A new approach to procyanidins synthesis with potent anti-adipogenic effects |
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| Affiliation: | 1. Key Laboratory of Animal Models and Human Disease Mechanisms of the Chinese Academy of Sciences/Key Laboratory of Bioactive Peptides of Yunnan Province, Kunming Institute of Zoology, Chinese Academy of Sciences, Kunming, Yunnan 650223, China;2. Kunming College of Life Science, University of Chinese Academy of Sciences, Kunming 650204, Yunnan, China;3. Kunming Primate Research Center of the Chinese Academy of Sciences, Kunming Institute of Zoology, Chinese Academy of Sciences, Kunming 650223, China;4. KIZ-SU Joint Laboratory of Animal Models and Drug Development, College of Pharmaceutical Sciences, Soochow University, Suzhou, Jiangsu 215006, China. |
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| Abstract: | Convenient structure modification of (+)-catechin (1) induced by nonthermal dielectric barrier discharge (DBD) plasma treatment afforded three novel methylene-linked flavan-3-ol oligomers, methylenetetracatechin (2), methylenetricatechin (3), and methylenedicatechin (4), together with two known catechin dimers, bis 8,8′-catechinylmethane (5) and bis 6,8′-catechinylmethane (6). The structures of the three new catechin oligomers 2–4 with methylene bridges were elucidated by detailed 1D- and 2D-NMR analysis, and the absolute configurations were established by the observation of circular dichroism (CD). The novel products 2 and 3 showed significantly enhanced anti-adipogenic capacities against both pancreatic lipase and differentiation of 3T3-L1 preadipocytes compared to the parent (+)-catechin. |
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| Keywords: | (+)-Catechin Oligomerization Dielectric barrier discharge plasma Pancreatic lipase Adipocyte differentiation |
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