23-oxo (keto) and 23-imino derivatives of ll-f28249 compounds

C - Chemistry – Metallurgy – 07 – D

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C07D 493/22 (2006.01) A01N 43/90 (2006.01) A01N 49/00 (2006.01) A23K 1/17 (2006.01) C07F 7/18 (2006.01) C07H 19/01 (2006.01)

Patent

CA 1301164

30,394-00 23-OXO (KETO) AND 23-IMINO DERIVATIVES OF LL-F28249 COMPOUNDS ABSTRACT OF THE INVENTION The present invention relates to novel 23-oxo (keto) and 23-imino derivatives of LL-F28249.alpha., .beta., ?, .delta., .epsilon., 5, .theta., ? and .lambda. compounds. These LL-F28249 compounds (collectively) are isolates from the fermentation broth of Streptomyces cyaneogriseus subspecies noncyanogenus having deposit accession number NRRL 15773. The present 23-oxo compounds are prepared by selectively oxidizing suitably protected 23-hydroxy compounds of LL-F28249 components using oxidizing agents. Subsequently, the 23-oxo compounds are converted to the 23-imino com- pounds. These novel compounds have potent anthelmintic, insecticidal, ectoparasiticidal, nematicidal and acari- cidal activity. Compositions containing these 23-oxo and 23-imino derivatives of LL-F28249 also are described herein.

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