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1.
Phytochemistry ; 185: 112706, 2021 May.
Artigo em Inglês | MEDLINE | ID: mdl-33684838

RESUMO

Hyptis monticola Mart. ex Benth. (Lamiaceae) is an endemic species of altitude regions of Brazil. From the leaves of this plant, two 5,6-dihydro-α-pyrones, named monticolides A and B, have been reported as cytotoxic agents against different tumor cell lines. The isolation by high-speed countercurrent chromatography in combination with recycling preparative high-performance liquid chromatography of the undescribed monticolides C-F is presented. These compounds corresponded to a series of related monticolide derivatives differing from each other by the number of acyl substituents. Their characterization by mass spectrometry and nuclear magnetic resonance is also presented, in conjunction with an evidence by a simple chemical correlation for their absolute stereochemistry. The distribution of these chemical markers in extracts of flowers, leaves and branches collected in different seasons by electrospray ionization ion trap mass spectrometry in positive mode was analyzed. Multivariate data analyses indicated that seasonality affects monticolide concentrations in different organs of the aerial parts. Monticolides A-F seem to be present as the original markers of the analyzed plant. However, mono-, di- and triacetylated monticolides can undergo acid-catalyzed transesterifications and their natural yields estimated were affected during the isolation procedures.


Assuntos
Hyptis , Espectrometria de Massas por Ionização por Electrospray , Brasil , Cromatografia Líquida de Alta Pressão , Distribuição Contracorrente , Extratos Vegetais , Pironas
2.
Food Chem Toxicol ; 151: 112095, 2021 May.
Artigo em Inglês | MEDLINE | ID: mdl-33689855

RESUMO

Skin cancer is a public health problem due to its high incidence. Ultraviolet radiation (UVR) is the main etiological agent of this disease. Photochemoprotection involves the use of substances to avoid damage caused by UV exposure. The aim of this work was to determine the phytochemical fingerprint and photochemoprotective effect against UVB radiation-induced skin damage such as erythema and carcinogenesis of H. mociniana methanolic extract (MEHm). The chemical composition of the MEHm was analysed by LC/ESI-MS/MS. Three quercetin derivatives, two pectinolides, and two caffeic acid derivatives were identified in the methanolic extract. MEHm has antioxidant effect and it is not cytotoxic in HaCaT cells. Phytochemicals from H. mociniana have a photochemopreventive effect because they absorb UV light and protect HaCaT cells from UVR-induced cell death. Also, in SKH-1 mice -acute exposure-, it decreased erythema formation, modulating the inflammatory response, reduced the skin damage according to histological analysis and diminished p53 expression. Finally, MEHm protects from photocarcinogenesis by reducing the incidence and multiplicity of skin carcinomas in SKH-1 mice exposed chronically to UVB radiation.


Assuntos
Eritema/prevenção & controle , Hyptis/química , Neoplasias Induzidas por Radiação/prevenção & controle , Compostos Fitoquímicos/química , Compostos Fitoquímicos/farmacologia , Protetores contra Radiação/farmacologia , Neoplasias Cutâneas/prevenção & controle , Raios Ultravioleta , Animais , Carcinogênese/efeitos dos fármacos , Linhagem Celular , Eritema/etiologia , Feminino , Humanos , Camundongos , Camundongos Pelados , Neoplasias Cutâneas/patologia
3.
Future Microbiol ; 16: 241-255, 2021 03.
Artigo em Inglês | MEDLINE | ID: mdl-33625248

RESUMO

Aim: The inhibitory and antibiofilm effects of Thymus vulgaris (EOTv) and Hyptis spicigera essential oils (EOHs) on cariogenic microorganisms were evaluated. Materials & methods: The chemical characterization of EOTv was performed by gas chromatography/mass spectrometry. Streptococcus mutans, Streptococcus gordonii, Streptococcus sanguinis, Streptococcus mitis, Streptococcus sobrinus, Lactobacillus acidophilus and Actinomyces naeslundii were used for agar diffusion assays and determination of minimal inhibitory and minimal bactericide concentrations. In addition, 20 streptococci and lactobacilli clinical isolates were also tested. The effects of essential oil on microbial initial biofilm formation and on preformed microcosm biofilm formed from human saliva were studied. Results & conclusion: Both essential oils had inhibitory effects on the cariogenic species and reduced the bacterial adherence to dental enamel. Essential oils were able to disrupt preformed microcosm biofilms. Thymus vulgaris and Hyptis spicigera essential oils have potential to be used in the development of formulations to the control of cariogenic biofilms.


