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1.
Artigo em Inglês | MEDLINE | ID: mdl-38780800

RESUMO

Although several studies have been conducted to elucidate the relationship between psychedelic consumption and cognition, few have focused on understanding the long-term use influence of these substances on these variables, especially in ritualistic contexts.  To verify the influence of ritualistic ayahuasca consumption on the cognition of experienced ayahuasca religious users (> 20 years) and beginners (< 3 years), which participated in rituals of the Centro Luz Divina (CLD), a Santo Daime church in Brazil. Observational, descriptive, and cross-sectional study was carried out in which 48 people participated divided into three groups: (a) experienced ayahuasca users (n = 16), (b) beginner ayahuasca users (n = 16) and (c) control group (n = 16). All groups were matched by sex, age, and education and contained 8 women and 8 men. Cognition was assessed with the WASI (intelligence quotient), Digit Span (verbal working memory), Corsi Block-Tapping Task (visuospatial-related and working memory), Rey-Osterrieth Complex Figure test (visual perception, immediate memory), and Wisconsin Card Sorting and Five Digit Test (executive functions). Groups were homogenous in terms of sociodemographic characteristics, with participants presenting average intellectual performance. There was no evidence of cognitive decline amongst ayahuasca users. The experienced group showed higher scores compared to the less experienced group in the Digit Span and Corsi Block-Tapping tasks, which assess working verbal and visuospatial memories respectively. We confirmed the botanical identities of Psychotria viridis and Banisteriopsis caapi and the presence of the alkaloids both in the plants and in the brew. Short and long-term ayahuasca consumption does not seem to alter human cognition, while long-term use seems to be associated with improvements in aspects of working memory when compared with short-term use.

2.
J Plant Res ; 136(3): 397-412, 2023 May.
Artigo em Inglês | MEDLINE | ID: mdl-36809401

RESUMO

Under natural conditions plants are generally subjected to complex scenarios of combined or sequential environmental stresses. Among the various components of plant biochemistry modulated by abiotic variables, a pivotal role is played by antioxidant systems, including specialized metabolites and their interaction with central pathways. To help address this knowledge gap, a comparative analysis of metabolic changes in leaf tissues of the alkaloid accumulating plant Psychotria brachyceras Müll Arg. under individual, sequential, and combined stress conditions was carried out. Osmotic and heat stresses were evaluated. Protective systems (accumulation of the major antioxidant alkaloid brachycerine, proline, carotenoids, total soluble protein, and activity of the enzymes ascorbate peroxidase and superoxide dismutase) were measured in conjunction with stress indicators (total chlorophyll, ChA/ChB ratio, lipid peroxidation, H2O2 content and electrolyte leakage). Metabolic responses had a complex profile in sequential and combined stresses compared to single ones, being also modified over time. Different stress application schemes affected alkaloid accumulation in distinct ways, exhibiting similar profile to proline and carotenoids, constituting a complementary triad of antioxidants. These complementary non-enzymatic antioxidant systems appeared to be essential for mitigating stress damage and re-establishing cellular homeostasis. The data herein provides clues that may aid the development of a key component framework of stress responses and their appropriate balance to modulate tolerance and yield of target specialized metabolites.


Assuntos
Alcaloides , Psychotria , Antioxidantes/metabolismo , Psychotria/química , Psychotria/metabolismo , Peróxido de Hidrogênio/metabolismo , Alcaloides/metabolismo , Carotenoides/análise , Carotenoides/metabolismo , Folhas de Planta/metabolismo , Prolina/análise , Prolina/metabolismo
3.
Metab Brain Dis ; 36(7): 2015-2027, 2021 10.
Artigo em Inglês | MEDLINE | ID: mdl-34460047

