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An Inhibitor of CCL2-Induced Chemotaxis from the Fungus Leptoxyphium sp

  1. Author:
    Klausmeyer, P.
    Howard, O.
    Shipley, S. M.
    McCoud, T. G.

  2. Author Address

    Klausmeyer, Paul, Shipley, Suzanne M.; McCoud, Thomas G.] SAIC Frederick Inc, Nat Prod Support Grp, Frederick, MD 21702 USA. [Howard, O. M. Zack] NCI, Mol Immunoregulat Lab, Canc & Inflammat Program, Ctr Canc Res, Frederick, MD 21702 USA.
    1. Year: 2009
  2. Journal: Journal of Natural Products
    1. 72
    2. 8
    3. Pages: 1369-1372
  4. Type of Article: Article
  1. Abstract:

    A biological screen used to identify inhibitors of monocyte chemotactic protein-1 (CCL2)-induced chemotaxis was applied in the activity-guided fractionation of an extract from a fungus of the genus Leptoxyphium sp. Inhibition of CCL2-induced chemotaxis was traced to a new dichlorinated diketopiperazine, cyclo(13,15-dichloro-L-Pro-L-Tyr). A structure-activity relationship (SAR) study evaluating relative activities of cyclo(13,15-dichloro-L-Pro-L-Tyr) and a nonchlorinated homologue cyclo(L-Pro-L-Tyr) showed that the dichlorinated molecule was 10- to 20-fold more active than the nonchlorinated form, while no activity was observed for cyclo(D-N-methylLeu-L-Trp).

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  2. DOI: 10.1021/np800745r
  3. PMID: 19637889

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