Meiji Seika Kaisha, Ltd.

Tsuneo Ishizuka

Seiji Shibahara

Keiichi Ajito

Akira Shimizu

Shuichi Gomi

Osamu Hara

Minako Araake

Ken-ichi Kurihara

Nobue Kikuchi

Aiko Miyata

Kenichi Kurihara

Takayuki Usui

Tetsuro Hara

16-membered macrolide derivatives represented by the formula (I): ##STR1## wherein R.sup.1 represents a hydrogen atom or a COR.sup.6 group, wherein R.sup.6 represents a straight-chain alkyl group having 1 to 3 carbon atoms; R.sup.2 represents a hydrogen atom or a COR.sup.6 group, wherein R.sup.6 is as defined above; R.sup.3 represents a hydrogen atom or a COR.sup.6 group, wherein R.sup.6 is as defined above; R.sup.4 represents a straight-chain alkyl group having 1 to 4 carbon atoms or a substituted or unsubstituted allyl group; and R.sup.5 represents a substituted or unsubstituted, straight-chain or branched alkyl, alkenyl or aralkyl group having 1 to 10 carbon atoms; and pharmaceutically acceptable salts thereof are disclosed. These compounds show excellent and long-acting antimicrobial activities. A novel process for producing these 16-membered macrolide derivatives is further disclosed.

16-membered macrolide derivatives and process for producing the same

16-membered macrolide compounds wherein both of hydroxyl groups at the 3'- and 4'-positions form ether bonds together with two alkyl groups which are either the same or different from each other is useful as an antibacterial agent. The macrolide compounds represented by formula (I) are prepared by chemically modifying midecamycin A.sub.3 to obtain a synthesis intermediate of the formula (II), which is further chemically modified. ##STR1##

16-membered macrolide derivative having sustained antibacterial activity

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Kanagawa, Japan

Tsuneo Ishizuka