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1.
Molecules ; 29(8)2024 Apr 18.
Artículo en Inglés | MEDLINE | ID: mdl-38675665

RESUMEN

In the search for new bioactive agents against the infectious pathogen responsible for the neglected tropical disease (NTD) mycetoma, we tested a collection of 27 essential oils (EOs) in vitro against Madurella mycetomatis, the primary pathogen responsible for the fungal form of mycetoma, termed eumycetoma. Among this series, the EO of Santalum album (Santalaceae), i.e., East Indian sandalwood oil, stood out prominently with the most potent inhibition in vitro. We, therefore, directed our research toward 15 EOs of Santalum species of different geographical origins, along with two samples of EOs from other plant species often commercialized as "sandalwood oils". Most of these EOs displayed similar strong activity against M. mycetomatis in vitro. All tested oils were thoroughly analyzed by GC-QTOF MS and most of their constituents were identified. Separation of the sandalwood oil into the fractions of sesquiterpene hydrocarbons and alcohols showed that its activity is associated with the sesquiterpene alcohols. The major constituents, the sesquiterpene alcohols (Z)-α- and (Z)-ß-santalol were isolated from the S. album oil by column chromatography on AgNO3-coated silica. They were tested as isolated compounds against the fungus, and (Z)-α-santalol was about two times more active than the ß-isomer.


Asunto(s)
Madurella , Micetoma , Aceites Volátiles , Aceites de Plantas , Santalum , Sesquiterpenos , Madurella/efectos de los fármacos , Aceites de Plantas/farmacología , Aceites de Plantas/química , Aceites Volátiles/farmacología , Aceites Volátiles/química , Micetoma/microbiología , Micetoma/tratamiento farmacológico , Santalum/química , Sesquiterpenos/farmacología , Sesquiterpenos/química , Antifúngicos/farmacología , Antifúngicos/química , Pruebas de Sensibilidad Microbiana
2.
PLoS One ; 19(4): e0300115, 2024.
Artículo en Inglés | MEDLINE | ID: mdl-38662724

RESUMEN

The biogenic approach for the synthesis of metal nanoparticles provides an efficient eco-friendly alternative to chemical synthesis. This study presents a novel route for the biosynthesis of silver nanoparticles using aqueous sandalwood (SW) leaf extract as a source of reducing and capping agents under mild, room temperature synthesis conditions. The bioreduction of Ag+ to Ago nanoparticles (SW-AgNPs) was accompanied by the appearance of brown color, with surface plasmon resonance peak at 340-360 nm. SEM, TEM and AFM imaging confirm SW-AgNP's spherical shape with size range of 10-32 nm. DLS indicates a hydrodynamic size of 49.53 nm with predominant negative Zeta potential, which can contribute to the stability of the nanoparticles. FTIR analysis indicates involvement of sandalwood leaf derived polyphenols, proteins and lipids in the reduction and capping of SW-AgNPs. XRD determines the face-centered-cubic crystalline structure of SW-AgNPs, which is a key factor affecting biological functions of nanoparticles. This study is novel in using cell culture methodologies to evaluate effects of SW-AgNPs on proliferating cells originating from plants and human cancer. Exposure of groundnut calli cells to SW-AgNPs, resulted in enhanced proliferation leading to over 70% higher calli biomass over control, enhanced defense enzyme activities, and secretion of metabolites implicated in biotic stress resistance (Crotonyl isothiocyanate, Butyrolactone, 2-Hydroxy-gamma-butyrolactone, Maltol) and plant cell proliferation (dl-Threitol). MTT and NRU were performed to determine the cytotoxicity of nanoparticles on human cervical cancer cells. SW-AgNPs specifically inhibited cervical cell lines SiHa (IC50-2.65 ppm) and CaSki (IC50-9.49 ppm), indicating potential use in cancer treatment. The opposing effect of SW-AgNPs on cell proliferation of plant calli (enhanced cell proliferation) and human cancer cell lines (inhibition) are both beneficial and point to potential safe application of SW-AgNPs in plant cell culture, agriculture and in cancer treatment.


Asunto(s)
Proliferación Celular , Nanopartículas del Metal , Extractos Vegetales , Hojas de la Planta , Santalum , Plata , Nanopartículas del Metal/química , Humanos , Plata/química , Plata/farmacología , Extractos Vegetales/química , Extractos Vegetales/farmacología , Santalum/química , Hojas de la Planta/química , Hojas de la Planta/metabolismo , Proliferación Celular/efectos de los fármacos , Línea Celular Tumoral
3.
Z Naturforsch C J Biosci ; 78(1-2): 9-25, 2023 Jan 27.
Artículo en Inglés | MEDLINE | ID: mdl-36069757