RESUMO

A substantial number of epileptic patients are resistant to the current medication thus necessitating the search for alternative therapies for intractable forms of the disease. Previous studies demonstrated the acute anticonvulsant properties of the methanol extract of the stem bark of Psychotria camptopus (MEPC) in rats. This study investigated the effects of MEPC on pentylenetetrazole-kindled Wistar rats. Kindling was induced by intraperitoneal injection of pentylenetetrazole (37.5 mg/kg) on every alternate day, 1 h after each daily oral pretreatment of rats (8 ≤ n ≤ 10) with MEPC (40, 80 and 120 mg/kg), vehicle or diazepam (3 mg/kg) for 43 days. The kindling development was monitored based on seizure episodes and severity. Rats' brains were collected on day 43 for the determination of oxidative stress parameters. The histomorphological features and neuronal cell viability of the prefrontal cortex (PFC) and hippocampus were also assessed using H&E and Cresyl violet stains. Chronic administration of pentylenetetrazole time-dependently decreased the latency to myoclonic and generalized seizures, and increased seizure scores and the number of kindled rats. MEPC and diazepam significantly increased the latencies to myoclonic jerks and generalized tonic-clonic seizures. These substances also reduced seizure score and the number of rats with PTZ-kindling. MEPC improved glutathione status and decreased lipid peroxidation in the brains of kindled rats. MEPC also exhibited neuroprotection against pentylenetetrazole-induced hippocampal and PFC neuronal damages. These results suggest that P. camptopus has antiepileptogenic activity, which might be related to the augmentation of antioxidant and neuroprotective defense mechanisms, and further confirm its usefulness in the management of epilepsy.


Assuntos
Excitação Neurológica , Fármacos Neuroprotetores , Psychotria , Rubiaceae , Animais , Anticonvulsivantes/farmacologia , Anticonvulsivantes/uso terapêutico , Antioxidantes/farmacologia , Antioxidantes/uso terapêutico , Humanos , Masculino , Metanol/farmacologia , Fármacos Neuroprotetores/farmacologia , Fármacos Neuroprotetores/uso terapêutico , Pentilenotetrazol/farmacologia , Casca de Planta , Extratos Vegetais/farmacologia , Extratos Vegetais/uso terapêutico , Ratos , Ratos Wistar
4.
Am J Bot ; 107(2): 219-228, 2020 02.
Artigo em Inglês | MEDLINE | ID: mdl-32072625

RESUMO

PREMISE: Interactions between fungal endophytes and their host plants present useful systems for identifying important factors affecting assembly of host-associated microbiomes. Here we investigated the role of secondary chemistry in mediating host affinity of asymptomatic foliar endophytic fungi using Psychotria spp. and Theobroma cacao (cacao) as hosts. METHODS: First, we surveyed endophytic communities in Psychotria species in a natural common garden using culture-based methods. Then we compared differences in endophytic community composition with differences in foliar secondary chemistry in the same host species, determined by liquid chromatography-tandem mass spectrometry. Finally, we tested how inoculation with live and heat-killed endophytes affected the cacao chemical profile. RESULTS: Despite sharing a common environment and source pool for endophyte spores, different Psychotria host species harbored strikingly different endophytic communities that reflected intrinsic differences in their leaf chemical profiles. In T. cacao, inoculation with live and heat-killed endophytes produced distinct cacao chemical profiles not found in uninoculated plants or pure fungal cultures, suggesting that endophytes, like pathogens, induce changes in secondary chemical profiles of their host plant. CONCLUSIONS: Collectively our results suggest at least two potential processes: (1) Plant secondary chemistry influences assembly and composition of fungal endophytic communities, and (2) host colonization by endophytes subsequently induces changes in the host chemical landscape. We propose a series of testable predictions based on the possibility that reciprocal chemical interactions are a general property of plant-endophyte interactions.


Assuntos
Cacau , Fungos , Endófitos , Folhas de Planta , Plantas
5.
Molecules ; 25(24)2020 Dec 12.
Artigo em Inglês | MEDLINE | ID: mdl-33322801

RESUMO

Psychotria malayana Jack has traditionally been used to treat diabetes. Despite its potential, the scientific proof in relation to this plant is still lacking. Thus, the present study aimed to investigate the α-glucosidase inhibitors in P.malayana leaf extracts using a metabolomics approach and to elucidate the ligand-protein interactions through in silico techniques. The plant leaves were extracted with methanol and water at five various ratios (100, 75, 50, 25 and 0% v/v; water-methanol). Each extract was tested for α-glucosidase inhibition, followed by analysis using liquid chromatography tandem to mass spectrometry. The data were further subjected to multivariate data analysis by means of an orthogonal partial least square in order to correlate the chemical profile and the bioactivity. The loading plots revealed that the m/z signals correspond to the activity of α-glucosidase inhibitors, which led to the identification of three putative bioactive compounds, namely 5'-hydroxymethyl-1'-(1, 2, 3, 9-tetrahydro-pyrrolo (2, 1-b) quinazolin-1-yl)-heptan-1'-one (1), α-terpinyl-ß-glucoside (2), and machaeridiol-A (3). Molecular docking of the identified inhibitors was performed using Auto Dock Vina software against the crystal structure of Saccharomyces cerevisiae isomaltase (Protein Data Bank code: 3A4A). Four hydrogen bonds were detected in the docked complex, involving several residues, namely ASP352, ARG213, ARG442, GLU277, GLN279, HIE280, and GLU411. Compound 1, 2, and 3 showed binding affinity values of -8.3, -7.6, and -10.0 kcal/mol, respectively, which indicate the good binding ability of the compounds towards the enzyme when compared to that of quercetin, a known α-glucosidase inhibitor. The three identified compounds that showed potential binding affinity towards the enzymatic protein in molecular docking interactions could be the bioactive compounds associated with the traditional use of this plant.


