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1.
Enzyme Microb Technol ; 175: 110409, 2024 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-38335559

RESUMO

The solvent-free esterification of the free fatty acids (FFAs) obtained by the hydrolysis of castor oil (a non-edible vegetable oil) with 2-ethyl-1-hexanol (a branched fatty alcohol) was catalyzed by different free lipases. Eversa Transform 2.0 (ETL) features surpassed most commercial lipases. Some process parameters were optimized by the Taguchi method (L16'). As a result, a conversion over 95% of the FFAs of castor oil into esters with lubricants properties was achieved under optimized reaction conditions (15 wt% of biocatalyst content, 1:4 molar ratio (FFAs/alcohol), 30 °C, 180 rpm, 96 h). The substrates molar ratio had the highest influence on the dependent variable (conversion at 24 h). FFAs/2-ethyl-1-hexanol esters were characterized regarding the physicochemical and tribological properties. Interestingly, the modification of the FFAs with 2-ethyl-1-hexanol by ETL increased the oxidative stability of the FFAs feedstock from 0.18 h to 16.83 h. The biolubricants presented a lower friction coefficient than the reference commercial mineral lubricant (0.052 ± 0.07 against 0.078 ± 0.04). Under these conditions, ETL catalyzed the oligomerization of ricinoleic acid (a hydroxyl fatty acid) into estolides, reaching a conversion of 25.15% of the initial FFAs (for the first time).


Assuntos
Óleo de Rícino , Ácidos Graxos não Esterificados , Hexanóis , Esterificação , Ésteres/química , Ácidos Graxos/química , Lipase/metabolismo , Etanol , Catálise , Enzimas Imobilizadas/química
2.
Acta Trop ; 236: 106680, 2022 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-36087769

RESUMO

BACKGROUND: The search for attractive baits that may facilitate the capture of haematophagous insects has been epidemiologically relevant. Sand flies use chemical cues in different phases of their life cycles to find carbohydrate meals, mates, blood meals and oviposition sites. Few studies have related the behaviours of sand flies with volatile compounds that can influence their life cycles. Previous studies in our laboratory have shown that 1-hexanol released on filter paper is a good attractant for the sand fly Nyssomyia neivai, which is suspected in the transmission of the aetiologic agent of American cutaneous leishmaniasis. METHODS: In this study, we developed two release systems to modulated 1-hexanol release: system 1 contained gellan gum and pectin (4:1 ratio), 3% aluminium chloride and 1% glutaraldehyde; system 2 contained: gellan gum and pectin (4:1 ratio) and 3% aluminium chloride. After addition of 1-hexanol to each release system, trials were performed in a wind tunnel with Ny. neivai males and females (unfed, blood-fed and gravid) to evaluate activation and attraction responses. RESULTS: Males and unfed females showed the same response pattern to the systems. For both systems, the males and unfed females of the sand flies showed an activation response up to 24 h. The number of responsive gravid females was lower than unfed females for both systems. The blood-fed females showed no responses in any of the release systems. CONCLUSIONS: Our findings indicate that the state of the females (unfed, fed and gravid) can interfere with the sand fly responses to volatile compounds. Additionally, both systems evaluated with the compound showed effectiveness for sand fly attraction.


Assuntos
Phlebotomus , Psychodidae , Cloreto de Alumínio , Animais , Feminino , Glutaral , Hexanóis , Masculino , Pectinas , Psychodidae/fisiologia
3.
J Agric Food Chem ; 69(43): 12608-12620, 2021 Nov 03.
Artigo em Inglês | MEDLINE | ID: mdl-34677960

RESUMO

Tea (Camellia sinensis) is the most popular nonalcoholic beverage worldwide. During cultivation, tea plants are susceptible to herbivores and pathogens, which can seriously affect tea yield and quality. A previous report showed that (Z)-3-hexenol is a potentially efficient defensive substance. However, the molecular mechanism mediating (Z)-3-hexenol signaling in tea plants and the resulting effects on plant defenses remain uncharacterized. To clarify the signaling mechanisms in which (Z)-3-hexenol and light are involved, the gene transcription and metabolite levels were assessed, respectively. This study demonstrated that tea plants rapidly and continuously release (Z)-3-hexen-1-ol in response to an insect infestation. (Z)-3-Hexen-1-ol absorbed by adjacent healthy plants would be converted into three insect defensive compounds: (Z)-3-hexenyl-glucoside, (Z)-3-hexenyl-primeveroside, and (Z)-3-hexenyl-vicianoside identified with laboratory-synthesized standards. Moreover, (Z)-3-hexen-1-ol also activates the synthesis of jasmonic acid to enhance the insect resistance of tea plants. Additionally, a continuous light treatment induces the accumulation of (Z)-3-hexenyl-glycosides. Hence, (Z)-3-hexenol serves as a light-regulated signaling molecule that activates the systemic defenses of adjacent plants. Our study reveals the molecular mechanisms by which biotic and abiotic factors synergistically regulate the signaling functions of herbivore-induced plant volatiles in plants, providing valuable information for future comprehensive analyses of the systemic defense mechanisms in plants.


