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  • Title: Fast Detection of Two Smenamide Family Members Using Molecular Networking.
    Author: Caso A, Esposito G, Della Sala G, Pawlik JR, Teta R, Mangoni A, Costantino V.
    Journal: Mar Drugs; 2019 Oct 30; 17(11):. PubMed ID: 31671549.
    Abstract:
    Caribbean sponges of the genus Smenospongia are a prolific source of chlorinated secondary metabolites. The use of molecular networking as a powerful dereplication tool revealed in the metabolome of S. aurea two new members of the smenamide family, namely smenamide F (1) and G (2). The structure of smenamide F (1) and G (2) was determined by spectroscopic analysis (NMR, MS, ECD). The relative and the absolute configuration at C-13, C-15, and C-16 was determined on the basis of the conformational rigidity of a 1,3-disubstituted alkyl chain system (i.e., the C-12/C-18 segment of compound (1). Smenamide F (1) and G (2) were shown to exert a selective moderate antiproliferative activity against cancer cell lines MCF-7 and MDA-MB-231, while being inactive against MG-63.
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