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1.
Molecules ; 26(22)2021 Nov 11.
Artigo em Inglês | MEDLINE | ID: mdl-34833898

RESUMO

Four oleanane-type glycosides were isolated from a horticultural cultivar "Green Elf" of the endemic Pittosporum tenuifolium (Pittosporaceae) from New Zealand: three acylated barringtogenol C glycosides from the leaves, with two previously undescribed 3-O-ß-d-glucopyranosyl-(1→2)-[α-l-arabinopyranosyl-(1→3)]-ß-d-glucuronopyranosyl-21-O-angeloyl-28-O-acetylbarringtogenol C, 3-O-ß-d-galactopyranosyl-(1→2)-[α-l-arabinopyranosyl-(1→3)]-ß-d-glucuronopyranosyl-21-O-angeloyl-28-O-acetylbarringtogenol C, and the known 3-O-ß-d-glucopyranosyl-(1→2)-[α-l-arabinopyranosyl-(1→3)]-ß-d-glucuronopyranosyl-21-O-angeloyl-28-O-acetylbarringtogenol C (Eryngioside L). From the roots, the known 3-O-ß-d-glucopyranosyl-(1→2)-ß-d-galactopyranosyl-(1→2)-ß-d-glucuronopyranosyloleanolic acid (Sandrosaponin X) was identified. Their structures were elucidated by spectroscopic methods including 1D- and 2D-NMR experiments and mass spectrometry (ESI-MS). According to their structural similarities with gymnemic acids, the inhibitory activities on the sweet taste TAS1R2/TAS1R3 receptor of an aqueous ethanolic extract of the leaves and roots, a crude saponin mixture, 3-O-ß-d-glucopyranosyl-(1→2)-[α-l-arabinopyranosyl-(1→3)]-ß-d-glucuronopyranosyl-21-O-angeloyl-28-O-acetylbarringtogenol C, and Eryngioside L were evaluated.


Assuntos
Rosales/química , Saponinas/isolamento & purificação , Triterpenos/isolamento & purificação , Subunidades alfa Gq-G11 de Proteínas de Ligação ao GTP/antagonistas & inibidores , Células HEK293 , Humanos , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Nova Zelândia , Extratos Vegetais/química , Extratos Vegetais/isolamento & purificação , Extratos Vegetais/farmacologia , Folhas de Planta/química , Raízes de Plantas/química , Plantas Medicinais/química , Receptores Acoplados a Proteínas G/antagonistas & inibidores , Saponinas/química , Saponinas/farmacologia , Espectrometria de Massas por Ionização por Electrospray , Triterpenos/química , Triterpenos/farmacologia
2.
Molecules ; 26(20)2021 Oct 15.
Artigo em Inglês | MEDLINE | ID: mdl-34684810

RESUMO

This study investigated the in vitro inhibitory potential of different solvent extracts of leaves of Barbeya oleoides on key enzymes related to type 2 diabetes mellitus (α-glucosidase and α-amylase) in combination with an aggregation assay (using 0.01% Triton X-100 detergent) to assess the specificity of action. The methanol extract was the most active in inhibiting α-glucosidase and α-amylase, with IC50 values of 6.67 ± 0.30 and 25.62 ± 4.12 µg/mL, respectively. However, these activities were significantly attenuated in the presence of 0.01% Triton X-100. The chemical analysis of the methanol extract was conducted utilizing a dereplication approach combing LC-ESI-MS/MS and database searching. The chemical analysis detected 27 major peaks in the negative ion mode, and 24 phenolic compounds, predominantly tannins and flavonol glycosides derivatives, were tentatively identified. Our data indicate that the enzyme inhibitory activity was probably due to aggregation-based inhibition, perhaps linked to polyphenols.


Assuntos
Inibidores Enzimáticos/química , Inibidores Enzimáticos/farmacologia , Inibidores de Glicosídeo Hidrolases/química , Inibidores de Glicosídeo Hidrolases/farmacologia , Rosales/química , Metabolismo dos Carboidratos/efeitos dos fármacos , Diabetes Mellitus Tipo 2/tratamento farmacológico , Avaliação Pré-Clínica de Medicamentos , Inibidores Enzimáticos/isolamento & purificação , Flavonoides/química , Flavonoides/isolamento & purificação , Flavonoides/farmacologia , Inibidores de Glicosídeo Hidrolases/isolamento & purificação , Humanos , Hipoglicemiantes/química , Hipoglicemiantes/isolamento & purificação , Hipoglicemiantes/farmacologia , Técnicas In Vitro , Compostos Fitoquímicos/química , Compostos Fitoquímicos/farmacologia , Fitoterapia , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Folhas de Planta/química , Plantas Medicinais/química , Polifenóis/química , Polifenóis/isolamento & purificação , Polifenóis/farmacologia , Espectrometria de Massas por Ionização por Electrospray , Espectrometria de Massas em Tandem , alfa-Amilases/antagonistas & inibidores
3.
Int J Biol Macromol ; 186: 962-974, 2021 Sep 01.
Artigo em Inglês | MEDLINE | ID: mdl-34237373

RESUMO

Three non-conventional extraction techniques (enzyme-assisted with cellulase, citric acid ultrasound-assisted and enzyme-ultrasound-assisted treatment) and conventional citric acid extraction were applied to obtain pectin from raspberry, blueberry, strawberry and redcurrant, and were compared in terms of extraction yields and physicochemical properties of the extracted pectins. Except for pectin from raspberry, conventional citric acid extraction led to the highest extraction yield (~8%) and, for the same berries, the lowest pectin recovery was found for the extraction with cellulase (~4%). Regarding the structural characteristics of pectins, enzymatically extracted pectins from redcurrant and strawberry exhibited the highest levels of galacturonic acid (≥73%) whereas, in general, this monosaccharide was found from 51 to 69% in the rest of samples. Although, ultrasound-assisted extraction did not improve pectin yield, it minimized the levels of "non-pectic" components leading to the obtainment of purer pectin. The different monomeric composition and the wide range of molecular weight of the obtained pectins pointed out their usefulness in different potential food applications (e.g., thickening, gelling ingredients) and biological activities. This has been evidenced by the differences found in their physicochemical and techno-functional characteristics. Finally, it can be considered that the berries here studied are efficient sources of pectin.


