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1.
Environ Pollut ; 304: 119178, 2022 Jul 01.
Artigo em Inglês | MEDLINE | ID: mdl-35367286

RESUMO

Cadmium (Cd) is a potentially hazardous element with substantial biological toxicity, adversely affecting plant growth and physiological metabolism. Therefore, it is necessary to explore practical and environment-friendly approaches to reduce toxicity. Jasmonic acid (JA) is an endogenous growth regulator which helps plants defend against biological and abiotic stresses. To determine how JA help relieve Cd toxicity in rice, both laboratory and field experiments were implemented. In the seedling stage, the role of JA in mediating rice Cd tolerance was investigated via a fluorescent probe in vivo localization, Fourier Transform Infrared Spectroscopy (FTIR), and colorimetry. At the mature growth stage of rice, field experiments were implemented to research the effects of JA on the Cd uptake and translocation in rice. In the seedling stage of rice, we found that JA application increased the cell wall compartmentalization of Cd by promoting the Cd combination on chelated-soluble pectin of rice roots and inhibited Cd movement into protoplasts, thereby reducing the Cd content in the roots by 30.5% and in the shoots by 53.3%, respectively. Application of JA reduced H2O2 content and helped relieve Cd-induced peroxidation damage of membrane lipid by increasing the level of catalase (CAT), peroxidase (POD), ascorbate peroxidase (APX), and glutathione (GSH), but had no significant effect on the superoxide dismutase (SOD) activity. Additionally, field experiments showed that foliar spraying of JA inhibited rice Cd transport from the stalk and root to the grain and reduced Cd concentration in grain by 29.7% in the high-Cd fields and 28.0% in the low-Cd fields. These results improve our understanding of how JA contributes to resistance against Cd toxicity in rice plants and reduces the accumulation of Cd in rice kernels.


Assuntos
Oryza , Poluentes do Solo , Antioxidantes/metabolismo , Cádmio/análise , Cádmio/química , Ciclopentanos , Glutationa/metabolismo , Peróxido de Hidrogênio/metabolismo , Oryza/metabolismo , Oxilipinas/química , Oxilipinas/toxicidade , Raízes de Plantas/metabolismo , Plântula , Poluentes do Solo/análise
2.
Sci Rep ; 12(1): 2851, 2022 02 18.
Artigo em Inglês | MEDLINE | ID: mdl-35181728

RESUMO

Plants do not have neurons but operate transmembrane ion channels and can get electrical excited by physical and chemical clues. Among them the Venus flytrap is characterized by its peculiar hapto-electric signaling. When insects collide with trigger hairs emerging the trap inner surface, the mechanical stimulus within the mechanosensory organ is translated into a calcium signal and an action potential (AP). Here we asked how the Ca2+ wave and AP is initiated in the trigger hair and how it is feed into systemic trap calcium-electrical networks. When Dionaea muscipula trigger hairs matures and develop hapto-electric excitability the mechanosensitive anion channel DmMSL10/FLYC1 and voltage dependent SKOR type Shaker K+ channel are expressed in the sheering stress sensitive podium. The podium of the trigger hair is interface to the flytrap's prey capture and processing networks. In the excitable state touch stimulation of the trigger hair evokes a rise in the podium Ca2+ first and before the calcium signal together with an action potential travel all over the trap surface. In search for podium ion channels and pumps mediating touch induced Ca2+ transients, we, in mature trigger hairs firing fast Ca2+ signals and APs, found OSCA1.7 and GLR3.6 type Ca2+ channels and ACA2/10 Ca2+ pumps specifically expressed in the podium. Like trigger hair stimulation, glutamate application to the trap directly evoked a propagating Ca2+ and electrical event. Given that anesthetics affect K+ channels and glutamate receptors in the animal system we exposed flytraps to an ether atmosphere. As result propagation of touch and glutamate induced Ca2+ and AP long-distance signaling got suppressed, while the trap completely recovered excitability when ether was replaced by fresh air. In line with ether targeting a calcium channel addressing a Ca2+ activated anion channel the AP amplitude declined before the electrical signal ceased completely. Ether in the mechanosensory organ did neither prevent the touch induction of a calcium signal nor this post stimulus decay. This finding indicates that ether prevents the touch activated, glr3.6 expressing base of the trigger hair to excite the capture organ.