Assuntos
Inibidores de Glicosídeo Hidrolases/isolamento & purificação , Extratos Vegetais/farmacologia , Psychotria/química , alfa-Glucosidases/metabolismo , Simulação por Computador , Inibidores de Glicosídeo Hidrolases/química , Inibidores de Glicosídeo Hidrolases/farmacologia , Metabolômica , Simulação de Acoplamento Molecular , Estrutura Molecular , Análise Multivariada , Extratos Vegetais/química , Extratos Vegetais/isolamento & purificação , Folhas de Planta/química
6.
Molecules ; 25(18)2020 Sep 11.
Artigo em Inglês | MEDLINE | ID: mdl-32932994

RESUMO

The plant Psychotria malayana Jack belongs to the Rubiaceae family and is known in Malaysia as "meroyan sakat/salung". A rapid analytical technique to facilitate the evaluation of the P. malayana leaves' quality has not been well-established yet. This work aimed therefore to develop a validated analytical technique in order to predict the alpha-glucosidase inhibitory action (AGI) of P. malayana leaves, applying a Fourier Transform Infrared Spectroscopy (FTIR) fingerprint and utilizing an orthogonal partial least square (OPLS). The dried leaf extracts were prepared by sonication of different ratios of methanol-water solvent (0, 25, 50, 75, and 100% v/v) prior to the assessment of alpha-glucosidase inhibition (AGI) and the following infrared spectroscopy. The correlation between the biological activity and the spectral data was evaluated using multivariate data analysis (MVDA). The 100% methanol extract possessed the highest inhibitory activity against the alpha-glucosidase (IC50 2.83 ± 0.32 µg/mL). Different bioactive functional groups, including hydroxyl (O-H), alkenyl (C=C), methylene (C-H), carbonyl (C=O), and secondary amine (N-H) groups, were detected by the multivariate analysis. These functional groups actively induced the alpha-glucosidase inhibition effect. This finding demonstrated the spectrum profile of the FTIR for the natural herb P. malayana Jack, further confirming its medicinal value. The developed validated model can be used to predict the AGI of P. malayana, which will be useful as a tool in the plant's quality control.


Assuntos
Inibidores Enzimáticos/química , Inibidores de Glicosídeo Hidrolases/química , Extratos Vegetais/química , Psychotria/química , Espectroscopia de Infravermelho com Transformada de Fourier/métodos , Inibidores Enzimáticos/isolamento & purificação , Inibidores de Glicosídeo Hidrolases/isolamento & purificação , Concentração Inibidora 50 , Análise dos Mínimos Quadrados , Análise Multivariada , Folhas de Planta/química , Solventes , alfa-Glucosidases
7.
Mol Ecol ; 28(5): 980-997, 2019 03.
Artigo em Inglês | MEDLINE | ID: mdl-30450714

RESUMO

Wallace's Riverine Barrier hypothesis is one of the earliest biogeographic explanations for Amazon speciation, but it has rarely been tested in plants. In this study, we used three woody Amazonian plant species to evaluate Wallace's Hypothesis using tools of landscape genomics. We generated unlinked single-nucleotide polymorphism (SNP) data from the nuclear genomes of 234 individuals (78 for each plant species) across 13 sampling sites along the Rio Branco, Brazil, for Amphirrhox longifolia (8,075 SNPs), Psychotria lupulina (9,501 SNPs) and Passiflora spinosa (14,536 SNPs). Although significantly different migration rates were estimated between species, the population structure data do not support the hypothesis that the Rio Branco-an allopatric barrier for primates and birds-is a significant genetic barrier for Amphirrhox longifolia, Passiflora spinosa or Psychotria lupulina. Overall, we demonstrated that medium-sized rivers in the Amazon Basin, such as the Rio Branco, are permeable barriers to gene flow for animal-dispersed and animal-pollinated plant species.


