Here we report the discovery of two new 3-acetamido-4-hydroxybenzoate esters, bulbiferates A (<b>1</b>) and B (<b>2</b>), isolated from <i>Microbulbifer</i> sp. cultivated from the marine tunicate <i>Ecteinascidia turbinata</i>. The structures of <b>1</b> and <b>2</b> were determined by analysis of 2D NMR and MS data. Additionally, three synthetic analogues (<b>3</b>-<b>5</b>), differing in ester sizes/lengths, were prepared for the purposes of evaluating potential structure-activity relationships; no clear correlations tying ester lengths to activity were evident. Bulbiferates A (<b>1</b>) and B (<b>2</b>) demonstrated antibacterial activity against both <i>Escherichia coli</i> (<i>E. coli</i>) and methicillin-sensitive <i>Staphylococcus aureus</i> (MSSA), whereas the synthetic analogues <b>3</b> and <b>4</b> displayed activity only against MSSA.