Assuntos
Cálcio/química , Droseraceae/fisiologia , Eletricidade , Cabelo/fisiologia , Potenciais de Ação/genética , Anestésicos/farmacologia , Cálcio/metabolismo , Canais de Cálcio/genética , Droseraceae/efeitos dos fármacos , Éter/farmacologia , Oxilipinas/química , Folhas de Planta/genética , Folhas de Planta/crescimento & desenvolvimento , Transdução de Sinais/genética , Tato/fisiologia , Percepção do Tato/genética , Percepção do Tato/fisiologia
3.
Sci Rep ; 11(1): 24176, 2021 12 17.
Artigo em Inglês | MEDLINE | ID: mdl-34921216

RESUMO

Apigenin is one of the most studied flavonoids and is widely distributed in the plant kingdom. Apigenin exerts important antioxidant, antibacterial, antifungal, antitumor activities, and anti-inflammatory effects in neurological or cardiovascular disease. Chalcone isomerase A (chiA) is an important enzyme of the flavonoid biosynthesis pathway. In order to enhance the apigenin production, the petunia chi A gene was transformed for Astragalus trigonus. Bialaphos survived plants were screened by PCR, dot blot hybridization and RT-PCR analysis. Also, jasmonic acid, salicylic acid, chitosan and yeast extract were tested to evaluate their capacity to work as elicitors for apigenin. Results showed that yeast extract was the best elicitor for induction of apigenin with an increase of 3.458 and 3.9 fold of the control for calli and cell suspension culture, respectively. Transformed cell suspension showed high apigenin content with a 20.17 fold increase compared to the control and 6.88 fold more than the yeast extract treatment. While, transformed T1 calli derived expressing chiA gene produced apigenin 4.2 fold more than the yeast extract treatment. It can be concluded that the highest accumulation of apigenin was obtained with chiA transgenic cell suspension system and it can be utilized to enhancement apigenin production in Astragalus trigonus.


Assuntos
Apigenina/metabolismo , Astrágalo/enzimologia , Liases Intramoleculares/genética , Técnicas de Cultura de Células , Extratos Celulares/química , Quitosana/química , Ciclopentanos/química , Flavonoides/biossíntese , Oxilipinas/química , Ácido Salicílico/química , Leveduras/química
4.
Int J Mol Sci ; 22(13)2021 Jun 28.
Artigo em Inglês | MEDLINE | ID: mdl-34203461

RESUMO

The dietary recommendation encourages reducing saturated fatty acids (SFA) in diet and replacing them with polyunsaturated fatty acids (PUFAs) n-3 (omega-3) and n-6 (omega-6) to decrease the risk of metabolic disturbances. Consequently, excessive n-6 PUFAs content and high n-6/n-3 ratio are found in Western-type diet. The importance of a dietary n-6/n-3 ratio to prevent chronic diseases is linked with anti-inflammatory functions of linolenic acid (ALA, 18:3n-3) and longer-chain n-3 PUFAs. Thus, this review provides an overview of the role of oxylipins derived from n-3 PUFAs and oxylipins formed from n-6 PUFAs on inflammation. Evidence of PUFAs' role in carcinogenesis was also discussed. In vitro studies, animal cancer models and epidemiological studies demonstrate that these two PUFA groups have different effects on the cell growth, proliferation and progression of neoplastic lesions.


Assuntos
Ácidos Graxos Ômega-3/uso terapêutico , Ácidos Graxos Ômega-6/uso terapêutico , Oxilipinas/química , Animais , Humanos , Inflamação/metabolismo , Ácido alfa-Linolênico/metabolismo
5.
Molecules ; 26(10)2021 May 13.
Artigo em Inglês | MEDLINE | ID: mdl-34068337

RESUMO

Cancer is a serious problem in modern medicine, mainly due to the insufficient effectiveness of currently available therapies. There is a particular interest in compounds of natural origin, which can be used in the prophylaxis, as well as in the treatment and support of cancer treatment. One such compound is jasmonic acid (3-oxo-2-(pent-2'-enyl)cyclopentane acetic acid; isolated active form: trans-(-)-(3R,7R)- and cis-(+)-(3R,7S)-jasmonic acid) and its derivatives, which, due to their wide range of biological activities, are also proposed as potential therapeutic agents. Therefore, a review of literature data on the biological activity of jasmonates was prepared, with particular emphasis on the mechanisms of jasmonate action in neoplastic diseases. The anti-tumor activity of jasmonate compounds is based on altered cellular ATP levels; induction of re-differentiation through the action of Mitogen Activated Protein Kinases (MAPKs); the induction of the apoptosis by reactive oxygen species. Jasmonates can be used in anti-cancer therapy in combination with other known drugs, such as cisplatin, paclitaxel or doxorubicin, showing a synergistic effect. The structure-activity relationship of novel jasmonate derivatives with anti-tumor, anti-inflammatory and anti-aging effects is also shown.


