First Total Syntheses of (+/-)-Isopiline, (+/-)-Preocoteine, (+/-)-Oureguattidine and (+/-)-3-Methoxynordomesticine and the Biological Activities of (+/-)-3-Methoxynordomesticine
文献类型：期刊论文
| 作者 | Nimgirawath, Surachai1; Udomputtimekakul, Phansuang1; Taechowisan, Thongchai2; Wanbanjob, Asawin1; Shen, Yuemao3 |
| 刊名 | CHEMICAL & PHARMACEUTICAL BULLETIN
 |
| 出版日期 | 2009-04-01 |
| 卷号 | 57期号:4页码:368-376 |
| 关键词 | alkaloid aporphine isoquinoline synthesis antimicrobial anti-inflammatory activity |
| ISSN号 | 0009-2363 |
| 通讯作者 | surachai@su.ac.th |
| 英文摘要 | A convenient and economical synthesis of 4-hydroxy-2,3-dimethoxybenzaldehyde has been developed. This was used as the starting material for the first total syntheses of (+/-)-isopiline, (+/-)-preocoteine, (+/-)-oureguattidine and (+/-)-3-methoxynordomesticine in which the key step involved formation of ring C of the aporphines by a radical-initiated cyclisation. Although (+/-)-3-methoxynordomesticine possesses weak antimicrobial activity, it inhibits the production of nitric oxide (NO), prostaglandin (PG)E-2, tumor necrosis factor (TNF)-alpha interleukin (IL)-1 beta and IL-6 and the expression of inducible nitric oxide synthase (iNOS) and cycloxygenase (COX)-2 in macrophages stimulated with LPS in vitro. |
| 学科主题 | Chemistry, Medicinal; Chemistry, Multidisciplinary; Pharmacology & Pharmacy |
| 类目[WOS] | Chemistry, Medicinal ; Chemistry, Multidisciplinary ; Pharmacology & Pharmacy |
| 研究领域[WOS] | Pharmacology & Pharmacy ; Chemistry |
| 关键词[WOS] | ALKALOIDS ; ANNONACEAE ; PRODUCTS |
| 收录类别 | SCI ; IC ; CCR |
| 语种 | 英语 |
| WOS记录号 | WOS:000264616800006 |
| 公开日期 | 2012-04-18 |
| 源URL | [http://ir.kib.ac.cn/handle/151853/5593]  |
| 专题 | 昆明植物研究所_离退休 |
| 作者单位 | 1.Silpakorn Univ, Dept Chem, Fac Sci, Nakhon Pathom 73000, Thailand 2.Silpakorn Univ, Dept Microbiol, Fac Sci, Nakhon Pathom 73000, Thailand 3.Chinese Acad Sci, Kunming Inst Bot, Kunming 650204, Peoples R China |
| 推荐引用方式 GB/T 7714 | Nimgirawath, Surachai,Udomputtimekakul, Phansuang,Taechowisan, Thongchai,et al. First Total Syntheses of (+/-)-Isopiline, (+/-)-Preocoteine, (+/-)-Oureguattidine and (+/-)-3-Methoxynordomesticine and the Biological Activities of (+/-)-3-Methoxynordomesticine[J]. CHEMICAL & PHARMACEUTICAL BULLETIN,2009,57(4):368-376. |
| APA | Nimgirawath, Surachai,Udomputtimekakul, Phansuang,Taechowisan, Thongchai,Wanbanjob, Asawin,&Shen, Yuemao.(2009).First Total Syntheses of (+/-)-Isopiline, (+/-)-Preocoteine, (+/-)-Oureguattidine and (+/-)-3-Methoxynordomesticine and the Biological Activities of (+/-)-3-Methoxynordomesticine.CHEMICAL & PHARMACEUTICAL BULLETIN,57(4),368-376. |
| MLA | Nimgirawath, Surachai,et al."First Total Syntheses of (+/-)-Isopiline, (+/-)-Preocoteine, (+/-)-Oureguattidine and (+/-)-3-Methoxynordomesticine and the Biological Activities of (+/-)-3-Methoxynordomesticine".CHEMICAL & PHARMACEUTICAL BULLETIN 57.4(2009):368-376. |
入库方式： OAI收割
来源：昆明植物研究所
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