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- W2057884178 abstract "Zanamivir (ZA) is a potent anti-influenza drug, but it cannot be administrated orally because of the hydrophilic carboxylate and guanidinium groups. Guanidino-oseltamivir (GO) is another effective neuraminidase inhibitor with polar guanidinium group under physiological conditions. The ester prodrugs ZA–HNAP (5) and GO–HNAP (6) were prepared to incorporate a 1-hydroxy-2-naphthoic (HNAP) moiety to attain good lipophilicity in the intramolecular ion-pairing forms. ZA–HNAP resumed high anti-influenza activity (EC50 = 48 nM), in cell-based anti-influenza assays, by releasing zanamivir along with nontoxic HNAP. Under similar conditions, the hydrolysis of the GO–HNAP ester was too sluggish to show the desired anti-influenza activity." @default.
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- W2057884178 date "2011-08-01" @default.
- W2057884178 modified "2023-10-14" @default.
- W2057884178 title "Intramolecular ion-pair prodrugs of zanamivir and guanidino-oseltamivir" @default.
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- W2057884178 doi "https://doi.org/10.1016/j.bmc.2011.06.080" @default.
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