Assuntos
Ciclopentanos/farmacologia , Processos Neoplásicos , Oxilipinas/farmacologia , Animais , Antineoplásicos/farmacologia , Apoptose/efeitos dos fármacos , Ciclopentanos/química , Metabolismo Energético , Humanos , Oxilipinas/química , Espécies Reativas de Oxigênio/metabolismo
6.
Molecules ; 26(11)2021 May 28.
Artigo em Inglês | MEDLINE | ID: mdl-34071597

RESUMO

In the search of new natural products to be explored as possible anticancer drugs, two plant species, namely Ononis diffusa and Ononis variegata, were screened against colorectal cancer cell lines. The cytotoxic activity of the crude extracts was tested on a panel of colon cancer cell models including cetuximab-sensitive (Caco-2, GEO, SW48), intrinsic (HT-29 and HCT-116), and acquired (GEO-CR, SW48-CR) cetuximab-resistant cell lines. Ononis diffusa showed remarkable cytotoxic activity, especially on the cetuximab-resistant cell lines. The active extract composition was determined by NMR analysis. Given its complexity, a partial purification was then carried out. The fractions obtained were again tested for their biological activity and their metabolite content was determined by 1D and 2D NMR analysis. The study led to the identification of a fraction enriched in oxylipins that showed a 92% growth inhibition of the HT-29 cell line at a concentration of 50 µg/mL.


Assuntos
Cetuximab/farmacologia , Neoplasias do Colo/tratamento farmacológico , Resistencia a Medicamentos Antineoplásicos , Espectroscopia de Ressonância Magnética/métodos , Ononis/metabolismo , Extratos Vegetais/farmacologia , Células CACO-2 , Linhagem Celular Tumoral , Proliferação de Células/efeitos dos fármacos , Neoplasias Colorretais/tratamento farmacológico , Desenho de Fármacos , Células HCT116 , Células HT29 , Humanos , Oxilipinas/química , Fitoterapia/métodos , Especificidade da Espécie
7.
Food Chem ; 362: 130194, 2021 Nov 15.
Artigo em Inglês | MEDLINE | ID: mdl-34091169

RESUMO

In this work, the major changes in extra-virgin olive oil (EVOO) composition during cooking were assessed. A foodomics approach based on both metabolomics and lipidomics was used to evaluate the impact of six different cooking techniques, three traditional and three more innovative (Crock-pot®, Roner® and Gastrovac®), and the effect of temperature and cooking time. The lipophilic and hydrophilic fractions of EVOO that underwent different cooking processes were characterized by untargeted high-resolution mass spectrometry approaches. Multivariate statistics were used to unravel the differences in chemical signatures. The different cooking methods resulted in broadly different phytochemical profiles, arising from thermally driven reactions accounting for hydrolysis, synthesis, and oxidation processes. The innovative cooking techniques marginally altered the phytochemical profile of EVOO, whereas sauteing was the cooking method determining the most distinctive profile. Conventional cooking methods (oven, pan-frying, and deep-frying) produced more oxidation products (epoxy- and hydroxy-derivatives of lipids) and markedly induced degradation processes.


Assuntos
Culinária/métodos , Azeite de Oliva/química , Culinária/instrumentação , Análise de Alimentos/métodos , Temperatura Alta , Lipídeos/química , Espectrometria de Massas , Metabolômica/métodos , Oxirredução , Oxilipinas/química , Compostos Fitoquímicos/análise , Compostos Fitoquímicos/química , Vácuo
8.
Int J Mol Sci ; 22(2)2021 Jan 15.
Artigo em Inglês | MEDLINE | ID: mdl-33467778

RESUMO

In the methyl-D-erythritol-4-phosphate (MEP) pathway, 1-deoxy-D-xylose-5-phosphate synthase (DXS) is considered the key enzyme for the biosynthesis of terpenoids. In this study, PmDXS (MK970590) was isolated from Pinus massoniana. Bioinformatics analysis revealed homology of MK970590 with DXS proteins from other species. Relative expression analysis suggested that PmDXS expression was higher in roots than in other plant parts, and the treatment of P. massoniana seedlings with mechanical injury via 15% polyethylene glycol 6000, 10 mM H2O2, 50 µM ethephon (ETH), 10 mM methyl jasmonate (MeJA), and 1 mM salicylic acid (SA) resulted in an increased expression of PmDXS. pET28a-PmDXS was expressed in Escherichia coli TransB (DE3) cells, and stress analysis showed that the recombinant protein was involved in resistance to NaCl and drought stresses. The subcellular localization of PmDXS was in the chloroplast. We also cloned a full-length 1024 bp PmDXS promoter. GUS expression was observed in Nicotiana benthamiana roots, stems, and leaves. PmDXS overexpression significantly increased carotenoid, chlorophyll a, and chlorophyll b contents and DXS enzyme activity, suggesting that DXS is important in isoprenoid biosynthesis. This study provides a theoretical basis for molecular breeding for terpene synthesis regulation and resistance.


