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1.
Chem Biodivers ; : e202401271, 2024 Aug 01.
Artículo en Inglés | MEDLINE | ID: mdl-39087482

RESUMEN

Passiflora cincinnata is a Passifloraceae typical of the Caatinga, a biome unique to Brazil. It has various pharmacological properties associated with its high flavonoid content. Vitexin, isovitexin, orientin, isoorientin and derivatives are the main chemical and pharmacological markers for this plant. Although flavonoids enriched-extracts have been widely applied in phytocosmetics, especially in sunscreen formulations, the use of P. cincinnata as a photoprotective ingredient remains unexplored. Different hydro-alcoholic extracts were prepared and their antioxidant and photoprotective activities were evaluated by in vitro assays. The most promising extract (Pc-1) was analyzed by HPLC-DAD-ESI-MS/MS. Nine flavonoids were identified as major compounds: isovitexin-7-O-glucoside, isoorientin-2"O-hexoside, orientin, isoorientin, isovitexin-2"-O-glucoside, isovitexin-6"-O-glucoside, isoscoparin and isoquercitrin. Finally, Pc-1 (5 and 10%, v/v) was incorporated into gel formulations, alone or combined to commercial chemical filters (benzophenone-3 and octyl methoxycinnamate). Formulations containing Pc-1 showed high SPFspectrophotometric values. When combined to commercial filters, Pc-1 (5%) potentiated their photoprotective efficacy (p<0.05). A physicochemical characterization indicated no incompatibility or signs of instability after extract incorporation. Altogether, these findings encourage the use of Pc-1 as a photoprotective ingredient or co-adjuvant in sunscreens formulations.

2.
Mar Drugs ; 20(8)2022 Aug 17.
Artículo en Inglés | MEDLINE | ID: mdl-36005527

RESUMEN

For more than 40 years, marine microorganisms have raised great interest because of their major ecological function and their numerous applications for biotechnology and pharmacology. Particularly, Archaea represent a resource of great potential for the identification of new metabolites because of their adaptation to extreme environmental conditions and their original metabolic pathways, allowing the synthesis of unique biomolecules. Studies on archaeal carotenoids are still relatively scarce and only a few works have focused on their industrial scale production and their biotechnological and pharmacological properties, while the societal demand for these bioactive pigments is growing. This article aims to provide a comprehensive review of the current knowledge on carotenoid metabolism in Archaea and the potential applications of these pigments in biotechnology and medicine. After reviewing the ecology and classification of these microorganisms, as well as their unique cellular and biochemical characteristics, this paper highlights the most recent data concerning carotenoid metabolism in Archaea, the biological properties of these pigments, and biotechnological considerations for their production at industrial scale.


Asunto(s)
Archaea , Carotenoides , Archaea/metabolismo , Biotecnología , Carotenoides/metabolismo , Pigmentación
3.
Chem Biodivers ; 18(6): e2100115, 2021 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-33915026

RESUMEN

The chemical composition and in vitro antibacterial and cytotoxic activities of the essential oil (EO) of Chiliadenus antiatlanticus (Emb. & Maire) Gómiz, an asteraceous species endemic to the southwest of Morocco, were investigated. The EO yield was 1.07±0.28 %, twenty-seven metabolites were identified representing more than 96.4 % of the total composition. Camphor (35.7 %) and derivatives, borneol (4.9 %) and camphene (4.2 %) together with intermedeol (19.9 %), α-pinene (15.5 %) and (E)-pinocarveol (4.1 %) were the major constituents. An antibacterial activity was noticed against 24 strains (all Gram-positive) out of 71 at MICs values=100 µg/mL. The EO also showed significant toxicity towards liver HepG2 (55.8 % of cell viability) and melanoma B16 4A5 (41.6 % of cell viability) tumor cell lines at 100 µg/mL.


