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【结 构 式】 
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【药物名称】 【化学名称】8-[3,7-Dimethyl-2(E),6-octadienyl]-3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-4H-1-benzopyran-4-one 【CA登记号】 【 分 子 式 】C35H36O10 【 分 子 量 】616.67117 |
【开发单位】Université Claude Bernard Lyon 1 (Originator) 【药理作用】Modulators of the Therapeutic Activity of Antineoplastic Agents, Multidrug Resistance Modulators, ONCOLYTIC DRUGS |
合成路线1
Commercial silybin (I) was oxidized to dehydrosilybin (II) employing iodine and KOAc in HOAc. Alkylation of (II) with geranyl bromide (III) in the presence of tetraethylammonium hydroxide provided a mixture of the desired 8-geranyl dehydrosilybin along with minor amounts of the 6-geranyl isomer (IV), which were separated by chromatography.
| 【1】 Barron, D.; Di Pietro, A.; El Kirat, K.; Conseil, G.; Comte, G.; Maitrejean, M.; The flavanolignan silybin and its hemisynthetic derivatives, a novel series of potential modulators of P-glycoprotein. Bioorg Med Chem Lett 2000, 10, 2, 157. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 46432 | (2R,3R)-3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-4H-chromen-4-one | C25H22O10 | 详情 | 详情 | |
| (II) | 46433 | 3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-4H-chromen-4-one | C25H20O10 | 详情 | 详情 | |
| (III) | 31116 | (2E)-1-bromo-3,7-dimethyl-2,6-octadiene; trans-Geranyl bromide; Geranyl bromide | 6138-90-5 | C10H17Br | 详情 | 详情 |
| (IV) | 46434 | 6-[(2E)-3,7-dimethyl-2,6-octadienyl]-3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-4H-chromen-4-one | C35H36O10 | 详情 | 详情 |
Extended Information