RESUMEN

Santalum genus belongs to the family of Santalaceae, widespread in India, Australia, Hawaii, Sri Lanka, and Indonesia, and valued as traditional medicine, rituals and modern bioactivities. Sandalwood is reported to possess a plethora of bioactive compounds such as essential oil and its components (α-santalol and ß-santalol), phenolic compounds and fatty acids. These bioactives play important role in contributing towards biological activities and health-promoting effects in humans. Pre-clinical and clinical studies have shown the role of sandalwood extract as antioxidant, anti-inflammatory, antibacterial, antifungal, antiviral, neuroleptic, antihyperglycemic, antihyperlipidemic, and anticancer activities. Safety studies on sandalwood essential oil (EO) and its extracts have proven them as a safe ingredient to be utilized in health promotion. Phytoconstituents, bioactivities and traditional uses established sandalwood as one of the innovative materials for application in the pharma, food, and biomedical industry.


Asunto(s)
Aceites Volátiles , Santalum , Humanos , Santalum/química , Fitoquímicos/farmacología , Extractos Vegetales/farmacología
4.
Appl Microbiol Biotechnol ; 105(23): 8795-8804, 2021 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-34738171

RESUMEN

Santalenes and santalols from Santalum album are the main components of the valuable spice sandalwood essential oil, which also has excellent pharmacological activities such as antibacterial, anti-inflammatory, and antitumor. Firstly, we constructed biosynthesis pathways of santalenes by synthetic biology strategy. The assembled biosynthetic cassettes were integrated into the multiple copy loci of δ gene in S. cerevisiae BY4742 with assistance of pDi-CRISPR, and 94.6 mg/L santalenes was obtained by shake flask fermentation of engineered yeast. Secondly, a selected optimized P450-CPR redox system was integrated into the chromosome of the santalenes-producing strain with a single copy, and 24.6 mg/L santalols were obtained. Finally, the yields of santalenes and santalols were increased to 164.7 and 68.8 mg/L, respectively, by downregulating ERG9 gene. This is the first report on the de novo synthesis of santalols by P450-CPR chimera in S. cerevisiae. Meanwhile, the optimized chimeric CYP736A167opt-46tATR1opt exhibits higher activity to oxidize santalenes into santalols. It would provide a feasible solution for the optimal biosynthesis of santalols. KEY POINTS: • First-time de novo synthesis of santalols by P450-CPR chimera in S. cerevisiae. • Truncated 46tATR1 has higher activity than that of CPR2. • Yields of santalenes and santalols were increased by downregulating ERG9 gene.


Asunto(s)
Sesquiterpenos Policíclicos/metabolismo , Saccharomyces cerevisiae/metabolismo , Vías Biosintéticas/genética , Ingeniería Metabólica , Saccharomyces cerevisiae/genética , Santalum/química
5.
Molecules ; 26(8)2021 Apr 13.
Artículo en Inglés | MEDLINE | ID: mdl-33924603

RESUMEN

Sandalwood oils are highly desired but expensive, and hence many counterfeit oils are sold in high street shops. The study aimed to determine the content of oils sold under the name sandalwood oil and then compare their chromatographic profile and α- and ß santalol content with the requirements of ISO 3518:2002. Gas chromatography with mass spectrometry analysis found that none of the six tested "sandalwood" oils met the ISO standard, especially in terms of α-santalol content. Only one sample was found to contain both α- and ß-santalol, characteristic of Santalum album. In three samples, valerianol, elemol, eudesmol isomers, and caryophyllene dominated, indicating the presence of Amyris balsamifera oil. Another two oil samples were found to be synthetic mixtures: benzyl benzoate predominating in one, and synthetic alcohols, such as javanol, polysantol and ebanol, in the other. The product label only gave correct information in three cases: one sample containing Santalum album oil and two samples containing Amyris balsamifera oil. The synthetic samples described as 100% natural essential oil from sandalwood are particularly dangerous and misleading to the consumer. Moreover, the toxicological properties of javanol, polysantol and ebanol, for example, are unknown.


Asunto(s)
Aceites de Plantas/análisis , Sesquiterpenos/análisis , Cromatografía de Gases y Espectrometría de Masas/normas , Aceites Volátiles/análisis , Estándares de Referencia , Santalum/química
6.
Food Funct ; 12(5): 2312-2322, 2021 Mar 15.
Artículo en Inglés | MEDLINE | ID: mdl-33617622

RESUMEN

Sandalwood (santalum spicatum) seed oil (SSO) is rich in ximenynic acid. The aim of the present study was to investigate the effect of SSO on high-fat/high-sucrose diet (HFHSD) induced insulin resistance (IR) in comparison with fish oil (FO), sunflower oil (SO) and linseed oil (LO). Fifty male Sprague-Dawley rats were randomly divided into five dietary groups: standard chow diet (controls), HFHSD plus 7% SSO, HFHSD plus 7% FO, HFHSD plus 7% SO and HFHSD plus 7% LO. After 12 weeks of feeding, the rats were sacrificed, and the serum parameters, hepatic lipids and underlying molecular mechanisms were studied. SSO, FO or LO significantly prevented glucose intolerance, hyperglycaemia, obesity, and hepatic lipid accumulation, and decreased the homeostasis model assessment of IR (HOMA-IR) and the serum levels of pro-inflammatory factors (IL-6, IL-1ß and TNF-α) compared with SO. In addition, SSO activated the PI3K/AKT insulin signaling pathway and down-regulated the JNK/NF-κB inflammatory signaling pathway in the liver. In summary, our results proved that SSO exerted an ameliorative effect on IR by regulating the hepatic inflammation related blockage of the insulin signaling pathway in the rats.