Assuntos
Fracionamento Químico , Frutas/química , Pectinas/isolamento & purificação , Rosales/química , Celulase/química , Ácido Cítrico/química , Fragaria/química , Peso Molecular , Ribes/química , Rubus/química , Ultrassom
4.
J Chromatogr A ; 1647: 462153, 2021 Jun 21.
Artigo em Inglês | MEDLINE | ID: mdl-33957349

RESUMO

Pittosporum angustifolium, known as gumbi gumbi, is a native Australian plant, which has traditionally been used as an Aboriginal medicine. This study investigates the effect of different solvents and extractive fermentation on the content and natural products composition of Pittosporum angustifolium extracts, and compares their antioxidant activity, in vitro α-amylase inhibition, and anti-inflammatory properties. Anti-inflammatory activity of the extracts was determined by measuring the inhibition of nitric oxide (NO) production. Extracts were characterised with FTIR-ATR spectroscopy, and screened for antioxidant activities and α-amylase inhibitory activity via High-performance thin-layer chromatography (HPTLC)-Effect-directed analysis (EDA) with direct bioautography. HPTLC combined with chemical derivatization and bioassays was used for EDA screening. The results show that lactic acid fermentation of gumbi gumbi leaves boosts the antioxidant activity in extracts by increasing the total phenolic content, but does not affect (increase or decrease) α-amylase inhibitory activity or nitrogen scavenging/anti-inflammatory activity. Analysis of the ATR-FTIR spectra from the band at RF = 0.85 that inhibits α-amylase, suggests that fatty acid esters are responsible for the enzyme inhibition; both saturated fatty acid esters in unfermented extracts and unsaturated fatty acid esters in fermented extracts. The ATR-FTIR spectra of the polyphenolics in fermented extracts (RF = 0.15-0.20) suggests the presence of soluble lignin fragments (i.e. lignins depolymerized into monomers and oligomers during the fermentation process).


Assuntos
Antioxidantes/análise , Extratos Vegetais/análise , Rosales/química , Antioxidantes/química , Antioxidantes/farmacologia , Bioensaio , Cromatografia Líquida de Alta Pressão , Cromatografia em Camada Fina , Fermentação , Extratos Vegetais/química , Extratos Vegetais/farmacologia , alfa-Amilases/antagonistas & inibidores
5.
Chem Biodivers ; 18(3): e2000921, 2021 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-33594799

RESUMO

The chemical and pharmacological profiles of essential oils (EOs) hydrodistilled in yields of 0.03-0.77 % (w/w) from three exotic (Cinnamomum camphora, Petroselinum crispum, and Syzygium samarangense) and two endemic (Pittosporum senacia subsp. senacia and Syzygium coriaceum) medicinal plants were studied. GC-MS/GC-FID analysis of the EOs identified the most dominant components to be myristicin (40.3 %), myrcene (62.2 %), 1,8-cineole (54.0 %), ß-pinene (21.3 %) and (E)-ß-ocimene (24.4 %) in P. crispum, P. senacia and C. camphora, S. samarangense and S. coriaceum EOs, respectively. All EOs were found to possess anti-amylase (0.70-1.50 mM ACAE/g EO) and anti-tyrosinase (109.35-158.23 mg KAE/g) properties, whereas no glucosidase inhibition was displayed. Only Syzygium EOs acted as dual inhibitors of both acetyl- and butyryl-cholinesterases, while P. senacia and C. camphora EOs inhibited acetylcholinesterase selectively and P. crispum EO was inactive (AChE: 4.64-4.96 mg GALAE/g; BChE: 5.96 and 7.10 mg GALAE/g). Molecular docking revealed 1,8-cineole to present the best binding affinities with butyrylcholinesterase, amylase and tyrosinase, while both myristicin and ß-pinene with acetylcholinesterase and finally ß-pinene with glucosidase. In vitro antioxidant potency was also demonstrated in different assays (DPPH: 13.52-53.91 mg TE/g, ABTS: 5.49-75.62 mg TE/g; CUPRAC: 45.38-243.21 mg TE/g, FRAP: 42.49-110.64 mg TE/g; and phosphomolybdenum assay: 82.61-160.93 mM TE/g). Principal component analysis revealed the EOs to differ greatly in their bioactivities due to their chemodiversity. This study has unveiled some interesting preliminary pharmacological profiles of the EOs that could be explored for their potential applications as phytotherapeutics.


Assuntos
Antioxidantes/farmacologia , Inibidores Enzimáticos/farmacologia , Óleos Voláteis/farmacologia , Análise de Componente Principal , Acetilcolinesterase/metabolismo , Amilases/antagonistas & inibidores , Amilases/metabolismo , Antioxidantes/química , Antioxidantes/isolamento & purificação , Benzotiazóis/antagonistas & inibidores , Compostos de Bifenilo/antagonistas & inibidores , Butirilcolinesterase/metabolismo , Cinnamomum camphora/química , Relação Dose-Resposta a Droga , Avaliação Pré-Clínica de Medicamentos , Inibidores Enzimáticos/química , Inibidores Enzimáticos/isolamento & purificação , Cromatografia Gasosa-Espectrometria de Massas , Maurício , Simulação de Acoplamento Molecular , Estrutura Molecular , Monofenol Mono-Oxigenase/antagonistas & inibidores , Monofenol Mono-Oxigenase/metabolismo , Óleos Voláteis/química , Óleos Voláteis/isolamento & purificação , Petroselinum/química , Picratos/antagonistas & inibidores , Rosales/química , Relação Estrutura-Atividade , Ácidos Sulfônicos/antagonistas & inibidores , Syzygium/química
6.
Molecules ; 25(23)2020 Dec 01.
Artigo em Inglês | MEDLINE | ID: mdl-33271766

