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1.
Chirality ; 36(8): e23702, 2024 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-39138008

RESUMO

Pistacia palaestina Boiss. is a common tree in the Mediterranean maquis. The leaves of this plant accumulate defensive monoterpenes, whose levels greatly increase in galls induced by the aphid Baizongia pistaciae. We previously found a significant chemopolymorphism in monoterpene content among individual trees, but the chirality of these monoterpenes was unknown. Although most plant species specifically accumulate one enantiomeric form of a given compound, P. palaestina individuals display chemopolymorphism in the chirality of the key monoterpenes accumulated. We report here a marked enantiomeric variation for the limonene, α- and ß-pinene, camphene, sabinene, δ-3-carene, and terpene-4-ol content in leaves and galls of nine different naturally growing P. palaestina trees. Interestingly, insect-induced gall monoterpene composition is an augmentation of the specific enantiopolymorphism originally displayed by each individual tree.


Assuntos
Monoterpenos , Pistacia , Folhas de Planta , Folhas de Planta/química , Monoterpenos/química , Pistacia/química , Estereoisomerismo , Animais , Afídeos , Tumores de Planta/parasitologia
2.
Chemistry ; : e202402136, 2024 Aug 12.
Artigo em Inglês | MEDLINE | ID: mdl-39132938

RESUMO

Given the importance of quinazolines and quinazolinethiones in therapeutic and Food and Drug Administration (FDA)-approved molecules, we thought interesting to consider their synthesis in green solvents. We have shown that obtain 4-(arylamino)quinazoline-2-(1H)-thiones and 4-(arylamino)pteridine-2-(1H)-thiones analogues was efficient in green solvents derived from biomass, especially eucalyptol. Although reaction times are somewhat long to achieve good yields, the products were obtained by simple filtration. This considerably limited the loss of atoms due to the use of large quantities of solvents for purification on silica gel columns, and makes our route a sustainable one.

3.
J Ethnopharmacol ; 334: 118542, 2024 Nov 15.
Artigo em Inglês | MEDLINE | ID: mdl-38992404

RESUMO

ETHNOPHARMACOLOGICAL RELEVANCE: Dried roots of Peucedanum decursivum, a traditional Chinese medicine (TCM), has historically respiratory diseases such as cough, thick phlegm, headache, fever, and gynecological diseases, rheumatoid arthritis, and nasopharyngeal carcinoma. AIM OF THE STUDY: Made an endeavor to evaluate the research trajectory of P. decursivum, comprehensively discern its developmental status, and offer a guideline for future investigations. MATERIALS AND METHODS: A meticulous search of literatures and books from 1955 to 2024 via databases like PubMed, Web of Science and CNKI was conducted, including topics and keywords of " P. decursivum" "Angelica decursivum" and "Zihua Qianhu". RESULTS: P. decursivum and its prescriptions have traditionally been used for treating phlegm-heat cough, wind-heat cough, gastrointestinal diseases, pain relief and so on. It contains 234 identified compounds, encompassing coumarins, terpenes, volatile oils, phenolic acids, fatty acids and derivatives. It exhibits diverse pharmacological activities, including anti-asthmatic, anti-inflammatory, antioxidant effects, anti-hypertensive, anti-diabetic, anti-Alzheimer, and anti-cancer properties, primarily attributed to coumarins. Microscopic identification, HPLC fingerprinting, and bioinformatics identification are the primary methods currently used for the quality control. CONCLUSION: P. decursivum demonstrates anti-asthmatic, anti-inflammatory, and antioxidant effects, aligning with its traditional use. However, experimental validation of its efficacy against phlegm and viruses is needed. Additionally, analgesic effects mentioned in historical texts lack modern pharmacological studies. Numerous isolated compounds exhibit highly valuable medicinal properties. Future research can delve into exploring these substances further. Rigorous of heavy metal contamination, particularly Cd and Pb, is necessary. Simultaneously, investigating its pharmacokinetics and toxicity in humans is crucial for the safety.


