The Journal of Antibiotics
Online ISSN : 1881-1469
Print ISSN : 0021-8820
ISSN-L : 0021-8820
New Milbemycins from Streptomyces hygroscopicus subsp. aureolacrimosus: Fermentation, Isolation and Structure Elucidation
KOICHI NONAKATAKAHIRO TSUKIYAMAYOSHIHIRO OKAMOIOKAZUO SATOCHIEKO KUMASAKATAKAHIRO YAMAMOTOFUMIO MARUYAMAHIROJI YOSHIKAWA
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2000 Volume 53 Issue 7 Pages 694-704

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Abstract

Twelve new milbemycins have been isolated and characterized from some strains derived from Streptomyces hygroscopicus subsp. aureolacrimosus SANK 60286 and SANK 60526. The metabolites 1-4 and 9-11 were produced by strain RM28D-688 SANK 60797 as minor products. The metabolites 5-8 were obtained from a broth of strain 57-338 SANK 61796. Strain MK-1391 SANK 62896 was used for the production of metabolite 12. The new metabolites, eight α-class and four β-class compounds, have new structural features. For example, milbemycins α26 and α27, have the 26-hydroxy moiety, and other derivatives (milbemycins α20-23) have different side cnams at the C-26 position from those of milbemycins α11 and α14. In addition, 5-hydroxylmilbemycin β712), involved in the major biosynthetic pathway of 25-methyl and 25-ethyl milbemycins, was discovered.

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