RESUMO

The present study analyzes the complex of bioactive compounds from rose hips pulp powder (RHP) obtained after separating the seeds from Rosa canina L. in order to obtain the oil. The extract prepared from RHP was characterized in terms of the total content of polyphenols, flavonoids, cinnamic acids, flavonols, carotenoids, but also the content of individual polyphenols and carotenoids, antioxidant activity, and CIELab color parameters. The effects of some salts, potentially present in foods, and pH variations were examined to predict possible interactions that could occur when adding rosehip pulp as a food component. The results turned out to be a high content of polyphenols, carotenoids and antioxidant activity. The main phenolic components are procyanidin B1, chlorogenic acid, epicatechin, procyanidin B2, gallic acid, salicylic acid, and catechin. The carotenoid complex includes all-trans-ß-carotene, all-trans-lycopene, zeaxanthin, α-cryptoxanthin, ß-cryptoxanthin, rubixanthin, cis-ß-carotene, cis-γ-carotene and cis-lycopene. The addition of CaCl2 and NaCl to the RHP extract reduced the antioxidant activity and the strong acidic environment (pH to 2.5) decreased the antioxidant activity by 29%. The addition of rose hip powder to gingerbread has improved its general characteristics, and increased its antioxidant activity and microbiological stability, the effects of 4% RHP being the most important.


Assuntos
Antioxidantes/farmacologia , Bactérias/efeitos dos fármacos , Pão/análise , Carotenoides/farmacologia , Flavonoides/farmacologia , Extratos Vegetais/farmacologia , Polifenóis/farmacologia , Rosales/química , Zingiber officinale/química , Antioxidantes/isolamento & purificação , Carotenoides/isolamento & purificação , Flavonoides/isolamento & purificação , Extratos Vegetais/isolamento & purificação , Polifenóis/isolamento & purificação
7.
Comput Biol Chem ; 83: 107114, 2019 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-31493741

RESUMO

Pittosporum senacia (PS) Putt. (Pittosporaceae), indigenous to the Mascarene Islands, is a common ingredient in traditional medicines. However, there is currently a dearth of studies to validate some of these traditional claims. Given the broad traditional uses of PS against several diseases, we aimed to provide a comprehensive insight into the biological and chemical profile of P. senacia. The antioxidant, enzyme inhibitory activity, anticancer, and phytochemical composition of the methanolic extract of P. senacia leaf extracts were studied. The possible interaction and binding mode of the most abundant phytochemicals were studied via in silico docking experiments on tyrosinase and α-glucosidase. The mechanism behind the cytotoxic property of P. senacia extract for MDA-MB-231 was also examined using different methods including 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) cell viability test checking apoptosis-associated genes, and wound healing assays. Twenty-six compounds were identified, of which caffeoylquinic acid derivatives, ferulic acid derivative, cinnamoylquinic acid derivative and two other polyphenols (oleuropeine and isoramnetin glucoside) being abundant, have been tested using in silico studies, against α-glucosidase and tyrosinase. The extract (IC50 = 118.8 µg/ml) exhibited time and dose dependent anti-proliferative effect on human breast cancer cell line, MDA-MB-231. According to the expression profile of apoptosis inhibitors and apoptosis promoters genes, expression of Bax and Bak genes were significantly increased compared to Bcl-2 and Birc5 genes. Based on wound healing analysis, cell migration was inhibited after the application of the plant extract. The present findings suggested that PS might be a good candidate as sources of bioactive compounds for designing functional applications.


Assuntos
Antibacterianos/farmacologia , Antineoplásicos Fitogênicos/farmacologia , Apoptose/efeitos dos fármacos , DNA/efeitos dos fármacos , Inibidores Enzimáticos/farmacologia , Simulação de Acoplamento Molecular , Extratos Vegetais/farmacologia , Rosales/química , Antibacterianos/química , Antibacterianos/isolamento & purificação , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/isolamento & purificação , Proliferação de Células/efeitos dos fármacos , Sobrevivência Celular/efeitos dos fármacos , Cromatografia Líquida de Alta Pressão , Ensaios de Seleção de Medicamentos Antitumorais , Inibidores Enzimáticos/química , Inibidores Enzimáticos/isolamento & purificação , Bactérias Gram-Negativas/efeitos dos fármacos , Bactérias Gram-Positivas/efeitos dos fármacos , Humanos , Testes de Sensibilidade Microbiana , Monofenol Mono-Oxigenase/antagonistas & inibidores , Monofenol Mono-Oxigenase/metabolismo , Extratos Vegetais/química , Extratos Vegetais/isolamento & purificação , Plasmídeos/efeitos dos fármacos , Espectrometria de Massas por Ionização por Electrospray , Células Tumorais Cultivadas , alfa-Glucosidases/metabolismo
8.
J Integr Med ; 17(4): 261-272, 2019 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-31000372

