Neomycin B-arginine conjugate, Neomycin B-hexaarginine conjugate, NeoR6, NeoR
Chemical Name: N1,N3-Bis(L-arginyl)-O-2,6-bis(L-arginylamino)-2,6-dideoxy-alpha-D-glucopyranosyl-(1--4)-[O-2,6-bis(L-arginylamino)-2,6-dideoxy-beta-L-idopyranosyl-(1--3)-beta-D-ribofuranosyl-(1--5)]-2-deoxy-D-streptamine
CAS No. 277751-74-3, 394225-40-2 (acetate)
项目整合开发状态: Biological Testing
项目研究机构: Yeda (Originator)
合成路线:Acylation of neomycin B (I) with N-alpha-carbobenzoxy-N-omega-nitro-L-arginine (II) by means of EDC affords the protected neomycin B hexa-amide (III).Removal of the N-carbobenzoxy and N-nitro protecting groups of (III) is then achieved by catalytic hydrogenation over Pd/C,to furnish the title compound.
📌 参考资料/链接:
参考文献标题:Anti-(retro)viral conjugates of saccharides and acetamidino or guanidino cpds.
文献作者:Lapidot,A.; Litovchick,A.; Evdokimov,A.(Yeda Research & Development Co.Ltd.)
参考来源:WO 0039139
📄 详细内容
合成路线:Acylation of neomycin B (I) with N-alpha-carbobenzoxy-N-omega-nitro-L-arginine (II) by means of EDC affords the protected neomycin B hexa-amide (III).Removal of the N-carbobenzoxy and N-nitro protecting groups of (III) is then achieved by catalytic hydrogenation over Pd/C,to furnish the title compound.
参考文献标题:Neomycin B-arginine conjugate,a novel HIV-1 Tat antagonist: synthesis and anti-HIV activities
文献作者:Litovchick,A.; Lapidot,A.; Eisenstein,M.; Kalinkovich,A.; Borkow,G.
参考来源:Biochemistry 2001,40(51),15612