期刊
MARINE DRUGS
卷 17, 期 5, 页码 -出版社
MDPI
DOI: 10.3390/md17050250
关键词
diketopiperazine alkaloids; oxepine-containing; Penicillium chrysogenum; absolute configurations; VCD method
资金
- Program of National Natural Science Foundation of China [U1706210, 41776141]
- Fundamental Research Funds for the Central Universities [201841004]
- Taishan Scholars Program, China
Three new diketopiperazine alkaloids, including two oxepine-containing diketopiperazines, chrysopiperazines A and B (1 and 2), and one quinazoline-containing diketopiperazine, chrysopiperazine C (5), together with three known analogues (3, 4, and 6), were isolated from the gorgonian-derived Penicillium chrysogenum fungus. The relative and absolute configurations of C-3 and C-15 in 1 and 2, C-3 and C-14 in 5 were established by NOE modified Marfey's analysis and electronic circular dichroism (ECD) calculations. Particularly, the absolute configurations of C-19 in 1 and 3, which was very challenging to be identified due to the flexible conformation in a short aliphatic chain, were successfully determined by the vibrational circular dichroism (VCD) method, supplying with a reliable and optional method to define the absolute configurations. Additionally, this is the first report on oxepine-containing diketopiperazines from the genus Penicillium.
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