Assuntos
Apiaceae , Etnobotânica , Etnofarmacologia , Compostos Fitoquímicos , Controle de Qualidade , Humanos , Compostos Fitoquímicos/farmacologia , Compostos Fitoquímicos/química , Compostos Fitoquímicos/uso terapêutico , Apiaceae/química , Animais , Medicamentos de Ervas Chinesas/farmacologia , Medicamentos de Ervas Chinesas/química , Medicamentos de Ervas Chinesas/uso terapêutico , Medicina Tradicional Chinesa/métodos
4.
Phytochemistry ; 223: 114111, 2024 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-38688443

RESUMO

Symplocarpus foetidus (L.) Salisb. (eastern skunk cabbage) occurs across a broad geographic range of northeastern North America, blooming in winter between December and March. The inflorescences are well-known for their thermogenic and thermoregulatory metabolic capabilities. The perceptual qualities of their fetid floral aroma have been described widely in the literature, but to date the floral volatile composition remained largely unknown. Here we present a detailed study of the floral scent produced by S. foetidus collected from intact female- and male-stage inflorescences and from dissected floral parts. Our results show a large range of biosynthetically diverse volatiles including nitrogen- and sulfur-containing compounds, monoterpenes, benzenoids, and aliphatic esters and alcohols. We document high inter-individual variation with some organ-specific volatile trends but no clear strong variation based on sexual stage. Multivariate data analysis revealed two distinct chemotypes from our study populations that are not defined by sexual stage or population origin. The chemotype differences may explain the bimodal perceptual descriptions in earlier work which vary between highly unpleasant/fetid and pleasant/apple-like. We discuss the results in ecological contexts including potential for floral mimicry, taking into account existing pollination studies for the species. We also discuss the results in evolutionary contexts, comparing our scent data to published scent data from the close sister species Symplocarpus renifolius. Future work should more closely examine the chemotype occurrence and frequency within these and other populations, and the impact these chemotypes may have on pollinator attraction and reproductive success.


Assuntos
Araceae , Flores , Odorantes , Flores/química , Araceae/química , Odorantes/análise , Compostos Orgânicos Voláteis/química , Compostos Orgânicos Voláteis/isolamento & purificação , Compostos Orgânicos Voláteis/análise , Polinização
5.
Molecules ; 29(5)2024 Mar 01.
Artigo em Inglês | MEDLINE | ID: mdl-38474629

RESUMO

Chamaecyparis obtusa (Siebold & Zucc.) Endl. (C. obtusa) belongs to the Cupressaceae family and is native to East Asian regions. Essential oils extracted from the leaves, bark, branches, and roots of C. obtusa have both aesthetic and medicinal properties and are thus widely used. However, detailed analyses of the active ingredients of C. obtusa extract are lacking. In this study, the sabinene content in the hydro-distillation of C. obtusa leaf essential oil (COD) was analyzed using GC-MS, and the anti-inflammatory effect of COD was compared with that of pure sabinene. Cell viability was evaluated by MTT assay, and nitric oxide (NO) production was measured using Griess reagent. Relative mRNA and protein levels were analyzed using RT-qPCR and western blot, and secreted cytokines were analyzed using a cytokine array kit. The results showed that both COD and sabinene inhibited the expression of inducible nitric oxide synthase (iNOS) and the phosphorylation of c-Jun N-terminal kinase (JNK) and p38 in lipopolysaccharide (LPS)-induced RAW 264.7 cells. COD and sabinene also reduced the production of pro-inflammatory cytokines interleukin (IL)-1ß, IL-6, IL-27, IL-1 receptor antagonist (IL-1ra), and granulocyte-macrophage colony-stimulating factor (GM-CSF). The anti-inflammatory mechanisms of COD and sabinene partially overlap, as COD was shown to inhibit MAPKs and the JAK/STAT axis, and sabinene inhibited MAPKs, thereby preventing LPS-induced macrophage activation.


Assuntos
Monoterpenos Bicíclicos , Chamaecyparis , Óleos Voláteis , Óleos Voláteis/farmacologia , Chamaecyparis/metabolismo , Lipopolissacarídeos/farmacologia , Anti-Inflamatórios/farmacologia , Citocinas/metabolismo , Folhas de Planta/metabolismo , Óxido Nítrico/metabolismo , Óxido Nítrico Sintase Tipo II/metabolismo
6.
Food Chem ; 444: 138613, 2024 Jun 30.
Artigo em Inglês | MEDLINE | ID: mdl-38325085