Assuntos
Antibacterianos/farmacologia , Biofilmes/efeitos dos fármacos , Cárie Dentária/microbiologia , Hyptis/química , Óleos Voláteis/farmacologia , Óleos Vegetais/farmacologia , Thymus (Planta)/química , Actinomyces/efeitos dos fármacos , Actinomyces/fisiologia , Antibacterianos/química , Humanos , Lactobacillus acidophilus/efeitos dos fármacos , Lactobacillus acidophilus/fisiologia , Óleos Voláteis/química , Óleos Vegetais/química , Saliva/microbiologia , Streptococcus/efeitos dos fármacos , Streptococcus/fisiologia
4.
Braz J Med Biol Res ; 54(3): e9422, 2021.
Artigo em Inglês | MEDLINE | ID: mdl-33503203

RESUMO

Hyptis crenata, commonly known as "salva-do-Marajó", "hortelã-do-campo", and "hortelãzinha", is used in folk medicine in Northeast Brazil as tea or infusion to treat inflammatory diseases. Due to the pharmacological efficacy and the low toxicity of the essential oil of Hyptis crenata (EOHc), we decided to investigate the EOHc antiedematogenic effect in experimental models of inflammation. EOHc was administrated orally at doses of 10-300 mg/kg to male Swiss albino mice. Paw edema was induced by subcutaneous injection in the right hind paw of inflammatory stimuli (carrageenan, dextran, histamine, serotonin, and bradykinin) 60 min after administration of EOHc. EOHc significantly inhibited the induced edema. The inhibitory effect of EOHc on dextran-induced edema extended throughout the experimental time. For the 30, 100, and 300 mg/kg doses of EOHc, the inhibition was of 40.28±1.70, 51.18±2.69, and 59.24±2.13%, respectively. The EOHc inhibitory effect on carrageenan-induced edema started at 10 mg/kg at the second hour (h) and was maintained throughout the observation period. At 30, 100, and 300 mg/kg doses the inhibition started earlier, from 30 min. At the edema peak of 180 min, 56, 76, and 82% inhibition was observed for 30, 100, and 300 mg/kg doses, respectively. Additionally, the effect of EOHc on carrageenan-induced paw edema was influenced by the time of administration. The EOHc also inhibited myeloperoxidase activity. In conclusion, the EOHc showed a potent effect, both preventing and reversing the edema, consistent with its anti-inflammatory use in folk medicine.


Assuntos
Edema/tratamento farmacológico , Hyptis/química , Inflamação/tratamento farmacológico , Óleos Voláteis/uso terapêutico , Animais , Brasil , Carragenina , Edema/induzido quimicamente , Inflamação/induzido quimicamente , Masculino , Camundongos , Extratos Vegetais/uso terapêutico
5.
Free Radic Biol Med ; 162: 202-215, 2021 01.
Artigo em Inglês | MEDLINE | ID: mdl-33096249

RESUMO

Hyptis suaveolens (HS), Hyptis pectinata (HP) and Hyptis marrubioides (HM) are plants used in folk medicine for treatment of several diseases. Here, we tested the in vivo antioxidant and neuroprotective potential of methanolic extracts from these plants, containing several rosmarinic acid derivatives and isoquercetin. In C. elegans, HS, HP and HM leaf extracts enhanced the antioxidant responses through the induction of specific antioxidant enzymes and demonstrated neurotherapeutic potential in transgenic models of genetically determined human neurodegenerative diseases - Frontotemporal dementia with parkinsonism linked to chromosome 17 and Machado-Joseph disease. Chronic treatment of disease models with HS, HP and HM leaf extracts improved the animals' motor function and increased their tolerance to an oxidative insult. The restorative effect of HM extract in motor performance of both disease models required the presence of glutathione reductase (gsr-1), an enzyme that assures the glutathione redox cycle, highlighting the role of this pathway and unveiling a common candidate therapeutic target for these diseases. Our findings strengthen the relevance of plant-derived bioactive compound discovery for neurodegenerative disorders that remain without effective treatment.


Assuntos
Glutationa , Hyptis , Extratos Vegetais/farmacologia , Tauopatias , Animais , Caenorhabditis elegans/genética , Oxirredução , Peptídeos , Tauopatias/tratamento farmacológico , Tauopatias/genética
6.
J Ethnopharmacol ; 265: 113153, 2021 Jan 30.
Artigo em Inglês | MEDLINE | ID: mdl-32702379

