期刊
JOURNAL OF NATURAL PRODUCTS
卷 82, 期 5, 页码 1264-1273出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.8b01037
关键词
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资金
- Natural Science Foundation of China [U1405227, 41576157, 81573342, 81622044, 81820108030, 18ZR1449600]
- EU
- European Regional Development Fund [GINOP-2.3.2-15-2016-00008]
- MIUR Italy PRIN 2017 project [2017A95NCJ]
Five new biscembranoids, bistrochelides A-E (3-7), were isolated together with glaucumolides A (1) and B (2) from the soft coral Sarcophyton trocheliophorum. Their structures and absolute configurations were determined by spectroscopic methods, X-ray crystal diffraction, and DFT/NMR (density functional theory/nuclear magnetic resonance) and TDDFT/ECD (time-dependent density functional theory/electronic circular dichroism) calculations. A new approach is introduced to determine the relative configuration of a stereocenter through the dynamic evaluation of the mean absolute errors (MAEs) between the investigated diastereoisomers, moving from an extended to a more diagnostic restricted set of atoms. This research leads to the structure revision of glaucumolides A and B. In in vitro immunomodulatory screening, compounds 1 and 4 significantly induced the proliferation of CD3(+) T cells, while compounds 1 and 5 significantly increased the CD4(+)/CD8(+) ratio at 3 mu M.
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