RESUMO

'Zong Cheng' navel orange (ZC) is a brown mutant of Lane Late navel orange (LL) and emits a more pleasant odor than that of LL. However, the key volatile compound of this aroma and underlying mechanism remains unclear. In this study, sensory evaluations and volatile profiling were performed throughout fruit development to identify significant differences in sensory perception and metabolites between LL and ZC. It revealed that the sesquiterpene content varied significantly between ZC and LL. Based on aroma extract dilution and gas chromatography-olfactometry analyses, the volatile compound leading to the background aroma of LL and ZC is d-limonene, the orange note in LL was mainly attributed to octanal, whilst valencene, ß-myrcene, and (E)-ß-ocimene presented balsamic, sweet, and herb notes in ZC. Furthermore, Cs5g12900 and six potential transcription factors were identified as responsible for valencene accumulation in ZC, which is important for enhancing the aroma of ZC.


Assuntos
Citrus sinensis , Citrus , Sesquiterpenos , Compostos Orgânicos Voláteis , Citrus sinensis/genética , Odorantes/análise , Multiômica , Cromatografia Gasosa-Espectrometria de Massas , Compostos Orgânicos Voláteis/análise
7.
Nutrients ; 15(23)2023 Dec 04.
Artigo em Inglês | MEDLINE | ID: mdl-38068868

RESUMO

Lung cancer is the second most commonly diagnosed cancer and has the highest mortality rate worldwide despite the remarkable advances in its treatment. Origanum majorana Essential Oil (OMEO) has been shown to be effective against non-small cell lung cancer (NSCLC) cells, decreasing their viability and colony growth in vitro, as well as inhibiting tumor growth in chick embryo chorioallantoic membranes (CAM) and nude mice in vivo. OMEO is mainly composed of four monoterpenes, namely terpinen-4-ol, sabinene hydrate, α-terpinene, and γ-terpinene. In this study, we aimed to investigate the potential anticancer effects of these monoterpenes, either alone or in combination, on NSCLC. Our findings indicate that these four monoterpenes significantly decreased NSCLC cell viability in a concentration-dependent manner, reduced their colony growth in vitro, and also downregulated survivin expression in these cells. Moreover, different combined mixtures of these monoterpenes further enhanced their anticancer effects on cellular viability, with a terpinen-4-ol and sabinene hydrate combination being the most potent. We also found that terpinen-4-ol, in combination with sabinene hydrate, markedly enhanced the anticancer effect of the individual monoterpenes on NSCLC viability within a shorter treatment duration through, at least in part, survivin downregulation. Furthermore, this combination enhanced the inhibition of colony growth in vitro and the tumor growth of NSCLC cells xenografted onto chick embryo CAM in vivo. Altogether, our study highlights the potential of these monoterpenes for use in further pre-clinical investigations against various cancer hallmarks.


Assuntos
Carcinoma Pulmonar de Células não Pequenas , Neoplasias Pulmonares , Óleos Voláteis , Origanum , Embrião de Galinha , Camundongos , Animais , Monoterpenos/farmacologia , Óleos Voláteis/farmacologia , Carcinoma Pulmonar de Células não Pequenas/tratamento farmacológico , Survivina/metabolismo , Camundongos Nus , Neoplasias Pulmonares/tratamento farmacológico
8.
Molecules ; 28(19)2023 Oct 03.
Artigo em Inglês | MEDLINE | ID: mdl-37836766

RESUMO

Following the work already carried out in our laboratory on eucalyptol, a new green solvent derived from biomass, we are now looking at sabinene as another new green solvent. Sabinene is also derived from biomass, has no known toxicity and can be recycled by distillation. We have shown that it can be used as it is or distilled to synthesize thiazolo[5,4-b]pyridine heterocycles by thermal activation or microwave irradiation. This new solvent was compared with various conventional and green solvents. The conditions were optimised to enable us to carry out the syntheses in satisfactory yields, and we were able to show that sabinene, a natural bicyclic monoterpene, could be used effectively as a solvent.

