Xylomexicanins E-H,new limonoids from Xylocarpus granatum |
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| Authors: | Yi-Bing Wu,Xia Qing,Chang-Hong Huo,Hui-Min Yan,Qing-Wen Shi,Franç oise Sauriol,Yu-Cheng Gu,Hiromasa Kiyota |
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| Affiliation: | 1. School of Pharmaceutical Sciences, Hebei Key Laboratory of Forensic Medicine, Hebei Medical University, Shijiazhuang, Hebei Province 050017, China;2. Department of Chemistry, Queen''s University, Kingston, Ontario, Canada K7L 3N6;3. Syngenta Jealott''s Hill International Research Centre, Berkshire RG42 6EY, UK;4. Graduate School of Environmental and Life Science, Okayama University, 1-1-1 Tsushima-Naka, Kita-ku, Okayama 700-8530, Japan |
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| Abstract: | Four novel tetranortriterpenoids, xylomexicanins E–H (1–4), were isolated from the seeds of the Chinese mangrove, Xylocarpus granatum. Among them, xylomexicanin E (1) represents the first example of limonoid with azaspiro skeleton between B (pyrrolidine) and C rings, whose biosynthetic pathways were proposed. The structures were elucidated on the basis of one- and two-dimensional NMR (including 1H, 13C NMR, DEPT, 1H–1H COSY, HSQC, HMBC, and NOESY) and confirmed by high-resolution mass spectrometry. Compound 2, the second example of a limonoid with a C-9–C-30 linkage, showed moderate activity against the A549 and RERF cell line with IC50 value of 18.83 and 15.83 μM, |
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| Keywords: | Xylocarpus granatum Limonoids Azaspiro compounds Structure elucidation Cytotoxicity |
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