期刊
JOURNAL OF NATURAL PRODUCTS
卷 85, 期 4, 页码 866-877出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.1c00997
关键词
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资金
- Guangdong Basic and Applied Basic Research Foundation [2019A1515012138]
- Guangdong Provincial-level Special Funds for Promoting High-quality Economic Development [2020032]
- Key-Area Research and Development Program of Guangdong Province [2020B1111110003]
Twenty-two sesquiterpenoids and 11 polyacetylenes were isolated from Atractylodes lancea. Among them, 11 compounds are new. The structures and configurations were determined using various analytical techniques. Polyacetylenes showed inhibitory activity against osteoclastogenesis.
Twenty-two sesquiterpenoids (1-22) and 11 polyacetylenes (23-33) were obtained from the rhizomes of Atractylodes lancea. Among them, 11 compounds (1-5, 11, 12, 23, 24, 30, and 31) are new. The scaffolds represented by the isolates of sesquiterpenoids were found to be varied and included two rare rearranged spirovetivane sesquiterpenoids with a spiro [4,4] skeleton, eight spirovetivanes, three guaianes, eight eudesmanes, and one eremophilane. Their planar structures and relative configurations were elucidated by UV, IR, 1D and 2D NMR, and HRESIMS data analysis. The absolute configurations of the new sesquiterpenoids were determined using X-ray diffraction analysis and by comparison of the calculated and experimental electronic circular dichroism and optical rotation data, as well as chemical transformations. All the isolated compounds (1-33) were evaluated for their activity against RANKL-induced osteoclastogenesis in bone marrow macrophages. Two polyacetylene-type compounds, 25 and 32, showed potent activity with IC50 values of 1.3 and 0.64 mu M, respectively. Rearranged spirovetivane sesquiterpenoids with a Spiro [4,4] skeleton are reported herein from the genus Atractylodes for the first time. Polyacetylenes were demonstrated as the main active constituents of A. lancea with osteoclastogenesis inhibitory activity.
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