| 摘要 |
Picromycin derivs. of formula (I) and their acid-addn. salts are new: R = H, 1-12C alkyl, 7-12C aralkyl, 1-12C alkoxy or (CH2)qNR1R2; R1 and R2 = H, 1-18C alkyl or 7-18C aralkyl, or NR1R2 is a heterocyclic gp.; q = 0-6; Z = H or the residue of a 1-18C carboxylic acid. Also claimed are intermediates of formula (III)-(V). M = a protecting gp.; R' = a leaving gp., esp. imidazolyl. 3-De(2,6-dideoxy-3-C-methyl-3-O-methyl-a-L- ribohexopyranosyloxy)-10-demethyl-3-oxo-12,11- (oxycarbonyl((4-phenylbutyl)imino))-6,11,12-trideoxy-erythromycin (Ia). USE - (I) are antibiotics active against Gram-positive bacteria, e.g. staphylococci, streptococci and pneumococci, as well as Haemophilus influenzae, Rickettsia, Mycoplasma pneumoniae, Chlamydia, Legionella, Ureaplasma and Toxoplasma. In an example, pictomycin (II) was reacted with Ac20 to form the 2'-acetate, which was reacted with carbonyldiimidazole to form the 12-(1H-imidazole-1-carboxylate. This was reacted with 4-phenylbutylamine in aq. MeCN for 2 hr. at 44 deg.C to give the 2'-acetate of (Ia). (Ia) had MIC values of 0.08 mcg/ml against Streptococcus agalacticae and 0.15 mcg/ml against S. pyrogenes and S. mitis.
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