Biflavonoids and other constituents from the fruits of Schinus terebinthifolius (Anacardiaceae)
Schinus terebinthifolius, acid (Z)-masticadienoic, masticadienolic acid, tetrahydroamentoflavone, antimicrobial activity, acetyl and butycholinesterase activity
The Anacardiaceae family has a worldwide geographical distribution and the genus Schinus L stands out for the amount of species associated with it and properties in traditional medicine. The species Schinus terebinthifolius, widely known in Brazil for its use as seasoning, ornamentation and traditional medicine. In order to re-study the chemical composition of S. terebinthifolius fruits, to evaluate the bioactivity against pathogenic agents (E. coli, S. aureus and P. aeruginosa) and inhibition of acetyl enzymes (AChE) and butycholinesterase (BChE) of extracts, organic soluble fractions and pure substances; the hexane and methanolic extract were prepared by the macerated method, the latter submitted to partition with chloroform and ethyl acetate. After separation and purification of the constituents, the uni (NMR 1H, NMR 13C) and bi-dimensional (HSQC, HMBC) experiments were used for the identification, as well as liquid chromatography coupled to high resolution mass spectrometry (LC-HRMS). From these proceedings two tirucalaan triterpenoides were identified: acid (Z)-masticadienoic acid (ST1), masticadienolic acid (ST2); tetrahydrobiflavone (ST3) and a derivative of the gallic acid: 4-O-methylgallic acid (ST4). In the tests against pathogens, between extracts and organic phases, the best growth inhibition was found for the chloroform phase against the three microorganisms evaluated with MIC between 50-75 μg.mL-1 and the pure substances resulted in more promissory ST3 and ST4 with MIC between 25-75 μg.mL-1 against the three microorganisms. Regarding the inhibitory activity of the enzymes AChE and BChE, both for extracts and for organic phases and pure substances, a percentage of moderate inhibition was identified. Therefore, the bioactive potential of the species under study was highlighted, mainly from the chloroform phase for the search for substances of pharmacological interest.