(卤)-Acortatarinowins A鈥揊, Norlignan, Neolignan, and Lignan Enantiomers from Acorus tatarinowii

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• 作者：Yuanyuan Lu ; Yongbo Xue ; Junjun Liu ; Guangmin Yao ; Dongyan Li ; Bin Sun ; Jinwen Zhang ; Yanfei Liu ; Changxing Qi ; Ming Xiang ; Zengwei Luo ; Guang Du ; Yonghui Zhang
• 刊名：Journal of Natural Products
• 出版年：2015
• 出版时间：September 25, 2015
• 年：2015
• 卷：78
• 期：9
• 页码：2205-2214
• 全文大小：530K
• ISSN：1520-6025

文摘

Three pairs of new 8-O-4鈥?type dinorneolignan enantiomers, (卤)-acortatarinowins A鈥揅 (1a/1b鈥?b>3a/3b), a pair of new 8-O-4鈥?type (4a/4b) and a pair of rare C7鈥揅8鈥?type (5a/5b) neolignan enantiomers, (卤)-acortatarinowins D and E, and a pair of new furofuran-type lignan enantiomers, (卤)-acortatarinowin F (6a/6b), along with two pairs of known lignan enantiomers (7a/7b and 8a/8b), were obtained from the rhizomes of Acorus tatarinowii. The separation of 1鈥?b>8 by chiral HPLC using a Daicel IC column led to the isolation of eight pairs of enantiomers, 1a/1b鈥?b>8a/8b, which had variable enantiomeric excess (ee) values of approximately 66, 71, 63, 60, 0, 38, 48, and 75%, respectively. The structures were elucidated by extensive spectroscopic and chemical methods, and their absolute configurations were determined by a combined analysis of single-crystal X-ray diffraction and a modified Mosher鈥檚 method, assisted by experimental and calculated electronic circular dichroism data. Among them, compounds 1a, 3a, 6b, 8a, and 8b showed weak inhibitory activities against NO production in activated macrophages with IC₅₀ values ranging from 23.3 to 38.0 渭M, respectively.