Polyol monoterpenes isolated from Chenopodium ambrosioides

Shu Qun Hou, Yan Hong Li, Xiang Zhong Huang, Rong Li, Huai Lu, Kai Tian, Rong Sheng Ruan, Yu Kui Li

Research output: Contribution to journalArticle

4 Scopus citations

Abstract

Phytochemical study on the 95% ethyl alcohol extract of stems of Chenopodium ambrosioides resulted in the isolation of two new polyol monoterpenes, 4-hydroxy-4(α or β)-isopropyl-2-methyl-2-cyclohexen-1-one (1) and 1-methyl-4β- isopropyl-1-cyclohexene-4α,5α,6α-triol (2), together with five known compounds, (1S,2S,3R,4S)-1-methyl-4-(propan-2-yl)cyclohexane-1,2,3,4-tetrol (3), (1R,2S,3S,4S)- 1,2,3,4-tetrahydroxy-p-menthane (4), (1R,2S)-3-p-menthen-1,2-diol (5), (1R,4S)-p- menth-2-en-1-ol (6) and 1,4-dihydroxy-p-menth-2-ene (7). The structures of the new compounds were established on the basis of detailed spectroscopic evidence including extensive 1D and 2D NMR techniques. Compounds 1–7 were evaluated for their anti-inflammatory activity, and compound 1 showed moderate ability to inhibit NO production of LPS-stimulated RAW 264.7 macrophages with an IC50 value of 16.83 μM.

Original languageEnglish (US)
Pages (from-to)2467-2472
Number of pages6
JournalNatural Product Research
Volume31
Issue number21
DOIs
StatePublished - Jan 1 2017
Externally publishedYes

Keywords

  • Chenopodium ambrosioides
  • anti-inflammatory activity
  • monoterpenes

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    Hou, S. Q., Li, Y. H., Huang, X. Z., Li, R., Lu, H., Tian, K., Ruan, R. S., & Li, Y. K. (2017). Polyol monoterpenes isolated from Chenopodium ambrosioides. Natural Product Research, 31(21), 2467-2472. https://doi.org/10.1080/14786419.2017.1314278