Two novel naphthoxirene derivatives 1 and 2 and their glucosides 3 and 4 have been isolated from the root bark of Sesarnurn angolense WELW. (Pedaliaceae) by preparative liquid chromatography. The structure of 1 was established by X-ray diffraction analysis. The identities of the other naphthoxirenes were deduced by spectroscopic (IR, UV, 'H-NMR, I3C-NMR, EI-MS, DCI-MS) and chemical methods (oxidation, acid and enzymatic hydrolysis). Compounds 1-3 exhibited antifungal activity. Naphthoxirene 1 was, in addition, cytotoxic to human colon carcinoma cells. During preliminary screening, the CH,Cl, extract of the root bark of S. angolense exhibited antifungal activity against Cladosporium cucumerinum, a plant pathogenic fungus, as well as cytotoxicity towards human colon cancer cells.Here, we report the isolation and structure elucidation of the antifungal constituents from the root bark which were shown to be new naphthoxirene derivatives. One of them also possessed cytotoxic properties and was responsible for the antiproliferative activity of the CH,Cl, extract.