4'-Deoxy-10,l l ,12,1 3-tetrahydrodesmycosin was prepared in six-step reactions. Antibacterial screening shows retained antibacterial spectrum of tylosin with some improvementagainst tylosin-sensitive Staphylococci and Haemophilus influenze. However,pharmacokinetic data demonstrated rapid distribution from blood in tissues and prolonged maintenance in all tissues, especially in the lungs, in comparison with tylosin. 10,1 1,12,13-Tetrahydrodesmycosin, a 16-membered macrolide antibiotic is obtained by selective catalytic hydrogenation of desmycosin in the C-10, C-ll, C-12, C-13 position, or by mild acid hydrolysis of previously prepared 10, 1 l^n-tetrahydrotylosm1). 1 6-Membered macrolides: rosamycin2) and mycinami-cins3) with desosamine (4/-deoxy-mycaminose) in the C-5 position instead of mycaminose,were found to be active against some strains of Gram-negative and macrolide resistent Gram-positive bacteria. Deoxygenation of C-4' hydroxyl group of desmyco-sin40, 1 9-deformyl-desmycosin5) or related 1 6-membered macrolide, neospiramycin6), has already been accomplished. In preceding papers4'5) it was shown that the 4'-deoxy derivatives of desmycosin exhibit enhanced activity in comparison to those of corresponding 4'hydroxy compounds. Contrary to expectation C-4'

Tetra-, hexa-and octahydro derivatives of tylosin were prepared by the reduction of the conjugated double bond and carbonyl groups. Hydrogenation of the diene did not change the in vitro antimicrobial activity of compounds, while reduction of carbonyls causes small or complete loss of activity.

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