Asunto(s)
Resistencia a la Insulina/fisiología , Hígado/efectos de los fármacos , Sistema de Señalización de MAP Quinasas/efectos de los fármacos , Aceites de Plantas/farmacología , Santalum/química , Animales , Peso Corporal/efectos de los fármacos , Masculino , FN-kappa B/metabolismo , Fosfatidilinositol 3-Quinasas/metabolismo , Proteínas Proto-Oncogénicas c-akt/metabolismo , Ratas , Ratas Sprague-Dawley , Semillas/química
7.
Phytother Res ; 35(4): 1991-2004, 2021 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-33166007

RESUMEN

Neuroinflammation is an inflammatory response in the nervous system that is associated with various neurological diseases including Alzheimer's diseases and others. Many studies evaluated the anti-inflammatory potential of Santalum album (S. album) extract, but none of them analyzed its effects against neuroinflammatory response in vitro. In addition, the precise mechanism underlying the anti-inflammatory effect of the extract has not yet been elucidated. Therefore, in this study, we investigated the effect of S. album extract on modulation of toll-like receptor 3 (TLR3) agonist polyinosnic-polycytidylic acid (PolyI:C)-induced neuroinflammatory response in human neuroblastoma cells. The TLR3-mediated immune response was differentially modulated by S. album extract in SH-SY5Y cells. In addition, treatment of cells with the conditioned medium (CM) of S. album extract significantly increased the mRNA levels of IFN-ß, IFN-α, MxA and OAS-1 and decreased IL-6, CXCL8, CCL2 and IP-10. S. album extract has indirectly affected the expression of IFNs and inflammatory cytokines in SH-SY5Y cells. Furthermore, the extract was able to modulate PolyI:C-induced inflammatory response in Caco2 cells. Overall, S. album was capable to attenuate PolyI:C-induced neuroinflammatory effect through the induction of TLR2, TLR4 and the modulation of TLR negative regulators of the TRAF3, IRF3 and NF-κB pathways.


Asunto(s)
Antiinflamatorios/uso terapéutico , Fármacos Neuroprotectores/uso terapéutico , Extractos Vegetales/química , Santalum/química , Receptor Toll-Like 3/metabolismo , Antiinflamatorios/farmacología , Humanos , Fármacos Neuroprotectores/farmacología
8.
Artículo en Inglés | MEDLINE | ID: mdl-33246279

RESUMEN

Sandalwood is one of the most valuable woods in the world. However, today's counterfeits are widespread, it is difficult to distinguish authenticity. In this paper, similar genus (Dalbergia and Pterocarpus) and confused species (Gluta sp.) of sandalwood were quickly and efficiently identified. Rapid identification model based on 1H NMR and decision tree (DT) algorithm was firstly developed for the identification of sandalwood, and the accuracy was improved by introducing the AdaBoost algorithm. The accuracy of the final model was above 95%. And the feature components between different species of sandalwood were further explored using UHPLC-QTOFMS and NMR spectrometry. The results showed that 183 compounds were identified, among which 99 were known components, 84 were unknown components. The 1H NMR and 13C NMR signals of 505 samples were assigned, among them, 14 compounds were attributed, characteristic chemical shift intervals with great differences in the model were analysed. Furthermore, the fragmentation pattern of different compounds from sandalwood, in both positive and negative ion ESI modes, was summarized. The results showed a potential and rapid tool based on DT, NMR spectroscopy and UHPLC-QTOFMS, which had performed great potential for rapid identification and feature analysis of sandalwood.


Asunto(s)
Algoritmos , Cromatografía Líquida de Alta Presión/métodos , Espectroscopía de Resonancia Magnética/métodos , Espectrometría de Masas/métodos , Santalum/química , Árboles de Decisión , Flavonoides/análisis , Flavonoides/química , Glicósidos/análisis , Glicósidos/química
9.
J Nat Med ; 74(2): 476-481, 2020 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-31863259

RESUMEN

Upon screening compounds having Wnt signal inhibitory activity through evaluating TCF/ß-catenin transcriptional (TOP) activity, eight cadinane sesquiterpenoids, including three new compounds (1-3), were isolated from wood extracts of Santalum album (Santalaceae). Structures of compounds 1-3 were elucidated by spectral data to have a cadinane skeleton with an aromatic ring. Of the eight compounds isolated, compound 4, identified as mansonone I, was found to be active against TOP, having an IC50 of 1.2 µM.