RESUMO

OBJECTIVE: Pittosporum angustifolium Lodd. is used to treat a variety of pathogenic diseases and inflammation by Australian aborigines. Practitioners of complementary medicine frequently use herbal medicines concurrently with conventional antibiotics. There is a need to evaluate their effects in combination. METHODS: The bacterial growth inhibitory activity of P. angustifolium leaf extracts was assessed against a panel of pathogenic triggers of some autoimmune diseases by standard disc diffusion and liquid dilution minimum inhibitory concentration (MIC) methods. Combinational effects between the extracts and conventional antimicrobials were classified using the sum of the fractional inhibitory concentration. Synergistic interactions were further assessed across a range of ratios by isobologram analysis. The toxicity of the individual samples and combinations was evaluated by Artemia lethality and 3-(4,5-dimethylthiazol-2-yl)-5-(3-carboxymethoxyphenyl)-2-(4-sulfophenyl)-2H-tetrazolium) human dermal fibroblast cell viability assays. RESULTS: P. angustifolium leaf extracts strongly inhibited the growth of several bacterial triggers of autoimmune diseases. The methanolic, aqueous and ethyl acetate extracts were particularly good inhibitors of Proteus mirabilis and Klebsiella pneumonia growth (MIC = 26 and 57 µg/mL respectively). Some combinations of the extracts and conventional antibiotics significantly potentiated the combined inhibitory activity compared to the individual components. Of the 250 combinations studied, approximately 0.02% showed synergistic interactions, 49.6% were additive, 46.8% showed indifferent interactions and antagonism occurred in only 0.02% of the combinations. Interestingly, all of the synergistic and antagonistic combinations contained tetracycline as their antibiotic component. CONCLUSION: P. angustifolium leaf extracts inhibit the growth of pathogenic triggers of some autoimmune diseases. Some extracts also potentiated the activity of conventional antibiotics, without significantly affecting the toxicity of the combination.


Assuntos
Antibacterianos/farmacologia , Bactérias/efeitos dos fármacos , Interações Ervas-Drogas , Extratos Vegetais/farmacologia , Rosales/química , Quimioterapia Combinada , Humanos , Testes de Sensibilidade Microbiana , Extratos Vegetais/toxicidade , Folhas de Planta/química , Rosales/toxicidade
9.
J Hazard Mater ; 371: 609-624, 2019 06 05.
Artigo em Inglês | MEDLINE | ID: mdl-30889458

RESUMO

Reduced graphene oxide (rGO) is relied upon to be the most promising candidate for high-proficiency. Hydrazine is the most conventional efficient reducing agent that has been frequently used for reduction of graphene oxide, however, it is not environmentally safe due to its toxic nature, causing unsatisfactory defects on the basal plan of GO. Therefore, employing green and efficient reducing agents from natural sources like plant extracts has become the research interest for obtaining high quality reduced graphene oxide sheets in recent years. Here a one-step, easy, cost-effective and green synthesis method based on Nettle leaves' extract has been introduced as an effective reduction method of graphene oxide compared with the toxic and harmful Hydrazine hydrate substance. In this study, GO and rGO were obtained from various methods and characterized by Raman spectroscopy, field emission scanning electron microscope, high-resolution transmission electron microscope (HR-TEM), X-ray diffraction analysis (XRD) and X-ray photon spectroscopy (XPS) analysis. Results of different analytical techniques revealed that the Nettle leaves' extract could successfully reduce GO sheets to high performance reduced graphene oxide with 79% efficiency in comparison with conventional Hydrazine hydrate. On the other side the rGO obtained by Nettle solution could scavenge the free radicals with 70% inhibition capacity at least concentration. Existence of Histamine and Serotonin and many other polyphenols as a part of Nettle leaves composition by following anti-oxidants mechanisms (H donation or electron transfer) promote the anti-oxidant functionality of Nettle leaves. So the highlighted achievement of this paper is to obtain a highly anti-oxidant green reduced graphene oxide with a wide applications i.e medical and polymer composite with UV-shielding activity.


Assuntos
Antioxidantes/química , Aminas Biogênicas/química , Sequestradores de Radicais Livres/química , Grafite/química , Substâncias Perigosas/química , Hidrazinas/química , Rosales/química , Substâncias Redutoras/química
10.
Food Res Int ; 113: 115-130, 2018 11.
Artigo em Inglês | MEDLINE | ID: mdl-30195504

RESUMO

In order to assist developing a natural, safe food-preservative, aqueous ethanolic extracts of leaves and berries of eight Finnish berry plants were fractionated with Sephadex LH-20 column chromatography. For each fraction, phenolic compounds were analyzed with NMR, UPLC-DAD-ESI-MS and HPLC-DAD. The antioxidant activities of the fractions were investigated using oxygen radical absorbance capacity (ORAC) assay, and the antibacterial activities were evaluated against foodborne pathogens Staphylococcus aureus and Escherichia coli. Antioxidant activities of the fractions correlated highly with both the total concentration and structural feature of phenolic compounds, including both flavonoids and non-flavonoid phenolics. ORAC value correlated strongly with the concentration of (+)-catechin, (-)-epicatecin, quercetin glycosides, and anthocyanins. Increase in size and number of sugar moieties may reduce the antioxidative activities of quercetin glycosides. Type of sugar moieties may have a significant role in influencing peroxyl-radicals scavenging ability of quercetin glycosides with monosaccharides as a single sugar moieties. Most of the fractions inhibited the target microbes. S. aureus strains expressed a higher sensitivity to phenolic compounds than E. coli strains.


