1974 年 27 巻 6 号 p. 433-441
Maridomycin I (MDM I), a macrolide antibiotic, was hydroxylated at β-position of 4"-isovaleryl group to 3'''-hydroxymaridomycin I (HMDM I) by culture broth of Streptomyces olivaceus 219. The structure of HMDM I was elucidated from the results of its NMR and mass spectra, methanolysis and alkaline hydrolysis. Josamycin (JM) was also hydroxylated to 3'''-hydroxyjosamycin (HJM) by the same strain. Antimicrobial activities of these hydroxylated products (HMDM I and HJM) were 1/2-1/5 of their substrates(MDM I and JM), Protective effect of HJM against Staphylococcus aureus by oral administration, however, was similar to that of JM. HJM and HMDM I were resistant to rat liver homogenate and bacterial esterase, which hydrolyzed JM and MDM I to 4"-deisovaleryljosamycin and 4"-deisovalerylmaridomycin I, respectively.