Camganoids A and B, two new sesquiterpenes with different carbon skeletons isolated from fruits of Cinnamomum migao
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摘要:
Abstract:
Objective: To isolate and identify the undescribed compounds from the fruits of Cinnamomum migao and evaluate its nitric oxide inhibition potential. Methods: The chromatographic techniques of silica gel, sephadex, and HPLC were used for isolation and purification of the compounds, while HR-ESI-MS, 1D-NMR, 2D-NMR, ECD, and X-ray diffraction techniques were used to characterize and confirm the isolated compounds. Moreover, the anti-inflammatory activity of the isolated compounds was carried out to check inhibitory potential against the production of nitric oxide with RAW264.7 cells stimulated by LPS. Results: Camganoid A (1), a novel sesquiterpene possessing an unprecedented skeleton, and camganoid B (2), containing a unique eight-membered sesquiterpene moiety with a new carbon skeleton, were isolated and identified from the fruits of C. migao. The absolute configurations of 1 and 2 were confirmed by single crystal X-ray diffraction and electronic circular dichroism (ECD) calculations. Among these compounds, compound 1 exhibited potent inhibitory activity against the production of nitric oxide with IC50 value of 4.59 μmol/L in RAW264.7 cells stimulated by LPS. Conclusion: The isolation of two new skeletons from the fruits part of C. migao possessed unique skeletons which have not been reported before.
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The work was supported by NSFC (81973191), Natural Science Foundation of Shanghai (19ZR1428100), Project supported by the Department of Science and Technology of Guizhou?(Grant?No.?[2018] 2831), and the Horizontal Research Project of Shanghai Jiao Tong University (SA1700111, SA1700118). We thank Prof. Xiaoli Bao and Lingling Li from the Instrumental Analysis Center of Shanghai Jiao Tong University for X-ray crystallographic analysis. And we also thank Prof. Yuanqiang Guo from the School of Pharmacy, Nankai University for our ECD calculation work.
Yongzhen Xiaoa, Ishaq Muhammada, Xianpeng Mac, Huajun Yuc, Shikai Yana, b, Xue Xiaod, Huizi Jina, b. Camganoids A and B, two new sesquiterpenes with different carbon skeletons isolated from fruits of Cinnamomum migao[J]. Chinese Herbal Medicines (CHM),2022,14(4):638-642
