The leucomycins have been found to be a family of macrolide antibiotics isolated from Streutomvces kitasatoensis Hata by T. Hata et al 1) . In the course of earlier chemical studies, leucomycin AI proved to be an alcohol having a carbonyl group, a conjugated double bond and an epoxide 2)3). In this
The chemistry of the leucomycins. II. Structure and stereochemistry of leucomycin A3.
✍ Scribed by Satoshi Ōmura; Haruo Ogura; Toju Hata
- Publisher
- Elsevier Science
- Year
- 1967
- Tongue
- French
- Weight
- 221 KB
- Volume
- 8
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
In the previous communication 1) , it was described that leucomycin A3 is a macrolide containing mycaminose and isovaleryl mycarose. In this paper we propose the full structure of leucomycin A3 (I) and also the stereochemistry of the mycarosidic linkages of spiramycin and magnamycin 2) in relation to leucomycin AT. Dehydroleucomycin A3 1) obtained from I by oxidation with MnOL is identical with magnamycin B 3) as compared by IR, UV and NMR spectra, and behavior on thin layer chromatography. From these
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D-Glucose was converted to a backbone chain containing the appropriate functionalities an correc7 stereochemistry for the construction of the Cl-C9 fragment of the 16-membered ring macrolide antibiotics carknycin A and B and leuccqzin A3. Ieucctnycin AS and carkmycins A and B (magnamycins A and B) s