Asunto(s)
Sesquiterpenos Policíclicos/química , Santalum/química , Vía de Señalización Wnt/genética , Sesquiterpenos/farmacología
10.
BMC Complement Altern Med ; 19(1): 306, 2019 Nov 11.
Artículo en Inglés | MEDLINE | ID: mdl-31711477

RESUMEN

BACKGROUNDS: The chemical composition of many essential oils indicates that they have sedative and hypnotic effects, but there is still a lack of systematic studies on the sedative and hypnotic effects of essential oils. In addition, aromatherapy does not seem to have the side effects of many traditional psychotropic substances, which is clearly worthwhile for further clinical and scientific research. The clinical application of essential oils in aromatherapy has received increasing attention, and detailed studies on the pharmacological activities of inhaled essential oils are increasingly needed. HYPOTHESIS/PURPOSE: As insomniacs are usually accompanied by symptoms of depression and anxiety of varying degrees, based on the theory of aromatherapy of Traditional Chinese Medicine, this experiment is to study a Compound Anshen essential oil that is compatible with Lavender essential oil, Sweet Orange essential oil, Sandalwood essential oil and other aromatic medicine essential oils with sedative and hypnotic effects, anti-anxiety and anti-depression effects. To study the sedative and hypnotic effects of Compound Anshen essential oil inhaled and the main chemical components of Compound Anshen essential oil, and to compare and analyze the pharmacodynamics of diazepam, a commonly used drug for insomnia. METHODS: The Open field test and Pentobarbital-induced sleep latency and sleep time experiments were used to analyze and compare the sedative and hypnotic effects of inhaling Compound Anshen essential oil and the administration of diazepam on mice. The changes of 5-HT and GABA in mouse brain were analyzed by Elisa. The main volatile constituents of Compound Anshen essential oil were analyzed by gas chromatography-mass spectrometry (GC-MS). RESULTS: Inhalation of Compound Anshen essential oil can significantly reduce the spontaneous activity of mice, reduce latency of sleeping time and prolong duration of sleeping time. The results of enzyme-linked immunosorbent assay showed that Compound Anshen essential oil can increase the content of 5-HT and GABA in mouse brain. The main volatile chemical constituents of the Compound Anshen essential oil are D-limonene (24.07%), Linalool (21.98%), Linalyl acetate (15.37%), α-Pinene (5.39%), and α-Santalol (4.8%). CONCLUSION: The study found that the inhalation of Compound Anshen essential oil has sedative and hypnotic effect. This study provides a theoretical basis for further research and development of the sedative and hypnotic effects of Compound Anshen essential oil based on the theory of aromatherapy.


Asunto(s)
Aromaterapia , Hipnóticos y Sedantes/administración & dosificación , Aceites Volátiles/administración & dosificación , Aceites de Plantas/administración & dosificación , Trastornos del Inicio y del Mantenimiento del Sueño/terapia , Administración por Inhalación , Animales , Encéfalo/metabolismo , Citrus sinensis/química , Femenino , Humanos , Lavandula/química , Masculino , Ratones , Ratones Endogámicos ICR , Aceites Volátiles/química , Aceites de Plantas/química , Santalum/química , Serotonina/metabolismo , Sueño , Trastornos del Inicio y del Mantenimiento del Sueño/metabolismo , Trastornos del Inicio y del Mantenimiento del Sueño/fisiopatología , Ácido gamma-Aminobutírico/metabolismo
11.
Biomolecules ; 9(11)2019 11 15.
Artículo en Inglés | MEDLINE | ID: mdl-31731771

RESUMEN

Natural products from plants, such as chemopreventive agents, attract huge attention because of their low toxicity and high specificity. The rational drug design in combination with structure-based modeling and rapid screening methods offer significant potential for identifying and developing lead anticancer molecules. Thus, the molecular docking method plays an important role in screening a large set of molecules based on their free binding energies and proposes structural hypotheses of how the molecules can inhibit the target. Several peptide-based therapeutics have been developed to combat several health disorders, including cancers, metabolic disorders, heart-related diseases, and infectious diseases. Despite the discovery of hundreds of such therapeutic peptides however, only few peptide-based drugs have made it to the market. Moreover, the in silico activities of cyclic peptides towards molecular targets, such as protein kinases, proteases, and apoptosis related proteins have not been extensively investigated. In this study, we explored the in silico kinase and protease inhibitor potentials of cyclosaplin, and studied the interactions of cyclosaplin with other apoptosis-related proteins. Previously, the structure of cyclosaplin was elucidated by molecular modeling associated with dynamics that were used in the current study as well. Docking studies showed strong affinity of cyclosaplin towards cancer-related proteins. The binding affinity closer to 10 kcal/mol indicated efficient binding. Cyclosaplin showed strong binding affinities towards protein kinases such as EGFR, VEGFR2, PKB, and p38, indicating its potential role in protein kinase inhibition. Moreover, it displayed strong binding affinity to apoptosis-related proteins and revealed the possible role of cyclosaplin in apoptotic cell death. The protein-ligand interactions using LigPlot displayed some similar interactions between cyclosaplin and peptide-based ligands, especially in case of protein kinases and a few apoptosis related proteins. Thus, the in silico analyses gave the insights of cyclosaplin being a potential apoptosis inducer and protein kinase inhibitor.