Asunto(s)
Antibacterianos/farmacología , Antineoplásicos Fitogénicos/farmacología , Asteraceae/química , Bacterias Grampositivas/efectos de los fármacos , Aceites Volátiles/farmacología , Animales , Antibacterianos/química , Antibacterianos/aislamiento & purificación , Antineoplásicos Fitogénicos/química , Antineoplásicos Fitogénicos/aislamiento & purificación , Línea Celular Tumoral , Proliferación Celular/efectos de los fármacos , Supervivencia Celular/efectos de los fármacos , Evaluación Preclínica de Medicamentos , Ensayos de Selección de Medicamentos Antitumorales , Humanos , Ratones , Pruebas de Sensibilidad Microbiana , Aceites Volátiles/química , Aceites Volátiles/aislamiento & purificación
4.
Chem Biodivers ; 18(12): e2100653, 2021 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-34786843

RESUMEN

The chemical composition and in vitro biological activities of the essential oil (EO) of Micromeria macrosiphon Coss. and M. arganietorum (J. Emb.) R. Morales, two Lamiaceae endemic to south Morocco, were investigated. GC/MS analysis resulted in the identification of 36 metabolites from the EO of M. macrosiphon, 45 from M. arganietorum. Borneol was the major metabolite in both oils and together with related derivatives such as camphor, accounted for 2/3 of the EO of M. macrosiphon, 1/3 of those of M. arganietorum. Pinene and terpinene derivatives were also present in high proportions. From a chemotaxonomic point of view, the composition of the examined samples may be related to those of other species endemic to Macaronesia. Both EOs showed significant toxicity towards liver HepG2 and melanoma B16 4A5 tumor cell lines at 100 µg/mL; however, they were also cytotoxic towards S17 normal cell lines, with a selectivity index <1. No antibacterial activity was noticed against 52 strains at 100 µg/mL.


Asunto(s)
Antineoplásicos Fitogénicos/farmacología , Lamiaceae/química , Aceites Volátiles/farmacología , Animales , Antineoplásicos Fitogénicos/química , Antineoplásicos Fitogénicos/aislamiento & purificación , Línea Celular Tumoral , Proliferación Celular/efectos de los fármacos , Supervivencia Celular/efectos de los fármacos , Ensayos de Selección de Medicamentos Antitumorales , Humanos , Ratones , Aceites Volátiles/química , Aceites Volátiles/aislamiento & purificación
5.
Bioorg Med Chem ; 27(24): 115162, 2019 12 15.
Artículo en Inglés | MEDLINE | ID: mdl-31703893

RESUMEN

We describe the synthesis of 26 compounds, small polycerasoidol analogs, that are Lipinski's rule-of-five compliant. In order to confirm key structural features to activate PPARα and/or PPARγ, we have adopted structural modifications in the following parts: (i) the benzopyran core (hydrophobic nucleus) by benzopyran-4-one, dihydrobenzopyran or benzopyran-4-ol; (ii) the side chain at 2-position by shortening to C3, C4 and C5-carbons versus C-9-carbons of polycerasoidol; (iii) the carboxylic group (polar head) by oxygenated groups (hydroxyl, acetoxy, epoxide, ester, aldehyde) or non-oxygenated motifs (allyl and alkyl). Benzopyran-4-ones 6, 12, 13 and 17 as well as dihydrobenzopyrans 22, 24 and 25 were able to activate hPPARα, whereas benzopyran-4-one (7) with C5-carbons in the side chain exhibited hPPARγ agonism. According to our previous docking studies, SAR confirm that the hydrophobic nucleus (benzopyran-4-one or dihydrobenzopyran) is essential to activate PPARα and/or PPARγ, and the flexible linker (side alkyl chain) should containg at least C5-carbon atoms to activate PPARγ. By contrast, the polar head ("carboxylic group") tolerated several oxygenated groups but also non-oxygenated motifs. Taking into account these key structural features, small polycerasoidol analogs might provide potential active molecules useful in the treatment of dyslipidemia and/or type 2 diabetes.


Asunto(s)
Benzopiranos/síntesis química , Benzopiranos/farmacología , PPAR alfa/agonistas , PPAR gamma/agonistas , Benzopiranos/química , Descubrimiento de Drogas , Estructura Molecular , Relación Estructura-Actividad
6.
J Nat Prod ; 82(7): 1802-1812, 2019 07 26.
Artículo en Inglés | MEDLINE | ID: mdl-31268307