Assuntos
Fracionamento Químico/métodos , Dextranos , Frutas/química , Fenóis/isolamento & purificação , Extratos Vegetais/química , Folhas de Planta/química , Antibacterianos/isolamento & purificação , Antibacterianos/farmacologia , Antioxidantes/isolamento & purificação , Antioxidantes/farmacologia , Cromatografia/métodos , Cromatografia Líquida de Alta Pressão , Escherichia coli/efeitos dos fármacos , Finlândia , Indicadores e Reagentes , Espectroscopia de Ressonância Magnética , Fenóis/farmacologia , Rosaceae/química , Rosales/química , Espectrometria de Massas por Ionização por Electrospray , Staphylococcus aureus/efeitos dos fármacos , Vaccinium vitis-Idaea/química
11.
BMC Complement Altern Med ; 18(1): 112, 2018 Mar 27.
Artigo em Inglês | MEDLINE | ID: mdl-29587734

RESUMO

BACKGROUND: Influenza infection remains a major health threat for animals and humans which crucially requires effective antiviral remedies. The usage of herbal medications as readily available alternatives for their compatibility with the body and fewer side effects compared to synthetic chemical treatments has become popular globally. The aim of this study was to investigate and screen in vitro anti-influenza activity of extracts of five South African medicinal plants, namely Tabernaemontana ventricosa, Cussonia spicata, Rapanea melanophloeos, Pittosporum viridiflorum and Clerodendrum glabrum, species which are used traditionally for the treatment of several diseases such as inflammatory and respiratory diseases. METHODS: Methanol, ethanol (100% and 30%), acetone, hot and cold water extracts of the powdered plants leaves were obtained by standard methods. The cytotoxicity was determined by the MTT colorimetric assay on MDCK cells. The concentrations below CC50 values were tested for antiviral activity against influenza A virus (IAV) in different combination treatments. The effect of extracts on viral surface glycoproteins and viral titer were tested by HI and HA virological assays, respectively. RESULTS: Based on the applied methods, the most effective results against IAV were obtained from Rapanea melanophloeos methanol leaf extract (EC50 = 113.3 µg/ml) and Pittosporum viridiflorum methanol, 100% and 30% ethanol and acetone leaf extracts (EC50 values = 3.6, 3.4, 19.2, 82.3 µg/ml, respectively) in all types of combined treatments especially in pre- and post-penetration combined treatments with highly significant effects against viral titer (P ≤ 0.01). CONCLUSION: The outcomes offer for the first time a scientific basis for the use of extracts of Rapanea melanophloeos and Pittosporum viridiflorum against IAV. It is worth focusing on the isolation and identification of effective active compounds and elucidating the mechanism of action from these species. However, Tabernaemontana ventricosa, Cussonia spicata and Clerodendrum glabrum leaf extracts were ineffective in vitro in this study.


Assuntos
Antivirais/farmacologia , Vírus da Influenza A/efeitos dos fármacos , Extratos Vegetais/farmacologia , Plantas Medicinais/química , Animais , Antivirais/química , Antivirais/toxicidade , Sobrevivência Celular/efeitos dos fármacos , Cães , Testes de Inibição da Hemaglutinação , Células Madin Darby de Rim Canino , Extratos Vegetais/química , Extratos Vegetais/toxicidade , Primulaceae/química , Rosales/química , África do Sul
12.
Inflammopharmacology ; 26(1): 197-205, 2018 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-28852898

RESUMO

BACKGROUND: Previous study showed that aqueous (AEPM) and methanol (MEPM) extracts from the leaves of Pittosporum mannii have analgesic effects in acute pain models. The present study evaluates the acute and chronic anti-hypernociceptive and anti-inflammatory effects of AEPM and MEPM in a model of persistent inflammatory pain. METHODS: The third day after induction of inflammatory pain by subplantar injection of 100 µL of CFA in Wistar rats, AEPM and MEPM were administered orally (75, 150 and 300 mg/kg/day) and their anti-hyperalgesic and anti-inflammatory effects were follow in acute (1-24 h) and chronic (for 14 days) treatments. At the end of the chronic treatment, oxidative stress and liver parameters were assessed. Effects of plant extracts were also evaluated on nociception induced by Phorbol 12-Myristate 13-Acetate (PMA) and 8-bromo 3',5'-cAMP (8-Br-cAMP) in mice. RESULTS: AEPM and MEPM significantly reversed the mechanical hyperalgesia caused by CFA in acute and chronic treatment. Moreover, AEPM and MEPM also significantly reduced the nociception caused by PMA (60%) and 8-Br-cAMP (87%). Nevertheless, AEPM and MEPM failed to inhibit the paw edema caused by CFA. Plant extracts significantly reduced the nitric oxide content in the spinal cord and the plasmatic concentration of alanine aminotransferase. MEPM also significantly increased the glutathione content in the spinal cord. CONCLUSION: AEPM and MEPM given orally are effective in inhibiting mechanical hyperalgesia in persistent inflammatory pain caused by CFA. Their mechanisms of action seem to involve an interaction with PKC, PKA and nitric oxide pathways. These extracts might be devoid of hepatotoxic effects.


Assuntos
Hiperalgesia/tratamento farmacológico , Dor/tratamento farmacológico , Extratos Vegetais/farmacologia , Folhas de Planta/química , Rosales/química , Analgésicos/farmacologia , Animais , Anti-Inflamatórios/farmacologia , Edema/induzido quimicamente , Edema/tratamento farmacológico , Feminino , Adjuvante de Freund/farmacologia , Glutationa/metabolismo , Hiperalgesia/metabolismo , Inflamação/induzido quimicamente , Inflamação/complicações , Inflamação/metabolismo , Masculino , Metanol/química , Camundongos , Dor/etiologia , Medição da Dor/métodos , Fitoterapia/métodos , Ratos , Ratos Wistar , Medula Espinal/metabolismo
13.
Lipids Health Dis ; 16(1): 206, 2017 Oct 30.
Artigo em Inglês | MEDLINE | ID: mdl-29084557

