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A New Alkaloid from the Seeds of Sophora alopecuroides L.
Authors:Hong‐Ying Gao  Guo‐Yu Li  Jin‐Hui Wang
Institution:1. School of Pharmacy, Shihezi University, Shihezi 832002, P.?R. China, (phone/fax: +86‐993‐2055001);2. School of Traditional Chinese Materia Medica 49#, Shenyang Pharmaceutical University, Wenhua Road 103, Shenyang 110016, P.?R. China (phone/fax: +86‐24‐23986479);3. Key Laboratory of Phytomedicine Resources & Modernization of TCM, Shihezi 832002, P.?R. China
Abstract:Alopecurin A, an alkaloid with an unprecedented skeleton, was isolated from the seeds of Sophora alopecuroides L. The absolute configuration and structure of this compound was identified as (3S,12R)‐3‐hydroxy‐1,7‐diazatricyclo10.4.0.13,7]heptadecane‐11,16,17‐trione (=(7S,15aR)‐decahydro‐7‐hydroxy‐6H‐7,11‐methano‐4H‐pyrido1,2‐a]1,7]diazacyclododecine‐4,15,16(12H)‐trione). The structure and absolute configuration was elucidated by spectroscopic methods, mainly HR‐ESI‐TOF‐MS, IR, 1D‐NMR (1H‐ and 13C‐NMR), 2D‐NMR (COSY, NOESY, HSQC, HMBC), and particularly X‐ray crystal‐diffraction and CD spectral analysis.
Keywords:Sophora alopecuroides  Alkaloids  Alopecurin A  X‐Ray crystallography
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