Lignan glycosides from the Rhizomes of Smilax trinervula and their Biological activities |
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| Affiliation: | 1. Key Laboratory of Modern Preparation of TCM, Jiangxi University of Traditional Chinese Medicine, Ministry of Education, Nanchang 330004, China;2. Jiangxi Pharmaceutical School, Nanchang 330004, China;1. Department of Natural Products Chemistry, School of Pharmacy, Fudan University, Shanghai 201203, PR China;2. State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, PR China;1. State Key Laboratory of New Ceramics and Fine Processing, School of Materials Science and Engineering, Tsinghua University, Beijing 100084, China;2. Electronic Materials Research Laboratory, Key Laboratory of the Ministry of Education and International Center for Dielectric Research, Xi’an Jiaotong University, Xi’an 710049, China;1. Department of Biotechnology, National Formosa University, Yunlin 632, Taiwan;2. Department of Chemistry, National Cheng Kung University, Tainan 701, Taiwan;3. Graduate Institute of Pharmaceutical Chemistry, China Medical University, Taichung 401, Taiwan;4. Kunming Institute of Botany, Chinese Academy of Science, Kunming 650204, Yunnan, China;5. Natural Products Research Laboratories, UNC Eshelman School of Pharmacy, University of North Carolina, Chapel Hill, NC 27599-7568, USA;6. Department of Pharmacy and Chinese Medicine Research and Development Center, China Medical University, Taichung 401, Taiwan;1. College of Pharmacy, Beihua University, Jilin Province 132013, People’s Republic of China;2. Chemical Biology Research Center, Korea Research Institute of Bioscience and Biotechnology (KRIBB), Chungbuk 363-883, Republic of Korea;3. Siping People’s Hospital, Jilin Province, People’s Republic of China;4. College of Pharmacy, China Pharmaceutical University, Jiangsu Province 211198, People’s Republic of China;1. State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, 100050, China;2. Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, 100050, China;1. College of Pharmacy and Research Institute of Pharmaceutical Science, Seoul National University, Seoul 151-742, Republic of Korea;2. College of Pharmacy, Kangwon National University, Chuncheon 200-701, Republic of Korea |
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| Abstract: | Phytochemical investigation of the rhizomes of Smilax trinervula led to isolation and structure elucidation of eight lignan glycosides, including five new lignans, namely, (7S, 8R, 8′R)-4, 4′, 9-trihydroxy-3, 3′, 5, 5′-tetramethoxy-7, 9′-epoxylignan-7′-one 4′-O-β-d-glucopyranoside (1), (7S, 8R, 8′R)-4, 4′, 9-trihydroxy-3, 3′, 5, 5′-tetramethoxy-7, 9′-epoxylignan-7′-one 4-O-β-d- glucopyranoside (2) (7S, 8R)-4, 9, 9′-trihydroxy-3, 3′, 5-trimethoxy-4′, 7-epoxy-8, 5′-neolignan 9′-O-β-d-glucopyranoside (3), (7R, 8R)-4, 9, 9′-trihydroxy-3, 5-dimethoxy-7.O.4′, 8.O.3′- neolignan 9′-O-β-d-glucopyranoside (4), and (7S, 8R)-4, 9, 9′-trihydroxy-3, 3′, 5-trimethoxy-8, 4′-oxy-neolignan 4-O-β-d-glucopyranoside (5), along with three known compounds (6-8). Their structures were established mainly on the basis of 1D and 2D NMR spectral data, ESI–MS and comparison with the literature. Compounds 1-8 were tested in vitro for their cytotoxic activity against four human tumor cell lines (SH-SY5Y, SGC-7901, HCT-116, Lovo). Compounds 3 and 5 exhibited cytotoxic activity against Lovo cells, with IC50 value of 10.4 μM and 8.5 μM, respectively. |
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| Keywords: | Smilacaceae Lignan glycosides Cytotoxic activity |
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