Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Chemical Transformation of Tylosin, a 16-Membered Macrolide, and Its Structure-Activity Relationship
HAJIME MATSUBARAKATSUJI MIYANOAKIRA NAKAGAWASATOSHI OMURA
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Keywords: macrolide
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1982 Volume 30 Issue 1 Pages 97-110

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Abstract
Tylosin is a 16-membered macrolide antibiotic used as veterinary antimicrobial agent. In this paper, we describe the structure of a novel condensation product obtained by acidic hydrolysis and alkaline treatment of tylosin, as well as the isolation of the aglycone part, tylonolide 5, 20-hemiacetal, by application of a modified Polonovski reaction to tylosin. Furthermore, we describe syntheses of the intermediates of tylosin biosynthesis and of related compounds, and also the relationship between the structure and antimicrobial activity.
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© The Pharmaceutical Society of Japan
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