Journal
JOURNAL OF NATURAL PRODUCTS
Volume 82, Issue 8, Pages 2181-2188Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.9b00183
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Funding
- Programs for Changjiang Scholars of Ministry of Education of the People's Republic of China [T2016088]
- National Science Fund for Distinguished Young Scholars [81725021]
- Innovative Research Groups of the National Natural Science Foundation of China [81721005]
- National Natural Science Foundation of China [21702067, 81573316, 81703580]
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An HPLC-DAD-directed chemical investigation of the soil-derived fungus Aspergillus versicolor QC812 resulted in the isolation and identification of eight new linearly fused prenylated indole alkaloids, asperversiamides I-P (1-8), along with a congener, asperversiamide H (9). Their structures and absolute configurations were determined by spectroscopic analysis including HRESIMS and 1D and 2D NMR, electronic circular dichroism analysis, and single-crystal X-ray diffraction. Asperversiamide I (1), the first diketopiperazine derived from D-proline and L-tryptophan, possesses an unprecedented C-11-spiro-fused 6/6/5/5/6/5 hexacyclic ring system. Asperversiamide J (2) is the first linearly fused 6/6/5 tricyclic prenylated indole alkaloid to be reported. 1 and 2 showed moderate inhibitory activities against HeLa cells with IC50 values of 7.3 and 6.4 mu M, respectively.
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