2. Academic Validation
  3. Synthesis of 5-keto-5-oxime derivatives of milbemycins and their activities against microfilariae

Synthesis of 5-keto-5-oxime derivatives of milbemycins and their activities against microfilariae

  • Agric Biol Chem. 1991 Oct;55(10):2615-21.
Y Tsukamoto 1,  K Sato,  S Mio,  S Sugai,  T Yanai,  N Kitano,  S Muramatsu,  Y Nakada,  J Ide
Affiliations

Affiliation

  • 1 Agricultural Chemicals Research Laboratories, Sankyo Co., Ltd., Shiga, Japan.
PMID: 1368759
Abstract

Starting from milbemycin D (1), milbemycin A4 (2) and milbemycin A3 (3), a series of 5-keto-5-oxime derivatives were synthesized by selective oximation at the alpha,beta-conjugated carbonyl function of the 5-ketomilbemycins (4-6). The activities of the synthesized compounds were studied in dogs naturally infested with microfilariae of Dirofilaria immitis. The 5-keto-5-oximes of milbemycin D (7), A4 (8) and A3 (9) had quite high efficacy to control the microfilariae and more potency than their parents, while the 5-O-acyl oximes (11-15) also exhibited high activity.

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