Assuntos
Especiação Genética , Genômica , Violaceae/genética , Brasil , Fluxo Gênico , Genoma de Planta/genética , Polimorfismo de Nucleotídeo Único/genética , Rios
8.
Chemistry ; 25(7): 1722-1726, 2019 Feb 01.
Artigo em Inglês | MEDLINE | ID: mdl-30508325

RESUMO

The plant Psychotria kirkii hosts an obligatory bacterial symbiont, Candidatus Burkholderia kirkii, in nodules on their leaves. Recently, a glucosylated derivative of (+)-streptol, (+)-streptol glucoside, was isolated from the nodulated leaves and was found to possess a plant growth inhibitory activity. To establish a structure-activity relationship study, a convergent strategy was developed to obtain several pseudosugars from a single synthetic precursor. Furthermore, the glucosylation of streptol was investigated in detail and conditions affording specifically the α or ß glucosidic anomer were identified. Although (+)-streptol was the most active compound, its concentration in P. kirkii plant leaves extract was approximately ten-fold lower than that of (+)-streptol glucoside. These results provide compelling evidence that the glucosylation of (+)-streptol protects the plant host against the growth inhibitory effect of the compound, which might constitute a molecular cornerstone for this successful plant-bacteria symbiosis.


Assuntos
Burkholderia/isolamento & purificação , Cicloexanóis/química , Glucosídeos/química , Psychotria/metabolismo , Psychotria/microbiologia , Produtos Biológicos/síntese química , Produtos Biológicos/química , Produtos Biológicos/farmacologia , Burkholderia/crescimento & desenvolvimento , Cicloexanóis/síntese química , Cicloexanóis/farmacologia , Glucosídeos/síntese química , Glucosídeos/farmacologia , Glicosilação , Lactuca/crescimento & desenvolvimento , Folhas de Planta/metabolismo , Folhas de Planta/microbiologia , Plântula/efeitos dos fármacos , Plântula/crescimento & desenvolvimento , Estereoisomerismo , Relação Estrutura-Atividade , Simbiose
9.
Molecules ; 24(6)2019 Mar 15.
Artigo em Inglês | MEDLINE | ID: mdl-30875889

RESUMO

A phytochemical study of leaves and twigs of Psychotria nuda resulted in 19 compounds, including five indole alkaloids, N,N,N-trimethyltryptamine, lyaloside, strictosamide, strictosidine, and 5α-carboxystrictosidine; two flavonolignans, cinchonain Ia and cinchonain Ib; an iridoid, roseoside; a sugar, lawsofructose; a coumarin, scopoletin; a diterpene, phytol; three triterpenes, pomolic acid, spinosic acid, and rotungenic acid; and five steroids, sitosterol, stigmasterol, campesterol, ß-sitosterol-3-O-ß-d-glucoside, and ß-stigmasterol-3-O-ß-d-glucoside. Some compounds were evaluated for their in vitro activity against Mycobacterium tuberculosis and their ability to inhibit NO production by macrophages stimulated by lipopolysaccharide (LPS). The compounds pomolic acid, spinosic acid, strictosidine, and 5α-carboxystrictosidine displayed antimycobacterial activity with minimum inhibitory concentrations ranging from 7.1 to 19.2 µg/mL. These compounds showed promising inhibitory activity against NO production (IC50 3.22 to 25.5 µg/mL). 5α-carboxystrictosidine did not show cytotoxicity against macrophages RAW264.7 up to a concentration of 100 µg/mL. With the exception of strictosamide, this is the first report of the occurrence of these substances in P. nuda.


