Chemical modification of spiramycins. I. Synthesis of the acetal derivatives of neospiramycin I.
Tetrahydrofuranyl and tetrahydropyranyl derivatives of neospiramycin I at 3 and/or 4' position were synthesized. In vitro and in vivo activities of these derivatives were correlated with the position and configuration of acetal groups. The most effective derivative, 3-a, 4'-a-di-O-tetrahydrofuranylneospiramycin I was comparable to spiramycin I.
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D001419:Bacteria / Q000187:drug effects; D007202:Indicators and Reagents; D007933:Leucomycins / Q000138:chemical synthesis* / Q000633:toxicity; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008826:Microbial Sensitivity Tests; D009904:Optical Rotation; D015572:Spiramycin / Q000031:analogs & derivatives*; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; D007202:Indicators and Reagents; D007933:Leucomycins; C039871:neospiramycin I; D015572:Spiramycin