Sesquiterpenes from the rhizomes of Alpinia japonica and their inhibitory effects on nitric oxide production |
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Institution: | 1. Department of Radiology, University of Minnesota Medical Centers, Minneapolis, Minnesota;2. Abbott Northwestern Hospital, Minneapolis, Minnesota;3. HealthPartners Occupational and Environmental Medicine, St. Paul, Minnesota;4. HealthPartners Institute, Bloomington, Minnesota;1. Insititute of Geology, Chinese Academy of Geological Sciences, Beijing, China;2. School of Geophysics and Information Technology, China University of Geosciences, Beijing, China;3. No. 2 Geophysical Exploration Team, Southwest Petroleum Bureau of SINOPEC, Deyang, China;4. Guilin University of Technology, Guilin, China;1. Laboratory of Biotechnology, Protection and Valorization of Plant Resources, Phytochemistry and Pharmacology of Aromatic and Medicinal Plant Unit, Faculty of Science – Semlalia, Cadi Ayyad University, P.O. Box 2390, 40000, Marrakech, Morocco;2. Laboratory of Pharmacognosy and Ethnopharmacology, UMR-MD3, Faculty of Pharmacy, Aix-Marseille University, 27 Bd. Jean Moulin, CS 30064, 13385, Marseille Cedex 5, France;3. Laboratory of Parasitology, UMR MD3, Faculty of Pharmacy, Aix-Marseille University, 27 Bd. Jean Moulin, CS 30064, 13385, Marseille Cedex 5, France;1. Faculty of Biological and Environmental Sciences, Federal University of Grande Dourados UFGD, MS, Brazil;2. Faculty of Health Sciences, Federal University of Grande Dourados UFGD, MS, Brazil;3. Chemistry, State University of Mato Grosso do Sul UEMS, MS, Brazil;4. Faculty of Agricultural Sciences, Federal University of Grande Dourados UFGD, MS, Brazil;5. Oswaldo Cruz Foundation, Mato Grosso do Sul, MS, Brazil |
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Abstract: | A novel norsesquiterpene (1), three new bisabolenes sesquiterpenes (2–4), along with 7 known compounds (5–11), were isolated from the rhizomes of Alpinia japonica. The structures of the new compounds were elucidated by analysis of spectroscopic data. The absolute configuration of C-1 in 3 was deduced via the circular dichroism data of the in situ formed Rh2(OCOCF3)4] complexes. Inhibitory effects of the isolates on nitric oxide production in lipopolysaccaride-activated RAW264.7 macrophages were evaluated. Compound 6 showed significant inhibitory activity with IC50 value of 5.3 μΜ, and compounds 1, 3, 5 and 7–10 exhibited moderate inhibitory activities with IC50 values between 24.5 and 46.3 μM. |
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