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Title: Diazo transfer-click reaction route to new, lipophilic teicoplanin and ristocetin aglycon derivatives with high antibacterial and anti-influenza virus activity: an aggregation and receptor binding study. Author: Pintér G, Batta G, Kéki S, Mándi A, Komáromi I, Takács-Novák K, Sztaricskai F, Röth E, Ostorházi E, Rozgonyi F, Naesens L, Herczegh P. Journal: J Med Chem; 2009 Oct 08; 52(19):6053-61. PubMed ID: 19791806. Abstract: Semisynthetic, lipophilic ristocetin and teicoplanin derivatives were prepared starting from ristocetin aglycon and teicoplanin psi-aglycon (N-acetyl-D-glucosaminyl aglycoteicoplanin). The terminal amino functions of the aglycons were converted into azido form by triflic azide. Copper catalyzed 1,3-dipolar cycloaddition reaction with lipophilic alkynes resulted in the title compounds. Two of the teicoplanin derivatives showed very good MIC and MBC values against various Gram-positive bacteria, including vanA enterococci. The aggregation and interaction of a n-decyl derivative with bacterial cell wall components was studied. One of the lipophilic ristocetin derivatives displayed favorable anti-influenza virus activity.[Abstract] [Full Text] [Related] [New Search]