9.
J Ethnopharmacol ; 309: 116347, 2023 Jun 12.
Artigo em Inglês | MEDLINE | ID: mdl-36894108

RESUMO

ETHNOPHARMACOLOGICAL RELEVANCE: Ferula gummosa Boiss., known in Persian as "Baridje," belongs to the Apiaceae family. All parts of this plant, especially the root, contain galbanum. Galbanum, the oleo-gum resin of F. gummosa, is one of the essential traditional herbal medicines in Iran, which is used as a tonic for epilepsy and chorea, memory enhancement, gastrointestinal diseases, and wound healing. AIM OF THE STUDY: We investigated the toxicity, anticonvulsant effects, and molecular modeling of the essential oil (EO) distilled from the oleo-gum resin of F. gummosa. MATERIALS AND METHODS: Gas chromatography-mass spectrometry was used to identify the EO components. The cytotoxicity of EO on HepG2 cell lines was assessed by the MTT method. Male mice were arranged as follows: negative control groups (sunflower oil (10 ml/kg, i.p.) or saline (10 ml/kg, p.o.)), EO groups (0.5, 1, 1.5, and 2.5 ml/kg, p.o.), and positive control groups (ethosuximide (150 mg/kg, p.o.) or diazepam (1.0 or 2 mg/kg, i.p.)). The motor coordination and neurotoxicity of EO were studied using the rota-rod test. Open-field, novel object recognition, and passive avoidance learning tests were used to investigate the effect of EO on locomotor activity and memory function. An acute pentylenetetrazole-induced seizure model was utilized to evaluate the anticonvulsant properties of the EO. The interaction of the EO main components with the GABAA receptor was investigated by coarse-grained molecular dynamics simulations. RESULTS: ß-pinene, sabinene, α-pinene, and ρ-cymene were the main components of EO. The IC50 of the EO at 24, 48, and 72 h was found to be 59.90, 12.96, and 3.93 µl/ml, respectively. No adverse effects were observed in memory, motor coordination, and locomotor activity in mice treated with EO. Administration of EO (1, 1.5, and 2.5 ml/kg) improved survival rates in mice receiving pentylenetetrazole (PTZ; to induce an epileptic seizure). Sabinene was able to bind to the binding site of benzodiazepines at the GABAA receptor. CONCLUSIONS: Acute treatment with the EO of F. gummosa caused antiepileptic effects and could effectively increase the survival rate in PTZ-treated mice with no significant toxicity.


Assuntos
Ferula , Óleos Voláteis , Camundongos , Animais , Óleos Voláteis/toxicidade , Anticonvulsivantes/uso terapêutico , Anticonvulsivantes/toxicidade , Ferula/química , Pentilenotetrazol/toxicidade , Receptores de GABA-A
10.
Nat Prod Res ; 37(15): 2618-2622, 2023.
Artigo em Inglês | MEDLINE | ID: mdl-35357190

RESUMO

Seseli is a large genus of aromatic and economically important herbs of the Apiaceae family that includes eighty-seven taxa, mainly distributed in Europe and Asia. Several species of this genus are extensively used in various popular medicines and based on their traditional uses, much research concerning biological activities have been carried out. In the present study, the chemical composition of the essential oil from aerial parts of Seseli bocconei Guss., a rare plant endemic of Sicily, was analysed by GC-MS. No one report has been previously published on the essential oil of this species. The result showed the presence of large quantity of monoterpene and sesquiterpene hydrocarbons whereas it was practically devoid of oxygenated terpenes. Main metabolites of the oil were germacrene D (18.48%) and sabinene (17.46%). Chemotaxonomic considerations with respect to other oils of Seseli taxa were carried out.


Assuntos
Apiaceae , Óleos Voláteis , Óleos Voláteis/química , Apiaceae/química , Sicília , Componentes Aéreos da Planta/química , Terpenos/análise
11.
Plants (Basel) ; 11(18)2022 Sep 09.
Artigo em Inglês | MEDLINE | ID: mdl-36145754