Assuntos
Camellia sinensis , Compostos Orgânicos Voláteis , Herbivoria , Hexanóis , Chá
4.
Nat Prod Res ; 35(8): 1274-1280, 2021 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-31343265

RESUMO

Two new hexenol glycosides, (Z)-hex-3-en-1-ol O-ß-d-xylcopyranosyl-(1-6)-ß -d-glucopyranosyl-(1-2)-ß-d-glucopyranoside (1) and (E)-hex-3-en-1-ol O-ß-d-xylcopyranosyl-(1-6)-ß-d-glucopyranosyl-(1-2)-ß-d-glucopyranoside (2), were isolated from the 50% ethanol elution of macroporous resin of Physalis alkekengi var. franchetii. Their structures were established by detailed spectroscopic analysis, including extensive 2D-NMR data. This is the first time to report the (Z) and (E) 3-hexenol glycosides from Physalis alkekengi var. franchetii.


Assuntos
Antibacterianos/farmacologia , Glicosídeos/química , Glicosídeos/farmacologia , Physalis/química , Antibacterianos/química , Avaliação Pré-Clínica de Medicamentos , Flores/química , Bactérias Gram-Negativas/efeitos dos fármacos , Bactérias Gram-Positivas/efeitos dos fármacos , Hexanóis/química , Espectroscopia de Ressonância Magnética , Testes de Sensibilidade Microbiana , Estrutura Molecular , Resinas Vegetais/química , Espectrometria de Massas por Ionização por Electrospray
5.
Food Chem ; 342: 128565, 2021 Apr 16.
Artigo em Inglês | MEDLINE | ID: mdl-33199121

RESUMO

The aroma changes in instant white tea resulting from ß-glucosidase treatment was investigated by quantitative descriptive analysis (QDA), gas chromatography-mass spectrometry (GC-MS), odour activity value analysis (OAV), aroma reconstruction and omission tests. The grassy, floral and sweet notes increased significantly (P < 0.05), and the roasted note decreased significantly (P < 0.05) upon ß-glucosidase treatment. Quantitative analysis showed that the concentrations of benzaldehyde, benzeneacetaldehyde, (Z)-3-hexen-1-ol, linalool, phenylethyl alcohol, cis-linalool oxide, trans-linalool oxide, hexanol, hotrienol and (E)-2-hexen-1-ol increased significantly (P < 0.05) after treatment; however, (Z)-3-hexen-1-ol isomerized to (E)-2-hexen-1-ol. OAV analysis, aroma reconstruction and the omission test showed that the grassy, floral and sweet notes increased as the (Z)-3-hexen-1-ol, cis/trans-linalool oxide and benzeneacetaldehyde increased, whereas the roasted note declined under the same conditions. The enzymatic hydrolysis of glycosidic precursors and the auto-isomerization of volatile compounds provide new information for understanding how ß-glucosidase treatment improves the aroma of tea products.


Assuntos
Cromatografia Gasosa-Espectrometria de Massas , Chá/metabolismo , Compostos Orgânicos Voláteis/química , beta-Glucosidase/metabolismo , Hexanóis/química , Hidrólise , Isomerismo , Odorantes/análise , Chá/química , Termodinâmica , Compostos Orgânicos Voláteis/análise
6.
Sci Rep ; 10(1): 15506, 2020 09 23.
Artigo em Inglês | MEDLINE | ID: mdl-32968179

RESUMO

cis-3-Hexen-1-ol has been regarded as the main source of green aroma (or green odor) in green tea. However, no clear findings on the composition of green aroma components in tea and the effect of cis-3-hexen-1-ol on other aroma components have been reported. In this study, the main green aroma components in green tea were characterized, especially the role of cis-3-hexen-1-ol in green aroma was analyzed and how it affected other aroma components in green tea was studied. Based on the GC-MS detection, odor activity value evaluation, and monomer sniffing, 12 green components were identified. Through the chemometric analysis, cis-3-hexen-1-ol was proven as the most influential component of green aroma. Moreover, through the electronic nose analysis of different concentrations of cis-3-hexen-1-ol with 25 other aroma components in green tea, we showed that the effect of cis-3-hexen-1-ol plays a profound effect on the overall aroma based on the experiments of reconstitution solution and natural tea samples. GC-MS and CG-FID confirmed that the concentration range of the differential threshold of green odor and green aroma of cis-3-hexen-1-ol was 0.04-0.52 mg kg-1.


