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Related Experiment Videos

Demethylavermectins. Biosynthesis, isolation and characterization.

M D Schulman, D Valentino, O D Hensens

    The Journal of Antibiotics
    |November 1, 1985
    PubMed
    Summary
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    Sinefungin addition to Streptomyces avermitilis alters avermectin production. This results in novel avermectins lacking methoxyl groups, which exhibit anthelmintic and insecticidal properties.

    Area of Science:

    • Microbiology
    • Biochemistry
    • Natural Product Chemistry

    Background:

    • Streptomyces avermitilis produces eight avermectins, differing in methoxyl group positions.
    • Avermectin A has three methoxyl groups; Avermectin B has two.
    • Sinefungin is a methylation inhibitor.

    Purpose of the Study:

    • To investigate the effect of sinefungin on avermectin biosynthesis in Streptomyces avermitilis.
    • To characterize novel avermectin analogs produced under sinefungin treatment.

    Main Methods:

    • Fermentation of Streptomyces avermitilis strains (Agly-1 and 08) with and without sinefungin.
    • Isolation and purification of newly produced avermectins.
    • Anthelmintic and insecticidal activity assays.

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    Main Results:

    • Sinefungin addition to S. avermitilis Agly-1 led to accumulation of avermectin aglycone B components.
    • Sinefungin addition to S. avermitilis 08 resulted in the accumulation of 8 new avermectins lacking methoxyl groups on both the oleandrose and aglycone moieties.
    • These novel avermectins demonstrated significant anthelmintic and insecticidal activity.

    Conclusions:

    • Methylation is crucial for the normal production of avermectins in Streptomyces avermitilis.
    • Inhibition of methylation by sinefungin can lead to the generation of novel avermectin analogs with potential applications.
    • The newly isolated avermectins represent promising candidates for developing new anthelmintic and insecticidal agents.