Serinaphthoic Acids, New Amino-Naphthoic Acid Derivatives Produced by Serinicoccus marinus KDM482.

We previously discovered new dimerization compounds of 3-amino-2-naphthoic acid (3-A-2-N) produced by the cultivation of Serinicoccus marinus KDM482 with 3-A-2-N. In the present study, we investigated metabolites with a 3-A-2-N moiety and obtained two new metabolites, designated as serinaphthoic acids A (1) and B (2). A structural analysis using one-dimensional (1D) and 2D-NMR, IR, UV, and MS data revealed that 1 and 2 were both hybrid compounds consisting of the reagent 3-A-2-N and the natural moieties 2-thioformylbenzoic acid and 1-butene. In biological assays, 1 weakly inhibited the growth of Malme-3M cells by inducing apoptosis and also exhibited antibacterial activities against Staphylococcus aureus and Enterococcus faecalis.