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Synthesis of Glycosylrifamycins,a new type of semisynthetic rifamycins
Authors:Cecilia Bartolucci  Luciano Cellai  Concetta Martuccio  Andrea Rossi  Anna Laura Segre  Simona Rizea Savu  Luigi Silvestro
Abstract:Glycosylrifamycins, a new type of semisynthetic rifamycin derivatives, can be easily obtained by reaction of 3-(2-aminoethylthio)rifamycin SV ( 2 ) with a glycosyl compound carrying a coupling group, such as isothicyanate or carboxy. We prepared O-acetylated and free glucopyranosyl and arabinopyranosyl derivatives of rifamycin S and SV (see 3–10 ). Additionally, derivatives with D -saccharo-1,4-lactone and with shikimic acid were obtained (see 11–15 ). Glycosylrifamycins show an interesting inhibitory power on Gram-positive bacteria (Table).
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