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Bioactive lignans from Zanthoxylum planispinum with cytotoxic potential
Affiliation:1. College of Food and Biology Engineering, Zhejiang Gongshang University, Hangzhou 310018, China;2. Key Laboratory of Fruits and Vegetables Postharvest and Processing Technology Research of Zhejiang Province, Hangzhou 310018, China;3. Ocean College, Zhejiang University, Hangzhou 310058, China;1. Engineering and Architecture Department, University of Trieste, via Valerio 6/a, 34127, Trieste, Italy;2. AcusticaMente Designers Team, via Garibaldi 13/b, 31015, Conegliano, TV, Italy;1. Pharmacognosie et Molécules Naturelles Bioactives, Laboratoire d’Innovation Thérapeutique, UMR 7200, CNRS-Université de Strasbourg, Faculté de Pharmacie, 74 route du Rhin, F-67401 Illkirch Cedex, France;2. Laboratoire de Pharmacochimie des Substances Naturelles, Département de Chimie Organique, Faculté de Sciences, Université de Yaoundé, BP 812, Yaoundé, Cameroon;3. Chimie-Biologie Intégrative, Laboratoire d’Innovation Thérapeutique, UMR 7200, CNRS-Université de Strasbourg, Faculté de Pharmacie, 74 route du Rhin, F-67401 Illkirch Cedex, France;4. Service Commun d’Analyse, UMR 7200, CNRS-Université de Strasbourg, Faculté de Pharmacie, 74 route du Rhin, F-67401 Illkirch Cedex, France;5. Laboratoire de Chimie Thérapeutique, UMR 6229, 51 rue Congnacq-Jay, 51100 Reims, France;1. Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming 650500, China;2. State Key Laboratory of Quality Research in Chinese Medicine, Institute of Chinese Medical Sciences, University of Macau, Taipa, Macau 999078, China;1. Department of Pharmacognosy, Faculty of Pharmacy, Atatürk University, 25240 Erzurum, Turkey;2. Department of Pharmacognosy, Faculty of Pharmacy, Hacettepe University, 06100 Ankara, Turkey;3. Department of Chemistry, Faculty of Science, Atatürk University, 25240 Erzurum, Turkey;1. Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang 310027, China;2. Zhejiang Institute for Food and Drug Control, Hangzhou, Zhejiang 310004, China
Abstract:Zanthoxylum planispinum Sieb. et Zucc is used in traditional oriental medicinal for preventing toothache, treating colds and expelling roundworms. Its fruit is widely used as a spice in cuisines in East Asian countries. Two previously unreported dilignans with a rare α,β-unsaturated ketone group, bizanthplanispine A and B (1–2), together with two known dilignans, zanthpodocarpins A and B (3–4), and four known lignans, fargesin (5), planispine A (6), pinoresinol-di-3,3-dimethylallyl (7), and eudesmin (8), were isolated from the roots of Z. planispinum. The structures of these compounds were elucidated by extensive NMR and MS analysis. The cytotoxic activity of the isolated compounds was evaluated on three human cancer cell lines. Compounds 1–4 significantly reduced the proliferation of Hela with IC50 values ranging from 15.00 to 26.44 μg/mL. Furthermore, compound 6 showed the strongest inhibitory effect on the growth of HL-60 and PC-3 with IC50 values of 4.90 and 23.45 μg/mL, respectively. These data suggested that compounds 1–4, and 6 from Z. planispinum have potential as anticancer substances.
Keywords:Rutaceae  Lignans  Bizanthplanispine A and B  Cytotoxicity
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