RESUMEN

Dual peroxisome proliferator-activated receptor-α/γ (PPARα/γ) agonists regulate both lipid and glucose homeostasis under different metabolic conditions and can exert anti-inflammatory activity. We investigated the potential dual PPARα/γ agonism of prenylated benzopyrans polycerasoidol (1) and polycerasoidin (2) and their derivatives for novel drug development. Nine semisynthetic derivatives were prepared from the natural polycerasoidol (1) and polycerasoidin (2), which were evaluated for PPARα, -γ, -δ and retinoid X receptor-α activity in transactivation assays. Polycerasoidol (1) exhibited potent dual PPARα/γ agonism and low cytotoxicity. Structure-activity relationship studies revealed that a free phenol group at C-6 and a carboxylic acid at C-9' were key features for dual PPARα/γ agonism activity. Molecular modeling indicated the relevance of these groups for optimal ligand binding to the PPARα and PPARγ domains. In addition, polycerasoidol (1) exhibited a potent anti-inflammatory effect by inhibiting mononuclear leukocyte adhesion to the dysfunctional endothelium in a concentration-dependent manner via RXRα/PPARγ interactions. Therefore, polycerasoidol (1) can be considered a hit-to-lead molecule for the further development of novel dual PPARα/γ agonists capable of preventing cardiovascular events associated with metabolic disorders.


Asunto(s)
Antiinflamatorios/química , Antiinflamatorios/farmacología , Benzopiranos/química , PPAR alfa/agonistas , PPAR gamma/agonistas , Prenilación , Benzopiranos/farmacología , Humanos , Estructura Molecular , Relación Estructura-Actividad
7.
Antimicrob Agents Chemother ; 59(9): 5145-53, 2015 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-26055366

RESUMEN

Fungal infections have increased dramatically in the last 2 decades, and fighting infectious diseases requires innovative approaches such as the combination of two drugs acting on different targets or even targeting a salvage pathway of one of the drugs. The fungal cell wall biosynthesis is inhibited by the clinically used antifungal drug caspofungin. This antifungal activity has been found to be potentiated by humidimycin, a new natural product identified from the screening of a collection of 20,000 microbial extracts, which has no major effect when used alone. An analysis of transcriptomes and selected Aspergillus fumigatus mutants indicated that humidimycin affects the high osmolarity glycerol response pathway. By combining humidimycin and caspofungin, a strong increase in caspofungin efficacy was achieved, demonstrating that targeting different signaling pathways provides an excellent basis to develop novel anti-infective strategies.


Asunto(s)
Antifúngicos/farmacología , Aspergillus fumigatus/efectos de los fármacos , Aspergillus fumigatus/metabolismo , Equinocandinas/farmacología , Péptidos/farmacología , Caspofungina , Pared Celular/efectos de los fármacos , Pared Celular/metabolismo , Humanos , Lipopéptidos , Transducción de Señal/efectos de los fármacos
8.
Front Microbiol ; 15: 1310395, 2024.
Artículo en Inglés | MEDLINE | ID: mdl-38601940

RESUMEN

Microbial endophytes are microorganisms that live inside plants, and some of them play important yet understudied roles in plant health, growth, and adaptation to environmental conditions. Their diversity within plants has traditionally been underestimated due to the limitations of culture-dependent techniques. Metagenomic profiling provides a culture-independent approach to characterize entire microbial communities. The argan tree (Argania spinosa) is ecologically and economically important in Morocco, yet its seed endophyte microbiome remains unexplored. This study aimed to compare the bacterial and fungal endophyte communities associated with argan seeds collected from six sites across Morocco using Illumina MiSeq sequencing of the 16S rRNA gene and ITS regions, respectively. Bacterial DNA was extracted from surface-sterilized seeds and amplified using universal primers, while fungal DNA was isolated directly from seeds. Bioinformatics analysis of sequencing data identified taxonomic profiles at the phylum to genus levels. The results indicated that bacterial communities were dominated by the genus Rhodoligotrophos, while fungal communities exhibited varying degrees of dominance between Ascomycota and Basidiomycota depending on site, with Penicillium being the most abundant overall. Distinct site-specific profiles were observed, with Pseudomonas, Bacillus, and Aspergillus present across multiple locations. Alpha diversity indices revealed variation in endophyte richness between seed sources. In conclusion, this first exploration of the argan seed endophyte microbiome demonstrated environmental influence on community structure. While facing limitations due to small sample sizes and lack of ecological metadata, it provides a foundation for future mechanistic investigations into how specific endophyte-host interactions shape argan adaptation across Morocco's diverse landscapes.

