J. Bulkacz, M. Apple, J. Craig
Jun 1, 1968
Citations
0
Influential Citations
5
Citations
Quality indicators
Journal
Journal of pharmaceutical sciences
Abstract
Structure versus activity study of thiophene analogs of sulfanilamides indicated: ( a ) the parent aminothiophene-2-sulfonamide is a better bacterial growth inhibitor than is sulfanilamide (I); ( b ) 5-aminothiophene-2-sulfonamide (II) is a better inhibitor than the 4-amino isomer (III); ( c ) substitution of the sulfonamide N with groups which enhance I's antibacterial activity does not necessarily similarly enhance the activity of the thiophene analog (VI, VII); ( d ) 5-(IV) and 4-nitrothiophene-2-sulfonamides(V) are more inhibitory than the corresponding 5- and 4-amino compounds (II, III) with the 5-nitro compound (IV) being bactericidal at very low concentrations. Folic acid or PABA reversed the growth inhibition produced by the thiophene-2-sulfonamides, indicating both the nitro and amino thiophene-2-sulfonamides prevent intracellular folic acid biosynthesis.