RESUMO

BACKGROUND: Plant essential oils and phenolic compounds are widely used for their medicinal properties. Thus, the aim of this study is to evaluate the nutritional values, the chemical composition, antioxidant activity and anti-hemolytic effects of Pittosporum tobira seeds. METHODS: The aroma compounds were isolated using two methods (Headspace-solid phase microextraction (HS-SPME) and hydrodistillation (HD)) and analyzed by gas chromatography coupled with mass spectrometry (GC-MS). Bioactive phenolic compounds were identified by mean of high-performance liquid chromatography (HPLC-DAD). Reducing power, hydrogen peroxide (H2O2) scavenging and 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assays were used to investigate antioxidant activity. Anti-hemolytic activity was evaluated using H2O2-induced hemolysis of red blood cells (RBC). RESULTS: Oxygenated sesquiterpenes, sesquiterpene hydrocarbons and oxygenated monoterpenes were the most volatile fractions identified by HD and HS-SPME coupled to GC-MS but their quality and amount were quite different according to the extraction methodology. The main phenolic compounds identified by HPLC were caffeic acid, followed by cinnamic acid and gallic acid. P. tobira seeds essential oils showed significant antioxidant activity in DPPH (IC50 value = 1.5 mg/mL), H2O2 scavenging assay (IC50 value = 159.43 µg/mL) and reducing power test (IC50 value = 0.982 mg/mL) compared to methanolic extract. Moreover, the results revealed that the essential oil was able to protect RBC from hemolysis induced by H2O2. However, the methanolic extract had no effect on H2O2-induced hemolysis of RBC as compared to the essential oil and the standard vitamin C. CONCLUSIONS: P. tobira may be used as a new natural source of antioxidant with therapeutic application in diseases caused by reactive oxygen species. Phytochemical Characterization and Biological Evaluation of Pittosporum tobira seeds.


Assuntos
Antioxidantes/isolamento & purificação , Fenóis/isolamento & purificação , Compostos Fitoquímicos/isolamento & purificação , Rosales/química , Sementes/química , Antioxidantes/farmacologia , Compostos de Bifenilo/antagonistas & inibidores , Compostos de Bifenilo/química , Ácidos Cafeicos/isolamento & purificação , Ácidos Cafeicos/farmacologia , Cromatografia Líquida de Alta Pressão , Cinamatos/isolamento & purificação , Cinamatos/farmacologia , Eritrócitos/efeitos dos fármacos , Ácido Gálico/isolamento & purificação , Ácido Gálico/farmacologia , Cromatografia Gasosa-Espectrometria de Massas , Hemólise/efeitos dos fármacos , Peróxido de Hidrogênio/antagonistas & inibidores , Peróxido de Hidrogênio/química , Monoterpenos/isolamento & purificação , Monoterpenos/farmacologia , Odorantes/análise , Óleos Voláteis/isolamento & purificação , Óleos Voláteis/farmacologia , Fenóis/farmacologia , Compostos Fitoquímicos/farmacologia , Picratos/antagonistas & inibidores , Picratos/química , Extratos Vegetais/química , Sesquiterpenos/isolamento & purificação , Sesquiterpenos/farmacologia , Microextração em Fase Sólida
14.
Phytochemistry ; 140: 166-173, 2017 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-28500929

RESUMO

The phytochemical study of two cultivars of Pittosporum tenuifolium Banks & Sol. ex Gaertn, "variegatum" and "gold star", led to the isolation of eight oleanane-type glycosides: seven previously undescribed and a known one. Their aglycons are oxygenated oleanane derivatives as barringtogenol C, camelliagenin A, hederagenin, and 22α-hydroxyoleanolic acid. Their structures were established by 2D NMR spectroscopic techniques and mass spectrometry as 3-O-ß-D-galactopyranosyl-(1 â†’ 2)-[α-L-arabinopyranosyl-(1 â†’ 3)]-ß-D-glucuronopyranosyl-21-O-angeloyl-22-O-acetylbarringtogenol C, 3-O-ß-D-galactopyranosyl-(1 â†’ 2)-[α-L-arabinopyranosyl-(1 â†’ 3)]-ß-D-glucuronopyranosyl-21,22-di-O-angeloylbarringtogenol C, 3-O-ß-D-galactopyranosyl-(1 â†’ 2)-[α-L-arabinopyranosyl-(1 â†’ 3)]-ß-D-glucuronopyranosyl-22-O-angeloylcamelliagenin A, 3-O-ß-D-glucopyranosyl-(1 â†’ 2)-[ß-D-glucopyranosyl-(1 â†’ 6)]-ß-D-glucopyranosyl-22-O-[(6-O-acetyl)-ß-D-glucopyranosyl]camelliagenin A, 3-O-ß-D-galactopyranosyl-(1 â†’ 2)-[α-L-arabinofuranosyl-(1 â†’ 4)]-ß-D-glucuronopyranosylhederagenin 28-O-ß-D-glucopyranosyl ester, 3-O-α-L-arabinofuranosyl-(1 â†’ 4)-ß-D-glucuronopyranosylhederagenin 28-O-ß-D-glucopyranosyl ester, 3-O-ß-D-galactopyranosyl-(1 â†’ 2)-[α-L-arabinofuranosyl-(1 â†’ 4)]-ß-D-glucuronopyranosyl-22α-hydroxyoleanolic acid 28-O-ß-D-glucopyranosyl ester, and the known ilexoside XLIX. These results represent a significative contribution to the chemotaxonomy of the genus Pittosporum, highlighting hederagenin-type saponins as chemotaxonomic markers of P. tenuifolium cultivars.


