Monoamine oxidase inhibition by monoterpene indole alkaloids and fractions obtained from <i>Psychotria suterella</i> and <i>Psychotria laciniata</i>

Zhang

Chemistry & Biodiversity

et al. 2016

Psychotria is a genus of ca. 1500 species in the family Rubiaceae. Up to now, 41 species of the Psychotria genus have been chemically investigated, and 159 compounds, including alkaloids of indole, quinoline and benzoquinolizidine type, terpenoids, steroids, phenolics and aliphatic compounds have been isolated. These compounds show potent bioactivities, such as antimicrobial, antiviral, and antiparasitic activities.

Section: Chemical Constituentsmentioning

confidence: 99%

Section: Biological Activitiesmentioning

confidence: 99%

Chemical Constituents of Plants from the GenusPsychotria

Zhang

Chemistry & Biodiversity

et al. 2016

“…[12] The substrate used for the assay was kynuramine, which is non-fluorescent until it undergoes oxidative deamination by MAO, resulting in the fluorescent metabolite 4-hydroxyquinoline. Product formation was quantified by comparing the fluorescence emission of the samples to that of known amounts of the authentic metabolite, 4-hydroxyquinoline.…”

Section: Methodsmentioning

confidence: 99%

Chemical analysis, antioxidant, antichemotactic and monoamine oxidase inhibition effects of some pteridophytes from Brazil

et al. 2014

Background:Ferns are a group of plants that have been little explored from a chemical and biological perspective but that have interesting potential, occurring in various parts of the world.Objective:This work investigates the chemical profile and the biological effects of ferns from Brazil.Materials and Methods:Analyses were performed using rapid performance liquid chromatography (RP-LC) with a diode array detector (DAD). Extracts were tested for their in vitro antioxidant activity, by the total reactive antioxidant potential method and for their antichemotactic potential, by the Boyden chamber method. Cytotoxic effects were assessed by lactate dehydrogenase levels, while the monoamine oxidase (MAO) assay was carried out using a fluorescence-based method.Results:Different chemical compositions were found for the studied ferns, such as Asplenium gastonis, in which hesperidin was identified in its extract, while A. serra showed the presence of xanthone mangiferin. The most samples with highest antioxidant activity were the Asplenium serra, Lastreopsis amplissima and Cyathea dichromatolepis extracts, at 10 μg/mL. High antichemotactic activity was found for A. serra (94.06%) and Didymochlaena truncatula (93.41%), at 10 μg/mL. The extracts showed no cytotoxicity at the highest concentration. Against MAO-A, D. truncatula (82.61%), Alsophila setosa (82.21%), Cyathea phalerata (74.07%) and C. delgadii (70.32%) were the most active extracts (100 μg/mL).Conclusion:The hypothesis was considered that phenolics and triterpenes are responsible for these pronounced activities.

“…Supporting information available online at http://www.thieme-connect.de/products pounds with multifunctional biological activities targeting the central nervous system (CNS) [10,11], indole alkaloids from Psychotria spp. (Rubiaceae) have previously been studied for their inhibitory activity on acetyl and butyrylcholinesterases (AChE and BuChE, respectively), and monoamine oxidases A and B (MAO-A and MAO-B, respectively) [12][13][14]. The monoterpene indole alkaloids vallesiachotamine lactone (1; l " Fig.…”

Section: Introductionmentioning

confidence: 99%

“…It is known that nature is a rich source of phytochemicals possessing multifunctional properties [24]. Considering the inhibitory effects described for alkaloids from Psychotria on cholinesterases and monoamine oxidases [12][13][14] and the role of these enzymatic targets on the CNS and in neurodegenerative conditions [25], the present work proposed the investigation of the inhibitory activity of 12 Psychotria alkaloids (l " Fig. 1; Fig.…”

mentioning

confidence: 98%

Alkaloids from Psychotria Target Sirtuins: In Silico and In Vitro Interaction Studies

et al. 2014

Self Cite

Epigenetic enzymes such as histone deacetylases play a crucial role in the development of ageing-related diseases. Among the 18 histone deacetylase isoforms found in humans, class III histone deacetylases, also known as sirtuins, seem to be promising targets for treating neurodegenerative conditions. Recently, Psychotria alkaloids, mainly monoterpene indoles, have been reported for their inhibitory properties against central nervous system cholinesterase and monoamine oxidase proteins. Given the multifunctional profile of these alkaloids in the central nervous system, and the fact that the indole scaffold has been previously associated with sirtuin inhibition, we hypothesized that these indole derivatives could also interact with sirtuins. In the present study, alkaloids previously isolated from Psychotria spp. were evaluated for their potential interaction with human sirtuin 1 and sirtuin 2 by molecular docking and molecular dynamics simulation approaches. The in silico results allowed for the selection of five potentially active compounds, namely, prunifoleine, 14-oxoprunifoleine, E-vallesiachotamine, Z-vallesiachotamine, and vallesiachotamine lactone. The sirtuin inhibition of these compounds was confirmed in vitro in a dose-response manner, with preliminary information on their pharmacokinetics properties.