Asunto(s)
Simulación del Acoplamiento Molecular , Péptidos Cíclicos/química , Proteínas de Plantas/química , Inhibidores de Proteínas Quinasas/química , Proteínas Quinasas/química , Santalum/química , Humanos , Simulación de Dinámica Molecular
12.
Chem Biodivers ; 15(12): e1800405, 2018 Dec.
Artículo en Inglés | MEDLINE | ID: mdl-30362637

RESUMEN

This study aimed to determine the antimicrobial activity of 247 essential oil combinations against the reference strains of wound pathogens. Essential oil combinations were investigated for antimicrobial activity against five pathogens. The minimum inhibitory concentration (MIC) assay was used and the fractional inhibitory concentration index (ΣFIC) calculated to determine interactions between selected oils. Twenty-six combinations displayed broad-spectrum antimicrobial activity against all five reference strains and several displayed synergy against more than one pathogen. The combination of Santalum austrocaledonicum (sandalwood) with Commiphora myrrha (myrrh) displayed noteworthy antimicrobial activity against all five reference strains and synergy against four (MIC values 0.03-1.00 mg/ml and ΣFIC values 0.19-1.00 mg/ml) pathogens. No antagonism was observed. Santalum spp. and Vetiveria zizanioides essential oils contributed the most to antimicrobial activity in combination. Essential oil combinations are presented as a viable option in wound therapy.


Asunto(s)
Antiinfecciosos/química , Aceites Volátiles/química , Antiinfecciosos/farmacología , Chrysopogon/química , Chrysopogon/metabolismo , Commiphora/química , Commiphora/metabolismo , Farmacorresistencia Bacteriana/efectos de los fármacos , Sinergismo Farmacológico , Escherichia coli/efectos de los fármacos , Pruebas de Sensibilidad Microbiana , Aceites Volátiles/farmacología , Pseudomonas aeruginosa/efectos de los fármacos , Santalum/química , Santalum/metabolismo , Staphylococcus aureus/efectos de los fármacos
13.
PLoS One ; 13(8): e0202649, 2018.
Artículo en Inglés | MEDLINE | ID: mdl-30130375

RESUMEN

This paper presents a method for predicting the total nitrogen content in sandalwood using digital image processing. The goal of this study is to provide a real-time, efficient, and highly automated nutritional diagnosis system for producers by analyzing images obtained in forests. Using images acquired from field servers, which were installed in six forest farms of different cities located in northern Hainan Province, we propose a new segmentation algorithm and define a new indicator named "growth status" (GS), which includes two varieties: GSMER (the ratio of sandalwood pixels to the minimum enclosing rectangle pixels) and GSMCC (the ratio of sandalwood pixels to minimum circumscribed circle pixels). We used the error-in-variable model by considering the errors that exist in independent variables. After comparison and analysis, the obtained results show that (1) The b and L channels in the Lab color system have complementary advantages. By combining this system with the Otsu method, median filtering and a morphological operation, sandalwood can be separated from the background. (2) The fitting degree of the models improves after adding the GS indicator and shows that GSMCC performs better than GSMER. (3) After using the error-in-variable model to estimate the parameters, the accuracy and precision of the model improved compared to the results obtained using the least squares method. The optimal model for predicting the total nitrogen content is [Formula: see text]. This study demonstrates the use of Internet of Things technology in forestry and provides guidance for the nutritional diagnosis of the important sandalwood tree species.


Asunto(s)
Procesamiento de Imagen Asistido por Computador , Nitrógeno/química , Hojas de la Planta/química , Santalum/química , Algoritmos , Agricultura Forestal , Nitrógeno/metabolismo , Hojas de la Planta/metabolismo , Hojas de la Planta/ultraestructura , Santalum/metabolismo , Santalum/ultraestructura , Árboles
14.
Sheng Wu Gong Cheng Xue Bao ; 34(6): 862-875, 2018 Jun 25.
Artículo en Chino | MEDLINE | ID: mdl-29943532

RESUMEN

Santalene and santalol are the main components of valuable perfume sandalwood essential oil, and have good antibacterial, anti-oxidation and anti-tumor activities. Commercial sandalwood essential oil is mainly extracted from sandalwood tree that grows slowly and is difficult to cultivate. In addition, the extraction recovery of sandalwood essential oil from sandalwood tree is too low to meet the market demand. These factors make sandalwood essential oil expensive. An option is to use genetic engineering and molecular biological methods to heterologously express related synthase of santalene and santalol in microbial host. In this paper, the biosynthesis progress of santalene and santalol synthase, as well as the optimization of mevalonate metabolic pathways in the hosts are summarized. Furthermore, the strategies of applying protein engineering technology to carry out orthomutation of santalene synthase were also discussed, to provide reference for the optimal biosynthesis of santalene and santalol.


