Milbemycins alpha 11, alpha 12, alpha 13, alpha 14 and alpha 15: a new family of milbemycins from Streptomyces hygroscopicus subsp. aureolacrimosus. Taxonomy, fermentation, isolation, structure elucidation and biological properties.
Streptomyces hygroscopicus subsp. aureolacrimosus SANK 60286 produces a new family of milbemycins, named milbemycins alpha 11, alpha 12 [corrected], alpha 13, alpha 14 and alpha 15, together with other milbemycins. Their structures are 3-methyl-2-butenoyloxy and 3-methylbutyroyloxy derivatives at C-4a of milbemycins A3 and A4, or 3-methyl-2-pentenoyloxy derivative at C-4a of milbemycin A3, respectively. Milbemycin alpha 14, 3-methyl-2-butenoyloxy derivative, especially possesses a potent acaricidal activity.
Takahashi
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S
Fermentation Research Laboratories, Sankyo Co., Ltd., Tokyo, Japan.
Miyaoka
H
H
Tanaka
K
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Enokita
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R
Okazaki
T
T
D000818:Animals; D000871:Anthelmintics / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D017173:Caenorhabditis elegans / Q000187:drug effects; D002851:Chromatography, High Pressure Liquid; D005285:Fermentation; D018942:Macrolides; D009682:Magnetic Resonance Spectroscopy; D008855:Microscopy, Electron, Scanning; D008925:Mites / Q000187:drug effects; D015394:Molecular Structure; D013302:Streptomyces / Q000737:chemistry / Q000145:classification / Q000378:metabolism* / Q000648:ultrastructure
D000871:Anthelmintics; D000900:Anti-Bacterial Agents; D018942:Macrolides; C027837:moxidectin