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2005
Multi-membered O,N,S-heterocycles
R 0692
Identification of a Novel Non-Carbohydrate Molecule that Binds to the Ribosomal
RNA. — Base-mediated cyclization of the reaction product of (I) with (II), fol15- 156 A-Site
lowed by alkylation of the amide nitrogen, reduction of the nitro group, and conversion
of the corresponding aniline to the acetamidine group yields the novel molecule (VI).
This non-carbohydrate molecule binds to the E. coli ribosomal A-site and the binding
site is the same as observed for the aminoglycoside family of antibiotics. —
(MADDAFORD*, S. P.; MOTAMED, M.; TURNER, K. B.; CHOI, M. S. K.;
RAMNAUTH, J.; RAKHIT, S.; HUDGINS, R. R.; FABRIS, D.; JOHNSON, P. E.;
Bioorg. Med. Chem. Lett. 14 (2004) 24, 5987-5990; York Univ., MCR Res. Inc.,
Toronto, Ont. M3J 1P3, Can.; Eng.) — H. Hoennerscheid
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