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

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: Biological Activitiesmentioning

confidence: 85%

Chemical Constituents of Plants from the GenusPsychotria

Zhang

Chemistry & Biodiversity

et al. 2016

“…acetylcholinesterase (AChE), butyrylcholinesterase (BChE), monoamine oxidase A (MAO-A), MAO-B, and catechol-O-methyltransferase (COMT) has been demonstrated. [4][5][6][7][8][9][10][11][12][13] In this sense, Psychotria is considered as an important source of active compounds…”

mentioning

confidence: 99%

“…The therapeutic potential of Psychotria has been linked to the presence of indole alkaloids 4,[6][7][8] and one important source is P. nemorosa Gardner. Recently, it was demonstrated that the alkaloid fraction obtained from the leaves of P. nemorosa significantly inhibited BChE and MAO-A activities.…”

mentioning

confidence: 99%

“…Recently, this preparation has attracted the attention of researchers due to its pharmacological potential, mainly to treat depression. − Other species have been described to treat dementia, which is corroborated by pharmacological studies. Their capacity to modulate key enzymes related to neurodegeneration, e.g., acetylcholinesterase (AChE), butyrylcholinesterase (BChE), monoamine oxidase A (MAO-A), MAO-B, and catechol- O -methyltransferase (COMT), has been demonstrated. − In this sense, Psychotria is considered as an important source of active compounds toward CNS.…”

mentioning

confidence: 99%

“…The therapeutic potential of Psychotria has been linked to the presence of indole alkaloids, ,− and one important source is P. nemorosa Gardner.…”

mentioning

confidence: 99%

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Bioactive Azepine-Indole Alkaloids from Psychotria nemorosa

et al. 2020

Phytochemical investigation of the alkaloid extract of the aerial parts ofPsychotria nemorosa led to the isolation and characterization of 10 azepine-indole alkaloids, i.e., cimitrypazepine (1), fargesine (2), nemorosines A (3) and B (12), nemorosinosides A-F (4-9), as well as two β-carboline derivatives, 10hydroxyisodolichantoside (10) and 10-hydroxydolichantoside (11), an isoxazole alkaloid, nemorosinoside G (13), serotonin (14), bufotenine (15), and (S)-gentianol ( 16).Compounds 3-13 have not yet been described. These compounds were isolated by semipreparative HPLC and their structures determined by means of HRMS, NMR, and ECD measurements. In addition, the monoamine oxidase-A (MAO-A), MAO-B, acetylcholinesterase (AChE), and butyrylcholinesterase (BChE) inhibitory activities were evaluated. Alkaloids 1-3 inhibited the MAO-A activity with IC50 values of 1.4, 1.4, and 0.9 µM, respectively. 3The genus Psychotria, a member of the Rubiaceae family, has been widely studied because of its effects on the central nervous system (CNS). Some species of the genus, like P. viridis, are used to prepare Ayahuasca, a hallucinogenic beverage consumed by Amazon Indian tribes. 1 Recently, this preparation has attracted the attention of researchers due to its pharmacological potential, mainly to treat depression. [1][2][3] Other species have been described to treat dementia, which is corroborated by pharmacological studies. Their capacity to modulate key enzymes related to neurodegeneration, e.g. acetylcholinesterase (AChE), butyrylcholinesterase (BChE), monoamine oxidase A (MAO-A), MAO-B, and catechol-O-methyltransferase (COMT) has been demonstrated. [4][5][6][7][8][9][10][11][12][13] In this sense, Psychotria is considered as an important source of active compounds

Targeted Isolation of Monoterpene Indole Alkaloids from Palicourea sessilis

et al. 2017

Phytochemical investigation of the alkaloid extract of Palicourea sessilis by LC-HRMS/MS using molecular networking and an in silico MS/MS fragmentation approach suggested the presence of several new monoterpene indole alkaloids. These compounds were isolated by semipreparative HPLC, and their structures confirmed by means of HRMS, NMR, and ECD measurements as 4-N-methyllyaloside (3), 4-N-methyl-3,4-dehydrostrictosidine (4), 4β-hydroxyisodolichantoside (6), and 4α-hydroxyisodolichantoside (7), as well as the known alkaloids alline (1), N-methyltryptamine (2), isodolichantoside (5), and 5-oxodolichantoside (8). In addition, the acetylcholinesterase inhibitory activity of the compounds was evaluated up to 50 μM.