Rapid isolation and identification of minor natural products by LC–MS,LC–SPE–NMR and ECD: Isoflavanones,biflavanones and bisdihydrocoumarins from Ormocarpum kirkii |
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| Institution: | 1. Department of Health Sciences, Section of Health and Rehab, Luleå University of Technology, Luleå, Sweden;2. Swedish Centre for Animal Welfare, Swedish University of Agricultural Sciences, Uppsala, Sweden;3. Västerås Hospital, Västerås, Sweden;4. Department of Economics, Unit of Applied Statistics and Mathematics, Swedish University of Agricultural Sciences, Uppsala, Sweden;5. Department of Medical Sciences, Clinical Chemistry, Uppsala University, Uppsala, Sweden;1. College of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, PR China;2. Institute of Traditional Chinese Medicine and Natural Products, College of Pharmacy, Jinan University, Guangzhou 510632, PR China;3. State Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100101, PR China;4. State Key Laboratory of Photochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, Yunnan, PR China;5. National Center for Drug Screening and State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, PR China;2. Departamento Bioquímica, ESM, IPN, México;3. Department of Immunology, Faculty of Medicine, The University of Manitoba, Winnipeg, Manitoba, Canada;4. Department of Pathology and Laboratory Medicine, St. Michael’s Hospital, University of Toronto, Toronto, Ontario, Canada |
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| Abstract: | The combination of the hyphenated techniques LC–MS and LC–SPE–NMR constitutes a powerful platform for the rapid isolation and identification of minor components from natural sources. Electronic circular dichroism (ECD) is a useful tool to determine the absolute configuration of small quantities of chiral molecules. In order to search for minor constituents present in an Ormocarpum kirkii extract, these techniques were applied for the separation and structure elucidation of a series of isoflavanones, biflavanones and biscoumarins. After optimization of chromatographic conditions and subsequent isolation, MS and 1D and 2D NMR data were collected. Experimental and calculated ECD spectra were used in conjunction with NMR data to confirm the absolute configuration of these compounds. Eight compounds were identified for the first time and six have been previously reported. The present approach offers a strategy for accelerating research on natural products. |
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