Assuntos
Hexanóis/análise , Odorantes , Chá/química , Cromatografia Gasosa-Espectrometria de Massas , Odorantes/análise
7.
Molecules ; 25(10)2020 May 16.
Artigo em Inglês | MEDLINE | ID: mdl-32429453

RESUMO

The chemical composition of the volatile fraction from Galium verum L. (leaves and flowers) and Cruciata laevipes Opiz (whole plant), Rubiaceae, was investigated. Samples from these two plant species were collected at full bloom in Val di Susa (Western Alps, Turin, Italy), distilled in a Clevenger-type apparatus, and analyzed by GC/FID and GC/MS. A total of more than 70 compounds were identified, making up 92%-98% of the total oil. Chemical investigation of their essential oils indicated a quite different composition between G. verum and C. laevipes, both in terms of the major constituents and the dominant chemical classes of the specialized metabolites. The most abundant compounds identified in the essential oils from G. verum were 2-methylbenzaldheyde (26.27%, corresponding to 11.59 µg/g of fresh plant material) in the leaves and germacrene D (27.70%; 61.63 µg/g) in the flowers. C. laevipes essential oils were instead characterized by two sesquiterpenes, namely ß-caryophyllene (19.90%; 15.68 µg/g) and trans-muurola-4(15),5-diene (7.60%; 5.99 µg/g); two phenylpropanoids, benzyl alcohol (8.30%; 6.71 µg/g), and phenylacetaldehyde (7.74%; 6.26 µg/g); and the green-leaf alcohol cis-3-hexen-1-ol (9.69%; 7.84 µg/g). The ecological significance of the presence of such compounds is discussed.


Assuntos
Flores/química , Galium/química , Folhas de Planta/química , Rubiaceae/química , Compostos Orgânicos Voláteis/isolamento & purificação , Acetaldeído/análogos & derivados , Acetaldeído/química , Acetaldeído/isolamento & purificação , Altitude , Benzaldeídos/química , Benzaldeídos/isolamento & purificação , Álcool Benzílico/química , Álcool Benzílico/isolamento & purificação , Cromatografia Gasosa-Espectrometria de Massas , Hexanóis/química , Hexanóis/isolamento & purificação , Humanos , Itália , Extração Líquido-Líquido/métodos , Óleos de Plantas/química , Sesquiterpenos Policíclicos/química , Sesquiterpenos Policíclicos/isolamento & purificação , Sesquiterpenos de Germacrano/química , Sesquiterpenos de Germacrano/isolamento & purificação , Compostos Orgânicos Voláteis/química , Compostos Orgânicos Voláteis/classificação
8.
Plant Mol Biol ; 103(3): 287-302, 2020 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-32240472

RESUMO

Volatile components in fresh leaves are involved in the regulation of many stress responses, such as insect damage, fungal infection and high temperature. However, the potential function of volatile components in hyperosmotic response is largely unknown. Here, we found that 7-day hyperosmotic treatment specifically led to the accumulation of (Z)-3-hexen-1-ol, (E)-2-hexenal and methyl salicylate. Transcriptome and qRT-PCR analyses suggested the activation of linolenic acid degradation and methyl salicylate processes. Importantly, exogenous (Z)-3-hexen-1-ol pretreatment dramatically enhanced the hyperosmotic stress tolerance of tea plants and decreased stomatal conductance, whereas (E)-2-hexenal and methyl salicylate pretreatments did not exhibit such a function. qRT-PCR analysis revealed that exogenous ABA induced the expressions of related enzyme genes, and (Z)-3-hexen-1-ol could up-regulate the expressions of many DREB and RD genes. Moreover, exogenous (Z)-3-hexen-1-ol tremendously induced the expressions of specific LOX and ADH genes within 24 h. Taken together, hyperosmotic stress induced (Z)-3-hexen-1-ol accumulation in tea plant via the activation of most LOX, HPL and ADH genes, while (Z)-3-hexen-1-ol could dramatically enhance the hyperosmotic stress tolerance via the decrease of stomatal conductance and MDA, accumulation of ABA and proline, activation of DREB and RD gene expressions, and probably positive feedback regulation of LOXs and ADHs. KEY MESSAGE: Hyperosmotic stress induced (Z)-3-hexen-1-ol accumulation in Camellia sinensis via the up-regulation of most LOX, HPL and ADH genes, while (Z)-3-hexen-1-ol could dramatically enhance the hyperosmotic stress tolerance via the decrease of stomatal conductance, accumulation of proline, activation of DREB and RD gene expressions, and probably positive feedback regulation of LOXs and ADHs.