Assuntos
Pentosefosfatos/química , Pinus/enzimologia , Terpenos/química , Transferases/metabolismo , Acetatos/química , Clorofila/química , Clorofila A/química , Biologia Computacional , Ciclopentanos/química , Escherichia coli/metabolismo , Perfilação da Expressão Gênica , Oxilipinas/química , Pigmentação , Folhas de Planta , Caules de Planta/enzimologia , Regiões Promotoras Genéticas , Proteínas Recombinantes/metabolismo , Ácido Salicílico/química , Nicotiana/metabolismo , Transferases/genética , Xilose
9.
J Chem Ecol ; 46(11-12): 1105-1116, 2020 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-33089352

RESUMO

Western flower thrips (WFT), Frankliniella occidentalis, is a serious insect pest of Chrysanthemum [Chrysanthemum × morifolium Ramat. (Asteraceae)]. Here we have investigated whether genotypic variation in constitutive and inducible resistance to WFT correlates with phenotypic differences in leaf trichome density and the activity of the defense-related enzyme polyphenol oxidase (PPO) in chrysanthemum. Non-glandular and glandular leaf trichome densities significantly varied among ninety-five chrysanthemum cultivars. Additional analyses in a subset of these cultivars, differing in leaf trichome density, revealed significant variation in PPO activities and resistance to WFT as well. Constitutive levels of trichome densities and PPO activity, however, did not correlate with chrysanthemum resistance to WFT. Further tests showed that exogenous application of the phytohormone jasmonic acid (JA) increased non-glandular trichome densities, PPO activity and chrysanthemum resistance to WFT, and that these effects were cultivar dependent. In addition, no tradeoff between constitutive and inducible resistance to WFT was observed. JA-mediated induction of WFT resistance, however, did not correlate with changes in leaf trichome densities nor PPO activity levels. Taken together, our results suggest that chrysanthemum can display both high levels of constitutive and inducible resistance to WFT, and that leaf trichome density and PPO activity may not play a relevant role in chrysanthemum defenses against WFT.


Assuntos
Chrysanthemum/química , Chrysanthemum/parasitologia , Tisanópteros/efeitos dos fármacos , Tricomas/metabolismo , Animais , Catecol Oxidase/metabolismo , Ciclopentanos/química , Ciclopentanos/metabolismo , Genótipo , Interações Hospedeiro-Parasita , Controle de Insetos , Repelentes de Insetos/química , Repelentes de Insetos/metabolismo , Oxilipinas/química , Oxilipinas/metabolismo , Extratos Vegetais/análise , Reguladores de Crescimento de Plantas
10.
Sci Rep ; 10(1): 16760, 2020 10 07.
Artigo em Inglês | MEDLINE | ID: mdl-33028915

RESUMO

The roles of ethylene, jasmonic acid, and salicylic acid and their interactions in frankincense resin production in Boswellia sacra trees growing in the drylands of Oman were studied. On March 18 (Experiment 1) and September 17 (Experiment 2), 2018, 32-year-old B. sacra trees with multiple trunks were selected at the Agricultural Experiment Station, Sultan Qaboos University, Oman. Various lanolin pastes containing Ethrel, an ethylene-releasing compound; methyl jasmonate; sodium salicylate; and combinations of these compounds were applied to debarked wounds 15 mm in diameter on the trunks. After a certain period, the frankincense resin secreted from each wound was harvested and weighed. The anatomical characteristics of the resin ducts were also studied in the bark tissue near the upper end of each wound. The combination of Ethrel and methyl jasmonate greatly enhanced frankincense resin production within 7 days in both seasons. The application of methyl jasmonate alone, sodium salicylate alone or a combination of both did not affect resin production. These findings suggest a high possibility of artificial enhancement of frankincense resin production by the combined application of Ethrel and methyl jasmonate to B. sacra trees.


