Abstract:
Bufotenine is a fluorescent analog of Dimethyltryptamine (DMT) that has been widely studied due to its psychedelic properties and biological activity. However, little is known about its spectroscopic properties in different media. Thus, we present in this work, for the first time, the spectroscopic behavior of bufotenine and bufotenine N-oxide by means of their fluorescence properties. Both molecules exhibit changes in optical absorption and emission spectra with variations in pH of the medium and in different solvents. Assays in the presence of biomembranes models, like micelles and liposomes, were also performed. In surfactants titration experiments, the spectral shift observed in fluorescence shows the interaction of both molecules with pre-micellar structures and with micelles. Steady state anisotropy measurements show that both bufotenine and bufotenine N-oxide, in the studied concentration range, interact with liposomes without causing changes in the fluidity of the lipid bilayer. These results can be useful in studies that aim at searching for new compounds, inspired by bufotenine and bufotenine N-oxide, with relevant pharmacological activities and also in studies that use these molecules as markers of psychiatric disorders.
摘要:
Bufotenine是二甲基色胺(DMT)的荧光类似物,由于其迷幻特性和生物活性而被广泛研究。然而,对其在不同介质中的光谱特性知之甚少。因此,我们在这项工作中,第一次,通过其荧光性质研究了丁酚胺和丁酚胺N-氧化物的光谱行为。两种分子都表现出光吸收和发射光谱随介质和不同溶剂的pH变化而变化。在生物膜模型存在下的测定,比如胶束和脂质体,也表演了。在表面活性剂滴定实验中,在荧光中观察到的光谱位移显示了两种分子与前胶束结构和胶束的相互作用。稳态各向异性测量表明,布非替宁和布非替宁N-氧化物,在研究的浓度范围内,与脂质体相互作用,而不会引起脂质双层流动性的变化。这些结果可用于旨在寻找新化合物的研究,灵感来自bufotenine和bufotenineN-氧化物,具有相关的药理活性,以及使用这些分子作为精神疾病标志物的研究。