Assuntos
Alcaloides/análise , Antibacterianos/análise , Antioxidantes/análise , Psychotria/química , Triterpenos/análise , Alcaloides/farmacologia , Animais , Antibacterianos/farmacologia , Antioxidantes/farmacologia , Lipopolissacarídeos/efeitos adversos , Macrófagos/citologia , Macrófagos/efeitos dos fármacos , Macrófagos/metabolismo , Espectroscopia de Ressonância Magnética , Camundongos , Testes de Sensibilidade Microbiana , Estrutura Molecular , Mycobacterium tuberculosis/efeitos dos fármacos , Óxido Nítrico/metabolismo , Extratos Vegetais/química , Folhas de Planta/química , Células RAW 264.7 , Triterpenos/farmacologia
10.
Molecules ; 24(8)2019 Apr 17.
Artigo em Inglês | MEDLINE | ID: mdl-30999617

RESUMO

A standard protocol to develop type 1 diabetes in zebrafish is still uncertain due to unpredictable factors. In this study, an optimized protocol was developed and used to evaluate the anti-diabetic activity of Psychotria malayana leaf. The aims of this study were to develop a type 1 diabetic adult zebrafish model and to evaluate the anti-diabetic activity of the plant extract on the developed model. The ability of streptozotocin and alloxan at a different dose to elevate the blood glucose levels in zebrafish was evaluated. While the anti-diabetic activity of P. malayana aqueous extract was evaluated through analysis of blood glucose and LC-MS analysis fingerprinting. The results indicated that a single intraperitoneal injection of 300 mg/kg alloxan was the optimal dose to elevate the fasting blood glucose in zebrafish. Furthermore, the plant extract at 1, 2, and 3 g/kg significantly reduced blood glucose levels in the diabetic zebrafish. In addition, LC-MS-based fingerprinting indicated that 3 g/kg plant extract more effective than other doses. Phytosterols, sugar alcohols, sugar acid, free fatty acids, cyclitols, phenolics, and alkaloid were detected in the extract using GC-MS. In conclusion, P. malayana leaf aqueous extract showed anti-diabetic activity on the developed type 1 diabetic zebrafish model.


Assuntos
Diabetes Mellitus Experimental/sangue , Diabetes Mellitus Experimental/tratamento farmacológico , Hipoglicemiantes/farmacologia , Extratos Vegetais/farmacologia , Psychotria/química , Peixe-Zebra/sangue , Animais , Hipoglicemiantes/química , Extratos Vegetais/química , Extratos Vegetais/farmacocinética
11.
Zhongguo Zhong Yao Za Zhi ; 43(24): 4878-4883, 2018 Dec.
Artigo em Chinês | MEDLINE | ID: mdl-30717534

RESUMO

The chemical consituents from the stems and leaves of Psychotria serpens were separated and purified by column chromatographies with silica gel, ODS, Sephadex LH-20 and PR-HPLC. The structures of the isolated compounds were identified on the basis of physicochemical properties and spectroscopic analyses, as well as comparisons with the data reported in literature. 18 compounds were isolated from the 90% ethanol extract of the stems and leaves of P. serpens, which were identified as chrysin(1), acacetin(2), genkwanin(3), chrysoeriol(4), rhamnocitrin(5), isorhamnetin(6), tricin(7), jaceosidin(8), dillenetin(9), kumatakenin(10), ayanin(11), isosakuranetin(12), eriodictyol(13), homoeriodictyol(14), taxifolin(15), pomonic acid(16), fupenzic acid(17) and euscaphic acid(18). All compounds were isolated from the genus Psychotria for the first time.


Assuntos
Medicamentos de Ervas Chinesas , Psychotria , Folhas de Planta , Caules de Planta
12.
Ecology ; 98(3): 616-623, 2017 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-27984635

RESUMO

Specialist herbivores and pathogens could induce negative conspecific density dependence among their hosts and thereby contribute to the diversity of plant communities. A small number of hyperdiverse genera comprise a large portion of tree diversity in tropical forests. These closely related congeners are likely to share natural enemies. Diverse defenses could still allow congeners to partition niche space defined by natural enemies, but interspecific differences in defenses would have to exceed intraspecific variation in defenses. We ask whether interspecific variation in secondary chemistry exceeds intraspecific variation for species from four hyperdiverse tropical tree genera. We used novel methods to quantify chemical structural similarity for all compounds present in methanol extracts of leaf tissue. We sought to maximize intraspecific variation by selecting conspecific leaves from different ontogenetic stages (expanding immature vs. fully hardened mature), different light environments (deep understory shade vs. large forest gaps), and different seasons (dry vs. wet). Chemical structural similarity differed with ontogeny, light environment, and season, but interspecific differences including those among congeneric species were much larger. Our results suggest that species differences in secondary chemistry are large relative to within-species variation, perhaps sufficiently large to permit niche segregation among congeneric tree species based on chemical defenses.


