Syntheses and biological evaluations of carbosilane dendrimers uniformly functionalized with sialyl α(2→3) lactose moieties as inhibitors for human influenza viruses

A series of carbosilane dendrimers uniformly functionalized with sialyl lactose moieties (Neu5Acα2→3Galβ1→4Glc) was systematically synthesized, and biological evaluations for anti-influenza virus activity using the glycodendrimers were performed. The results suggested that the glycodendrimers had un...

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Veröffentlicht in:Bioorganic & medicinal chemistry 2009-08, Vol.17 (15), p.5465-5475
Hauptverfasser: Oka, Hiroyuki, Onaga, Tomotsune, Koyama, Tetsuo, Guo, Chao-Tan, Suzuki, Yasuo, Esumi, Yasuaki, Hatano, Ken, Terunuma, Daiyo, Matsuoka, Koji
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Sprache:eng
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Zusammenfassung:A series of carbosilane dendrimers uniformly functionalized with sialyl lactose moieties (Neu5Acα2→3Galβ1→4Glc) was systematically synthesized, and biological evaluations for anti-influenza virus activity using the glycodendrimers were performed. The results suggested that the glycodendrimers had unique biological activities depending on the form of their core frame, and Dumbbell(1)6-amide type glycodendrimer 7 showed particularly strong inhibitory activities against human influenza viruses [A/PR/8/34 (H1N1) and A/Aichi/2/68 (H3N2)]. The results suggested that the structure–activity relationship (SAR) on the glycolibrary against various influenza viruses was observed, and dumbbell-shaped dendrimers as supporting carbohydrate moieties were found to be the most suitable core scaffolds in this study.
ISSN:0968-0896
1464-3391
DOI:10.1016/j.bmc.2009.06.035