Assuntos
Camellia sinensis/efeitos dos fármacos , Camellia sinensis/metabolismo , Hexanóis/metabolismo , Estresse Fisiológico/fisiologia , Compostos Orgânicos Voláteis/metabolismo , Água , Aldeídos/farmacologia , Nicotiana/efeitos dos fármacos , Nicotiana/metabolismo
9.
Environ Sci Pollut Res Int ; 27(15): 17505-17515, 2020 May.
Artigo em Inglês | MEDLINE | ID: mdl-31218584

RESUMO

The present work details the effects of injection of higher order alcohols, namely hexanol (Hex) and octanol (Oct) as secondary fuels in a CI engine. The last decade has seen an exponential increase in the carbon emission chief of which have been contributed by fossil fuels. Vegetable oils provide a viable alternative to the current scenario as they can be synthesized easily from nature and can be readily adapted for use in CI engines. Neem oil (NO) is non-edible and widely available and hence taken as a base fuel for this research. The poor properties of neem oil were improved by the addition of novel low viscous biofuel, namely wintergreen oil (WGO). During the course of this research work, a blend containing a mixture of 50% of neat neem oil and 50% of wintergreen oil (NO50-WGO50) was optimized based on trial tests and taken as pilot fuel while Hex and Oct were injected along with intake air as secondary fuels. The alcohols were injected into the engine successively in the 10%, 20%, and 30% (by mass) ratios. Experiments were conducted in a single-cylinder CI engine fabricating 5.2-kW power at a constant speed of 1500 rpm at varying load conditions. It is observed that inferior performance of NO led to more smoke, HC, and CO in comparison to diesel at all the loads and these are improved with NO50-WGO50 blend. Nevertheless, a minor increase in NOx emission was perceived with the blend. Addition of higher order alcohol promoted reduction of both NOx and smoke emission without affecting performance. Among the various combinations, NO50-WGO50 + Hex30 and Oct30 reduced NOx emission by 12% and 9.5% and smoke emission by 13% and 19% respectively. These results are on par with the diesel performance and emission characteristics.


Assuntos
Gasolina , Emissões de Veículos , Biocombustíveis , Hexanóis , Octanóis , Óleos Voláteis , Extratos Vegetais , Salicilatos
10.
Mol Nutr Food Res ; 63(18): e1900073, 2019 09.
Artigo em Inglês | MEDLINE | ID: mdl-31295767

RESUMO

SCOPE: Alterations of gut metabolites, such as SCFAs and trimethylamine (TMA), and microbial composition are associated with the development of hypertension. Whether maternal 3,3-dimethyl-1-butanol (DMB, an inhibitor for TMA formation) treatment or the predominant SCFA acetate supplementation can prevent programed hypertension induced by a high-fructose diet (HFD) exposure during pregnancy and lactation in adult male offspring is examined. METHODS AND RESULTS: Male offspring are divided into four groups: ND, normal diet; HFD, 60% HFD; ACE, HFD plus 200 mmol L-1 magnesium acetate in drinking water; and DMB: HFD plus 1% DMB in drinking water. Maternal HFD induces programed hypertension in adult male offspring, which is prevented by maternal acetate supplementation or DMB treatment. HFD-induced hypertension is relevant to increased plasma levels of TMA and acetate, and alterations of gut microbial composition. The protective effects of acetate supplementation are associated with decreased plasma TMA level and TMA-to-trimethylamine-N-oxide (TMAO) ratio, and increased renal expression of SCFA receptors. Maternal DMB treatment reduces plasma TMA, TMAO, acetate, and propionate levels. CONCLUSION: Early intervention targeting on gut-microbiota-derived metabolites TMAO and SCFAs to reprogram hypertension may have significant impact to reduce the burden of hypertension.


