公开(公告)号：US4933439A

公开(公告)日：1990-06-12

申请号：US272601

申请日：1988-11-17

申请人： Takeo Yoshioka ,  Azuma Watanabe ,  Hiroyuki Chiba ,  Kaichiro Kominato ,  Kohki Kiyoshima ,  Yasuo Fukagawa ,  Hiroshi Tone ,  Rokuro Okamoto

发明人： Takeo Yoshioka ,  Azuma Watanabe ,  Hiroyuki Chiba ,  Kaichiro Kominato ,  Kohki Kiyoshima ,  Yasuo Fukagawa ,  Hiroshi Tone ,  Rokuro Okamoto

IPC分类号： C07H17/08

CPC分类号： C07H17/08 ,  Y02P20/55

摘要： Tylosin derivatives represented by the following general formula (I): ##STR1## [wherein R denotes a hydrogen atom, acetyl, propionyl or a radical of Si(R.sup.2).sub.3 (in which R.sup.2 is a lower alkyl group), and R.sup.1 stands for a hydrogen atom or a radical of Si(R.sup.2 .sub.3 ] are useful as intermediates for the synthesis of 4"-acyl derivatives of tylosin because, after introduction of any desired acyl group at the 4"-hydroxyl group, the silyl protective group can be readily removed without liberation of the acyl group. This invention also provides processes for producing the tylosin derivatives. More specifically, it provides a melthod of selectively protecting 2'- and 4"'-hydroxyl groups of tylosin (those of higher reactivity among the hydroxyl groups involved); a method of selectively protecting only the 4"'-hydroxyl group of tylosin; a method of selectively protecting the 3- and 4"'-hydroxyl groups of 2'-O-acyltylosin; and a method of protecting 3-, 2'- and 4"'-hydroxyl groups of tylosin.

公开(公告)号：US4463171A

公开(公告)日：1984-07-31

申请号：US502480

申请日：1983-06-09

申请人： Hamao Umezawa ,  Tomio Takeuchi ,  Kuniaki Tatsuta ,  Tomoyuki Ishikura ,  Rokuro Okamoto ,  Masao Yamamoto ,  Kohki Kiyoshima

发明人： Hamao Umezawa ,  Tomio Takeuchi ,  Kuniaki Tatsuta ,  Tomoyuki Ishikura ,  Rokuro Okamoto ,  Masao Yamamoto ,  Kohki Kiyoshima

IPC分类号： A61K31/70 ,  A61K31/7042 ,  A61K31/7048 ,  A61P31/04 ,  C07H17/08

CPC分类号： C07H17/08

摘要： Compounds of the following general formula ##STR1## wherein R.sup.1 and R.sup.2 represent a hydrogen atom or a lower alkanoyl group;R.sup.3 represents a hydrogen atom or the group --COCH.sub.2 R.sup.5 in which R.sup.5 represents a lower alkyl group or an aryl or pyridyl group bonded through a sulfur atom;R.sup.4 represents a methyl group which may be substituted by aryl, pyridyl, pyridylthio, hydroxyl or arylthioamino, an aryl group, a nitrile group, a 5- or 6-membered heterocyclic group having 1 to 4 hetero atoms selected from nitrogen and sulfur atoms, or a tetrahydropyranyl group which may be substituted by methoxy;A represents the group --OCO--, --OSO.sub.2 --, --O-- or --S--, or A and R.sup.4, taken together, represent a halogen atom, a nitrile group or a group of the formula ##STR2## in which R.sup.6 represents two lower alkyl groups, the group ##STR3## or an alkylene group having 4 to 6 carbon atoms which may have in the chain an oxygen atom or a lower alkyl-substituted nitrogen atom; and said aryl group and heterocyclic group may optionally be substituted by a methyl, methoxy or nitro group, and when R.sup.1 represents a lower alkyl group,R.sup.3 does not represent a lower alkyl group,or their salts.These novel derivatives of macrolide antibiotics have excellent antibacterial activity.

摘要翻译： 下列通式的化合物：其中R 1和R 2表示氢原子或低级烷酰基; R3表示氢原子或基团-COCH2R5，其中R5表示低级烷基或通过硫原子键合的芳基或吡啶基; R 4表示可以被芳基，吡啶基，吡啶硫基，羟基或芳硫基氨基，芳基，腈基，具有1-4个选自氮和硫原子的杂原子的5或6元杂环基取代的甲基， 或可被甲氧基取代的四氢吡喃基; A代表基团-OCO-，-OSO 2 - ， - O-或-S-，或A和R 4一起代表卤素原子，腈基或式（IMAGE）基团，其中R6代表二 低级烷基，基团或具有4-6个碳原子的亚烷基，其可以在链中具有氧原子或低级烷基取代的氮原子; 并且所述芳基和杂环基可任选被甲基，甲氧基或硝基取代，并且当R 1表示低级烷基时，R 3不表示低级烷基或其盐。 这些大环内酯类抗生素的新型衍生物具有优良的抗菌活性。