Assuntos
Boswellia , Ciclopentanos/química , Etilenos/química , Franquincenso/química , Oxilipinas/química , Resinas Vegetais/química , Ácido Salicílico/química , Omã
11.
J Agric Food Chem ; 68(34): 9235-9244, 2020 Aug 26.
Artigo em Inglês | MEDLINE | ID: mdl-32786866

RESUMO

The products of the cytochrome P450 monooxygenase (CYP)-catalyzed oxidation of arachidonic acid (AA), that is, epoxy- and hydroxy-fatty acids, play a crucial role in the homeostasis of several physiological processes. In a liver microsome-based multienzyme assay using AA as natural substrate, we investigated how polyphenols inhibit different oxylipin-forming CYP in parallel but independently from each other. The ω-hydroxylating CYP4F2 and CYP4A11 were investigated, as well as the epoxidizing CYP2C-subfamily and CYP3A4 along with the (ω-n)-hydroxylating CYP1A1 and CYP2E1. The oxylipin formation was inhibited by several polyphenols with a remarkable selectivity and a potency comparable to known CYP inhibitors. The flavone apigenin inhibited the epoxidation, ω-hydroxylation, and (ω-n)-hydroxylation of AA with IC50 values of 4.4-9.8, 2.9-10, and 10-25 µM, respectively. Other flavones such as wogonin selectively inhibited CYP1A1-catalyzed (ω-n)-hydroxylation with an IC50 value of 0.10-0.22 µM, while the isoflavone genistein was a selective ω-hydroxylase inhibitor (IC50: 5.5-46 µM). Of note, the flavanone naringenin and the anthocyanidin perlargonidin did not inhibit CYPs of the AA cascade. Moderate permeability of apigenin as tested in the Caco-2 model of intestinal absorption (Papp: 4.5 ± 1 × 10-6 cm/s) and confirmation of the inhibition of 20-HETE formation by apigenin in the colorectal cancer-derived cell line HCT 116 (IC50: 1.5-8.8 µM) underline the possible in vivo relevance of these effects. Further research is needed to better understand how polyphenols impact human health by this newly described molecular mode of action.


Assuntos
Ácido Araquidônico/metabolismo , Inibidores das Enzimas do Citocromo P-450/química , Sistema Enzimático do Citocromo P-450/metabolismo , Polifenóis/química , Ácido Araquidônico/química , Inibidores das Enzimas do Citocromo P-450/metabolismo , Sistema Enzimático do Citocromo P-450/química , Humanos , Microssomos Hepáticos/química , Microssomos Hepáticos/enzimologia , Microssomos Hepáticos/metabolismo , Oxilipinas/química , Oxilipinas/metabolismo , Polifenóis/metabolismo
12.
Biochimie ; 178: 69-80, 2020 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-32835733

RESUMO

Recent works reported the relevance of cellular exosomes in the evolution of different pathologies. However, most of these studies focused on the ability of exosomes to convey mi-RNA from cell to cell. The level of knowledge concerning the transport of lipid mediators by these nanovesicles is more than fragmented. The role of lipid mediators in the inflammatory signaling is fairly well described, in particular concerning the derivatives of the arachidonic acid (AA), called eicosanoïds or lipid mediators. The aim of the present work was to study the transport of these lipids within the extracellular vesicles of rat bone marrow mesenchymal stem cells (BM-MSC) and the cardiomyoblast cell line H9c2. We were able to characterize, for the first time, complete profiles of oxilipins within these nanovesicles. We studied also the impact on these profiles, of the polyunsaturated fatty acids (PUFAs) know to be precursors of the inflammatory signaling molecules (AA, eicosapentaenoic acid EPA and Docosahexaenoic acid DHA), at physiological concentrations. By growing the progenitor cells under PUFAs supplementation, we provide a comprehensive assessment of the beneficial effect of ω-3 PUFA therapy. Actually, our results tend to support the resolving role of the inflammation that stromal cell-derived extracellular vesicles can have within the cardiac microenvironment.


Assuntos
Eicosanoides/química , Eicosanoides/metabolismo , Vesículas Extracelulares/química , Vesículas Extracelulares/metabolismo , Células-Tronco Mesenquimais/química , Células-Tronco Mesenquimais/metabolismo , Mioblastos Cardíacos/química , Mioblastos Cardíacos/metabolismo , Animais , Medula Óssea/química , Medula Óssea/efeitos dos fármacos , Medula Óssea/metabolismo , Linhagem Celular , Vesículas Extracelulares/efeitos dos fármacos , Humanos , Inflamação/metabolismo , Mediadores da Inflamação/química , Mediadores da Inflamação/metabolismo , Metabolismo dos Lipídeos , Células-Tronco Mesenquimais/efeitos dos fármacos , Mioblastos Cardíacos/efeitos dos fármacos , Oxilipinas/química , Oxilipinas/metabolismo , Ratos
13.
Mar Drugs ; 18(7)2020 Jun 30.
Artigo em Inglês | MEDLINE | ID: mdl-32629777