9.
Foods ; 13(9)2024 Apr 28.
Artículo en Inglés | MEDLINE | ID: mdl-38731738

RESUMEN

The study aims to improve the quality of wooden breast meat (WBM) via the use of newly developed marinades based on selected strains of lactic acid bacteria (LAB) in combination with the by-products of the dairy and fruit/berry industries. Six distinct marinades were produced based on milk permeate (MP) fermented with Lacticaseibacillus casei (Lc) and Liquorilactobacillus uvarum (Lu) with the addition of apple (ApBp) and blackcurrant (BcBp) processing by-products. The microbiological and acidity parameters of the fermented marinades were evaluated. The effects of marinades on the microbiological, technical, and physicochemical properties of meat were assessed following 24 and 48 h of WBM treatment. It was established that LAB viable counts in marinades were higher than 7.00 log10 colony-forming units (CFU)/mL and, after 48 h of marination, enterobacteria and molds/yeasts in WBM were absent. Marinated (24 and 48 h) WBM showed lower dry-matter and protein content, as well as water holding capacity, and exhibited higher drip loss (by 8.76%) and cooking loss (by 12.3%) in comparison with controls. After WBM treatment, biogenic amines decreased; besides, the absence of spermidine and phenylethylamine was observed in meat marinated for 48 h with a marinade prepared with Lu. Overall, this study highlights the potential advantages of the developed sustainable marinades in enhancing the safety and quality attributes of WBM.

10.
Plants (Basel) ; 12(6)2023 Mar 09.
Artículo en Inglés | MEDLINE | ID: mdl-36986932

RESUMEN

For more than a century, Cannabis was considered a narcotic and has been banned by lawmakers all over the world. In recent years, interest in this plant has increased due to its therapeutic potential, in addition to a very interesting chemical composition, characterized by the presence of an atypical family of molecules known as phytocannabinoids. With this emerging interest, it is very important to take stock of what research has been conducted so far on the chemistry and biology of Cannabis sativa. The aim of this review is to describe the traditional uses, chemical composition and biological activities of different parts of this plant, as well as the molecular docking studies. Information was collected from electronic databases, namely SciFinder, ScienceDirect, PubMed and Web of Science. Cannabis is mainly popular for its recreational use, but it is also traditionally used as remedy for the treatment of several diseases, including diabetes, digestive, circulatory, genital, nervous, urinary, skin and respiratory diseases. These biological proprieties are mainly due to the presence of bioactive metabolites represented by more than 550 different molecules. Molecular docking simulations proved the presence of affinities between Cannabis compounds and several enzymes responsible for anti-inflammatory, antidiabetic, antiepileptic and anticancer activities. Several biological activities have been evaluated on the metabolites of Cannabis sativa, and these works have shown the presence of antioxidant, antibacterial, anticoagulant, antifungal, anti-aflatoxigenic, insecticidal, anti-inflammatory, anticancer, neuroprotective and dermocosmetic activities. This paper presents the up-to-date reported investigations and opens many reflections and further research perspectives.

11.
J Nat Prod ; 75(6): 1210-4, 2012 Jun 22.
Artículo en Inglés | MEDLINE | ID: mdl-22694270

RESUMEN

Three new cyclic tetrapeptides (1-3) have been isolated from the crude fermentation extract of Onychocola sclerotica. The planar structures of 1-3 were elucidated by detailed spectroscopic analyses using one- and two-dimensional NMR experiments and high-resolution mass spectrometry. The absolute configuration of the amino acid residues in each cyclotetrapeptide was established by Marfey's method. Compounds 1-3 displayed activity as cardiac calcium channel blockers (Cav1.2) but did not inhibit the hERG potassium channel and were not cytotoxic. These peptides are the first secondary metabolites ever reported from fungi of the order Arachnomycetales.


