Two new steroidal alkaloids from the mature fruits of Solanum nigrum |
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| Institution: | 1. Beijing Key Laboratory of Chinese Medicine Pharmacology, Institute of Basic Medical Sciences of Xiyuan Hospital, China Academy of Chinese Medical Sciences, Beijing 100091, China;2. College of Pharmacy, Fujian University of Traditional Chinese Medicine, Qiuyang Road, Fu Zhou, 350122, China;1. School of Pharmacy, Youjiang Medical University for Nationalities, 98 Chengxiang Road, Baise, 533000, PR China;2. Xinjiang Production & Construction Corps Key Laboratory of Protection and Utilization of Biological Resources in Tarim Basin, Tarim University, Alaer, 843300, PR China;3. State Key Laboratory of Natural Medicines, School of Traditional Chinese Pharmacy, China Pharmaceutical University, 639 Longmian Road, Nanjing, 211198, PR China;4. Guangxi Database Construction and Application Engineering Research Center for Intracorporal Pharmacochemistry of TCM, 98 Chengxiang Road, Baise, 533000, PR China;1. Shaanxi Key Laboratory of Phytochemistry, College of Chemistry and Chemical Engineering, Baoji University of Arts and Sciences, Baoji 721013, PR China;2. College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, PR China;3. Department of Natural Product Chemistry, Key Lab of Chemical Biology of Ministry of Education, School of Pharmaceutical Sciences, Shandong University, Jinan 250012, PR China;1. Key Laboratory of Basic and Application Research of Beiyao (Heilongjiang University of Chinese Medicine), Ministry of Education University of Chinese Medicine, Harbin 150040, PR China;2. Shandong Qingdao Hospital of Integrated Traditional and Western Medicine, PR China;1. State Key Laboratory of Component-Based Chinese Medicine, Tianjin Key Laboratory of TCM Chemistry and Analysis, Tianjin University of Traditional Chinese Medicine, Tianjin, 301617, People’s Republic of China;2. Department of Pharmaceutical Sciences, Beijing Institute of Radiation Medicine, Beijing, 100850, People’s Republic of China;1. Department of Clinical Laboratory, the Second Affiliated Hospital of Chongqing Medical University, Chongqing 400010, China;2. Department of Gastroenterology, the Second Affiliated Hospital of Chongqing Medical University, Chongqing 400010, China |
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| Abstract: | Two previously undescribed steroidal alkaloids, compounds 1–2, were isolated from the ripe fruits of Solanum nigrum, along with seven known metabolites (3–9). Based on spectroscopic and chemical evidence, including IR, NMR, and HR-ESI-MS analyses, the structures of the isolated compounds were elucidated as 12β-hydroxy-(3β,22α,25R)-spirosol-5-en-27-acid-3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl-(1→3)]-β-D-galacopyranoside and 12β-hydroxy-(3β,22α,25R)-spirosol-5-en-27-acid-3-O-α-L-rhamnopyranosyl-(1→2)-α-L-rhamnopyranosyl-(1→4)]-β-D-glucopyranoside. Four steroidal alkaloids (compounds 1–2 and 4–5) were tested for their anti-proliferative effects against the HT-29, A549, and Lewis cell lines. Both of the previously isolated compounds inhibited the proliferation of these three cell lines in a dose-dependent manner, with the most significant effect being in the A549 cells, but neither reached IC50 at 50 μM. These results revealed that S. nigrum had weak cytotoxicity, indicating its clinical safety as a traditional anti-tumor herbal medicine. |
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| Keywords: | Solanaceae Steroidal alkaloids Anti-proliferative effects |
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