1. Fast Detection of Two Smenamide Family Members Using Molecular Networking.
- Author
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Caso A, Esposito G, Della Sala G, Pawlik JR, Teta R, Mangoni A, and Costantino V
- Subjects
- Animals, Antineoplastic Agents pharmacology, Caribbean Region, Cell Line, Tumor, Cell Proliferation drug effects, Fibroblasts, Humans, MCF-7 Cells, Magnetic Resonance Spectroscopy, Metabolome, Molecular Structure, Porifera metabolism, Biological Products pharmacology, Drug Screening Assays, Antitumor methods, Porifera chemistry
- 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.
- Published
- 2019
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