Chemical modification of spiramycins. VI. Synthesis and antibacterial activities of 3,3''-di-O-acyl-4''-O-sulfonyl and 3,3''-di-O-acyl-4''-O-alkyl derivatives of spiramycin I.
3,3''-Di-O-acyl-4''-O-sulfonyl and 3,3''-di-O-acyl-4''-O-alkyl derivatives of spiramycin I were synthesized and evaluated by four parameters, antibacterial activity, affinity to ribosomes, lypophilicity and therapeutic effects. Among them, 3,3''-di-O-acetyl-4''-O-mesyl and 3,3''-di-O-acetyl-4''-O-methylspiramycin I having relatively small substituents at 4''-position were the most effective in mouse protection tests, and the results were comparable to acetylspiramycin.
D000818:Animals; D001419:Bacteria / Q000187:drug effects*; D007933:Leucomycins / Q000138:chemical synthesis* / Q000494:pharmacology; D051379:Mice; D012270:Ribosomes / Q000378:metabolism; D012995:Solubility; D013329:Structure-Activity Relationship
D007933:Leucomycins