RESUMO

ETHNOPHARMACOLOGICAL RELEVANCE: In folk medicine Hyptis suaveolens (Lamiaceae) has been reported to relieve respiratory and gastrointestinal infections, indigestion, cold, pain, fever, cramps, skin diseases, gastric ulcer and inflammatory disorders. This study investigated the effects and the mechanisms of action of Hyptis suaveolens (L.) Poit (Lamiaceae) ethanol extract (Hs-EtOH) and hexane phase (Hs-HexF) against intestinal inflammation. MATERIAL AND METHODS: Acute and relapse TNBS-induced ulcerative colitis protocols were used to evaluate intestinal anti-inflammatory activity. Damage evaluations, biochemical, histological and immunostaining parameters were determined. RESULTS: Both extracts decreased macroscopic colonic inflammation and the area of lesion induced by TNBS. Nevertheless, only Hs-HexF was able to reduce colonic wall thickness, edema and diffuse inflammatory cell infiltration and to prevent GSH depletion in the acute model of ulcerative colitis. In the chronic phase with relapse of colonic ulceration, yet again only Hs-HexF significantly attenuated inflammatory parameters and presented a decrease in nitrite/nitrate, MDA, MPO, IL-1-ß and TNF-α and increased levels of SOD, CAT, GSH and IL-10. Hs-HexF also significantly reduced positive cells immunostained for PCNA. CONCLUSION: The data indicate intestinal anti-inflammatory activity for H. suaveolens, due to the participation of the antioxidant system, decreased neutrophil infiltration and cytokine modulation, as well as, owing to regulation of cell proliferation.


Assuntos
Anti-Inflamatórios/farmacologia , Colite Ulcerativa/prevenção & controle , Hyptis/química , Extratos Vegetais/farmacologia , Animais , Anti-Inflamatórios/isolamento & purificação , Antioxidantes/isolamento & purificação , Antioxidantes/farmacologia , Proliferação de Células/efeitos dos fármacos , Modelos Animais de Doenças , Fatores Imunológicos/isolamento & purificação , Fatores Imunológicos/farmacologia , Inflamação/tratamento farmacológico , Inflamação/patologia , Masculino , Ratos , Ratos Wistar , Ácido Trinitrobenzenossulfônico
7.
Braz. j. med. biol. res ; 54(3): e9422, 2021. tab, graf
Artigo em Inglês | LILACS | ID: biblio-1153527

RESUMO

Hyptis crenata, commonly known as "salva-do-Marajó", "hortelã-do-campo", and "hortelãzinha", is used in folk medicine in Northeast Brazil as tea or infusion to treat inflammatory diseases. Due to the pharmacological efficacy and the low toxicity of the essential oil of Hyptis crenata (EOHc), we decided to investigate the EOHc antiedematogenic effect in experimental models of inflammation. EOHc was administrated orally at doses of 10-300 mg/kg to male Swiss albino mice. Paw edema was induced by subcutaneous injection in the right hind paw of inflammatory stimuli (carrageenan, dextran, histamine, serotonin, and bradykinin) 60 min after administration of EOHc. EOHc significantly inhibited the induced edema. The inhibitory effect of EOHc on dextran-induced edema extended throughout the experimental time. For the 30, 100, and 300 mg/kg doses of EOHc, the inhibition was of 40.28±1.70, 51.18±2.69, and 59.24±2.13%, respectively. The EOHc inhibitory effect on carrageenan-induced edema started at 10 mg/kg at the second hour (h) and was maintained throughout the observation period. At 30, 100, and 300 mg/kg doses the inhibition started earlier, from 30 min. At the edema peak of 180 min, 56, 76, and 82% inhibition was observed for 30, 100, and 300 mg/kg doses, respectively. Additionally, the effect of EOHc on carrageenan-induced paw edema was influenced by the time of administration. The EOHc also inhibited myeloperoxidase activity. In conclusion, the EOHc showed a potent effect, both preventing and reversing the edema, consistent with its anti-inflammatory use in folk medicine.


Assuntos
Animais , Masculino , Coelhos , Óleos Voláteis/uso terapêutico , Hyptis/química , Edema/tratamento farmacológico , Inflamação/tratamento farmacológico , Brasil , Extratos Vegetais/uso terapêutico , Carragenina , Edema/induzido quimicamente , Inflamação/induzido quimicamente
8.
Phytochemistry ; 179: 112481, 2020 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-33017733

RESUMO

Dihydro-furanones are bioactive compounds isolated from various plants, marine fungi, and sponges. The present investigation describes the isolation by recycling HPLC and structural characterization by NMR of four previously undescribed 2(5H)-furanones, monticofuranolide A and pectinolides N-P, one phenylpropanoid, rosmarinic acid, and five known flavonoids, in addition to the undescribed natural flavonoid, 2R,3R-dihydrogossipetin or 5,7,8,3',4'-pentahydroxy flavanonol, from collections of H. monticola Mart. ex Benth and Hyptis pectinata (L.) Poit. Chemical correlations, resembling the biogenetic relationship of the isolated 2(5H)-furanones with their 5,6-dihydro-2H-pyran-2-one precursors, were accomplished to confirm their absolute configuration. Density functional theory-NMR/ECD calculations have been used to solve the absolute configuration for this type of compounds.