Asunto(s)
Aceites de Plantas/química , Santalum/química , Sesquiterpenos/metabolismo , Microbiología Industrial , Redes y Vías Metabólicas , Ácido Mevalónico/metabolismo , Sesquiterpenos Policíclicos , Ingeniería de Proteínas
15.
Molecules ; 22(7)2017 Jul 08.
Artículo en Inglés | MEDLINE | ID: mdl-28698478

RESUMEN

In our continuing study on a survey of biologically active natural products from heartwood of Santalum album (Southwest Indian origin), we newly found potent fish toxic activity of an n-hexane soluble extract upon primary screening using killifish (medaka) and characterized α-santalol and ß-santalol as the active components. The toxicity (median tolerance limit (TLm) after 24 h at 1.9 ppm) of α-santalol was comparable with that of a positive control, inulavosin (TLm after 24 h at 1.3 ppm). These fish toxic compounds including inulavosin were also found to show a significant antifungal effect against a dermatophytic fungus, Trichophyton rubrum. Based on a similarity of the morphological change of the immobilized Trichophyton hyphae in scanning electron micrographs between treatments with α-santalol and griseofulvin (used as the positive control), inhibitory effect of α-santalol on mitosis (the antifungal mechanism proposed for griseofulvin) was assessed using sea urchin embryos. As a result, α-santalol was revealed to be a potent antimitotic agent induced by interference with microtubule assembly. These data suggested that α-santalol or sandalwood oil would be promising to further practically investigate as therapeutic agent for cancers as well as fungal skin infections.


Asunto(s)
Antimitóticos/farmacología , Aceites de Plantas/farmacología , Sesquiterpenos/farmacología , Animales , Antifúngicos/farmacología , Antifúngicos/toxicidad , Antimitóticos/química , División Celular/efectos de los fármacos , Flavonoides/farmacología , Flavonoides/toxicidad , Fundulidae/genética , Fundulidae/crecimiento & desarrollo , Aceites de Plantas/química , Sesquiterpenos Policíclicos , Santalum/química , Sesquiterpenos/química , Sesquiterpenos/toxicidad
16.
Molecules ; 22(6)2017 Jun 06.
Artículo en Inglés | MEDLINE | ID: mdl-28587294

RESUMEN

West Australian sandalwood (Santalum spicatum) has long been exploited for its fragrant, sesquiterpene-rich heartwood; however sandalwood fragrance qualities vary substantially, which is of interest to the sandalwood industry. We investigated metabolite profiles of trees from the arid northern and southeastern and semi-arid southwestern regions of West Australia for patterns in composition and co-occurrence of sesquiterpenes. Total sesquiterpene content was similar across the entire sample collection; however sesquiterpene composition was highly variable. Northern populations contained the highest levels of desirable fragrance compounds, α- and ß-santalol, as did individuals from the southwest. Southeastern populations were higher in E,E-farnesol, an undesired allergenic constituent, and low in santalols. These trees generally also contained higher levels of α-bisabolol. E,E-farnesol co-occurred with dendrolasin. Contrasting α-santalol and E,E-farnesol chemotypes revealed potential for future genetic tree improvement. Although chemical variation was evident both within and among regions, variation was generally lower within regions. Our results showed distinct patterns in chemical diversity of S. spicatum across its natural distribution, consistent with earlier investigations into sandalwood population genetics. These results are relevant for plantation tree improvement and conservation efforts.


Asunto(s)
Fitoquímicos/química , Santalum/química , Sesquiterpenos/química , Cromatografía de Gases y Espectrometría de Masas , Filogenia , Fitoquímicos/análisis , Extractos Vegetales/análisis , Aceites de Plantas/análisis , Aceites de Plantas/química , Santalum/clasificación , Santalum/genética , Sesquiterpenos/análisis , Australia Occidental
17.
J Chromatogr A ; 1495: 64-75, 2017 Apr 28.
Artículo en Inglés | MEDLINE | ID: mdl-28343686

