Free and bound state structures of 6-O-methyl homoerythromycins and epitope mapping of their interactions with ribosomes

Synthesis, Structural Characterization and Hydrogen Bonding of Mono(salicylidene)carbohydrazide

“…NMR chemical shifts of OH and NH1' protons show only very small changes with different solution concentrations, as previously reported for related systems, 12,14 corroborating that intramolecular hydrogen bonds dominate here. On the other hand, raising the temperature up to 90 °C in DMSO had the largest effect on NH3' protons (0.336 ppm) and smaller effect on OH and NH1' (0.123 ppm).…”

“…Many of bioactive molecules and drugs exert their biological activity via hydrophobic and/or hydrogen bonding interactions with their biological targets. 13,14 Hence, it is important to get a closer insight into these interactions in order to design molecules with improved biological profile. Hydrogen bonds in solution are usually studied by the use of various spectroscopic and theoretical methods.…”

NMR Spectroscopy for Studying Interactions of Bioactive Molecules

“…Their results [146][147][148][149][150], and those of other groups [151][152][153][154][155], have shown that macrolides adopt two major conformational families, folded-out and folded-in, referring to the outward and inward folding of the ring fragment 3C-5C ( Figure 5.10). The authors concluded that the vicinal coupling constants 3 J H2H3 and NOE protonproton contacts such as H3-H11 and H4-H11 are good indicators of aglycone fold-ing.…”

“…Novak et al [146][147][148][149][150] have shown that a systematic approach combining NMR and molecular modelling calculations could be applicable to conformational studies of free and bound macrolides and their interactions with ribosomes. Their results [146][147][148][149][150], and those of other groups [151][152][153][154][155], have shown that macrolides adopt two major conformational families, folded-out and folded-in, referring to the outward and inward folding of the ring fragment 3C-5C ( Figure 5.10).…”

Antibacterial Activity of Novel Sulfonylureas, Ureas and Thioureas of 15-Membered Azalides

“…Until now there is a number of evidence including here mentioned ketolides (Auerbach et al, 2009;Schlunzen et al, 2003;Berisio et al, 2003), that high structural diversity is tolerated within the flexible macrolide-binding site of ribosome. In spite of the knowledge gained so far on macrolide binding, (Novak et al, 2006;Novak et al, 2009;Auerbach et al, 2009;Schlunzen et al, 2003;Berisio et al, 2003) an understanding of the mode of their interactions with ribosome still remain incomplete with many issues unresolved. Therefore, it can only be speculated about the possible binding mode of the compound 35a but it is likely that the additional interaction involving 1-naphthyl-propyl-side-chain, attached at the 9a position, might lead to a further stabilization of a complex with ribosome (Bukvić Krajačić et al, 2011a).…”