Assuntos
Frutose/efeitos adversos , Microbioma Gastrointestinal/efeitos dos fármacos , Hexanóis/farmacologia , Hipertensão/prevenção & controle , Acetatos/farmacologia , Animais , Pressão Sanguínea/efeitos dos fármacos , Suplementos Nutricionais , Ácidos Graxos Voláteis/metabolismo , Feminino , Microbioma Gastrointestinal/genética , Hipertensão/etiologia , Compostos de Magnésio/farmacologia , Masculino , Metilaminas/metabolismo , Gravidez , Efeitos Tardios da Exposição Pré-Natal , Ratos Sprague-Dawley
11.
J Plant Res ; 132(2): 285-293, 2019 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-30758750

RESUMO

Green leaf volatiles (GLVs) play a vital role in enhancing herbivore-associated defense responses, but the mechanism by which they precisely regulate such responses is not well understood. (Z)-3-Hexenol (z3HOL), an important component of GLVs, effectively activates the defense of tea plants (Camellia sinensis) against a tea geometrid (TG) Ectropis obliqua Prout. To elucidate the molecular mechanisms of defense activation by z3HOL, RNA-Sequencing was employed to investigate the effect of z3HOL on transcriptome responses to TG in tea plants. A total of 318 upregulated genes were identified, and expression of 10 unigenes was validated by quantitative real-time PCR. Among these 318 upregulated genes, 56 were defense-related, including 6 key enzyme genes in jasmonic acid, and ethylene biosynthesis, 24 signal transduction genes, and 12 insect-responsive transcription factors. Most of the defense-related genes are induced by JA, TG, or wounding treatments, suggesting that JA signaling plays a vital role in z3HOL-induced tea defense against TG.


Assuntos
Camellia sinensis/metabolismo , Herbivoria , Mariposas , Transcriptoma , Animais , Ciclopentanos/metabolismo , Etilenos/biossíntese , Hexanóis , Larva , Oxilipinas/metabolismo
12.
Plant Cell Environ ; 42(4): 1352-1367, 2019 04.
Artigo em Inglês | MEDLINE | ID: mdl-30421786

RESUMO

Plants emit a variety of volatiles in response to herbivore attack, and (Z)-3-hexenol and its glycosides have been shown to function as defence compounds. Although the ability to incorporate and convert (Z)-3-hexenol to glycosides is widely conserved in plants, the enzymes responsible for the glycosylation of (Z)-3-hexenol remained unknown until today. In this study, uridine-diphosphate-dependent glycosyltransferase (UGT) candidate genes were selected by correlation analysis and their response to airborne (Z)-3-hexenol, which has been shown to be taken up by the tea plant. The allelic proteins UGT85A53-1 and UGT85A53-2 showed the highest activity towards (Z)-3-hexenol and are distinct from UGT85A53-3, which displayed a similar catalytic efficiency for (Z)-3-hexenol and nerol. A single amino acid exchange E59D enhanced the activity towards (Z)-3-hexenol, whereas a L445M mutation reduced the catalytic activity towards all substrates tested. Transient overexpression of CsUGT85A53-1 in tobacco significantly increased the level of (Z)-3-hexenyl glucoside. The functional characterization of CsUGT85A53 as a (Z)-3-hexenol UGT not only provides the foundation for the biotechnological production of (Z)-3-hexenyl glucoside but also delivers insights for the development of novel insect pest control strategies in tea plant and might be generally applicable to other plants.


Assuntos
Camellia sinensis/metabolismo , Hexanóis/metabolismo , Camellia sinensis/genética , Cromatografia Gasosa-Espectrometria de Massas , Glicosídeos/metabolismo , Glicosilação , Glicosiltransferases/genética , Glicosiltransferases/metabolismo , Proteínas de Plantas/genética , Proteínas de Plantas/metabolismo , Reação em Cadeia da Polimerase em Tempo Real , Compostos Orgânicos Voláteis/metabolismo
13.
Anal Bioanal Chem ; 410(14): 3395-3404, 2018 May.
Artigo em Inglês | MEDLINE | ID: mdl-29623385

RESUMO

Elastic therapeutic tapes are an important tool in the field of physical therapy and medicine. These tapes contain types of adhesive. However, sensory evaluations revealed the release of pronounced and irritating odors of the tapes. Negative odors were, amongst others, reported in elastic therapeutic tapes containing acrylic adhesives. In this study, the odor of four different tape samples was evaluated applying a descriptive analysis approach carried out by a trained sensory panel. Afterwards, the volatile compounds were recovered from the samples by solvent extraction and isolated by solvent-assisted flavor evaporation (SAFE). The obtained distillates were subsequently analyzed by gas chromatography-olfactometry (GC-O) and two-dimensional GC-O coupled with mass spectrometry (2D-GC-MS/O). To determine the most potent odorants in the distillates, odor extract dilution analyses (OEDA) were carried out. Thirty-one odorants were successfully identified using this approach, which were all described for the first time as odorants in tapes. Amongst the set of volatiles, unsaturated and saturated aldehydes were present, eliciting fatty, soapy, and citrus-like odor impressions, as well as a range of glue-like, moldy, and fruity smelling odor-active volatiles, such as 2-ethyl-1-hexanol, butyl benzoate, and 3-phenyltoluene. Based on their relative intensities, the concentrations of the glue-like smelling substances were determined: 2-ethyl-1-hexanol, present in all samples, was determined with concentrations ranging from 10 to 200 mg/kg in the investigated tapes.