RESUMO

Recently, spices have attracted the attention of scientists and agrochemical companies for their potential as insecticidal and acaricidal agents, and even as repellents to replace synthetic compounds that are labeled with detrimental impacts on environment and human and animal health. In this framework, the aim of this study was to evaluate the insecticidal potential of the essential oils (EOs) obtained from three Cameroonian aromatic plants, namely Monodora myristica (Gaertn.) Dunal, Xylopia aethiopica (Dunal) A. Rich., and Aframomum citratum (J. Pereira) K. Schum. They were produced by hydrodistillation, with yields of 3.84, 4.89, and 0.85%, respectively. The chemical composition was evaluated by GC-MS analysis. The EOs and their major constituents (i.e., geraniol, sabinene, α-pinene, p-cymene, α-phellandrene, and ß-pinene) were tested against the polyphagous moth pest, i.e., Spodoptera littoralis (Boisd.), the common housefly, Musca domestica L., and the filariasis and arbovirus mosquito vector, Culex quinquefasciatus Say. Our results showed that M. myristica and X. aethiopica EOs were the most effective against M. domestica adults, being effective on both males (22.1 µg adult-1) and females (LD50: 29.1 µg adult-1). The M. myristica EO and geraniol showed the highest toxicity on S. littoralis, with LD50(90) values of 29.3 (123.5) and 25.3 (83.2) µg larva-1, respectively. Last, the EOs from M. myristica and X. aethiopica, as well as the major constituents p-cymene and α-phellandrene, were the most toxic against C. quinquefasciatus larvae. The selected EOs may potentially lead to the production of cheap and effective botanical insecticides for African smallholders, although the development of effective formulations, a safety evaluation, and an in-depth study of their efficacy on different insect species are needed.

12.
Nat Prod Res ; : 1-5, 2022 Sep 01.
Artigo em Inglês | MEDLINE | ID: mdl-36047989

RESUMO

Ammi L. is a small genus of economically important plants belonging to Apiaceae family that includes only six taxa. In the present study the chemical composition of the essential oil from aerial parts of Ammi crinitum Guss., a very rare plant, endemic of Sicily, was analyzed by GC-MS. No previously paper has been published on this species. The results showed the presence of large quantity of monoterpene hydrocarbons with sabinene (63.9%), as the most abundant component. Other metabolites present in good quantity were γ-terpinene (8.0%), and 4-terpineol (3.7%). Based on the composition of the essential oil of all the other Ammi taxa, several considerations have been carried out.

13.
Phytother Res ; 36(7): 2839-2851, 2022 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-35567294

RESUMO

Myristica fragrans (Houtt.) is an evergreen tree native to the Maluku Islands, Indonesia. M. fragrans kernel is extensively used in Indian traditional medicines to treat various diseases. Several studies attempt to compile and interpret the pharmacological potential of Myristica fragrans (Houtt.) aqueous and various chemical extracts. Thus, the pharmacological potential of nutmeg essential oil has not been reviewed phytochemically and pharmacologically. Therefore, the present study aimed to share appropriate literature evidence regarding the plant essential oil chemical composition and therapeutic potential of Myristica fragrans essential oil (MFEO). MFEO of leaf, mace, kernel, and seed were used worldwide as potential Ayurvedic medicine and fragrance. MFEO extracted by various methods and oil yield was 0.7-3.2, 8.1-10.3, 0.3-12.5, and 6.2-7.6% in leaf, mace, seed, and kernel. The primary chemical constituents of MFEO were sabinene, eugenol, myristicin, caryophyllene, ß-myrcene, and α-pinene. Clinical and experimental investigations have confirmed the antioxidant, antimicrobial, antiinflammatory, anticancer, antimalarial, anticonvulsant, hepatoprotective, antiparasitic, insecticidal, and nematocidal activities of MFEO. It is the first attempt to compile oil yield, composition, and the biological activities of MFEO. In future, several scientific investigations are required to understand the mechanism of action of MFEO and their bioactive constituents.


Assuntos
Anti-Infecciosos , Myristica , Óleos Voláteis , Antioxidantes/análise , Myristica/química , Óleos Voláteis/química , Óleos Voláteis/farmacologia , Extratos Vegetais/química , Sementes/química
14.
Plants (Basel) ; 11(7)2022 Mar 31.
Artigo em Inglês | MEDLINE | ID: mdl-35406931

RESUMO

This study compared the essential oils (EO) composition of Helichrysum arenarium (Bulgarian populations) with that of the cultivated species H. italicum. The EO composition of H. arenarium and H. italicum were analyzed via gas chromatography. In general, 75 components were identified in H. arenarium EO and 79 in H. italicum EO. The predominant constituents in H. arenarium EO were α-pinene (34.64-44.35%) and sabinene (10.63-11.1%), which affirmed the examined population as a new chemical type. Overall, the main EO constituents of H. italicum originating in France, Bosnia and Corsica were neryl acetate (4.04-14.87%) and ß-himachalene (9.9-10.99%). However, the EOs profile of H. italicum introduced from the above three countries differed to some extent. D-limonene (5.23%), italicene, α-guaiene and neryl acetate (14.87%) predominated in the H. italicum introduced from France, while α-pinene (13.74%), δ-cadinene (5.51%), α-cadinene (3.3%), ß-caryophyllene (3.65%) and α-calacorene (1.63%) predominated in plants introduced from Bosnia. The EOs of the plants introduced from France and Corsica had similar chemical composition and antimicrobiological activity.