RESUMEN

In the fields of essential oils and fragrances, samples often consist of mixtures of compounds with similar structural and physical characteristics (e.g. mono- and sesquiterpenoids), whose correct identification closely depends on the synergic combination of chromatographic and mass spectral data. This sample complexity means that new GC stationary phases with different selectivities are continually being investigated. Ionic liquids (ILs) are of great interest as GC stationary phases in this field because of their selectivity (significantly different than that of currently phases) and their high temperature stability. A first generation of IL GC columns was found to be competitive when applied to these field, in terms of selectivity and efficiency, compared to conventional columns (polydimethylsiloxane, (e.g. OV-1), methyl-polysiloxane 5%-phenyl (e.g. SE-52), 7%-cyanopropyl, 7%-phenyl polysiloxane (e.g. OV-1701), and polyethylen glycol (e.g. PEG-20M). However, these columns showed significant activity towards polar or active analytes, which primarily affected their quantitative performance. A new generation of highly-inactive columns coated with three of the most widely-used ionic liquid GC stationary phases has recently been introduced; these phases are SLB-IL60i (1,12-di(tripropylphosphonium) dodecane bis(trifluoromethylsulfonyl) imide [NTf2], SLB-IL76i (tri-(tripropylphosphonium-hexanamido)-triethylamine [NTf2]), and SLB-IL111i (1,5-di (2,3-dimethyllimidazolium) pentane [NTf2]). This study carefully tested the new inert IL columns, in view of their routine application in the fragrance and essential oil fields. They were found to have unusually high selectivity, comparable to that of first-generation IL columns, while their inertness and efficiency were competitive with those of currently-used conventional columns. The IL column performance of first and second generations was compared, through the quali-quantitative analysis of components in a group of different complexity samples; these included the Grob test, a standard mixture of "suspected" skin allergens, and the essential oils of chamomile and sandalwood.


Asunto(s)
Cromatografía de Gases y Espectrometría de Masas , Líquidos Iónicos/química , Aceites Volátiles/análisis , Alérgenos/análisis , Farnesol/análisis , Aceites Volátiles/química , Extractos Vegetales/química , Sesquiterpenos Policíclicos , Santalum/química , Santalum/metabolismo , Sesquiterpenos/análisis , Estereoisomerismo
18.
J Ethnopharmacol ; 192: 283-291, 2016 Nov 04.
Artículo en Inglés | MEDLINE | ID: mdl-27416804

RESUMEN

ETHNOPHARMACOLOGICAL RELEVANCE: 'Ubtan' is a traditional herbal formulation in the Indian system of medicine being used in India and its subcontinent for a long time. Several commercial skin care formulations are marketed throughout this region as the name of Ubtan. Therefore, it is worthwhile to evaluate Ubtan in respect of its efficacy as skin care formulation. AIM OF THE STUDY: The present study was designed for the preparation of Ubtan and standardization through the chromatographic techniques by using suitable phyto-markers. Further, its antioxidant, sun protection factor (SPF) and anti-tyrosinase potential have been explored. MATERIALS AND METHODS: Four in-house formulations (UF-1, UF-2, UF-3 and UF-4) were prepared by mixing a varied quantity of each powdered plants, i.e. turmeric (Curcuma longa L.), Chickpea (Cicer arietinum L.) and sandalwood (Santalum album L.). Optimization of the formulations was made by evaluating its biological activity through in vitro assay. Evaluation of physicochemical properties of the optimized formulation (UF-1) has been carried out by analysis of pH, flow properties and stability. Moreover, RP-HPLC (reverse phase - high performance liquid chromatography) and HPTLC (high performance thin layer chromatography) standardization of UF-1 was performed for its quantitative and qualitative analysis. RESULTS: Ubtan formulations (UF-1to UF-4) showed free radical scavenging and ferric reducing potential. It may be due to its high phenolic and flavonoid content. Statistically, significant Pearson's correlation (r) was confirmed the positive correlation between phenolic content and SPF of the formulations. The tyrosinase inhibition study indicated that the formulations showed both diphenolase and monophenolase inhibitory activity. Among four formulations, UF-1 showed notable biological activity (p<0.05). The content of curcumin and ascorbic acid was found to be 1.6% and 2.1% w/w respectively in UF-1 through RP-HPLC estimation. Physiochemical properties of the UF-1 exhibited good flow rate and aqueous solubility. From the stability studies, it can be anticipated that the UF-1 was stable at 40°C for longer periods. Microbial load count and heavy metal content (lead-Pb, arsenic-As, mercury-Hg and cadmium-Cd) of the formulation was also within the permissible limit of a pharmacopeial standard. CONCLUSION: This scientific exploration helps to set the quality and safety standard of traditional cosmetic formulation, Ubtan and its further use as an herbal skin care product.


