Synthesis of 6α,7β-dihydroxyvouacapan-17β-oic acid derivatives. Part IV: Mannich base derivatives and its activities on the electrically stimulated guinea-pig ileum preparation

Abstract

The furanditerpene 6α,7β-dihydroxyvouacapan-17β-oic acid (ADV, 1), isolated from Pterodon polygalaeflorus Benth fruits, presents analgesic activity in current rodent experimental models. With the aim to gather data for biological studies it were obtained six new amide derivatives substituted in the furan ring with alkylamine groups, prepared by the Mannich reaction with preformed iminium salts. These derivatives were evaluated in a preliminary in vitro pharmacological test. Structures were determined by spectroscopic data of IR, 1H and 13C NMR.