In continuation of our work on Maytenus salicifolia, we report herein the isolation and structural elucidation of two new compounds, salicassin (1), a diterpene-chalcone adduct with an unprecedented Cframework, and (16b)-16-hydroxypristimerin (2), a quinone methide triterpenoid. Their structures were elucidated on the basis of spectroscopic analysis, including 1D-and 2D-NMR techniques (COSY, ROESY, HSQC, and HMBC). In addition, 22 known compounds were isolated and characterized by comparison of their spectra with reported data. Compound 2, structurally related to the well known cytotoxic quinone methide triterpenoids, exhibited an antiproliferative effect on HeLa, A-549, and HL-60 human cell lines, with IC 50 values of 2.2, 3.2, and 2.7 mm, respectively.Introduction. -The Maytenus genus, with more than 225 species, is widely distributed in the tropical and subtropical regions of the world, and represents the most diverse and richest genus of the Celastraceae family. In Brazil, 80 species of this genus have so far been documented as being present. Many traditional properties attributed to the Maytenus species have been experimentally verified, and these include antimitotic, antioxidant, and DNA polymerase b-lyase inhibitory activities [1].The species of the Celastraceae biosynthesize dimeric [2] and trimeric [3] triterpenes, and octacyclic sesquiterpeneÀtriterpene adducts [4], possibly through hetero-DielsÀAlder reactions via the formation of a C(1)ÀC(4) dioxane system. Uragogin (triterpeneÀneolignan ester) and blepharodin (heptacyclic arylpropa-noidÀnortriterpene phenol) isolated from Crossopetalum uragoga and Maytenus magellanica, respectively, are examples of hetero-DielsÀAlder adducts endowed with dioxane bridges [5]. Furthermore, the isolation of DielsÀAlder decacyclic C 20 -C 30 adducts [6] and diterpene dimers [7] [8] have also been reported for Celastraceae.Maytenus salicifolia Reissek is endemic in the state of Minas Gerais, southeast of Brazil, and is commonly known as cafezinho. Its leaves have been used in traditional