The plant endophytes, Pestalotiopsis spp., are prolific producers of bioactive secondary metabolites. Chemical studies on the fungus, Pestalotiopsis fici, have provided over 70 new natural products from different biosynthetic routes. Some metabolites have shown biological activities, including cytotoxic, antimicrobial and anti-HIV effects. This review covers the structure, bioactivities and putative biosynthetic pathways of selected metabolites published by us over the past three years.