Assuntos
Florestas , Folhas de Planta/química , Árvores/química , Herbivoria , Estações do Ano , Clima Tropical
13.
Molecules ; 22(1)2017 Jan 11.
Artigo em Inglês | MEDLINE | ID: mdl-28085077

RESUMO

The genus Psychotria (Rubiaceae) comprises more than 2000 species, mainly found in tropical and subtropical forests. Several studies have been conducted concerning their chemical compositions, showing that this genus is a potential source of alkaloids. At least 70 indole alkaloids have been identified from this genus so far. This review aimed to compile 13C-NMR data of alkaloids isolated from the genus Psychotria as well as describe the main spectral features of different skeletons.


Assuntos
Alcaloides Indólicos/química , Monoterpenos/química , Psychotria/química , Quinazolinas/química , Isótopos de Carbono , Alcaloides Indólicos/isolamento & purificação , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Monoterpenos/isolamento & purificação , Quinazolinas/isolamento & purificação
14.
Ann Bot ; 118(1): 23-34, 2016 07.
Artigo em Inglês | MEDLINE | ID: mdl-27245635

RESUMO

BACKGROUND AND AIMS: Plant design refers to the construction of the plant body or its constituent parts in terms of form and function. Although neighbourhood structure is recognized as a factor that limits plant survival and species coexistence, its relative importance in plant design is not well understood. We conducted field research to analyse how the surrounding environment of neighbourhood structure and related effects on light availability are associated with changes in plant design in two understorey plants (Palicourea padifolia and Psychotria elata) within two successional stages of a cloud forest in Costa Rica. METHODS: Features of plant neighbourhood physical structure and light availability, estimated using hemispherical photographs, were used as variables that reflect the surrounding environment. Measures of plant biomechanics, allometry, branching and plant slenderness were used as functional plant attributes that reflect plant design. We propose a framework using a partial least squares path model and used it to test this association. KEY RESULTS: The multidimensional response of plant design of these species suggests that decreases in the height-based factor of safety and increases in mechanical load and developmental stability are influenced by increases in maximum height of neighbours and a distance-dependence interference index more than neighbourhood plant density or neighbour aggregation. Changes in plant branching and slenderness are associated positively with light availability and negatively with canopy cover. CONCLUSIONS: Although it has been proposed that plant design varies according to plant density and light availability, we found that neighbour size and distance-dependence interference are associated with changes in biomechanics, allometry and branching, and they must be considered as key factors that contribute to the adaptation and coexistence of these plants in this highly diverse forest community.


Assuntos
Florestas , Rubiaceae/fisiologia , Costa Rica , Ecossistema , Luz , Psychotria/anatomia & histologia , Psychotria/fisiologia , Rubiaceae/anatomia & histologia
15.
Bioorg Med Chem ; 24(4): 588-95, 2016 Feb 15.
Artigo em Inglês | MEDLINE | ID: mdl-26749326

RESUMO

Synthesis of 13 different tetrahydro-ß-carbolines (THBC) was accomplished by applying the Pictet-Spengler reaction with seven aldehydes, which have been coupled with tryptamine (6) and l-tryptophan methyl ester (7), respectively. The resulting products represent analogues of strictosidine (1) and carboxystrictosidine (5). They were investigated with respect to possible effects on herbivores in feeding bioassays upon the generalist Spodoptera littoralis. Maximum inhibition averages were 42% after four and 46% after six days for the most effective product (19) at 1000ppm. Additionally, the frass of this particular bioassay was investigated via HPLC-UV for THBC digestion. All synthesized THBCs were also tested for their radical scavenger activity by monitoring their interaction with 2,2-diphenyl-1-picrylhydrazyl (DPPH). Compounds 16-20, 24 and 25 exhibited radical scavenging activity, ranging from 50% to 74% compared to that of α-tocopherol. All results were discussed with respect to possible contributions of tetrahydro-ß-carboline moieties in bioactivities of strictosidine (1) and its biodegradation products.


