<p>A pair of unusual melibiose esters (<b>1<i>α</i></b>/<b>1<i>β</i></b>) and a pair of unusual raffinose esters (<b>2<i>α</i>/2<i>β</i></b>), were isolated from <i>Scrophularia ningpoensis</i>. Structures of them were established by detailed spectroscopic analyses to be 6-<i>O</i>-(<i>E</i>)-cinnamoyl-<i>α</i>-d-galactopyranosyl-(1→6)-<i>α</i>(<i>β</i>)-d-glucopyranose (<b>1<i>α</i></b>/<b>1<i>β</i></b>) and 6-<i>O</i>-(<i>E</i>)/(<i>Z</i>)-cinnamoyl-<i>α</i>-d-galactopyranosyl-(1→6)-<i>α</i>-d-glucopyranosyl-(1→2)-<i>β</i>-d-fructofuranose (<b>2<i>α</i>/2<i>β</i></b>), respectively. All these compounds were evaluated for antifouling activity against the settlement of <i>Balanus amphitrite</i> larvae, along with the cytotoxic effect against the proliferation of HeLa cell lines.</p