Ten new calyxins from Alpinia katsumadai: a systematically studies on the stereochemistry of calyxins |
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Authors: | Xiao-Bing Wang Chang-Shui Yang Chao Zhang Jun LuoMing-Hua Yang Jian-Guang LuoWen-Ying Yu Ling-Yi Kong |
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Affiliation: | State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, PR China |
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Abstract: | Ten new calyxin natural products, named calyxin N (1), ent-calyxin N (2), calyxin O (3), ent-calyxin O (4), calyxin P (5), 9″-epicalyxin P (6), calyxin Q (7), calyxin R (8), calyxin S (9) and 5-epicalyxin S (10), were isolated from the seeds of Alpinia katsumadai. Their planar structures were elucidated by a combination of various spectroscopic methods, primarily NMR and MS, while the absolute configurations of the isolated calyxins were comprehensively studied by the modified Mosher's method, electronic circular dichroism (ECD) and theoretical calculations. This is the first systematically study on the absolute configurations of calyxins. Most of the isolated compounds showed moderate to strong antiproliferative activities against NCI-H460, HeLa, SMMC-7721 and HCT-116 cancer cell lines. |
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Keywords: | Alpinia katsumadai Calyxin Absolute configuration ECD |
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