Assuntos
Hyptis , Teoria da Densidade Funcional , Imageamento por Ressonância Magnética , Espectroscopia de Ressonância Magnética , Piranos
9.
Pak J Biol Sci ; 23(9): 1184-1192, 2020 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-32981249

RESUMO

BACKGROUND AND OBJECTIVE: Hyptis suaveolens is an aromatic plant used in traditional medicine in Burkina Faso for management of various diseases including wounds and inflammatory diseases. Thus, the objective of this work was to characterize the chemical composition, antioxidant and cytotoxic activity of Essential Oil (EO) of H. suaveolens from Burkina Faso on cultured cancer cells. MATERIALS AND METHODS: The chemical composition of EO was determined by GC/FID and GC/MS analysis and the antioxidant activity was evaluated through inhibition of DPPH radicals and ABTS +• radical cations. The cytotoxic activity in prostate cancer cells (LNCaP) and cervical cancer cells (HeLa) of EO was evaluated by MTT assay and effect on cells cycle by flow cytometry analysis. RESULTS: A total of 58 compounds were identified in the EO of H. suaveolens of which the major compounds identified are Sabinene 14.03%, ß-Pinene 5.92%, Limonene 4.40%, Eucalyptol 12.78%, Trans-Oxide of Linalol 5.43%, ß-Caryophyllene 11.27%, Germacrene-D 3.04% and Bicyclogermacrene 8.08%. The EO of H. suaveolens showed antioxidant activity and concentration dependent antiproliferative activities with G0/G1 arrest on LNCaP and HeLa cells. CONCLUSIONS: This work help to justify some uses of H. suaveolens in traditional medicine in Burkina Faso and also, presents a promising new application for the essential oil of H. suaveolens in prostate and cervical cancer research.


Assuntos
Antioxidantes/farmacologia , Hyptis/metabolismo , Neoplasias da Próstata/metabolismo , Neoplasias do Colo do Útero/metabolismo , Antioxidantes/química , Burkina Faso , Cátions , Linhagem Celular Tumoral , Feminino , Citometria de Fluxo , Radicais Livres , Cromatografia Gasosa-Espectrometria de Massas , Células HeLa , Humanos , Técnicas In Vitro , Concentração Inibidora 50 , Masculino , Monoterpenos , Óleos Voláteis/farmacologia , Extratos Vegetais/farmacologia , Sesquiterpenos , Sais de Tetrazólio/farmacologia , Tiazóis/farmacologia
10.
Environ Monit Assess ; 192(6): 388, 2020 May 22.
Artigo em Inglês | MEDLINE | ID: mdl-32440902

RESUMO

Hyptis suaveolens is considered one of the most potent invaders in the eastern part of Uttar Pradesh, India. Climate change especially precipitation variability along with invasion has enormous consequences. To understand how an invasive plant (H. suaveolens) performs and interacts with precipitation variability, particularly in tropical monsoon climate, is vital. To assess the above, three rainout shelters with simulated rainfall of 1600 mm (60% more rainfall than ambient), 1100 mm (average rainfall) and 800 mm (20% less rainfall than ambient) along with one unsheltered plot (open C) were established. Three invaded grassland (IG) and three uninvaded grasslands (NIG) patches of 1 × 1 m2 size were established randomly in each sheltered and unsheltered plot. Among the studied physiological properties and growth measurements, photosynthetic rate, height, diameter and biomass varied significantly with precipitation, in general, the maximum value of these in plots receiving maximum precipitation. Also, the aboveground biomass of H. suaveolens was found to be more sensitive towards precipitation treatment than belowground biomass. H. suaveolens biomass was linearly related to soil moisture (R2 = 0.73), and a linear combination of SM and soil pH increased the R2 value by 19%. The results indicate that H. suaveolens mediates certain soil properties especially related to N-mineralisation, to maintain a constant supply of nutrient, for faster growth under the favourable condition of enhanced precipitation. These findings suggest that the population of H. suaveolens has not evolved drought tolerance, so it is likely that H. suaveolens will not spread in the part of the world which is drier either naturally or due to climate change.


Assuntos
Pradaria , Hyptis , Biomassa , Monitoramento Ambiental , Índia , Chuva
11.
Environ Monit Assess ; 191(Suppl 3): 794, 2020 Jan 27.
Artigo em Inglês | MEDLINE | ID: mdl-31989314