Assuntos
Glicosídeos/química , Ácido Oleanólico/análogos & derivados , Rosales/química , Glicosídeos/isolamento & purificação , Estrutura Molecular , Ácido Oleanólico/química , Ácido Oleanólico/isolamento & purificação , Extratos Vegetais/química , Saponinas/química , Saponinas/isolamento & purificação
15.
J Ethnopharmacol ; 205: 217-230, 2017 Jun 09.
Artigo em Inglês | MEDLINE | ID: mdl-28487118

RESUMO

ETHNOPHARMACOLOGICAL RELEVANCE: Pittosporum viridiflorum Sims, a Pittosporaceae species, is used extensively in African traditional medicine (ATM) by various tribes. This review is an appraisal of the information concerning the description, distribution, conservation status, traditional uses, phytochemistry, pharmacology and toxicology of this species with the aim of reconciling it with its traditional use. MATERIALS AND METHODS: A wide-ranging literature search was conducted using database platforms such as Scopus, Google Scholar, Web of Science, ScienceDirect, PubMed and books including local reports and thesis submissions. RESULTS: Ten categories to which P. viridiflorum finds use in traditional medicine (TM) were found, and they include well-being, wounds, treatment of veterinary ailments, gastrointestinal and sexually transmitted diseases, kidney, circulatory and inflammatory disorders, as well as diseases such as cancer, tuberculosis, and malaria. Pharmacological tests conducted include those investigating antimicrobial, antidiarrhoeal, antimalarial, anticancer, anti-inflammatory, antioxidant and acaricidal properties. Promising activity was shown in a number of assays. Toxicological effects have also been reported from this species. However, it is recommended to conduct a detailed toxicological study, including genotoxicity, as this has not yet been evaluated. Compound(s) with antimalarial, anticancer and acaricidal properties have been isolated from P. viridiflorum. CONCLUSIONS: The collective pharmacological and phytochemical properties of P. viridiflorum gives credence to the use of this plant species against various diseases in ATM, thus steering significant interest towards in vivo studies and further research.


Assuntos
Medicinas Tradicionais Africanas , Plantas Medicinais , Rosales/química , África , Conservação dos Recursos Naturais , Humanos , Fitoterapia
16.
J Chromatogr Sci ; 54(2): 130-5, 2016 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-26240190

RESUMO

A simple, accurate and reproducible reversed-phase liquid chromatographic method was developed for qualitative and quantitative determination of four bioactive flavonoids (ampelopsin, taxifolin, myricetin and quercetin) from the fruit-stalk extract of Hovenia dulcis Thunb. Chromatographic separation was performed on a C18 column (4.6 × 150 mm, 3.5 µm) with mobile phase consisting of 0.1% acetic acid and 100% acetonitrile at a flow rate of 1.0 mL/min. The analysis was performed using a diode array detector at 365 nm. The method was validated in terms of selectivity, linearity, accuracy, precision and recovery. Good linearity was observed over the investigated concentration range (10-500 µg/mL), with correlation coefficient values greater than 0.99. The intra- and inter-day precisions over the concentration range were <3.91% (relative standard deviation), and the accuracy was between 91.57 and 106.66%. The mean recovery for all the analytes was 100.87%. This method was successfully applied in the quality assessment of bioactive flavonoids in the fruit-stalk extract of H. dulcis.


Assuntos
Cromatografia Líquida de Alta Pressão/métodos , Flavonoides/análise , Extratos Vegetais/análise , Rosales/química , Frutas/química
17.
Fitoterapia ; 106: 272-9, 2015 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-26363280

RESUMO

Two new triterpenoid estersaponins (1, 2) were isolated from the leaves of Pittosporum tobira 'Variegata' (Thunb.) W. T. Aiton, along with one known saponin (3) and one known flavonoid glycoside (4). Their structures were established by different spectroscopic methods including 1D and 2D NMR, UV, as well as ESI-MS analysis. The investigated 80% aqueous methanol extract showed significant dose dependent inhibition of acetic acid induced abdominal writhing in mice. The n-butanol fraction exerted moderate antimicrobial activity against Staphylococcus aureus and Escherichia coli. In addition, it showed in vitro antioxidant activity with IC50 value (7.3 µg/ml) lower than that of the positive control ascorbic acid (11.2 µg/ml), using DPPH free radical scavenging activity method. Evaluation of its in vitro cytotoxicity showed strong activity against breast carcinoma (MCF-7), hepatocellular carcinoma (HepG2), and colon carcinoma (HCT) cell lines.


Assuntos
Flavonoides/farmacologia , Extratos Vegetais/farmacologia , Rosales/química , Saponinas/farmacologia , Triterpenos/farmacologia , Analgésicos/isolamento & purificação , Analgésicos/farmacologia , Animais , Antibacterianos/isolamento & purificação , Antibacterianos/farmacologia , Antineoplásicos Fitogênicos/isolamento & purificação , Antineoplásicos Fitogênicos/farmacologia , Linhagem Celular Tumoral , Escherichia coli/efeitos dos fármacos , Flavonoides/isolamento & purificação , Sequestradores de Radicais Livres/isolamento & purificação , Sequestradores de Radicais Livres/farmacologia , Humanos , Masculino , Camundongos , Estrutura Molecular , Folhas de Planta/química , Saponinas/isolamento & purificação , Staphylococcus aureus/efeitos dos fármacos , Triterpenos/isolamento & purificação
18.
J Ethnopharmacol ; 172: 1-9, 2015 Aug 22.
Artigo em Inglês | MEDLINE | ID: mdl-26068425