Asunto(s)
Ascomicetos/química , Péptidos Cíclicos/aislamiento & purificación , Vasodilatadores/aislamiento & purificación , Aminoácidos , Canales de Calcio Tipo L/efectos de los fármacos , Canal de Potasio ERG1 , Canales de Potasio Éter-A-Go-Go/efectos de los fármacos , Fermentación , Humanos , Estructura Molecular , Resonancia Magnética Nuclear Biomolecular , Péptidos Cíclicos/química , Péptidos Cíclicos/farmacología , Vasodilatadores/química , Vasodilatadores/farmacología
12.
J Nat Prod ; 75(6): 1228-30, 2012 Jun 22.
Artículo en Inglés | MEDLINE | ID: mdl-22694295

RESUMEN

A new naphthopyrone derivative, lasionectrin (1), was isolated from fermentations of an Acremonium-like fungus provisionally identified as a Lasionectria sp. (Ascomycota, Hypocreales) and isolated from forest leaf litter from Equatorial Guinea. Its structure was determined by a combination of spectroscopic techniques, including UV, (+)-HRESIMS, and 1D and 2D NMR spectroscopy, and comparison with published data for related fungal metabolites. Compound 1 inhibited the growth of Plasmodium falciparum with an IC(50) value of 11 µM.


Asunto(s)
Antimaláricos/aislamiento & purificación , Hypocreales/química , Naftalenos/aislamiento & purificación , Pironas/aislamiento & purificación , Antimaláricos/sangre , Antimaláricos/química , Antimaláricos/farmacología , Guinea Ecuatorial , Humanos , Concentración 50 Inhibidora , Estructura Molecular , Naftalenos/sangre , Naftalenos/química , Naftalenos/farmacología , Resonancia Magnética Nuclear Biomolecular , Pruebas de Sensibilidad Parasitaria , Hojas de la Planta/microbiología , Plasmodium falciparum/efectos de los fármacos , Pironas/sangre , Pironas/química , Pironas/farmacología
13.
Curr Microbiol ; 65(5): 622-32, 2012 Nov.
Artículo en Inglés | MEDLINE | ID: mdl-22886401

RESUMEN

Endophytic fungi are considered a rich source of active compounds resulting from their secondary metabolism. Fungi from marine environment grow in a habitat with unique conditions that can contribute to the activation of metabolic pathways of synthesis of different unknown molecules. The production of these compounds may support the adaptation and survival of the fungi in the marine ecosystem. Mangroves are ecosystems situated between land and sea. They are frequently found in tropical and subtropical areas and enclose approximately 18.1 million hectares of the planet. The great biodiversity found in these ecosystems shows the importance of researching them, including studies regarding new compounds derived from the endophytic fungi that inhabit these ecosystems. 3-hydroxypropionic acid (3-HPA) has been isolated from the mangrove endophytic fungus Diaporthe phaseolorum, which was obtained from branches of Laguncularia racemosa. The structure of this compound was elucidated by spectroscopic methods, mainly 1D and 2D NMR. In bioassays, 3-HPA showed antimicrobial activities against both Staphylococcus aureus and Salmonella typhi. The structure of this antibiotic was modified by the chemical reaction of Fischer-Speier esterification to evaluate the biologic activity of its chemical analog. The esterified product, 3-hydroxypropanoic ethyl ester, did not exhibit antibiotic activity, suggesting that the free carboxylic acid group is important to the pharmacological activity. The antibiotic-producing strain was identified with internal transcribed spacer sequence data. To the best of our knowledge, this is the first report of antibacterial activity by 3-HPA against the growth of medically important pathogens.


Asunto(s)
Antibacterianos/metabolismo , Ascomicetos/metabolismo , Endófitos/metabolismo , Ácido Láctico/análogos & derivados , Antibacterianos/química , Antibacterianos/farmacología , Ascomicetos/genética , Ascomicetos/aislamiento & purificación , Endófitos/genética , Endófitos/aislamiento & purificación , Escherichia coli/efectos de los fármacos , Ácido Láctico/química , Ácido Láctico/metabolismo , Ácido Láctico/farmacología , Pruebas de Sensibilidad Microbiana , Datos de Secuencia Molecular , Filogenia , Plantas/microbiología , Staphylococcus aureus/efectos de los fármacos
14.
Chem Biodivers ; 9(6): 1095-113, 2012 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-22700228