Assuntos
Carbolinas/farmacologia , Comportamento Alimentar/efeitos dos fármacos , Compostos Fitoquímicos/farmacologia , Spodoptera/efeitos dos fármacos , Alcaloides de Vinca/farmacologia , Animais , Antioxidantes/síntese química , Antioxidantes/química , Antioxidantes/farmacologia , Bioensaio , Carbolinas/síntese química , Carbolinas/química , Relação Dose-Resposta a Droga , Sequestradores de Radicais Livres/síntese química , Sequestradores de Radicais Livres/química , Sequestradores de Radicais Livres/farmacologia , Estrutura Molecular , Compostos Fitoquímicos/síntese química , Compostos Fitoquímicos/química , Spodoptera/fisiologia , Relação Estrutura-Atividade , Alcaloides de Vinca/síntese química , Alcaloides de Vinca/química
16.
Chem Biodivers ; 13(7): 807-20, 2016 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-27206020

RESUMO

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.


Assuntos
Antibacterianos/isolamento & purificação , Antifúngicos/isolamento & purificação , Antineoplásicos Fitogênicos/isolamento & purificação , Antiparasitários/isolamento & purificação , Antivirais/isolamento & purificação , Psychotria/química , Alcaloides/química , Alcaloides/isolamento & purificação , Alcaloides/farmacologia , Animais , Antibacterianos/química , Antibacterianos/farmacologia , Antifúngicos/química , Antifúngicos/farmacologia , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/farmacologia , Antiparasitários/química , Antiparasitários/farmacologia , Antivirais/química , Antivirais/farmacologia , Bactérias/efeitos dos fármacos , Proliferação de Células/efeitos dos fármacos , Fungos/efeitos dos fármacos , Humanos , Fenóis/química , Fenóis/isolamento & purificação , Fenóis/farmacologia , Esteroides/química , Esteroides/isolamento & purificação , Esteroides/farmacologia , Terpenos/química , Terpenos/isolamento & purificação , Terpenos/farmacologia , Vírus/efeitos dos fármacos
17.
J Asian Nat Prod Res ; 18(8): 798-803, 2016 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-26963582

RESUMO

A new strychnine alkaloid, 16,17,19,20-tetrahydro-2,16-dehydro-18-deoxyisostrychnine (1), and fourteen known alkaloids were isolated from the leaves of Psychotria pilifera. Their structures were identified on the basis of extensive spectroscopic analysis, as well as by comparison with the reported spectroscopic data. The new alkaloid (1) exhibited potent antibacterial activity against Escherichia coli, equivalent to cefotaxime with MIC value of 0.781 µg/ml.


Assuntos
Antibacterianos/isolamento & purificação , Antibacterianos/farmacologia , Psychotria/química , Estricnina/isolamento & purificação , Estricnina/farmacologia , Antibacterianos/química , Escherichia coli/efeitos dos fármacos , Testes de Sensibilidade Microbiana , Estrutura Molecular , Folhas de Planta/química , Staphylococcus aureus/efeitos dos fármacos , Estricnina/análogos & derivados , Estricnina/química
18.
Mol Phylogenet Evol ; 71: 15-35, 2014 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-24211193

RESUMO

New Caledonia is a remote archipelago of the South-West Pacific, whose flora is rich, distinctive, and disharmonic. The interest of botanists has long been attracted by the spatio-temporal origin of this flora, but little attention has been paid to the modes of colonization and the diversification processes that have led to the archipelago's modern flora. To date, no explosive plant radiation has yet been highlighted for New Caledonia. A dated phylogenetic framework on the second richest New Caledonian genus--Psychotria s.l. and its allied genera (tribes Psychotrieae and Palicoureeae, Rubiaceae; ca. 85 species)--is provided in this study to explore its patterns of colonization and diversification in the archipelago. This study is based on a comprehensive species sampling, two nuclear and four plastid loci. Results show that New Caledonia was colonized four times by Psychotria and its allied genera during the Neogene long after its mid-Eocene re-emergence from the sea. The Pacific clade of Psychotrieae, one of the largest plant diversifications in the Pacific islands and the Indo-Pacific region, is absent from New Caledonia, possibly due to niche competition. Although the four lineages colonized New Caledonia relatively simultaneously during the Neogene, they express different evolutionary histories, as revealed by unevenness in species richness and net diversification rates. The genus Geophila has not diversified on New Caledonia, as a non-endemic single species has been documented in the archipelago. The genus Margaritopsis had a moderate level of diversification (four species) similar to that on other Pacific islands. The Psychotria clade NC1 appears to be a relictual lineage, which probably underwent a drastic extinction, with a narrow ecological habitat and dispersal limitations. The Psychotria clade NC2 is the largest and youngest New Caledonian plant radiation, and has undergone the fastest recorded diversification of any endemic lineage in the archipelago, and could be the result of a 'non-adaptive radiation', originating from Australian rainforests.


