Chemical Constituents of the Bark of Dipteryx alata Vogel, an Active Species against Bothrops jararacussu Venom

Abstract

The effect of four sub-extracts prepared from the lyophilized hydroalcoholic bark of Dipteryx alata (Leguminosae-Papilionoideae) dissolved in a methanol-water (80:20) mixture through a liquid-liquid partition procedure has been investigated against the neuromuscular blockade of the venom of the snake Bothrops jararacussu. The active CH2Cl2 sub-extract has been extensively analyzed for its chemical constituents, resulting in the isolation of four lupane-type triterpenoids: lupeol (1), lupenone (2), 28-hydroxylup-20(29)-en-3-one (3), betulin (4), nine isoflavonoids: 8-O-methylretusin (5), 7-hydroxy-5,6,4’-trimethoxyisoflavone (6), afrormosin (8), 7-hydroxy-8,3’,4’-trimethoxyisoflavone (9), 7,3’-dihydroxy-8,4’-dimethoxyisoflavone (10), odoratin (11), 7,8,3’-trihydroxy-4’-methoxyisoflavone (13), 7,8,3’-trihydroxy-6,4’-dimethoxyisoflavone (15), dipteryxin (17), one chalcone: isoliquiritigenin (7), one aurone: sulfuretin (14) and three phenolic compounds: vanillic acid (12), vanillin (16), and protocatechuic acid (18). Their chemical structures were elucidated on the basis of spectroscopic analysis, including HRMS, 1D- and 2D-NMR techniques.

Antimicrobial activity of hydroalcoholic extracts from genipap, baru and taruma

“…Among these plants are genipap, which contains compounds including genipic acids, secoiridoids, tannins, and genipapin (GOTTLIEB & MORS, 1980;ABRÃO, 2010); baru, which contains triterpenes, isoflavones, and phenolic compounds (PUEBLA et al, 2010); and taruma, which contains butanolid and tarumal (SANTOS et al, 2001;FONSECA et al, 2006).…”

Evaluation of the Safety of Three Phenolic Compounds from <i>Dipteryx alata</i> Vogel with Antiophidian Potential

“…The antiophidian properties of three natural phenolic compounds PCA (1), VA (2), and VN (3) found in D. alata [4], whose structures are shown in Figure 1, is showed here for the first time in the literature.…”

“…D. alata is a very appreciated specimen by the Cerrado population due to its great value for wood-industry, to recover deforested areas, and specially as a food source [28]. In addition, its medicinal properties as antiophidian agent was previously recognized [4] [21] [29].…”

“…Dipteryx alata Vogel (Leguminosae), a native plant from the Brazilian savannah and popularly known as baru [3], contains 18 compounds already identified and among them the three phenolic derivatives (PCA, VA, and VN) of biomedical relevance [4].…”

Flavonoids from the halophyteApocynum venetumand their antifouling activities against marine biofilm-derived bacteria

“…In previous investigations, 8-Omethylretusin had been reported to be isolated from several plants such as Wistaria brachybotrys (Konoshima et al 1997), Dipteryx alata (Puebla et al 2010), Sophora tonkinensis ) and so on. Some researches also suggested that it had exhibited antitumour-promoting (Konoshima et al 1997) and antifouling activities (Zhou et al 2009).…”