RESUMO

The chemical ecology of marine diatoms has been the subject of several studies in the last decades, due to the discovery of oxylipins with multiple simultaneous functions including roles in chemical defence (antipredator, allelopathic and antibacterial compounds) and/or cell-to-cell signalling. Diatoms represent a fundamental compartment of marine ecosystems because they contribute to about 45% of global primary production even if they represent only 1% of the Earth's photosynthetic biomass. The discovery that they produce several toxic metabolites deriving from the oxidation of polyunsaturated fatty acids, known as oxylipins, has changed our perspectives about secondary metabolites shaping plant-plant and plant-animal interactions in the oceans. More recently, their possible biotechnological potential has been evaluated, with promising results on their potential as anticancer compounds. Here, we focus on some recent findings in this field obtained in the last decade, investigating the role of diatom oxylipins in cell-to-cell communication and their negative impact on marine biota. Moreover, we also explore and discuss the possible biotechnological applications of diatom oxylipins.


Assuntos
Diatomáceas/metabolismo , Oceanos e Mares , Oxilipinas/metabolismo , Animais , Biotecnologia , Ecossistema , Oxilipinas/química
14.
Molecules ; 25(11)2020 May 31.
Artigo em Inglês | MEDLINE | ID: mdl-32486470

RESUMO

Bioactive C17 and C18 acetylenic oxylipins have shown to contribute to the cytotoxic, anti-inflammatory, and potential anticancer properties of terrestrial plants. These acetylenic oxylipins are widely distributed in plants belonging to the families Apiaceae, Araliaceae, and Asteraceae, and have shown to induce cell cycle arrest and/or apoptosis of cancer cells in vitro and to exert a chemopreventive effect on cancer development in vivo. The triple bond functionality of these oxylipins transform them into highly alkylating compounds being reactive to proteins and other biomolecules. This enables them to induce the formation of anti-inflammatory and cytoprotective phase 2 enzymes via activation of the Keap1-Nrf2 signaling pathway, inhibition of proinflammatory peptides and proteins, and/or induction of endoplasmic reticulum stress, which, to some extent, may explain their chemopreventive effects. In addition, these acetylenic oxylipins have shown to act as ligands for the nuclear receptor PPARγ, which play a central role in growth, differentiation, and apoptosis of cancer cells. Bioactive C17 and C18 acetylenic oxylipins appeartherefore, to constitute a group of promising lead compounds for the development of anticancer drugs. In this review, the cytotoxic, anti-inflammatory and anticancer effects of C17 and C18 acetylenic oxylipins from terrestrial plants are presented and their possible mechanisms of action and structural requirements for optimal cytotoxicity are discussed.


Assuntos
Antineoplásicos/química , Desenho de Fármacos , Neoplasias/tratamento farmacológico , Oxilipinas/química , Extratos Vegetais/farmacologia , Plantas Medicinais/química , Alquilantes/farmacologia , Alcinos/química , Animais , Anti-Inflamatórios/farmacologia , Antineoplásicos/farmacologia , Apoptose , Células CACO-2 , Diferenciação Celular , Linhagem Celular Tumoral , Dieta , Ensaios de Seleção de Medicamentos Antitumorais , Humanos , Concentração Inibidora 50 , Ligantes , Camundongos , Panax/química , Células RAW 264.7 , Transdução de Sinais , Relação Estrutura-Atividade
15.
Artigo em Inglês | MEDLINE | ID: mdl-32062416

RESUMO

Our objective was to determine whether consumption of a single meal has the potential to alter brain oxylipin content. We examined the cerebrum of mice fed a single high-fat/high-sucrose Western meal or a low-fat/low-sucrose control meal, as well as fasted mice. We found no changes in fatty acid composition of cerebrum across the groups. The cerebral oxylipin profile of mice fed a Western meal is distinct from the profile of mice fed a low-fat/low-sucrose meal. Cerebral gene expression of cyclooxygenase 1, cyclooxygenase 2, and epoxide hydrolase 1 were elevated in Western meal-fed mice compared to low-fat/low-sucrose meal-fed mice. Mice that consumed either meal had lower gene expression of cytochrome P450, family 2, subfamily j, polypeptide 12 than fasted mice. Our data in this hypothesis-generating study indicates that the composition of a single meal has the potential to alter brain oxylipins and the gene expression of the enzymes responsible for their production.


