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LC-UV/MS-based metabolomic analysis of the Hawaiian endophytic fungus  Paraphaeosphaeria neglecta  FT462 led to the identification of four unique mercaptolactated γ-pyranol–γ-lactams, paraphaeosphaerides E–H ( 1 – 4 ) together with one γ-lactone ( 5 ) and the methyl ester of compound  2  ( 11 ). The structures of the new compounds ( 1 – 5  and  11 ) were elucidated through the analysis of HRMS and NMR spectroscopic data. The absolute configuration was determined by chemical reactions with sodium borohydride, hydrogen peroxide, α-methoxy-α-(trifluoromethyl)phenylacetyl chlorides (Mosher reagents), and DP4 + NMR calculations. All the compounds were tested against STAT3, A2780 and A2780cisR cancer cell lines,  E .  coli  JW2496, and NF-κB. Compounds  1  and  3  strongly inhibited NF-κB with IC 50  values of 7.1 and 1.5 μM, respectively.

scientific reports

NF-κB inhibitors, unique γ-pyranol-γ-lactams with sulfide and sulfoxide moieties from Hawaiian plant Lycopodiella cernua derived fungus Paraphaeosphaeria neglecta FT462