Arteminal, a New Eudesmane Sesquiterpenolide from Artemisia frigida

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ARTEMINAL, A NEW EUDESMANE SESQUITERPENOLIDE FROM Artemisia frigida

Cun-Fang Li,1,2 Man-Li Zhang,1 Yu-Fang Wang,1 Mei Dong,3 Francoise Sauriol,4 Chang-Hong Huo,1 Qing-Wen Shi,1,3* Teiko Yamada,5 Hiromasa Kiyota,5* Yu-Cheng Gu,6 and Bin Cong3*

UDC 547.913.6

Arteminal, a novel eudesmane sesquiterpenoid, was isolated from the whole plant of Artemisia frigida. The structure was characterized on the basis of spectroscopic methods. Keywords: Artemisia frigida, aerial part, eudesmanes, sesquiterpenoids, structure elucidation. Artemisia frigida, named Xiaobaihao in China, is a perennial herb and sometimes subshrub belonging to the genus Artemisia. It is widespread in China, Middle Asia, Siberia, Europe, and North America [1]. In China, it is a constructive species or companion species of a phytobiocenose growing in forest grassland, grassland, desert grassland, and some arid regions [2]. The whole plant of A. frigida is used to treat icteric hepatitis, cholecystitis, difficulty of micturition, skin itch, eczema, ascariasis, and enterobiasis in traditional Chinese medicine. In traditional Mongolian medicine, it is named “a’ge” and is used to remedy hematemesis, hemorrhagia nasalis, irregular menses, bleeding wound, and “qi ha” disease. Sometimes, A. frigida is used as a substitute for A. capillaries and as a nutritive forage for livestock in grazing areas. Plants of the genus Artemisia are rich in sesquiterpenes [3], flavones, coumarins, monoterpenoids, and polyacetylenes, particularly sesquiterpenoids with variable pharmacological activities. In particular, there is increasing interest in species of the genus Artemisia following the discovery and successful clinical trials of the antimalarial sesquiterpenoid artemisinin obtained from the ancient Chinese medicinal plant A. annua [4]. So far, reports on the chemical constituents of A. frigida are rare, and the existing literature shows that the main constituents of A. frigida are flavonoids, sesquiterpenoids, and acetylenic compounds [5–7]. Thus, it is of particular significance to look for new chemical composition from A. frigida. We systemically investigated the chemical constituents of the aerial parts of A. frigida, isolated a new compound, and established its structure on the basis of spectroscopic techniques, including 1D and 2D NMR methods. O

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1) School of Pharmaceutical Sciences & College of Basic Medicine, Hebei Medical University, 361 Zhongshan East Road, 050017, Shijiazhuang, Hebei Province, P. R. China, e-mail: [email protected]; 2) Department of Pharmacy, the First Hospital of Shijiazhuang, Fanxi Road, 050010, Shijiazhuang, Hebei Province, P. R. China; 3) Department of Forensic Medicine, Hebei Medical University, Hebei Key Laboratory of Forensic Medicine, 050017, Shijiazhuang, Hebei Province, P. R. China; 4) Department of Chemistry, Queen’s University, Kingston, Ontario K7L 3N6, Canada; 5) Graduate School of Agricultural Science, Tohoku University, 1-1 Tsutsumidori-Amamiya, Aoba-ku, Sendai, 981-8555 Japan,