijanthoids A and B (5 and 6). The calculated ECD spectra and Snatzke's method for the new compound 1 were carried out to determine its absolute configuration. The absolute configuration of 3 was established by X-ray diffraction and calculated ECD methods for the first time. DP4plus approach was used to elucidate the absolute configurations of the C-25 epimeric steroids 5 and 6. 25-Epimeric 5 and 6 represent the first examples of steroids forming a five-membered lactone between C-23 and C-27 from marine fungi. Compounds 1, 2, 5, and 6 displayed significant anti-Vibrio activity (Minimum inhibitory concentration, MIC values ranging from 3.1 to 50.0 mu M) against three pathogenic Vibrio spp.
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