RESUMO

Biological invasion is probably one of the most serious threats to biodiversity after climate change. Landscape distinguished by the heterogeneity of structure, forms, human interferences, and environmental settings plays an important role in the establishment and spread of invasive species. We investigated the effect of the spatial heterogeneity for a selected landscape upon the invasion process through a case study of Hyptis (Hyptis suaveolens) in the Indian Western Himalayan region. The selected study site constitutes a heterogeneous landscape of 32,300 ha in the state of Uttarakhand, placed at the lower elevation of the Indian Himalaya. The landscape has varying levels and patterns of Hyptis invasion. We quantified the spatial heterogeneity in terms of elevation; distance from the canal, river, road, and settlement; and 18 landscape metrics (at the patch and land use class level) to investigate their influence on the invasion; for this purpose, a logistic regression model was developed. The invasion of Hyptis was found to be governed by spatial heterogeneity. The highest probability of invasion was found in the areas adjacent to rivers and roads. The analysis at patch level revealed that the invasion is largely governed by the perimeter-area ratio of patches and is positively correlated. This suggests for greater invasion chances in smaller patches as compared with larger ones. The analysis for the land use class metrics indicated a higher influence of edge density expressed as total edge length of patches per unit area, followed by patch density expresses as a total number of patches per unit area. Hence, the landscapes with larger edges and more number of patches are supposed to be more prone to invasion risks. The results of the study can be used by forest managers in designing a landscape-level system to control invasion.


Assuntos
Ecossistema , Hyptis , Espécies Introduzidas , Biodiversidade , Monitoramento Ambiental , Plantas
12.
Phytochem Anal ; 31(1): 81-87, 2020 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-31328323

RESUMO

INTRODUCTION: Hyptis verticillata Jacq. (Lamiaceae) is a Mexican medicinal plant for the treatment of skin infections and illness affecting the respiratory and gastrointestinal systems. OBJECTIVE: To associate the efficient resolution provided by ultra-high-performance liquid chromatography combined to the accuracy of a hybrid Fourier-transform (FT) mass spectrometer in order to dereplicate podophyllotoxin-type lignans in a plant extract. METHODS: An ultra-high-performance liquid chromatography-photodiode array-high resolution electrospray ionisation tandem mass spectrometry (UHPLC-PDA-HRESI-MS/MS) method was applied in an Orbitrap hybrid FT spectrometer for dereplication of podophyllotoxin and related cytotoxic lignans in wild bushmint. This procedure included high-resolution mass values for positively charged ions [M + H]+ and [M + NH4 ]+ , MS/MS data, and comparison of UV maxima and retention times with pure compounds. RESULTS: Podophyllotoxin in addition to seven aryltetralins, four arylnaphthalenes, and one dibenzylbutyrolactone were dereplicated from the methanol extract in a short-time analysis (5 min). 4'-O-Demethyl-dehydro-deoxypodophyllotoxin was identified as a new natural product. CONCLUSION: The applied UHPLC-MS/MS dereplication method is suitable for a rapid analysis of podophyllotoxin-type lignans and the resulting chemical fingerprinting could be valuable in quality control of herbal drugs and their phytopharmaceuticals.


Assuntos
Hyptis , Lamiaceae , Lignanas , Cromatografia Líquida de Alta Pressão , Podofilotoxina , Espectrometria de Massas em Tandem
13.
Nat Prod Res ; 34(1): 102-109, 2020 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-31192696

RESUMO

Hyptis pectinata is a herb popularly used in Brazil for the treatment of inflammations, pain, bacterial infections and cancer. In the present study, inflorescences (MPIn), leaves (MPL), branches (MPB), root (MPR) extracts and three compounds isolated from MPIn were assayed against breast tumor cell lines. The structures of the three compounds (pectinolide J, hyptolide and pectinolide E) were determined by means of spectroscopic analysis. Pectinolide J was isolated for the first time. The MPIn, MPL and MPR exhibited specific antiproliferative activity on tumor cell lines when compared to normal cell lines with IC50 of 52.01 ± 0.64, 45.91 ± 0.02 µg/mL and 82.84 ± 0.03 µg/mL, respectively. Although the isolated substances did not present good antiproliferative activity, when the three were associated, a greater biological effect was observed, suggesting a synergistic effect. Hyptolide (5.6 ± 0.4 µg/mL) showed IC50 sufficiently low to be considered as a drug prototype.


Assuntos
Antineoplásicos/isolamento & purificação , Neoplasias da Mama/tratamento farmacológico , Hyptis/química , Extratos Vegetais/toxicidade , Antineoplásicos/farmacologia , Brasil , Linhagem Celular Tumoral , Ensaios de Seleção de Medicamentos Antitumorais , Sinergismo Farmacológico , Humanos , Concentração Inibidora 50 , Extratos Vegetais/uso terapêutico , Pironas/isolamento & purificação , Pironas/farmacologia
14.
J Food Drug Anal ; 27(4): 897-905, 2019 10.
Artigo em Inglês | MEDLINE | ID: mdl-31590761

