Electronic aspects of the antibacterial action of sulfanilamides.
Intramolecular interactions in N1-substituted sulfanilamides (SA) can rationalize the trend of their antibacterial powers with the use of a resonance scheme, derived from d orbital symmetry and tested with an extensive spectroscopic investigation on amidic, imidic, and anionic SA. On quantitative grounds, a good relationship is presented between the antibacterial power and the proton chemical shift of the p-amino group. The electronic features for high activity are described.
D001419:Bacteria / Q000187:drug effects*; D009682:Magnetic Resonance Spectroscopy; D011789:Quantum Theory; D013329:Structure-Activity Relationship; D013424:Sulfanilamides / Q000494:pharmacology*
D013424:Sulfanilamides