BIOSIS / 2002:429399

AN

    2002:429399  BIOSIS

DN

    PREV200200429399

TI

    Cyclipostins, Novel hormone-sensitive lipase inhibitors from
    Streptomyces sp. DSM 13381: II. Isolation, structure elucidation and
    biological properties. 

AU

    Vertesy, Laszlo [Reprint author]; Beck, Bernd; Broenstrup, Mark; Ehrlich,
    Klaus; Kurz, Michael; Mueller, Guenter; Schummer, Dietmar; Seibert,
    Gerhard

CS

    LG Natural Products Research, H 780, Frankfurt/Main, Germany
    Laszlo.Vertesy@aventis.com

SO

    Journal of Antibiotics (Tokyo), (May, 2002) Vol. 55, No. 5, pp. 480-494.
    print. 
    CODEN: JANTAJ. ISSN: 0021-8820. 

DT

    Article

LA

    English

ED

    Entered STN: 7 Aug 2002
    Last Updated on STN: 23 Sep 2002

AB

    Hormone-sensitive lipase (HSL) is a key enzyme of lipid metabolism
    and its control is therefore a target in the treatment of diabetes
    mellitus.  Cultures of the Streptomyces species DSM 13381 have been shown
    to potently inhibit HSL.  Ten inhibitors of HSL, termed cyclipostins,
    have been isolated from the mycelium of this microorganism and a further
    nine related compounds detected.  Their structures were characterized by
    2-D NMR experiments and by mass spectrometry and were found to comprise
    neutral cyclic enol phosphate esters with an additional gamma-lactone
    ring.  On account of their ester-bound fatty alcohol side chain, the
    cyclipostins have physicochemical properties similar to those of
    triglycerides.  The outstanding characteristic of the cyclipostins is
    their strong anti-HSL activity, with IC50 values in the nanomolar range.

CC

    Biochemistry studies - Lipids   10066
    Pathology - Therapy   12512
    Metabolism - General metabolism and metabolic pathways   13002
    Metabolism - Metabolic disorders   13020
    Endocrine - Pancreas   17008
    Pharmacology - General   22002
    Pharmacology - Endocrine system   22016
    Physiology and biochemistry of bacteria   31000

IT

    Major Concepts
       Metabolism; Pharmacology

IT

    Parts, Structures, & Systems of Organisms
       mycelium

IT

    Diseases
       diabetes mellitus: endocrine disease/pancreas, metabolic disease,
       drug therapy
       Diabetes Mellitus (MeSH)

IT

    Chemicals & Biochemicals
       cyclic enol phosphate esters; cyclipostins: antidiabetic-drug, enzyme
       inhibitor-drug, biological properties, structure; hormone-sensitive
       lipase; triglycerides

IT

    Methods & Equipment
       mass spectrometry: Spectrum Analysis Techniques, analytical method;
       two-dimensional NMR: analytical method

IT

    Miscellaneous Descriptors
       lipid metabolism

ORGN

    Classifier
       Streptomycetes and Related Genera   08840
    Super Taxa
       Actinomycetes and Related Organisms; Eubacteria; Bacteria;
       Microorganisms
    Organism Name
       Streptomyces sp.: strain-DSM 13381
    Taxa Notes
       Bacteria, Eubacteria, Microorganisms

RN

    372092-03-0 (CYCLIPOSTINS)