Journal
JOURNAL OF NATURAL PRODUCTS
Volume 79, Issue 1, Pages 132-140Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.5b00802
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Funding
- National Natural Science Foundation of China [21322204, 81172939]
- NSFC-Joint Foundation of Yunnan Province [U1302223]
- reservation-talent project of Yunnan Province [2011CI043]
- West Light Foundation of the Chinese Academy of Sciences
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Thirty-two enmein-type ent-kaurane diterpenoids, including 13 new compounds, were isolated from the aerial parts of Isodon phyllostachys. Compounds 1 and 2 are the first examples of 3,20:6,20-diepoxyenmein-type ent-kauranoids, and the structures of these new compounds were established mainly by analyzing NMR and HREIMS data. The absolute configurations of 1 and 8 and the relative configuration of 9 were determined using single-crystal X-ray diffraction. Compounds 11, 15, 20, and 21 were active against five human cancer cell lines (HL-60, SMMC-7721, A-549, MCF-7, and SW-480), with IC50 values ranging from 1.2 to 5.0 mu M. Compounds 3, 11, 15, 17, 20, 21, 25, and 29 strongly inhibited NO production in LPS-stimulated RAW264.7 cells, with IC50 values ranging from 0.74 to 4.93 mu M.
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