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Pendulaosides A and B. Two acylated triterpenoid saponins from Harpullia pendula seed extract
Institution:1. Departamento de Química, Universidade Federal de Minas Gerais, Avenida Presidente Antônio Carlos, 6627, Pampulha, 31270-901, Belo Horizonte-MG, Brazil;2. Instituto de Química, Universidade Federal de Alfenas, Rua Gabriel Monteiro da Silva, 700, Centro, 37130-000, Alfenas-MG, Brazil;3. Departamento de Nutrição e Saúde, Universidade Federal de Viçosa, Avenida Peter Henry Rolfs, s/n, Campus Universitário, 36570-900, Viçosa-MG, Brazil;4. Escola de Farmácia, Universidade Federal de Ouro Preto, Rua Costa Sena, 171, Centro, 35400-000, Ouro Preto-MG, Brazil;5. Departamento de Biodiversidade, Evolução e Meio Ambiente, Universidade Federal de Ouro Preto, Campus Universitário do Morro do Cruzeiro, Rua Professor Paulo Magalhães Gomes, s/n, 35400-000, Ouro Preto-MG, Brazil;1. Marine Drugs Research Center, College of Pharmacy, Jinan University, Guangzhou 510632, China;2. State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, and Key Laboratory of Plant Resources and Chemistry of Arid Zone, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi, 830011, China;1. Pharmacy College, Jiangxi University of Traditional Chinese Medicine, 818 Xinwan Avenue, Nanchang 330004, Jiangxi, PR China;2. Technology Center, Jiangzhong Group, 618 Huoju Road, Nanchang 330096, Jiangxi, PR China;3. Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, PR China;1. Department of Chinese Pharmaceutical Sciences and Chinese Medicine Resources, China Medical University, Taichung 404, Taiwan;2. Faculty of Pharmacy, School of Pharmaceutical Sciences, National Yang-Ming University, Taipei 112, Taiwan;3. Department of Medical Research, China Medical University Hospital, China Medical University, Taichung 404, Taiwan;4. Department of Forestry, National Chung-Hsing University, Taichung 402, Taiwan;5. Agricultural Biotechnology Research Center, Academia Sinica, Taipei 115, Taiwan;6. Department of Cosmeceutics, China Medical University Hospital, China Medical University, Taichung 404, Taiwan;7. Department of Exercise Health Science, National Taiwan University of Physical Eucation and Sport, Taichung 404, Taiwan;8. Department of Biotechnology, Asia University, Taichung 413, Taiwan
Abstract:Two new acylated triterpenoid saponins named pendulaosides A and B as well as the known phenolic compounds methyl gallate, gallic acid, 1,2,3,6-tera-O-galloyl-β-d-glucose and 1,2,3,4,6-penta-O-galloyl-β-d-glucose, were isolated from the seeds of Harpullia pendula. The structures of pendulaosides A and B were determined using extensive 1D and 2D NMR analysis and mass spectrometry as well as acid hydrolysis, as 3-O-β-d-glucopyranosyl-(1→2)-α-L-arabinofuranosyl-(1→3)]-β-d-glucuronopyranosyl-22-O-angeloyl-3β,16α,22α,24β,28-pentahydroxylolean-12-ene and 3-O-β-d-glucopyranosyl-(1→2)-α-L-arabinofuranosyl-(1→3)]-β-d-glucuronopyranosyl-16-O-(2-methylbutyroyl)-3β,16α,22α,24β,28-pentahydroxylolean-12-ene, respectively. To the best of our knowledge the two triterpene parts 22-O-angeloyl-3β,16α,22α,24β,28-pentahydroxylolean-12-ene and16-O-(2-methylbutyroyl)-3β,16α,22α,24β,28-pentahydroxylolean-12-ene have never been characterized before. The two isolated saponins were assayed for their in-vitro cytotoxic activity against the three human tumor cell lines HepG2, MCF7 and PC3. The results showed that pendulaoside A exhibited moderate activity on PC3 cell line with IC50value equal to 13.0 μM and weak activity on HepG2 cell line with IC50 value equal to 41.0 μM. Pendulaoside B proved to be inactive against the three used cell lines.
Keywords:Sapindaceae  Pendulaosides A and B  Triterpenoid saponins  Cytotoxicity
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