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【结 构 式】 
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【药物名称】 【化学名称】Decyl O-(2,3,4,6-tetra-O-sulfo-beta-D-glucopyranosyl)-(1--3)-O-(2,4,6-tri-O-sulfo-beta-D-glucopyranosyl)-(1--3)-O-(2,4,6-tri-O-sulfo-beta-D-glucopyranosyl)-(1--3)-O-(2,4,6-tri-O-sulfo-beta-D-glucopyranosyl)-(1--3)-2,4,6-tri-O-sulfo-beta-D-glucopyranoside hexadecasodium salt 【CA登记号】 【 分 子 式 】C40H56Na16O74S16 【 分 子 量 】2601.70872 |
【开发单位】University of Tokyo (Originator) 【药理作用】AIDS Medicines, Anti-HIV Agents, ANTIINFECTIVE THERAPY |
合成路线1
Oligosaccharide (I) was peracetylated with Ac2O and KOAc, yielding ester (II). Condensation with decyl alcohol in the presence of SnCl4 produced glycoside (III), which was deacetylated with NaOMe in MeOH to give (IV). Sulfation was effected by means of sulfur trioxide-pyridine, followed by passage through an ion-exchange resin to furnish the corresponding sodium sulfate salt.
| 【1】 Nakashima, H.; Yamamoto, N.; Uryu, T.; Katsuraya, K.; Synthesis of sulfated oligosaccharide glycosides having high anti-HIV activity and the relationship between activity and chemical structure. Carbohydr Res 1999, 315, 3-4, 234. |