Novel products from oxidation of the norditerpenoid alkaloid pseudaconine with HIO4
文献类型：期刊论文
| 作者 | Wang, FP ; Chen, QH ; Li, ZB ; Li, BG |
| 刊名 | CHEMICAL & PHARMACEUTICAL BULLETIN
 |
| 出版日期 | 2001 |
| 卷号 | 49期号:6页码:689_694 |
| 关键词 | norditerpenoid alkaloid pseudaconine 1 2-glycol oxidation |
| ISSN号 | 0009-2363 |
| 产权排序 | 2 |
| 通讯作者 | Wang, FP, W China Univ Med Sci, Sch Pharm, Dept Chem & Med Nat Prod, Chengdu 610041, Peoples R China. |
| 中文摘要 | Oxidation of pseudaconine 8, a norditerpenoid alkaloid, with HIO4 led to a series of novel interesting products, depending greatly on reaction medium and work-up conditions, Treatment of 8 in MeOH-H2O (1:1) with NalO(4) gave compounds 10 and 11, but compound 12 was obtained quantitatively when the final reaction solution was alkalized with cone. NH4OH. The imine 12 was also obtained in 100% yield by treating 8 in 5% HCl solution with NaIO4 followed by alkalizing the reaction products to pH >9 with cone. NH,OH. When the work up pH was 7-8, only N,O-mixed acetal-ketal 13 was formed in 96% yield, which was converted quantitatively to 12 by further alkalizing, When the reaction mixture was alkalized to pH 7-8 with Na,CO,, a hemiacetalketal 14 was afforded quantitatively, which was converted to 15 in 87% yield by further treatment with Na2CO3 or 5% NaOH metbanol. Compound 15 could be concerted back to 14 by treatment with 10% HCl solution. Acetylation of the imine 12 gave the compounds 16 and 17 in 15% and 19% yields, respectively, All of the new compounds were isolated and fully characterized. |
| 学科主题 | Chemistry, Medicinal; Chemistry, Multidisciplinary; Pharmacology & Pharmacy |
| 收录类别 | SCI |
| 语种 | 英语 |
| WOS记录号 | WOS:000169024800006 |
| 公开日期 | 2011-07-08 |
| 源URL | [http://210.75.237.14/handle/351003/17203]  |
| 专题 | 成都生物研究所_天然产物研究 |
| 推荐引用方式 GB/T 7714 | Wang, FP,Chen, QH,Li, ZB,et al. Novel products from oxidation of the norditerpenoid alkaloid pseudaconine with HIO4[J]. CHEMICAL & PHARMACEUTICAL BULLETIN,2001,49(6):689_694. |
| APA | Wang, FP,Chen, QH,Li, ZB,&Li, BG.(2001).Novel products from oxidation of the norditerpenoid alkaloid pseudaconine with HIO4.CHEMICAL & PHARMACEUTICAL BULLETIN,49(6),689_694. |
| MLA | Wang, FP,et al."Novel products from oxidation of the norditerpenoid alkaloid pseudaconine with HIO4".CHEMICAL & PHARMACEUTICAL BULLETIN 49.6(2001):689_694. |
入库方式： OAI收割
来源：成都生物研究所
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