RESUMEN

The addition of epigenetic modifying agents and ion-exchange resins to culture media and solid-state fermentations have been promoted as ways to stimulate expression of latent biosynthetic gene clusters and to modulate secondary metabolite biosynthesis. We asked how combination of these treatments would affect a population of screening isolates and their patterns of antibiosis relative to fermentation controls. A set of 43 Emericella strains, representing 25 species and varieties, were grown on a nutrient-rich medium comprising glucose, casein hydrolysate, urea, and mineral salts. Each strain was grown in untreated agitated liquid medium, a medium treated with suberoylanilide hydroxamic acid, a histone deacetylase inhibitor, 5-azacytidine, a DNA methylation inhibitor, an Amberlite non-ionic polyacrylate resin, and the same medium incorporated into an inert static vermiculite matrix. Species-inherent metabolic differences more strongly influenced patterns of antibiosis than medium treatments. The antibacterial siderophore, desferritriacetylfusigen, was detected in most species in liquid media, but not in the vermiculite medium. The predominant antifungal component detected was echinocandin B. Some species produced this antifungal regardless of treatment, although higher quantities were often produced in vermiculite. Several species are reported for the first time to produce echinocandin B. A new echinocandin analog, echinocandin E, was identified from E. quadrilineata.


Asunto(s)
Antibacterianos/química , Emericella/química , Antibacterianos/aislamiento & purificación , Antibacterianos/farmacología , Equinocandinas/química , Equinocandinas/aislamiento & purificación , Equinocandinas/farmacología , Proteínas Fúngicas/química , Proteínas Fúngicas/aislamiento & purificación , Proteínas Fúngicas/farmacología , Espectroscopía de Resonancia Magnética , Conformación Molecular , Ornitina/análogos & derivados , Ornitina/química , Ornitina/aislamiento & purificación , Ornitina/farmacología , Staphylococcus aureus/efectos de los fármacos
15.
Chem Biol Interact ; 355: 109849, 2022 Mar 01.
Artículo en Inglés | MEDLINE | ID: mdl-35150652

RESUMEN

A phytochemical investigation of cytotoxic extract and fractions of Cnidoscolus quercifolius Pohl led to isolation of five terpenoids, including three lupane-type triterpenes (1-3) and two bis-nor-diterpenes (4-5). Compounds 4 (phyllacanthone) and 5 (favelanone) are commonly found in this species and have unique chemical structure. Although their cytotoxic activity against cancer cells has been previously reported, the anticancer potential of these molecules remains poorly explored. In this paper, the antimelanoma potential of phyllacanthone (PHY) was described for the first time. Cell viability assay showed a promising cytotoxic activity (IC50 = 40.9 µM) against chemoresistant human melanoma cells expressing the BRAF oncogenic mutation (A2058 cell line). After 72 h of treatment, PHY inhibited cell migration and induced apoptosis and cell cycle arrest (p < 0.05). Immunofluorescence assay showed that the pro-apoptotic effect of PHY is probably associated with tubulin depolymerization, resulting in cytoskeleton disruption of melanoma cells. Molecular docking investigation confirmed this hypothesis given that satisfactory interaction between PHY and tubulin was observed, particularly at the colchicine binding site. These results suggest PHY from C. quercifolius could be potential leader for the design of new antimelanoma drugs.


Asunto(s)
Antineoplásicos Fitogénicos/farmacología , Apoptosis/efectos de los fármacos , Diterpenos/química , Euphorbiaceae/química , Proteínas Proto-Oncogénicas B-raf/genética , Tubulina (Proteína)/metabolismo , Antineoplásicos Fitogénicos/química , Antineoplásicos Fitogénicos/metabolismo , Sitios de Unión , Puntos de Control del Ciclo Celular/efectos de los fármacos , Línea Celular Tumoral , Movimiento Celular , Colchicina/química , Colchicina/metabolismo , Diterpenos/metabolismo , Diterpenos/farmacología , Euphorbiaceae/metabolismo , Humanos , Melanoma/metabolismo , Melanoma/patología , Simulación del Acoplamiento Molecular , Mutación , Corteza de la Planta/química , Corteza de la Planta/metabolismo , Extractos Vegetales/química , Proteínas Proto-Oncogénicas B-raf/metabolismo , Tubulina (Proteína)/química
16.
J Ethnopharmacol ; 278: 114205, 2021 Oct 05.
Artículo en Inglés | MEDLINE | ID: mdl-34000364