Asunto(s)
Antioxidantes/farmacología , Curcumina/análogos & derivados , Fármacos Dermatológicos/farmacología , Inhibidores Enzimáticos/farmacología , Monofenol Monooxigenasa/antagonistas & inhibidores , Preparaciones de Plantas/farmacología , Cuidados de la Piel/métodos , Protectores Solares/farmacología , Antioxidantes/química , Antioxidantes/normas , Ácido Ascórbico/farmacología , Carga Bacteriana , Compuestos de Bifenilo/química , Cromatografía Líquida de Alta Presión , Cromatografía de Fase Inversa , Cromatografía en Capa Delgada , Cicer/química , Seguridad de Productos para el Consumidor , Curcuma/química , Curcumina/química , Curcumina/farmacología , Fármacos Dermatológicos/química , Fármacos Dermatológicos/normas , Relación Dosis-Respuesta a Droga , Composición de Medicamentos , Contaminación de Medicamentos , Estabilidad de Medicamentos , Inhibidores Enzimáticos/química , Inhibidores Enzimáticos/normas , Ferricianuros/química , Concentración de Iones de Hidrógeno , India , Medicina Tradicional , Metales Pesados/análisis , Oxidación-Reducción , Fitoterapia , Picratos/química , Preparaciones de Plantas/química , Preparaciones de Plantas/normas , Plantas Medicinales , Polvos , Control de Calidad , Reología , Medición de Riesgo , Santalum/química , Cuidados de la Piel/normas , Solubilidad , Espectrofotometría Atómica , Espectrofotometría Ultravioleta , Protectores Solares/química , Protectores Solares/normas
19.
Nat Prod Commun ; 11(10): 1561-1564, 2016 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-30549622

RESUMEN

In the present study, the physiological effects on 32 humans exposed to experimental stress provoked by inhalation of the essential oils of East Indian sandalwood (Santalum album L.), Western Australian sandalwood (Santalum spicatum R.Br.) and lavender (Lavandula angustifolia MILL.) were investigated. During individual testing sessions, several saliva samples were collected, blood pressure was regularly measured and parameters of the autonomic nervous system (heart rate, skin conductance response) were continuously monitored. Salivary cortisol, as an endocrine stress indicator, was determined by time- resolved fluoroimmunoassay. Statistical analyses evidenced that the tested sandalwood essential oils significantly reduced systolic blood pressure, especially during the recreation phase. This finding corresponds with a distinct reduction of salivary cortisol levels during recreation in the Western Australian sandalwood oil compared with the control. In conclusion, the results demonstrate that essential oils can alleviate the physiological reactions to psychological stress and facilitate recovery after exposition to stress.


Asunto(s)
Aceites Volátiles/farmacología , Santalum/química , Adolescente , Adulto , Sistema Nervioso Autónomo/efectos de los fármacos , Presión Sanguínea/efectos de los fármacos , Femenino , Respuesta Galvánica de la Piel/efectos de los fármacos , Frecuencia Cardíaca/efectos de los fármacos , Humanos , Hidrocortisona/análisis , Lavandula , Masculino , Aceites Volátiles/uso terapéutico , Proyectos Piloto , Aceites de Plantas , Saliva/química , Sesquiterpenos , Estrés Psicológico/tratamiento farmacológico , Estrés Psicológico/metabolismo , Estrés Psicológico/fisiopatología , Australia Occidental , Adulto Joven
20.
J Chromatogr A ; 1417: 96-103, 2015 Oct 23.
Artículo en Inglés | MEDLINE | ID: mdl-26410184

RESUMEN

The present research deals with the multi-collection of the most important sesquiterpene alcohols belonging to sandalwood essential oil, as reported by the international regulations: (Z)-α-santalol, (Z)-α-trans bergamotol, (Z)-ß-santalol, epi-(Z)-ß-santalol, α-bisabolol, (Z)-lanceol, and (Z)-nuciferol. A versatile multidimensional preparative system, based on the hyphenation of liquid and gas chromatography techniques, was operated in the LC-GC-GC-prep or GC-GC-GC-prep configuration, depending on the concentration to be collected from the sample, without any hardware or software modification. The system was equipped with a silica LC column in combination with polyethylene glycol-poly(5% diphenyl/95% dimethylsiloxane)-medium polarity ionic liquid or ß-cyclodextrin based GC stationary phases. The GC-GC-GC-prep configuration was exploited for the collection of four components, by using a conventional split/splitless injector, while the LC-GC-GC-prep approach was applied for three low abundant components (<5%), in order to increase the quantity collected within a single run, by the LC injection of a high sample amount. All target compounds, whose determination is hampered by the unavailability of commercial standards, were collected at milligram levels and with a high degree of purity (>87%).


Asunto(s)
Cromatografía de Gases/métodos , Cromatografía Liquida/métodos , Aceites Volátiles/análisis , Dimetilpolisiloxanos , Sesquiterpenos Monocíclicos , Aceites de Plantas/análisis , Sesquiterpenos Policíclicos , Polietilenglicoles , Santalum/química , Sesquiterpenos/análisis , Dióxido de Silicio , beta-Ciclodextrinas/análisis
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