Assuntos
Adesivos/química , Aldeídos/análise , Hexanóis/análise , Odorantes/análise , Compostos Orgânicos Voláteis/análise , Cromatografia Gasosa-Espectrometria de Massas/métodos , Humanos , Olfatometria/métodos , Modalidades de Fisioterapia
14.
Bull Entomol Res ; 107(1): 77-84, 2017 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-27444230

RESUMO

Green leaf volatiles (GLVs) have been reported to play an important role in the host-locating behavior of several folivores that feed on angiosperms. However, next to nothing is known about how the green leafhopper, Empoasca vitis, chooses suitable host plants and whether it detects differing emission levels of GLV components among genetically different tea varieties. Here we found that the constitutive transcript level of the tea hydroperoxide lyase (HPL) gene CsiHPL1, and the amounts of (Z)-3-hexenyl acetate and of total GLV components are significantly higher in tea varieties that are susceptible to E. vitis (Enbiao (EB) and Banzhuyuan (BZY)) than in varieties that are resistant to E. vitis (Changxingzisun (CX) and Juyan (JY)). Moreover, the results of a Y-tube olfactometer bioassay and an oviposition preference assay suggest that (Z)-3-hexenyl acetate and (Z)-3-hexenol offer host and oviposition cues for E. vitis female adults. Taken together, the two GLV components, (Z)-3-hexenol and especially (Z)-3-hexenyl acetate, provide a plausible mechanism by which tea green leafhoppers distinguish among resistant and susceptible varieties. Future research should be carried out to obtain the threshold of the above indices and then assess their reasonableness. The development of practical detection indices would greatly improve our ability to screen and develop tea varieties that are resistant to E. vitis.


Assuntos
Acetatos/metabolismo , Aldeídos/metabolismo , Camellia sinensis/metabolismo , Hemípteros/fisiologia , Herbivoria , Hexanóis/metabolismo , Animais , Sinais (Psicologia) , Cadeia Alimentar , Proteínas de Plantas/genética , Proteínas de Plantas/metabolismo
15.
Food Chem Toxicol ; 97S: S157-S167, 2016 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-27658323

RESUMO

The use of this material under current conditions is supported by existing information. This material was evaluated for genotoxicity, repeated dose toxicity, developmental and reproductive toxicity, local respiratory toxicity, phototoxicity/photoallergenicity, skin sensitization, as well as environmental safety. Data from the suitable read across analog 2-ethylhexanol (CAS # 104-76-7) show that this material is not genotoxic. Data from the suitable read across analog isopropyl alcohol (CAS # 67-63-0) show that this material does not have skin sensitization potential. The local respiratory toxicity endpoint was completed using the TTC (Threshold of Toxicological Concern) for a Cramer Class I material (1.4 mg/day). The repeated dose toxicity endpoint was completed using 2-ethylhexanol (CAS # 104-76-7) and 1-heptanol, 2-propyl (CAS # 10042-59-8) as suitable read across analogs, which provided a MOE > 100. The developmental and reproductive toxicity endpoint was completed using 2-ethyl-hexanol (CAS # 104-76-7) and isobutyl alcohol (CAS # 78-83-1) as suitable read across analogs, which provided a MOE > 100. The phototoxicity/photoallergenicity endpoint was completed based on suitable UV spectra. The environmental endpoint was completed as described in the RIFM Framework.


Assuntos
Hexanóis/toxicidade , Perfumes/toxicidade , Testes de Toxicidade/métodos , Animais , Qualidade de Produtos para o Consumidor , Dano ao DNA/efeitos dos fármacos , Relação Dose-Resposta a Droga , Avaliação Pré-Clínica de Medicamentos , Determinação de Ponto Final , Hexanóis/química , Nível de Efeito Adverso não Observado , Perfumes/química , Ratos , Medição de Risco
16.
Food Chem Toxicol ; 97S: S147-S156, 2016 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-27600295

RESUMO

The use of this material under current conditions is supported by existing information. This material was evaluated for genotoxicity, repeated dose toxicity, developmental toxicity, reproductive toxicity, local respiratory toxicity, phototoxicity, skin sensitization, as well as environmental safety. Data show that this material is not genotoxic. Data from the suitable read across analog 2-butyloctan-1-ol (CAS # 3913-02-8) show that this material does not have skin sensitization potential. The reproductive and local respiratory toxicity endpoints were completed using the TTC (Threshold of Toxicological Concern) for a Cramer Class I material (0.03 and 1.4 mg/day, respectively). The developmental and repeat dose toxicity endpoints were completed data on the target material which provided a MOE > 100. The phototoxicity/photoallergenicity endpoint was completed based on suitable UV spectra. The environmental endpoint was completed as described in the RIFM Framework.


