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Alashinol H,an epoxylignan with an unusual six-membered cyclic hemiacetal from Syringa pinnatifolia
Authors:Guozhu Su  Shungang Jiao  Ruifei Zhang  Li Li  Suyile Chen  Pengfei Tu  Xingyun Chai
Institution:1. Modern Research Center for Traditional Chinese Medicine, School of Chinese Materia Medica, Beijing University of Chinese Medicine, Beijing 100029, China;2. Department of Medicinal Chemistry, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100050, China;3. Alashan Mongolian Hospital, Alxa Left Banner, Inner Mongolia 750306, China
Abstract:A new 7, 9′-epoxylignan, alashinol H (1), which features a rare six-membered cyclic hemiacetal, was isolated from the stem barks of Syringa pinnatifolia. The structure was elucidated based on spectroscopic data including HRESIMS and NMR. Its absolute configuration was resolved by GIAO NMR shifts and ECD calculations. A putative biosynthetic pathway of this compound is proposed. Alashinol H showed a moderate inhibitory effect against NO production in BV-2 murine microglia cells.
Keywords:Alashinol H  Absolute configuration  Gauge-independent atomic orbital (GIAO)  ECD calculation
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