Assuntos
Cérebro/química , Dieta Ocidental/efeitos adversos , Oxilipinas/química , Animais , Cérebro/efeitos dos fármacos , Ciclo-Oxigenase 1/metabolismo , Ciclo-Oxigenase 2/metabolismo , Epóxido Hidrolases/metabolismo , Jejum , Regulação da Expressão Gênica , Masculino , Refeições , Proteínas de Membrana/metabolismo , Camundongos
16.
Angew Chem Int Ed Engl ; 59(6): 2392-2398, 2020 02 03.
Artigo em Inglês | MEDLINE | ID: mdl-31697450

RESUMO

Oxylipins are key lipid mediators of important brain processes, including pain, sleep, oxidative stress, and inflammation. For the first time, an in-depth profile of up to 52 oxylipins can be obtained from the brains of awake moving animals using in vivo solid-phase microextraction (SPME) chemical biopsy tool in combination with liquid chromatography-high resolution mass spectrometry. Among these, 23 oxylipins are detectable in the majority of healthy wildtype samples. This new approach successfully eliminates the changes in oxylipin concentrations routinely observed during the analysis of post-mortem samples, allows time-course monitoring of their concentrations with high spatial resolution in specific brain regions of interest, and can be performed using the same experimental set-up as in vivo microdialysis (MD) thus providing a new and exciting tool in neuroscience and drug discovery.


Assuntos
Encéfalo/metabolismo , Oxilipinas/análise , Espectrometria de Massas em Tandem , Animais , Cromatografia Líquida de Alta Pressão , Análise por Conglomerados , Oxilipinas/química , Oxilipinas/isolamento & purificação , Ratos , Microextração em Fase Sólida , Vigília
17.
J Chem Ecol ; 45(11-12): 1004-1018, 2019 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-31755020

RESUMO

Latex occurs in 10% of plant families, has evolved independently many times, and is the most effective defense of milkweeds against its chewing herbivores. Here we report on new experiments on the heritability and inducibility of latex in several milkweed species. In addition, we review what is known about the genetic and environmental determinants of latex exudation, hormonal regulation, evolution within and among species, and the role and frequency of latex in agricultural crops. We first evaluated genotype-by-environment interactions using ~20 full-sibling genetic families in each of seven Asclepias species treated as controls or attacked by monarch butterfly caterpillars. All species showed substantial genetic variation for latex exudation and six of seven species responded to monarch herbivory (two species increased latex, two species decreased, and two showed variation among genetic families). Exogenous application of jasmonic acid (JA) to three species induced a consistent increase in latex (including species which showed a decline following caterpillar herbivory). We next evaluated three hypotheses for what determines genetic variation for induced latex in A. syriaca: 1) a trade-off with constitutive investment, 2) differential endogenous JA induction, or 3) variation in responsiveness to JA. We only found support for the second hypothesis: genetic families with a stronger JA-burst showed the greatest latex exudation following herbivory. We conclude that most species exhibit a genetic and inducible basis for latex, although genetic variation in inducibility is not pervasive. Finally, we summarized studies across 22 species of Asclepias and found that neither a species' latitude nor its phylogenetic position predicted latex inducibility. Nonetheless, a negative association between constitutive and induced latex across species indicates a macroevolutionary trade-off in allocation to this defense. Our review indicates that jasmonic acid is a key regulator of latex exudation, laticifer morphology, and defensive metabolites within latex. Biotic and abiotic factors strongly modulate latex expression. A survey of latex in food crops revealed that latex and analogous exudates (gums, resins, mucilage) are more common than expected based on their distribution across all plants. In conclusion, despite its widespread occurrence, the literature on latex is currently dominated by rubber trees and milkweeds, and we look forward to the broadening of ecological, agricultural, and mechanistic research into other systems.


Assuntos
Asclepias/química , Látex/química , Látex/metabolismo , Animais , Borboletas/fisiologia , Produtos Agrícolas , Ciclopentanos/química , Ciclopentanos/metabolismo , Genótipo , Herbivoria , Interações Hospedeiro-Parasita , Larva/metabolismo , Masculino , Oxilipinas/química , Oxilipinas/metabolismo , Filogenia , Folhas de Planta/química , Transdução de Sinais
18.
FEMS Yeast Res ; 19(7)2019 11 01.
Artigo em Inglês | MEDLINE | ID: mdl-31688924

RESUMO

Although yeasts are unicellular microorganisms that can live independently, they can also communicate with other cells, in order to adapt to the environment. Two yeast species, the budding yeast Saccharomyces cerevisiae and the fission yeast Schizosaccharomyces pombe, engage in various kinds of intraspecies cell-cell communication using peptides and chemical molecules that they produce, constituting a sort of 'language'. Cell-cell communication is a fundamental biological process, and its ultimate purpose is to promote survival by sexual reproduction and acquisition of nutrients from the environment. This review summarizes what is known about intraspecies cell-cell communication mediated by molecules including mating pheromones, volatile gases, aromatic alcohols and oxylipins in laboratory strains of S. cerevisiae and S. pombe.