Assuntos
Filogenia , Psychotria/genética , Teorema de Bayes , Biodiversidade , Ilhas do Pacífico , Análise de Sequência de DNA
19.
J Exp Bot ; 65(6): 1551-64, 2014 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-24510940

RESUMO

Nickel is an economically important metal and phytotechnologies are being developed to limit the impact of nickel mining on the environment. More than 300 plant species are known to hyperaccumulate nickel. However, our knowledge of the mechanisms involved in nickel accumulation in plants is very limited because it has not yet been possible to study these hyperaccumulators at the genomic level. Here, we used next-generation sequencing technologies to sequence the transcriptome of the nickel hyperaccumulator Psychotria gabriellae of the Rubiaceae family, and used yeast and Arabidopsis as heterologous systems to study the activity of identified metal transporters. We characterized the activity of three metal transporters from the NRAMP and IREG/FPN families. In particular, we showed that PgIREG1 is able to confer nickel tolerance when expressed in yeast and in transgenic plants, where it localizes in the tonoplast. In addition, PgIREG1 shows higher expression in P. gabriellae than in the related non-accumulator species Psychotria semperflorens. Our results designate PgIREG1 as a candidate gene for nickel tolerance and hyperaccumulation in P. gabriellae. These results also show how next-generation sequencing technologies can be used to access the transcriptome of non-model nickel hyperaccumulators to identify the underlying molecular mechanisms.


Assuntos
Proteínas de Transporte de Cátions/genética , Níquel/metabolismo , Psychotria/genética , Transcriptoma , Sequência de Aminoácidos , Arabidopsis/citologia , Arabidopsis/genética , Arabidopsis/crescimento & desenvolvimento , Arabidopsis/metabolismo , Sequência de Bases , Proteínas de Transporte de Cátions/metabolismo , Genes Reporter , Sequenciamento de Nucleotídeos em Larga Escala , Metais/metabolismo , Anotação de Sequência Molecular , Dados de Sequência Molecular , Mutação , Filogenia , Proteínas de Plantas/genética , Proteínas de Plantas/metabolismo , Raízes de Plantas/genética , Raízes de Plantas/crescimento & desenvolvimento , Raízes de Plantas/metabolismo , Plantas Geneticamente Modificadas , Psychotria/metabolismo , Análise de Sequência de DNA , Especificidade por Substrato , Vacúolos/metabolismo
20.
Am J Bot ; 101(7): 1189-1199, 2014 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-25002460

RESUMO

• Premise of the study: Tropical forests are the most species-rich terrestrial communities on Earth, and understory trees and shrubs comprise a large fraction of their plant species diversity, especially at high rainfalls. The mechanisms responsible for generating such high levels of diversity remain unknown. One hypothesis is that fleshy-fruited understory species should have limited seed dispersal due to the sedentary nature of their avian dispersers, resulting in restricted gene flow, population differentiation at small spatial scales, and ultimately, high rates of allopatric speciation.• Methods: We sampled four species of the hyperdiverse tropical shrub genus Psychotria (Rubiaceae) on Barro Colorado Island (BCI) and two nearby sites in Panama. We genotyped each species with AFLPs, assessed genetic differentiation among populations, and determined patterns of fine-scale spatial genetic structure in the BCI population. Measures of spatial autocorrelation and population density were used to estimate the dispersal distance parameter σ.• Key results: Regionally, ΦPT values ranged from 0.13 to 0.28, reflecting local population differentiation and suggesting that Lake Gatun/Rio Chagres has posed a relatively strong barrier to gene flow. Fine-scale spatial genetic structure on BCI was stronger than in most canopy trees, and estimated distances of gene flow were unusually low for endozoochorous tropical woody plants, with dispersal distance σ = 9-113 m.• Conclusions: These results demonstrate comparatively limited gene flow in bird-dispersed understory species, supporting a hypothesized mechanism for generating high levels of plant species diversity in tropical rain forests, in one of the largest genera of flowering plants on Earth.

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