RESUMO

The seed of Hyptis suaveolens, commonly known as wild flour ball (san fen yuan) in Taiwan, serves as a main refreshing drink substance in several regions. This study investigated firstly its secondary metabolites, leading to the isolation of five major caffeoylquinic acid derivatives (1-5) from the ethanol extract. In addition, ten minors, including three caffeoylquinic acid derivatives (12-14), were characterized via assistance of HPLC-SPE-NMR. Of these isolates, sodium 4,5-dicaffeoylquinate (2) and methyl 3,5-dicaffeoylquinate (4) showed moderate inhibitory activity against xanthine oxidase with the respective IC50 values of 69.4 µM and 92.1 µM (c.f. allopurinol IC50 28.4 µM). Quantitative HPLC analysis of the EtOH extract indicates the content of sodium 3,5-dicaffeoylquinate (1) and sodium 4,5-dicaffeoylquinate (2) to be 0.1% and 0.08% (w/w, dry seed), respectively. This study not only discloses the bioactive constituents, but also demonstrates the potential of H. suaveolens seed as an antihyperuricemic nutraceutical.


Assuntos
Suplementos Nutricionais/análise , Hiperuricemia/tratamento farmacológico , Hyptis/química , Extratos Vegetais/uso terapêutico , Ácido Quínico/análogos & derivados , Sementes/química , Cromatografia Líquida de Alta Pressão , Humanos , Hiperuricemia/metabolismo , Espectroscopia de Ressonância Magnética , Extratos Vegetais/química , Extratos Vegetais/isolamento & purificação , Ácido Quínico/química , Ácido Quínico/isolamento & purificação , Ácido Quínico/uso terapêutico , Taiwan
15.
Food Chem Toxicol ; 133: 110802, 2019 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-31493462

RESUMO

The aim of this study was to characterize the central effects of the Hyptis martiusii leaf essential oil (OEHM) and 1,8-cineole (eucalyptol) using behavioral animal models. Gas chromatography coupled to mass spectrometry (GC/MS) was used to characterize the chemical compounds present in the OEHM. For the behavioral tests, female Swiss mice treated with the OEHM (25, 50, 100 and 200 mg/kg, i.p.) and 1,8-cineole (50 mg/kg, i.p.) were used and subjected to the following tests: open field, elevated cross maze, rotarod, sodium pentobarbital- or ethyl ether-induced sleep time, pentylenetetrazol-induced convulsions, haloperidol-induced catalepsy, and ketamine-induced hyperkinesia. GC/MS analysis identified 20 constituents with the majority of them being monoterpenes and sesquiterpenes, with eucalyptol (1,8-cineol), the major sample compound (25.93%), standing out. The results showed the OEHM (25, 50 100 and 200 mg/kg, i.p.) and its major compound (50 mg/kg, i.p.) reduced animal motility in the open field test, increased pentobarbital- and ethyl ether-induced sleep time, as well as death latency in the pentylenetetrazole-induced convulsion model. However, the tested compounds were devoid of anxiolytic-like and myorelaxant activity. In addition, the OEHM (100 and 200 mg/kg, i.p.) and 1,8-cineole (50 mg/kg, i.p.) potentiated haloperidol-induced catalepsy and reduced ketamine-induced hyperkinesia. Taken together, the results suggest the OEHM has important hypnotic-sedative and antipsychotic-like effects, which appear to be due to the monoterpene 1,8-cineole, the major compound identified in the essential oil.


Assuntos
Sistema Nervoso Central/efeitos dos fármacos , Eucaliptol/farmacologia , Hyptis/química , Óleos Voláteis/farmacologia , Animais , Eucaliptol/toxicidade , Feminino , Hipercinese/tratamento farmacológico , Ketamina , Aprendizagem em Labirinto/efeitos dos fármacos , Camundongos , Atividade Motora/efeitos dos fármacos , Óleos Voláteis/toxicidade , Folhas de Planta/química , Sono/efeitos dos fármacos
16.
PLoS One ; 14(9): e0222464, 2019.
Artigo em Inglês | MEDLINE | ID: mdl-31513694

RESUMO

Ten Hyptis suaveolens hairy root lines were established by infecting nodal explants with K599+pGus-GFP+ and ATCC15834+pTDT strains from Agrobacterium rhizogenes. Genetic transformation was confirmed by epifluorescence and plagiotropic hairy root growth in absence of growth regulators. Cytotoxicity was determined using the sulforhodamine B method, and the production of podophyllotoxin (PTOX) was measured by high performance thin layer chromatography scanning. Through these methodologies, HsTD10 was identified as the hairy root line with the highest cytotoxicity and PTOX production, which was corroborated by liquid chromatography-mass spectrometry and micrOTOF-Q II. A suspension culture of HsTD10 was established in which PTOX and carbohydrate consumption during growth kinetics were quantified by high-performance liquid chromatography. Procedures to increase the production and retrieval of PTOX in the HsTD10 line included selection of culture medium, addition of thiamine, and modification of the PTOX extraction method. The best combination of these variables was MS medium at 75% of its components with the addition of 2 mg L-1 of thiamine, extraction with methanol-dichloromethane, and sonication at 40 ± 5°C. During kinetics, growth-associated PTOX accumulation was observed. The specific growth rate (µ) was 0.11 d-1. The highest concentration of PTOX obtained with HsTD10 (5.6 mg g-1 DW) was 100 times higher than that reported for roots of wild plants and 56 times higher than that for in vitro nontransformed roots of H. suaveolens.