RESUMEN

ETHNOPHARMACOLOGICAL RELEVANCE: The genus Thymus is among the most important genera in the Lamiaceae family with 215 species and is widely distributed globally, mainly in the Mediterranean region. The genus contains many medicinal plants used in traditional Moroccan medicine for a long time in treating diverse diseases. AIM OF THE REVIEW: This review describes the traditional uses, biological activities and chemical composition of essential oils (EOs) obtained from Thymus species growing in Morocco. MATERIALS AND METHODS: Information related to the traditional uses, essential oils chemical composition and biological activities on Moroccan Thymus species were obtained using the electronic databases Web of science, Scopus, SciFinder, Pubmed and Google Scholar. RESULTS: Moroccan Thymus species have been used in treatment of several diseases, namely diabetes, digestive, circulatory, genital, nervous, urinary, skin and respiratory diseases. Diverse biological activities of Moroccan Thymus species EOs have been reported, such as antibacterial, antifungal, antioxidant, anti-proliferative, anti-tumoral, insecticidal, larvicidal, nematicide, anti-inflammatory, anti-cyanobacterial and anti-acetylcholinesterase. The chemical compositions of Thymus EOs is primarily composed of monoterpenes.


Asunto(s)
Aceites Volátiles/farmacología , Extractos Vegetales/farmacología , Thymus (Planta)/química , Animales , Etnofarmacología , Humanos , Medicina Tradicional/métodos , Marruecos , Aceites Volátiles/química , Aceites Volátiles/aislamiento & purificación , Extractos Vegetales/química
17.
J Ethnopharmacol ; 281: 114528, 2021 Dec 05.
Artículo en Inglés | MEDLINE | ID: mdl-34418509

RESUMEN

ETHNOPHARMACOLOGICAL RELEVANCE: The argan [Argania spinosa (L.) Skeels] is one of the most important floristic resource in Morocco, it is the only representative of the Sapotaceae family and Argania genus found in Morocco. This tree is fully exploited by the native populations for nutrition, medication and cosmetics. The argan oil extracted from seed is the main tree product for his large use. AIM OF THE REVIEW: This review describes the traditional uses, chemical composition and biological activities of different the argan tree parts. MATERIALS AND METHODS: This review covers the literature available from 1972 to 2021. The informations were collected from electronic databases Scopus, PubMed, Web of Science, SciFinder and Google Scholar. RESULTS: Argan oil have been used for nutrition, and to treat several diseases, namely rheumatisms, hypercholesterolemia, atherosclerosis, lung infections, newborn gastrointestinal disorders, diabetes, skin and hair hydration. The other parts of Argan tree have been used to treat intestinal disorders, dermatosis, and hair caring, with additional uses such as livestock nutrition, carpentry and heating. The argan oil is primarily composed of unsaturated fatty acids mainly oleic and linoleic acids furthermore the chemical composition, of the others part, are very diversified (flavonoids, terpenoids, triacylglycerols, saponins. …). Diverse biological activities have been reported for argan oil, such as antioxidant, skin water retention, hair protection, cholesterol stabilization, antidiabetic, anticancer and antibacterial. Antimicrobial activities have been reported for argan leaves essential oils, when the fruit pulp organic extract presented very interesting antioxidant activity due to the presence of polyphenols. The argan cake is the seed waste produced during the extraction process, it is traditionally used for skin care and for livestock nutrition. Different biological activities of argan cake have been cited essentially antioxidant, haemoprotective, anti-inflammatory and antimicrobial.


Asunto(s)
Etnobotánica , Fitoquímicos/farmacología , Fitoterapia , Plantas Medicinales/química , Sapotaceae/química , Humanos
18.
Bioorg Med Chem ; 17(14): 4968-80, 2009 Jul 15.
Artículo en Inglés | MEDLINE | ID: mdl-19540762

RESUMEN

Three series of 1-substituted-7-chloro-6-hydroxy-tetrahydroisoquinolines (1-butyl-, 1-phenyl- and 1-benzyl derivatives) were prepared to explore the influence of each of these groups at the 1-position on the affinity for dopamine receptors. All the compounds displayed affinity for D(1)-like and/or D(2)-like dopamine receptors in striatal membranes, and were unable to inhibit [(3)H]-dopamine uptake in striatal synaptosomes. Different structure requirements have been observed for adequate D(1) or D(2) affinities. This paper details the synthesis, structural elucidation, dopaminergic binding assays, structure-activity relationships (SAR) of these three series of isoquinolines. Moreover, 1-butyl-7-chloro-6-hydroxy-tetrahydroisoquinoline (1e) with the highest affinity towards D(2)-like receptors (K(i) value of 66nM) and the highest selectivity (49-fold D(2) vs D(1)) by in vitro binding experiments was then evaluated in behavioral assays (spontaneous activity and forced swimming test) in mice. Compound 1e increased locomotor activity in a large dose range (0.04-25mg/kg). Furthermore, this lead compound produced reduction in immobility time in the forced swimming test at a dose (0.01mg/kg) that did not modify locomotor activity. The haloperidol (0.03mg/kg), a D(2) receptor preferred antagonist, blocked the antidepressant-like effect of compound 1e.


