Pruinosanones A-C, anti-inflammatory isoflavone derivatives from Caragana pruinosa
文献类型：期刊论文
| 作者 | Zheng, Chengjian2; Wang, Liang2; Han, Ting2; Xin, Hailiang2; Jiang, Yiping2; Pan, Lan1; Jia, Xiaoguang1; Qin, Luping2 |
| 刊名 | Scientific reports
 |
| 出版日期 | 2016-08-22 |
| 卷号 | 6页码:31743 |
| ISSN号 | 2045-2322 |
| DOI | 10.1038/srep31743 |
| 文献子类 | Article |
| 英文摘要 | Pruinosanone A (1), a novel spirochromone, was isolated from the roots of Caragana pruinosa. Two biogenetically related isoflavone intermediates, pruinosanones B and C (2 and 3), were also isolated, together with five known analogs identified as 3-hydroxy-9-methoxypterocarpan (4), 7,2'-dihydroxy-4'-methoxyisoflavanol (5), retusin-8-methylether (6), 7,2'-dihydroxy-8,4'-dimethoxy isoflavone (7) and 7,3'-dihydroxy-8,4'-dimethoxy isoflavone (8). The structures of 1-3 were elucidated based on extensive spectroscopic methods. Notably, 1 is the first example of a spirochromone possessing an unprecedented pentacyclic skeleton containing a spiro[benzo[d][1,3]dioxole-2,3'-chroman]-4'-one motif, which was confirmed by X-ray diffraction analysis. A plausible biosynthetic pathway for 1 was also proposed. Compounds 1-8 were tested for their ability to inhibit nitric oxide (NO) production in LPS-induced RAW 264.7 macrophages, and compounds 1-3 were the most potent inhibitors of NO production, with IC50 values of 1.96, 1.93 and 1.58 μM, respectively. A structure-activity relationship analysis revealed that the fused 2-isopropenyl-2,3-dihydrofuran moiety plays a vital role in the potency of these compounds. Moreover, 1 was found to significantly inhibit inducible nitric oxide synthase (iNOS) protein expression, which accounts for the potent inhibition of NO production by this spirochromone. |
| 语种 | 英语 |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/266563]  |
| 专题 | 中国科学院上海药物研究所 |
| 作者单位 | 1.Xinjiang Institute of Chinese Materia Medica and Ethnodrug, Urumqi 830002, China 2.Department of Pharmacognosy, School of Pharmacy, Second Military Medical University, Shanghai 200433, China; |
| 推荐引用方式 GB/T 7714 | Zheng, Chengjian,Wang, Liang,Han, Ting,et al. Pruinosanones A-C, anti-inflammatory isoflavone derivatives from Caragana pruinosa[J]. Scientific reports,2016,6:31743. |
| APA | Zheng, Chengjian.,Wang, Liang.,Han, Ting.,Xin, Hailiang.,Jiang, Yiping.,...&Qin, Luping.(2016).Pruinosanones A-C, anti-inflammatory isoflavone derivatives from Caragana pruinosa.Scientific reports,6,31743. |
| MLA | Zheng, Chengjian,et al."Pruinosanones A-C, anti-inflammatory isoflavone derivatives from Caragana pruinosa".Scientific reports 6(2016):31743. |
入库方式： OAI收割
来源：上海药物研究所
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