RESUMO

ETHNOPHARMACOLOGICAL RELEVANCE: Pittosporum mannii Hook. f. (Pittosporaceae) is a plant widely used in traditional medicine in Cameroon for the treatment of many gastrointestinal disorders including diarrhea. To date, no pharmacological study on the antidiarrheal and the antispasmodic properties of this plant has been reported. The aim of the present study was to evaluate in vitro the relaxant activity of the aqueous extract of stem barks of P. mannii (PMAE) on rat duodenum. MATERIALS AND METHODS: Different concentrations of PMAE were tested separately (10-80 µg/mL) or cumulatively (5-80 µg/mL) on spontaneous and spasmogen (carbachol, histamine and KCl)-induced contractions of isolated rat duodenum strips. RESULTS: At concentrations ranging from 10 to 80 µg/mL, PMAE significantly decreased the tonus and the amplitude of spontaneous contractions. However, at high concentration (80 µg/mL), the extract elicited a transient relaxation was followed by a slight increase of tonus, while the amplitude remained lower compared to the normal spontaneous activity. The relaxant effect of the extract was not significantly affected in the presence of atropine (0.713 µg/mL) and promethazine (0.5 µg/mL). In addition, PMAE (20, 40, and 80 µg/mL) partially but significantly inhibited in a concentration related manner the contractions induced by carbachol (10(-9)-10(-4)M) and histamine (10(-9)-10(-4)M) on rat duodenum. PMAE (10-80 µg/mL) also significantly induced a concentration-dependent relaxation on KCl (20mM, 50mM, 10(-3)-6.10(-3)M)-induced contraction of rat duodenum. CONCLUSIONS: These results show that the aqueous extract of P. mannii stem barks possesses antispasmodic and spasmolytic effects at lower concentrations; therefore, supporting the use of the stem barks of this plant in the folk medicine for the treatment of diarrhea. However, caution should be paid while using higher concentrations that instead might produce spasmogenic effect and might worsen the diarrheal condition. The relaxant effect of PMAE appears to be non-specific of muscarinic or histaminic receptors, but may involve at least in part a mechanism of inhibition of the Ca(2+) influx into the smooth muscle cells through voltage-operated Ca(2+) channels.


Assuntos
Duodeno/efeitos dos fármacos , Contração Muscular/efeitos dos fármacos , Músculo Liso/efeitos dos fármacos , Casca de Planta/química , Extratos Vegetais/farmacologia , Caules de Planta/química , Rosales/química , Animais , Atropina/farmacologia , Carbacol/antagonistas & inibidores , Carbacol/farmacologia , Relação Dose-Resposta a Droga , Duodeno/fisiologia , Histamina/farmacologia , Antagonistas dos Receptores Histamínicos/farmacologia , Técnicas In Vitro , Masculino , Medicina Tradicional , Contração Muscular/fisiologia , Músculo Liso/fisiologia , Parassimpatolíticos/farmacologia , Extratos Vegetais/química , Cloreto de Potássio/antagonistas & inibidores , Cloreto de Potássio/farmacologia , Prometazina/farmacologia , Ratos
19.
J Egypt Soc Parasitol ; 45(1): 133-41, 2015 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-26012228

RESUMO

In the search for new molluscicidal plants for controlling the snail vectors of schistosomiasis, laboratory evaluation was made to assess the molluscicidal activity of Agave angustifolia and Pittosporum tobira plants against Biomphalaria alexandrina snails. Results indicated that both plants have promising molluscicidal activity as the LC90 of the dry powder of both plants was 120 ppm. Both plants showed marked cercaricidal and miracidicidal potencies against S. mansoni larvae. The LC90 of both plants (120 ppm) killed most B. alexandrina eggs within 24 h of exposure. The sub-lethal concentrations of both plants markedly suppressed the survival rate of B. alexandrina snails and the mortality increased with increasing the concentrations and the exposure period up to 10 successive weeks. The accumulative toxic effect of these concentrations was continuous during the recovery period. Also, the reproductive rates of exposed snails were greatly affected even through the recovery period. This depression in reproductive ability of snails was accompanied by histological damage in the hermaphrodite glands of exposed snails. Meanwhile, the growth of snails was estimated weekly and it showed great inhibition in exposed snails comparing with the control ones.


Assuntos
Agave/química , Moluscocidas/farmacologia , Extratos Vegetais/farmacologia , Rosales/química , Schistosoma/fisiologia , Caramujos/efeitos dos fármacos , Animais , Relação Dose-Resposta a Droga , Extratos Vegetais/química , Esquistossomose/prevenção & controle , Esquistossomose/transmissão , Tempo
20.
Nat Prod Commun ; 10(3): 413-6, 2015 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-25924517

RESUMO

The flavonoids in the flowers of Edgeworthia chrysantha, Pittosporum tobira and Wisteria floribunda were isolated and identified. Quercetin and kaempferol 3-O-glucosides and 3-O-rutinosides were found in E. chrysantha, and quercetin 3-O-rutinoside, 3-O-glucoside and 3-O-pentosylrhamnosylglucoside, kaempferol 3-O-robinobioside, 3-O-rutinoside, 3-O-glucoside and 3-O-pentosylrhamnosylglucoside, and isorhamnetin 3-O-rutinoside were isolated from P. tobira. Ten flavonoids, quercetin 3-O-sophoroside, 3-O-rutinoside, 3-O-glucoside, kaempferol 3-O-sophoroside and 3-O-glucoside, luteolin 5-O-glucoside, 7- O-glucoside and 7-O-hexoside, and apigenin 7-O-glucoside and 4'-O-hexoside were isolated from W floribunda. The major pigments of E. chrysantha were carotenoids. Their content decreased with the change in flower color to white from yellow via cream, and total flavonoid content also slightly decreased by ca. 0.8 in cream and ca. 0.9 fold in white flowers. In contrast with E. chrysantha, white flowers of P. tobira turn to cream and then yellow in which the major pigments are also carotenoids. In this species, both carotenoid and flavonoid contents are gradually increased from white to yellow flowers. Though the petal color of Wisteria floribunda is mauve, due to anthocyanin pigments, the yellow areas are due to carotenoids; these turn to white in the late flowering stage. However, their flavonoid contents were essentially the same among the yellow, cream and white spots of flags. Thus, it was shown by HPLC analysis of the flower flavonoids of E. chrysantha, P. tobira and W. floribunda, although the visible pigments such as carotenoids and anthocyanins are quantitatively varied, the quantitative variation in UV-absorbing substances, such as flavones and flavonols, differs with plant species.


Assuntos
Flavonoides/química , Flores/química , Pigmentos Biológicos/metabolismo , Rosales/química , Thymelaeaceae/química , Wisteria/química , Pigmentos Biológicos/química
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