title: Polyol monoterpenes isolated from Chenopodium ambrosioides.
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 IC50value of 16.83 μM.
authors.affiliation: a Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, School of Ethnic Medicine , Yunnan Minzu University , Kunming , P. R. China.
authors.forename: Shu-Qun
authors.initials: SQ
authors.lastname: Hou
authors.affiliation: a Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, School of Ethnic Medicine , Yunnan Minzu University , Kunming , P. R. China.
authors.forename: Yan-Hong
authors.initials: YH
authors.lastname: Li
authors.affiliation: a Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, School of Ethnic Medicine , Yunnan Minzu University , Kunming , P. R. China.
authors.forename: Xiang-Zhong
authors.initials: XZ
authors.lastname: Huang
authors.affiliation: a Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, School of Ethnic Medicine , Yunnan Minzu University , Kunming , P. R. China.
authors.forename: Rong
authors.initials: R
authors.lastname: Li
authors.affiliation: a Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, School of Ethnic Medicine , Yunnan Minzu University , Kunming , P. R. China.
authors.forename: Huai
authors.initials: H
authors.lastname: Lu
authors.affiliation: a Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, School of Ethnic Medicine , Yunnan Minzu University , Kunming , P. R. China.
authors.forename: Kai
authors.initials: K
authors.lastname: Tian
authors.affiliation: a Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, School of Ethnic Medicine , Yunnan Minzu University , Kunming , P. R. China.
authors.forename: Rong-Sheng
authors.initials: RS
authors.lastname: Ruan
authors.affiliation: a Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, School of Ethnic Medicine , Yunnan Minzu University , Kunming , P. R. China.
authors.forename: Yu-Kui
authors.initials: YK
authors.lastname: Li
mesh_terms: D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D002460:Cell Line; D027464:Chenopodium ambrosioides / Q000737:chemistry*; D004353:Drug Evaluation, Preclinical / Q000379:methods; D008264:Macrophages / Q000187:drug effects / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D015394:Molecular Structure; D039821:Monoterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018547:Plant Stems / Q000737:chemistry; D011108:Polymers / Q000737:chemistry
chemical_list: C000625601:4-hydroxy-4-isopropyl-2-methyl-2-cyclohexen-1-one; D000894:Anti-Inflammatory Agents, Non-Steroidal; D039821:Monoterpenes; D011108:Polymers; C516209:p-menth-2-en-1-ol; C024617:polyol
keywords: Chenopodium ambrosioides; anti-inflammatory activity; monoterpenes