Assuntos
Hyptis/metabolismo , Raízes de Plantas/crescimento & desenvolvimento , Podofilotoxina/metabolismo , Agrobacterium/genética , Linhagem Celular , Meios de Cultura , Hyptis/crescimento & desenvolvimento , Lamiaceae/genética , Raízes de Plantas/metabolismo , Plantas Geneticamente Modificadas/crescimento & desenvolvimento , Regeneração , Rhizobium/genética
17.
Life Sci ; 219: 283-293, 2019 Feb 15.
Artigo em Inglês | MEDLINE | ID: mdl-30668955

RESUMO

AIMS: Chronic hyperglycaemia in diabetes mellitus (DM) increases the production of free radicals which results in oxidative stress and related disorders such as cardiovascular diseases, compromised hepatic and renal functions. Hyptis verticillata reportedly demonstrated glucose lowering activity in previous studies. The present study therefore evaluated the effect of H. verticillata on hyperglycaemia-induced dyslipidaemia, hepatorenal distortions, oxidative stress, as well as calculated indices of cardiovascular function. METHODS: Wistar rats employed for this study consisted of normoglycaemic and diabetic rats in nine experimental groups. The normoglycaemic and diabetic rats were either treated with metformin (500 mg/kg b.w.), quercetin (10 mg/kg b.w.), or ethanol extract of H. verticillata leaf (250 mg/kg b.w. and 500 mg/kg b.w.) administered orally for 28 days. KEY FINDINGS: Results revealed that H. verticillata significantly lowered blood glucose level, attenuated dyslipidaemia, decreased atherogenic coefficient, atherogenic and coronary risk indices, and increased cardioprotective index in diabetic rats. Also, H. verticillata significantly decreased serum urea, creatinine, aspartate aminotransferase, alanine aminotransferase, alkaline phosphatase and unconjugated bilirubin levels, relative to untreated diabetic rats. Further, H. verticillata increased serum superoxide dismutase, catalase and glutathione peroxidase activities and glutathione level, and decreased malondialdehyde level in diabetic rats in a manner similar to metformin and quercetin. Histopathological investigation of the liver and kidney revealed restored hepatocytes and amelioration of congested interstitial blood vessel of the Bowman's space of the kidneys upon intervention with H. verticillata. SIGNIFICANCE: H. verticillata in addition to its anti-hyperglycaemic activity ameliorates oxidative stress, dyslipidaemia, atherogenicity and hepatorenal lesions in DM.


Assuntos
Complicações do Diabetes/tratamento farmacológico , Diabetes Mellitus Experimental/tratamento farmacológico , Nefropatias Diabéticas/tratamento farmacológico , Dislipidemias/tratamento farmacológico , Hyptis , Hepatopatias/etiologia , Estresse Oxidativo/efeitos dos fármacos , Fitoterapia/métodos , Extratos Vegetais/uso terapêutico , Animais , Glicemia/análise , Diabetes Mellitus Experimental/complicações , Hyptis/química , Lipídeos/sangue , Hepatopatias/tratamento farmacológico , Masculino , Folhas de Planta/química , Ratos , Ratos Wistar
18.
J Nat Prod ; 82(3): 520-531, 2019 03 22.
Artigo em Inglês | MEDLINE | ID: mdl-30601004

RESUMO

Cytotoxic 6-heptyl-5,6-dihydro-2 H-pyran-2-ones are chemical markers of Hyptis (Lamiaceae) and are responsible for some of the therapeutic properties of species with relevance to traditional medicine. The present investigation describes the isolation of known pectinolides A-C (1-3), in addition to the new pectinolides I-M (4-8), from two Mexican collections of H. pectinata by HPLC. The novel biosynthetically related monticolides A (9) and B (10) were also isolated by high-speed countercurrent chromatography from H. monticola, an endemic species of the Brazilian southeastern high-altitude regions. A combination of chemical correlations, chiroptical measurements, and Mosher ester NMR analysis was used to confirm their absolute configuration. The utility of DFT-NMR chemical shifts and JH-H calculations was assessed for epimer differentiation. Molecular docking studies indicated that 6-heptyl-5,6-dihydro-2 H-pyran-2-ones have a high affinity for the pironetin-binding site of α-tubulin, which may be a possible mechanism contributing to the cytotoxic potential of these small and flexible molecules.


