Caffeic acid derivatives isolated from the aerial parts of Galinsoga parviflora and their effect on inhibiting oxidative burst in human neutrophils |
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| Affiliation: | 1. Department of Pharmacognosy and Molecular Basis of Phytotherapy, Medical University of Warsaw, Banacha 1, 02-097 Warsaw, Poland;2. Centre of Molecular and Macromolecular Studies PAS, Sienkiewicza 112, 90-363 Lodz, Poland;3. Physical Chemistry Department, Medical University of Warsaw, Banacha 1, 02-097 Warsaw, Poland;1. Chulabhorn Research Institute, Kamphaeng Phet 6, Talat Bang Khen, Lak Si, Bangkok 10210, Thailand;2. Faculty of Pharmaceutical Sciences, Khon Kaen University, Khon Kaen 40002, Thailand;1. State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China;2. TaiJi Pharmaceutical Research Institute, Chongqing 400118, China;3. Guangdong Junyuan Pharmaceutical Co., Ltd., Guangzhou 525432, China;1. Institute of Pharmacology, Polish Academy of Sciences, Department of Phytochemistry, 31-343 Kraków, Smętna street 12, Poland;2. Institute of Evolution, University of Haifa, Mt. Carmel, 3498838 Haifa, Israel;1. Department of Biotechnology, Indian Institute of Technology Roorkee, Roorkee 247 667, India;2. Department of Inorganic and Physical Chemistry, Indian Institute of Science, Bangalore 560012, India;1. Department of Botany and Nature Protection, University of Warmia and Mazury, Plac Łódzki 1, 10-718 Olsztyn, Poland;2. Department of Plant Physiology, Genetics and Biotechnology, Oczapowskiego 1A, University of Warmia and Mazury, 10-957 Olsztyn, Poland |
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| Abstract: | Four new caffeoyl -glucaric and -altraric acid derivatives along with eleven known compounds were isolated from aerial parts of Galinsonga parviflora. Their structures were elucidated by high-resolution spectroscopic studies. The four new compounds were determined as being 2,3,4,5-tetracaffeoylglucaric acid (1), 2,4,5-tricaffeoylglucaric acid (2), 2,3,4- or 3,4,5-tricaffeoylaltraric acid (3) and 2,3(4,5)-dicaffeoylaltraric acid (4). A reliable criterion for the determination of the linkage position of caffeic acids moieties in glucaric acid derivatives has been proposed, on the basis of detailed analysis of the respective J-couplings, including substitution and solvent influence on the observed values. All hexaric acids derivatives appeared as inhibitors of reactive oxygen species production by stimulated neutrophils. |
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| Keywords: | Caffeoylglucaric acid derivatives Caffeoylaltraric acid derivatives Oxidative burst |
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