Asunto(s)
Antidepresivos/química , Antidepresivos/farmacología , Receptores Dopaminérgicos/metabolismo , Tetrahidroisoquinolinas/química , Tetrahidroisoquinolinas/farmacología , Animales , Cuerpo Estriado/efectos de los fármacos , Cuerpo Estriado/metabolismo , Dopamina , Hidroxiquinolinas/química , Hidroxiquinolinas/farmacología , Ligandos , Masculino , Ratones , Modelos Moleculares , Actividad Motora/efectos de los fármacos , Unión Proteica , Ratas , Receptores Dopaminérgicos/química , Receptores de Dopamina D1/química , Receptores de Dopamina D1/metabolismo , Receptores de Dopamina D2/química , Receptores de Dopamina D2/metabolismo , Relación Estructura-Actividad
19.
Acta Crystallogr Sect E Struct Rep Online ; 64(Pt 7): o1305, 2008 Jun 19.
Artículo en Inglés | MEDLINE | ID: mdl-21202934

RESUMEN

The title mol-ecule, (E)-2,3',4,5-tetra-methoxy-stilbene, C(18)H(20)O(4), is virtually planar. The angle between the two benzene rings is 4.06 (6)°. The inter-molecular inter-actions present in the structure are weak. There are C-H⋯O hydrogen bonds and C-H⋯π-electron ring inter-actions. The mol-ecules are ordered into planes that are parallel to (01). The distance between adjacent planes is about 3.3 Šand therefore π-π electron inter-actions between the aromatic planes are also plausible.

20.
Front Microbiol ; 8: 343, 2017.
Artículo en Inglés | MEDLINE | ID: mdl-28321210

RESUMEN

Ramoplanin is a glycolipodepsipeptide antibiotic obtained from fermentation of Actinoplanes sp. ATCC 33076 that exhibits activity against clinically important multi-drug-resistant, Gram-positive pathogens including vancomycin-resistant Enterococcus (VRE), methicillin-resistant Staphylococcus aureus (MRSA), and vancomycin-intermediate resistant Clostridium difficile. It disrupts bacterial cell wall through a unique mechanism of action by sequestering the peptidoglycan intermediate Lipid II and therefore does not show cross-resistance with other antibiotics. However, while demonstrating excellent antimicrobial activity in systemic use in animal models of infection, ramoplanin presents low local tolerability when injected intravenously. As a consequence of this limitation, new derivatives are desirable to overcome this issue. During a natural product screening program developed to discover compounds that disrupt bacterial cell wall synthesis by inhibiting peptidoglycan transglycosylation through binding to the intermediate Lipid II, 49 actinomycete strains were identified by HR-LCMS as producers of ramoplanin-related compounds. The producing strains were isolated from environmental samples collected worldwide comprising both tropical and temperate areas. To assess the diversity of this microbial population, the 49 isolates were initially identified to the genus level on the basis of their micromorphology, and 16S sequencing confirmed the initial identification of the strains. These analyses resulted in the identification of members of genus Streptomyces, as well as representatives of the families Micromonosporaceae, Nocardiaceae, Thermomonosporaceae, and Pseudonocardiaceae, suggesting that the production of ramoplanins is relatively widespread among Actinomycetes. In addition, all of these isolates were tested against a panel of Gram-positive and Gram-negative bacteria, filamentous fungi, and yeast in order to further characterize their antimicrobial properties. This work describes the diversity of actinomycete strains that produced ramoplanin-related compounds, and the analysis of the antimicrobial activity exhibited by these isolates. Our results strongly suggest the presence of new ramoplanin-analogs among these actinomycete producers.

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