Assuntos
Antineoplásicos Fitogênicos/farmacologia , Hyptis/química , Piranos/química , Tubulina (Proteína)/química , Espectroscopia de Ressonância Magnética Nuclear de Carbono-13 , Cromatografia Líquida de Alta Pressão , Teoria da Densidade Funcional , Simulação de Acoplamento Molecular , Estrutura Molecular , Espectroscopia de Prótons por Ressonância Magnética , Piranos/farmacologia
19.
Food Res Int ; 115: 150-159, 2019 01.
Artigo em Inglês | MEDLINE | ID: mdl-30599926

RESUMO

The phenolic profile and antioxidant activity of Cape Verde's Artemisia gorgonum Webb and Hyptis pectinata (L.) Poit. infusions before and after in vitro simulation of the gastrointestinal digestion were determined. The LC-UV/DAD fingerprinting analysis allowed the identification of 3-O-caffeoylquinic acid, chlorogenic acid, 3,5 dicaffeoylquinic acid, 4,5-dicaffeoylquinic acid and other caffeoylquinic acids derivatives on A. gorgonum infusion, and of caffeoylquinic acid and quercetin derivatives on H. pectinata infusion. Despite some decrease in the chromatographic area of several peaks, no relevant qualitative alterations on the chromatographic profile were observed between the digested and undigested herbal infusions. Results obtained showed a decrease on the antioxidant capacity of both tested herbal infusions after the in vitro digestion. This decrease was more pronounced for H. pectinata than for A. gorgonum and was also more pronounced regarding the radical scavenging capacity than regarding the reducing capacity. After complete digestion the superoxide anion and the DPPH-radical scavenging capacities decreased ≈ 43 and 75% for H. pectinata and ≈ 31 and 70% for A. gorgonum. Despite the observed differences before and after simulated gastrointestinal digestion, both infusions still had antioxidant activity at the end of this process. Thus, the antioxidant potential of A. gorgonum and H. pectinata infusions from Cape Verde, prepared as traditionally used, seems to be kept in some extend throughout the digestive system.


Assuntos
Antioxidantes/análise , Artemisia/química , Digestão , Hyptis/química , Extratos Vegetais/química , Animais , Cabo Verde , Ácido Clorogênico/análise , Sequestradores de Radicais Livres/análise , Trato Gastrointestinal , Técnicas In Vitro , Pâncreas , Pepsina A , Fenóis , Ácido Quínico/análogos & derivados , Ácido Quínico/análise , Suínos
20.
Ecotoxicol Environ Saf ; 171: 863-870, 2019 Apr 30.
Artigo em Inglês | MEDLINE | ID: mdl-30665103

RESUMO

In the present study, the essential oil (EO) of Hyptis suaveolens has been explored for the first time for its phytotoxic and cytotoxic activities. The phytotoxic activity was assessed against rice (Oryza sativa) and its major troublesome weed, Echinochloa crus-galli, under laboratory and screenhouse conditions. GC-MS analysis revealed EO to be monoterpenoid (~ 79% monoterpenes) in nature with α-phellandrene (22.8%), α-pinene (10.1%) and limonene (8.5%) as the major chemical constituents. The laboratory bioassay showed a complete growth inhibitory effect of EO (≥ 2 mg mL-1) towards the germination and seedling growth of E. crus-galli. However, the inhibitory effect on rice was much less (~40% inhibition). EO caused visible injury, reduction in chlorophyll content, cell viability and ultimately led to complete wilting of E. crus-galli plants. In addition, EO altered the cell division in the meristematic cells of Allium cepa as depicted by ~63% decrease in mitotic index. EO exposure induced several aberrations at chromosomal (c-mitosis, anaphase bridges, chromosomal breakage, vagrant chromosomes, and sticky chromosomes) and cytological level (cytoplasm destruction, peripheral nuclei, and bi-nucleate cells). The present study concludes that H. suaveolens EO possesses phytotoxic activity due to its mito-depressive activity, and could serve as a natural herbicide under sustainable agricultural practices.


Assuntos
Herbicidas , Hyptis/química , Óleos Voláteis/toxicidade , Óleos Vegetais/toxicidade , Monoterpenos Bicíclicos , Divisão Celular , Aberrações Cromossômicas , Monoterpenos Cicloexânicos , Echinochloa/efeitos dos fármacos , Echinochloa/crescimento & desenvolvimento , Germinação/efeitos dos fármacos , Herbicidas/química , Herbicidas/toxicidade , Limoneno/análise , Monoterpenos/análise , Óleos Voláteis/química , Oryza/efeitos dos fármacos , Óleos Vegetais/química
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