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(±)-Acortatarinowins A-F, Norlignan, Neolignan, and Lignan Enantiomers from Acorus tatarinowii

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单位: [1]Huazhong Univ Sci & Technol, Hubei Key Lab Nat Med Chem & Resource Evaluat, Sch Pharm, Tongji Med Coll, Wuhan 430030, Hubei, Peoples R China [2]Huazhong Univ Sci & Technol, Tongji Hosp, Tongji Med Coll, Wuhan 430030, Hubei, Peoples R China [3]Huazhong Univ Sci & Technol, Cent Hosp Wuhan, Tongji Med Coll, Wuhan 430030, Hubei, Peoples R China
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Three pairs of new 8-O-4'-type dinorneolignan enantiomers, (+/-)-acortatarinowins A-C (1a/1b-3a/3b), a pair of new 8-O-4'-type (4a/4b) and a pair of rare C7-C8'-type (5a/5b) neolignan enantiomers, (+/-)-acortatarinowins D and E, and a pair of new furofuran-type lignan enantiomers, (+/-)-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 1-8 by chiral HPLC using a Daicel IC column led to the isolation of eight pairs of enantiomers, 1a/1b-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's 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 mu M, respectively.

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出版当年[2014]版:
大类 | 3 区 生物
小类 | 2 区 药物化学 2 区 植物科学 3 区 药学
最新[2025]版:
大类 | 2 区 生物学
小类 | 2 区 药物化学 2 区 药学 2 区 植物科学
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出版当年[2013]版:
Q1 CHEMISTRY, MEDICINAL Q1 PHARMACOLOGY & PHARMACY Q1 PLANT SCIENCES
最新[2023]版:
Q1 PLANT SCIENCES Q2 CHEMISTRY, MEDICINAL Q2 PHARMACOLOGY & PHARMACY

影响因子: 最新[2023版] 最新五年平均 出版当年[2013版] 出版当年五年平均 出版前一年[2012版] 出版后一年[2014版]

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第一作者单位: [1]Huazhong Univ Sci & Technol, Hubei Key Lab Nat Med Chem & Resource Evaluat, Sch Pharm, Tongji Med Coll, Wuhan 430030, Hubei, Peoples R China [2]Huazhong Univ Sci & Technol, Tongji Hosp, Tongji Med Coll, Wuhan 430030, Hubei, Peoples R China
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