Assuntos
Hexanóis/toxicidade , Perfumes/toxicidade , Plastificantes/toxicidade , Testes de Toxicidade/métodos , Animais , Qualidade de Produtos para o Consumidor , Dano ao DNA/efeitos dos fármacos , Relação Dose-Resposta a Droga , Avaliação Pré-Clínica de Medicamentos , Determinação de Ponto Final , Hexanóis/química , Nível de Efeito Adverso não Observado , Perfumes/química , Plastificantes/química , Ratos , Medição de Risco
17.
Arch Pharm Res ; 39(3): 340-9, 2016 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-26832324

RESUMO

Caffeoylquinic acids, flavonoids, and coumarins isolated from Artemisia capillaris have recently emerged as therapeutic candidates for diabetes and diabetic complications; however, there have been very few studies of the anti-diabetic potential of polyacetylenes. In the present study, we investigated the anti-diabetic potential of two polyacetylenes isolated from A. capillaris, namely capillin and capillinol by investigating their ability to inhibit α-glucosidase, protein tyrosine phosphatase 1B (PTP1B), and rat lens aldose reductase (RLAR). Capillin displayed potent inhibitory activity against α-glucosidase, PTP1B, and RLAR, while capillinol showed moderate inhibitory activity against α-glucosidase and PTP1B at the concentrations tested. In addition, a kinetic study revealed that capillin inhibited α-glucosidase and RLAR in a noncompetitive manner, while inhibited PTP1B in a mixed-type manner. Capillinol inhibited α-glucosidase and PTP1B in a mixed-type manner. Docking simulations of these compounds demonstrated negative binding energies and close proximity to residues in the binding pocket of PTP1B, indicating that these polyacetylenes have a high affinity and tight binding capacity for the active site of the enzyme. Furthermore, capillin dose-dependently inhibited peroxynitrite (ONOO(-))-mediated tyrosine nitration. The results clearly demonstrate the promising potential of capillin and capillinol as therapeutic interventions for the management of diabetes as well as diabetes-associated complications.


Assuntos
Alcinos/farmacologia , Artemisia/química , Di-Inos/farmacologia , Hexanóis/farmacologia , Aldeído Redutase/antagonistas & inibidores , Alcinos/isolamento & purificação , Animais , Di-Inos/isolamento & purificação , Inibidores de Glicosídeo Hidrolases/isolamento & purificação , Inibidores de Glicosídeo Hidrolases/farmacologia , Hexanóis/isolamento & purificação , Hipoglicemiantes/isolamento & purificação , Hipoglicemiantes/farmacologia , Cristalino/enzimologia , Simulação de Acoplamento Molecular , Ácido Peroxinitroso/antagonistas & inibidores , Proteína Tirosina Fosfatase não Receptora Tipo 1/antagonistas & inibidores , Ratos
18.
Pest Manag Sci ; 72(10): 1959-64, 2016 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-26818885

RESUMO

BACKGROUND: The cochineal scale, Porphyrophora sophorae (Hemiptera: Coccoidea, Margarodidae), is one of the most serious arthropod pests of Chinese liquorice, Glycyrrhiza uralensis (Fabaceae), an important medicinal herb. The adult females tend to deposit the ovisacs in soil relatively far away from liquorice plants. After hatching, neonates move out of the soil and may use chemical cues to search for new hosts. RESULTS: We collected and analysed the volatiles from soils with and without liquorice roots, and chromatographic profiles revealed hexanal, ß-pinene and hexanol as potential host-finding cues for P. sphorae. The attractiveness of these compounds to neonates was studied in the laboratory using four-arm olfactometer bioassays. The larvae showed a clear preference for ß-pinene over hexanal and hexanol, as well as all possible combinations of the three compounds. In addition, a field experiment confirmed that ß-pinene was significantly more attractive than hexanal and hexanol. CONCLUSION: Newly eclosed larvae of P. sphorae exploit root volatiles as chemical cues to locate their host plant. ß-Pinene proved to be the major chemical cue used by P. sphorae neonates searching for roots of their host plant. © 2016 Society of Chemical Industry.


