Obtenção de derivados do (-)-Mentol e avaliação de atividades biológicas: inibição da enzima acetilcolinesterase, larvicida e ansiolítica

Abstract

In this work, menthol and menthone derivatives were synthesized, including nine esters, one thiosemicarbazone and two hydrazones. All were characterized by nuclear magnetic resonance (1H NMR), gas chromatography coupled to mass spectrometry (GC-MS) and Fourier transform infrared spectroscopy (FTIR). Considering that menthol and menthone are the major constituents present in many essential oils of plants with proven larvicidal activity, mainly in the Mentha genus, the main objective of this work was to evaluate the larvicidal potential of the derivatives obtained against the larvae of the Aedes aegypti mosquito, the main vector responsible for the transmission of diseases such as Chikungunya Fever, Zika and Dengue. The compounds were evaluated for larvicidal activity using 3rd stage larvae of the Aedes aegypti mosquito, at different concentrations (4 – 10 – 20 – 40 – 100) ppm of the bioproducts. The compounds MDODEC, MBENZ, MBENZ 4-OCH3, MBENZ 4-Cl, MAC, MCINAM, MCINAM 4-OCH3, MENTIO and MENTISO, obtained potent larvicidal activity with LC50 values lower than 100 ppm, highlighting MDODEC with LC50 of 8 ppm and MENTIO with LC50 of 22 ppm, values close to the larvicide temephos. The samples were also evaluated for their anxiolytic activity, modifying the lomotor and behavioral activity of zebrafish, acting via GABA. All compounds were tested for inhibitory action of the enzyme Acetylcholinesterase (AChE), presenting inhibition halos close to and, in some cases, greater than the Eserine standard.