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New guaiane sesquiterpenes from Artemisia rupestris and their inhibitory effects on nitric oxide production
Institution:1. State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, China;2. Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China;3. National Drug Screening Laboratory, China Pharmaceutical University, 24 Nanjing 210009, China;4. Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou 510632, China;1. BioBioPha Co., Ltd., Kunming, 650201, People’s Republic of China;2. Department of Chemical Engineering, Yibin University, Yibin, 644000, People’s Republic of China;3. Department of Chemical Science & Technology, Kunming University, Kunming, 650214, People’s Republic of China;4. Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming, 650500, People’s Republic of China;1. Baikal institute of Nature Management, Siberian Branch, Russian Academy of Sciences, Ulan-Ude 670047, Russia;2. Buryat State University, Ulan-Ude 670000, Russia;3. Key Laboratory of Adaption and Evolution of Plateau Biota, Northwest Institute of Plateau Biology, Chinese Academy of Sciences, Xining 810001, PR China;4. Luoyang Normal University, Luoyang 471022, PR China;1. School of Pharmacy and Pharmaceutical Sciences, Cardiff University, Redwood Building, King Edward VII Avenue, Cardiff, CF10 3NB Wales, UK;2. Rega Institute for Medical Research, KU Leuven, Minderbroedersstraat 10, B-3000 Leuven, Belgium;1. Department of Animal Biology and Physiology, Faculty of Science, University of Yaoundé I, P.O. Box 812, Yaoundé, Cameroon;2. Department of Biology Science, Faculty of Medicine and Pharmaceutical Sciences, P.O. Box 2701 Douala, Cameroon;3. School of Wood, Water and Natural Resources, Faculty of Agriculture and Agricultural Science of Dschang, P.O. Box 786, Ebolowa Campus, Cameroon;4. Department of Animal Biology and Physiology, Faculty of Science University of Ngaoundere, P.O. Box 454, Ngaoundere, Cameroon;5. Department of Animal Biology Higher Teacher Training College, University of Yaoundé I, P.O. Box 3805, Yaounde, Cameroon;6. Department of Chemistry, Faculty of Science, University of Dschang, P.O. Box 371, Dschang, Cameroon;7. Department of Animal Biology, Faculty of Science, University of Douala, P.O. Box 24157, Douala, Cameroon;1. CAS Key Laboratory of Chemistry of Northwestern Plant Resources and Key Laboratory for Natural Medicine of Gansu Province, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, PR China;2. Key Laboratory of Tibetan Medicine Research, Northwest Institute of Plateau Biology, Chinese Academy of Sciences, Xining 810008, PR China
Abstract:Phytochemical investigation of the ethanol extract of the aerial parts of Artemisia rupestris resulted in the isolation of three new guaiane sesquiterpenes, (1R,7R,10S)-1-hydroxy-3-oxoguaia-4,11(13)-dien-12-oic acid (1), (1R,7R,10S)-10-hydroxy-3-oxoguaia-4,11(13)-dien-12-oic acid (2), pechueloic acid 12-O-β-d-glucopyranoside (3), together with 12 known compounds (415). The structures of these new compounds were established on the basis of extensive spectroscopic analysis and electronic circular dichroism (ECD) calculation. All isolates were evaluated for their in vitro inhibitory effects on nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated RAW 264.7 macrophages cells, and the structure–activity relationships were also discussed.
Keywords:Asteraceae  Guaiane sesquiterpenes  Nitric oxide inhibition
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