15.
Pest Manag Sci ; 78(5): 1992-1999, 2022 May.
Artigo em Inglês | MEDLINE | ID: mdl-35104043

RESUMO

BACKGROUND: Eurasian spruce bark beetles (Ips typographus) use both attractant and anti-attractant semiochemicals to find suitable mature host trees. Trans-4-thujanol is abundant in young, unsuitable spruce trees. Electrophysiological studies have demonstrated its high activity levels, but field data are lacking. RESULTS: Enantioselective GC-MS analysis showed that only (1R,4S)-(+)-trans-4-thujanol was present in Norway spruce bark volatiles. In a factorial design field-trapping experiment, trans-4-thujanol alone was not attractive to Ips typographus. Traps baited with I. typographus' aggregation pheromone and trans-4-thujanol or the known anti-attractant 1,8-cineole caught fewer beetles than those baited with the aggregation pheromone alone. Catches for trans-4-thujanol and 1,8-cineole were dose-dependent. Intermediate doses of trans-4-thujanol and 1,8-cineole had a similar effect. Surprisingly, in contrast to 1,8-cineole and other known Ips anti-attractants, which all inhibit males more strongly than females, the addition of trans-4-thujanol to the aggregation pheromone reduced the attraction of females more. CONCLUSION: The Norway spruce volatile (+)-trans-4-thujanol is a novel I. typographus anti-attractant with potency comparable to the known anti-attractants 1,8-cineole and verbenone, and is more effective for females than for males. Incorporating (+)-trans-4-thujanol into anti-attractant lures could improve protection of trees from mass attack by I. typographus.


Assuntos
Besouros , Picea , Gorgulhos , Animais , Monoterpenos Bicíclicos , Besouros/fisiologia , Eucaliptol , Feminino , Masculino , Feromônios/análise , Casca de Planta/química , Árvores
16.
Pharm Biol ; 60(1): 206-211, 2022 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-35048794

RESUMO

CONTEXT: Due to the interesting potential of essential oils (EO) against cholinesterases and their close relation in Alzheimer's disease, the EO of Lepechinia betonicifolia (Lam) Epling (Lamiaceae), a native shrub from Ecuador, was assessed. Chemical profiling and enantiomeric distribution were also recorded for the first time. OBJECTIVE: To analyse the chemical profile including the enantiomeric composition and anticholinesterase effect exerted by EO of L. betonicifolia. MATERIALS AND METHODS: The EO of L. betonicifolia fresh aerial parts was obtained by hydrodistillation in a Clevenger-type apparatus. Physical properties were determined according to standard norms. The chemical composition was determined by GC-MS and GC-FID. Enantioselective GC-MS analysis was carried out by using a capillary chiral column. Anticholinesterase effect was assessed by Ellman's method with acetylthiocoline as substrate and Ellman's reagent (DTNB) to detect its hydrolysis at 405 nm for 60 min. Donepezil was used as a reference drug. EO was dissolved in methanol to reach 10 mg/mL concentration and two more 10× dilutions were included. RESULTS: Thirty-nine constituents were identified corresponding to 97.55% of the total oil composition. The main components were ß-pinene (30.45%), sabinene (27.98%), α-pinene (4.97%), ß-phellandrene (4.79%), E-caryophyllene (4.44%) and limonene (3.84%). L. betonicifolia EO exerted a strong inhibitory effect over the AChE enzyme with an IC50 value of 74.97 ± 1.17 µg/mL. DISCUSSION AND CONCLUSIONS: Current chemical characterisation and anticholinesterase effect of EO of L. betonicifolia encourage us to propose this EO as a candidate for the preparation of functional foods or as adjuvant therapy for Alzheimer's disease.


