Chemical constituents from leaves of Palicourea coriacea (Rubiaceae)

Silva, Virgínia Cláudia da; Carvalho, Mário Geraldo de; Alves, Aline Nogueira

doi:10.1007/s11418-008-0227-2

Cited by 18 publications

(6 citation statements)

References 17 publications

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“…Compounds 3 (17 mg, 0.00085%, Figure 1) and 4 (12 mg, 0.0006%, Figure 1) were isolated from the ethanolic and methanolic extracts, respectively (Figure 2). The structures of 1 – 4 were confirmed by comparison of their NMR, MS, UV and IR spectra with those reported previously [8,9,10,11]. The HMBC correlations of compounds 1 – 4 are given in Figure 2.…”

Section: Resultssupporting

confidence: 73%

Cholinesterase Enzymes Inhibitors from the Leaves of Rauvolfia Reflexa and Their Molecular Docking Study

et al. 2013

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Plants of the Apocynaceae family have been traditionally used in the treatment of age-related brain disorders. Rauvolfia reflexa, a member of the family, has been used as an antidote for poisons and to treat malaria. The dichloromethane, ethanol and methanol extracts from the leaves of Rauvolfia reflexa showed potential acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibitory activities, with IC50 values in the 8.49 to 52.23 g/mL range. Further cholinesterase inhibitory-guided isolation of these extracts afforded four bioactive compounds, namely: (E)-3-(3,4,5-trimethoxyphenyl)acrylic acid (1), (E)-methyl 3-(4-hydroxy-3,5-dimethoxyphenyl) acrylate (2), 17-methoxycarbonyl-14-heptadecaenyl-4-hydroxy-3-methoxycinnamate (3) and 1,2,3,4-tetrahydro-1-oxo-β-carboline (4). The isolated compounds showed moderate cholinesterase inhibitory activity compared to the reference standard, physostigmine. Compounds 1 and 2 showed the highest inhibitory activity against AChE (IC50 = 60.17 µM) and BChE (IC50 = 61.72 µM), respectively. Despite having similar molecular weight, compounds 1 and 2 were structurally different according to their chemical substitution patterns, leading to their different enzyme inhibition selectivity. Compound 2 was more selective against BChE, whereas compound 1 was a selective inhibitor of AChE. Molecular docking revealed that both compounds 1 and 2 were inserted, but not deeply into the active site of the cholinesterase enzymes.

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Section: Resultssupporting

confidence: 73%

Cholinesterase Enzymes Inhibitors from the Leaves of Rauvolfia Reflexa and Their Molecular Docking Study

et al. 2013

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“…The alkaloids isolated in this survey correspond well to various other phytochemical studies on Palicourea s.l. species in which strictosidine and ß-carboline derivatives were reported (e.g., Berger et al, 2012;da Silva et al, 2008;do Nascimento et al, 2006do Nascimento et al, , 2008Valverde et al, 1999).…”

Section: Resultsmentioning

confidence: 99%

Loganin and secologanin derived tryptamine–iridoid alkaloids from Palicourea crocea and Palicourea padifolia (Rubiaceae)

et al. 2015

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“…Palicourea coriacea (Cham.) K. Shum is known to contain the alkaloid calycanthine ( 5 ), glucoindole alkaloids such as 3‐ epi ‐strictosidinic acid and derivatives, ursolic acid and benzoyl and cinnamoyl derivatives (do Nascimento et al ., ; da Silva et al ., ).…”

Section: Introductionmentioning

confidence: 97%

The Spatial Distribution of Alkaloids in Psychotria prunifolia (Kunth) Steyerm and Palicourea coriacea (Cham.) K. Schum Leaves Analysed by Desorption Electrospray Ionisation Mass Spectrometry Imaging

Kato

Moraes

Oliveira

et al. 2017

Phytochemical Analysis

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ABSTRACT:Introduction -Species of the genera Psychotria and Palicourea are sources of indole alkaloids, however, the distribution of alkaloids within the plants is not known. Analysing the spatial distribution using desorption electrospray ionisation mass spectrometry imaging (DESI-MSI) has become attractive due to its simplicity and high selectivity compared to traditional histochemical techniques. Objectives -To apply DESI-MSI to visualise the alkaloid distribution on the leaf surface of Psychotria prunifolia and Palicourea coriacea and to compare the distributions with HPLC-MS and histochemical analyses. Methodology -Based upon previous structure elucidation studies, four alkaloids targeted in this study were identified using high resolution mass spectrometry by direct infusion of plant extracts, and their distributions were imaged by DESI-MSI via tissue imprints on a porous Teflon surface. Relative quantitation of the four alkaloids was obtained by HPLC-MS/MS analysis performed using multiple-reaction monitoring (MRM) mode on a triple quadrupole mass spectrometer. Results -Alkaloids showed distinct distributions on the leaf surfaces. Prunifoleine was mainly present in the midrib, while 10-hydroxyisodeppeaninol was concentrated close to the petiole; a uniform distribution of 10-hydroxyantirhine was observed in the whole leaf of Psychotria prunifolia. The imprinted image from the Palicourea coriacea leaf also showed a homogeneous distribution of calycanthine throughout the leaf surface. Conclusion -Different distributions were found for three alkaloids in Psychotria prunifolia, and the distributions found by MSI were in complete accordance with HPLC-MS analysis and histochemical results. The DESI-MSI technique was therefore demonstrated to provide reliable information about the spatial distribution of metabolites in plants.

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Chemical constituents from leaves of Palicourea coriacea (Rubiaceae)

Cited by 18 publications

References 17 publications

Cholinesterase Enzymes Inhibitors from the Leaves of Rauvolfia Reflexa and Their Molecular Docking Study

Cholinesterase Enzymes Inhibitors from the Leaves of Rauvolfia Reflexa and Their Molecular Docking Study

Loganin and secologanin derived tryptamine–iridoid alkaloids from Palicourea crocea and Palicourea padifolia (Rubiaceae)

The Spatial Distribution of Alkaloids in Psychotria prunifolia (Kunth) Steyerm and Palicourea coriacea (Cham.) K. Schum Leaves Analysed by Desorption Electrospray Ionisation Mass Spectrometry Imaging

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