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Characterization of chlorinated valepotriates from Valeriana jatamansi
Affiliation:1. Key Laboratory of Chinese Materia Medica (Ministry of Education), Heilongjiang University of Chinese Medicine, No. 24 HePing Road, XiangFang District, Harbin 150040, China;2. Institute of Pharmacognosy, University of Graz, Universitaetsplatz 4/I, A-8010 Graz, Austria;1. An Shun City People''s Hospital, Anshun, People''s Republic of China;2. Key Laboratory of Chemistry for Natural Product of Guizhou Province, Chinese Academy of Science, Guiyang, People''s Republic of China;3. Beijing Chao-Yang Hospital, Capital Medical University, Beijing, People''s Republic of China;1. Department of Pharmacognosy, Faculty of Pharmacy, Yeditepe University, TR-34755, Kayışdağı, İstanbul, Turkey;2. Department of Pharmacognosy, Faculty of Pharmacy, University of Szeged, Szeged 6720, Hungary;3. Department of Pharmacodynamics and Biopharmacy, Faculty of Pharmacy, University of Szeged, Szeged 6720, Hungary;4. Interdisciplinary Centre of Natural Products, University of Szeged, Szeged 6720, Hungary
Abstract:HPLC–PDA–MS and TLC analysis were used to look for minor cytotoxic chlorinated valepotriates from whole plants of Valeriana jatamansi (syn. Valeriana wallichii DC.). This resulted in isolation of 15 chlorinated valepotriates, designated as chlorovaltrates A-O, together with six known analogues, (1S,3R,5R,7S,8S,9S)-3,8-epoxy-1,5-dihydroxyvalechlorine, volvaltrate B, chlorovaltrate, rupesin B, (1S,3R,5R,7S,8S,9S)-3,8-epoxy-1-O-ethyl-5-hydroxyvalechlorine, and (1R,3R,5R,7S,8S,9S)-3,8-epoxy-1-O-ethyl-5-hydroxyvalechlorine. Their structures were elucidated by spectroscopic methods including homo- and heteronuclear two-dimensional NMR experiments. Chlorovaltrates K-N, chlorovaltrate and rupesin B showed moderate cytotoxicity against lung adenocarcinoma (A 549), metastatic prostate cancer (PC-3M), colon cancer (HCT-8) and hepatoma (Bel 7402) cell lines with IC50 values of 0.89–9.76 μM.
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