Halogenated terpenoids generally are discovered in many marine organisms, including plants and invertebrates. A substantial number of these interesting compounds demonstrated not only cytotoxic, antimicrobial, antibacterial, enzyme inhibitory activity [1-3], but also relevant ecological functions, such as antifeedant, insecticidal, antifouling and allelopathic activities [1]. For all the foregoing reasons, a series of halogenated compounds with ent-kauranic skeleton was obtained. The ent-kaur-16-en-19-oic acid (1) previously isolated from the sunflower Helianthus annuus L. dry waste [4, 5] was used as a starting material. Thus, the one step functionalization of acid (1) catalyzed by LiBr and mediated by an hypervalent iodine oxidant [6] has generated new brominated and acetoxy-brominated compounds (2) - (5) (Figure).formulaThe structure and stereochemistry of the synthesized diterpenoid compounds (2)–(5) was established basing on their spectral data (IR, 1H- and 13C-NMR). The preliminary biological activity evaluation of the diterpenic acids (4) and (5) has shown a selective inhibition of HeLa, BxPc-3 and RD tumor cells.