Assuntos
Aldeídos , Compostos Bicíclicos com Pontes , Glycyrrhiza uralensis/química , Hemípteros/fisiologia , Hexanóis , Monoterpenos , Aldeídos/química , Animais , Comportamento Apetitivo , Monoterpenos Bicíclicos , Compostos Bicíclicos com Pontes/química , Sinais (Psicologia) , Glycyrrhiza uralensis/parasitologia , Hemípteros/crescimento & desenvolvimento , Hexanóis/química , Larva/fisiologia , Monoterpenos/química , Odorantes , Raízes de Plantas/química , Raízes de Plantas/parasitologia , Solo/química , Volatilização
19.
Behav Brain Res ; 297: 251-8, 2016 Jan 15.
Artigo em Inglês | MEDLINE | ID: mdl-26475511

RESUMO

Several green leaf volatiles have anxiolytic/antidepressant properties and attenuate adrenocortical stress response in rodents. However, it remains unknown whether a mixture of cis-3-hexenol and trans-2-hexenal so-called 'green odor (GO)' affects fear-associated post-traumatic stress disorder (PTSD)-like behavior. In the present study, fear memory of the initial conditioning stimulus was stably maintained by weekly presentation of conditioned tone. Examination of open field behavior, acoustic startle response, prepulse inhibition, and immobility in the forced swim test for 2 weeks after initial conditioning revealed that conditioned rats sustained anxiety, enhanced startle response, hypervigilance, depression-like behavior, and hypocortisolism, which is consistent with PTSD symptoms. Daily, not acute, GO presentation facilitated fear extinction and reduced PTSD-like behavioral and endocrinal responses. To further investigate the mechanism of effect of GO, we examined the effect of paroxetine (a selective serotonin reuptake inhibitor), p-chlorophenylalanine (PCPA, an irreversible serotonin synthesis inhibitor), alone or in combination of GO on PTSD-like phenotype. The alleviative effects of GO were masked by simultaneous paroxetine administration. PCPA-induced serotonin depletion abolished the effects of GO. Our results suggest that daily GO presentation facilitates fear extinction and prevents development of PTSD-like symptoms.


Assuntos
Aldeídos/farmacologia , Hexanóis/farmacologia , Psicotrópicos/farmacologia , Transtornos de Estresse Pós-Traumáticos/prevenção & controle , Animais , Condicionamento Psicológico/efeitos dos fármacos , Modelos Animais de Doenças , Avaliação Pré-Clínica de Medicamentos , Comportamento Exploratório/efeitos dos fármacos , Extinção Psicológica/efeitos dos fármacos , Medo/efeitos dos fármacos , Fenclonina/farmacologia , Masculino , Atividade Motora/efeitos dos fármacos , Paroxetina/farmacologia , Fenótipo , Inibição Pré-Pulso/efeitos dos fármacos , Distribuição Aleatória , Ratos Sprague-Dawley , Reflexo de Sobressalto/efeitos dos fármacos , Transtornos de Estresse Pós-Traumáticos/fisiopatologia
20.
Nat Prod Res ; 30(7): 853-6, 2016.
Artigo em Inglês | MEDLINE | ID: mdl-26214127

RESUMO

The present study aimed to analyse the chemical components of the essential oil from Pyrrosia tonkinensis by GC-MS and evaluate the in vitro antibacterial activity. Twenty-eight compounds, representing 88.1% of the total essential oil, were identified and the major volatile components were trans-2-hexenal (22.1%), followed by nonanal (12.8%), limonene (9.6%), phytol (8.4%), 1-hexanol (3.8%), 2-furancarboxaldehyde (3.5%) and heptanal (3.1%). The antibacterial assays showed that the essential oil of P. tonkinensis had good antibacterial activities against all the tested microorganisms. This paper first reported the chemical composition and antimicrobial activity of the essential oil from P. tonkinensis.


Assuntos
Antibacterianos/isolamento & purificação , Óleos Voláteis/química , Óleos de Plantas/química , Polypodiaceae/química , Aldeídos/química , Aldeídos/isolamento & purificação , Antibacterianos/química , Cicloexenos/química , Cicloexenos/isolamento & purificação , Cromatografia Gasosa-Espectrometria de Massas , Hexanóis/química , Hexanóis/isolamento & purificação , Limoneno , Testes de Sensibilidade Microbiana , Fitol/química , Fitol/isolamento & purificação , Terpenos/química , Terpenos/isolamento & purificação
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