Assuntos
Interações Microbianas , Feromônios/fisiologia , Saccharomyces cerevisiae/fisiologia , Schizosaccharomyces/fisiologia , Álcoois/química , Conjugação Genética , Regulação Fúngica da Expressão Gênica , Oxilipinas/química , Peptídeos/fisiologia , Percepção de Quorum , Saccharomyces cerevisiae/genética , Schizosaccharomyces/genética
19.
Bioorg Chem ; 91: 103146, 2019 10.
Artigo em Inglês | MEDLINE | ID: mdl-31377389

RESUMO

Warburg hypothesized that the energy consumption of cancer cells is different than the normal cells. When compared to normal conditions, cancer cells do not undergo tricarboxylic acid (TCA) cycle therefore resulting in more lactate in the cells. Glycolysis pathway is a way of cancer cells to provide energy. The first step in glycolysis is the phosphorylation of glucose to glucose-6-phosphate. This reaction is catalyzed by the hexokinase-II enzyme (HK-II) which is known to be overexpressed in tumor cells. The feeding of cancer cells can be prevented by inhibiting the hexokinase-II enzyme in the first step of aerobic glycolysis. In literature, Methyl Jasmonate (MJ) is known as a Hexokinase-II inhibitor since it disposes VDAC and HK-II interaction on mitochondrial membrane. In our study, we aimed to increase the activity by synthesizing the novel MJ analogues with appropriate modifications. Here we report Hexokinase-2 enzyme and cell viability study results in different cancer cells. Based on the three different cancer cell lines we investigated, our novel MJ analogues proved to be more potent than the original molecule. Thus this research may provide more efficacious/novel HK-II inhibitors and may shed light to develop new anti-cancer agents.


Assuntos
Acetatos/química , Acetatos/farmacologia , Antineoplásicos/síntese química , Antineoplásicos/farmacologia , Ciclopentanos/química , Ciclopentanos/farmacologia , Hexoquinase/antagonistas & inibidores , Neoplasias/tratamento farmacológico , Oxilipinas/química , Oxilipinas/farmacologia , Canal de Ânion 1 Dependente de Voltagem/antagonistas & inibidores , Glucose/metabolismo , Glicólise , Hexoquinase/metabolismo , Humanos , Mitocôndrias/efeitos dos fármacos , Mitocôndrias/metabolismo , Neoplasias/patologia , Fosforilação , Células Tumorais Cultivadas , Canal de Ânion 1 Dependente de Voltagem/metabolismo
20.
Chemosphere ; 235: 734-748, 2019 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-31280042

RESUMO

Jasmonic acid (JA) is an important phytohormone associated in defense responses against stress. Crop plants experience heavy metal toxicity and needs to be explored to enhance the crop production. Lead (Pb) is one of the dangerous heavy metal that pollutes soil and water bodies and is released from various sources like discharge from batteries, automobile exhaust, and paints. The present study was designed to evaluate the role of JA (100 nM) on photosynthetic pigments, secondary metabolites, organic acids, and metal ligation compounds in tomato seedlings under different concentrations of Pb (0.25, 0.50, and 0.75 mM). It was observed that Pb treatment declined pigment content, relative water content, and heavy metal tolerance index. Expression of chlorophyllase was also enhanced in Pb-treated seedlings. Seeds primed with JA lowered the expression of chlorophyllase under Pb stress. JA application enhanced the contents of secondary metabolites (total phenols, polyphenols, flavonoids, and anthocyanin) which were confirmed with enhanced expression of chalcone synthase and phenylalanine ammonia lyase in Pb-exposed seedlings. Treatment of JA further elevated the levels of organic acids and metal chelating compounds under Pb toxicity. JA up-regulated the expression of succinate dehydrogenase and fumarate hydratase in Pb-exposed seedlings. Results revealed that seeds primed with JA reduced Pb toxicity by elevating, the levels of photosynthetic pigments, secondary metabolites, osmolytes, metal ligation compounds, organic acids, and polyamine accumulation in tomato seedlings.


Assuntos
Ciclopentanos/química , Chumbo/química , Oxilipinas/química , Poluentes do Solo/química , Solanum lycopersicum/fisiologia , Ciclopentanos/metabolismo , Expressão Gênica , Inativação Metabólica/genética , Chumbo/metabolismo , Chumbo/toxicidade , Solanum lycopersicum/genética , Solanum lycopersicum/metabolismo , Oxilipinas/metabolismo , Fenóis/metabolismo , Fotossíntese , Reguladores de Crescimento de Plantas/metabolismo , Polifenóis/metabolismo , Plântula/metabolismo , Sementes/metabolismo , Poluentes do Solo/toxicidade
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