Assuntos
Inibidores da Colinesterase/farmacologia , Lamiaceae/química , Óleos Voláteis/farmacologia , Extratos Vegetais/farmacologia , Inibidores da Colinesterase/química , Inibidores da Colinesterase/isolamento & purificação , Equador , Cromatografia Gasosa-Espectrometria de Massas , Óleos Voláteis/química , Óleos Voláteis/isolamento & purificação , Extratos Vegetais/química , Extratos Vegetais/isolamento & purificação , Estereoisomerismo
17.
Plants (Basel) ; 12(1)2022 Dec 22.
Artigo em Inglês | MEDLINE | ID: mdl-36616168

RESUMO

In Ecuador, Hedyosmum cumbalense and Hedyosmum spectabile are valued for their well-known aromatic characteristics and therapeutic benefits. In this study, fresh and dried leaves of these species were steam-distilled to obtain their essential oils (EOs) for chemical characterization and assessment of their antimicrobial, antioxidant, and anticholinesterase properties. Gas chromatography coupled to mass spectrometry (GC-MS) and a flame-ionized detector (GC-FID) with a nonpolar column was employed to determine the chemical composition, along with the enantioselective analysis. The antimicrobial activity was evaluated against three Gram-positive, two Gram-negative, and two sporulated fungi. The radical scavenging properties were evaluated by DPPH and ABTS assays. A total of 66 and 57 compounds were identified for H. cumbalense and H. spectabile, respectively. Two pairs of enantiomers for each species were also detected, with (1R,5R)-(+)-sabinene and (1S,5S)-(-)-sabinene found in both specimens. A poor effect against Gram-positive cocci was observed on H. cumbalense (MIC of 4000 µg/mL). Both oils displayed weak antifungal activities, exhibiting a MIC of 1000 µg/mL. H. cumbalense had a good scavenging effect assessed by the ABTS radical (SC50 = 96.02 ± 0.33 µg/mL). Both EOs showed a strong anticholinesterase potential with an IC50 value of 61.94 ± 1.04 µg/mL for H. cumbalense and 21.15 ± 1.03 µg/mL for H. spectabile.

18.
Nat Prod Res ; 36(1): 432-435, 2022 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-32515616

RESUMO

The essential oil (EO) from leaf, mace, kernel, and seed of Myristica fragrans Houtt. growing in the Western Ghats, India was investigated for the first time. The EO was extracted by hydrodistillation and analysed by GC-MS. The results revealed that yields of EO were 3.16%, 8.10%, 6.24%, and 5.21% for leaf, mace, kernel, and seed, respectively. The main fractions were found to be monoterpenes (53.77%-94.82%), phenylpropenes (1.96%-28.61%), and sesquiterpenes (1.21%-16.76%) and for all the four parts. The main constituents of leaf were sabinene (17.17%), eugenol (16.60%), myristicin (9.12%), caryophyllene (8.82%), and ß-myrcene (4.74%). Sabinene (38.37%), α-pinene (8.16%), ß-pinene (7.61%), D-limonene (7.07%), and 3-carene (5.05%) were predominant constituents of mace. The major constituents of kernel and seed were sabinene, α-pinene, ß-pinene, and D-limonene. The major constituents of leaf, mace, kernel and seed of nutmeg can be utilised in the food, perfumery, aroma and pharmaceutical industries.


Assuntos
Myristica , Óleos Voláteis , Cromatografia Gasosa-Espectrometria de Massas , Monoterpenos/análise , Folhas de Planta/química
19.
Nat Prod Res ; 36(17): 4439-4442, 2022 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-34570617

RESUMO

Ravenia spectabilis Engl. belongs to the family Rutaceae is known to possess several biologically active phytomolecules. This study was planned to investigate the chemical composition and antimicrobial activity of the leaf essential oil of R. spectabilis. The hydrodistillation of fresh leaves of R. spectabilis gave 0.19 ± 0.02% essential oil. The resulting essential oil was analysed by gas chromatography-flame ionization detector (GC-FID) and gas chromatography-mass spectrometry (GC-MS). Altogether, thirty-one constituents forming 97.6 ± 1.72% of the total oil composition were identified. Major components of the oil were sabinene (60.8 ± 0.36%), α-pinene (5.4 ± 0.30%), myrcene (4.8 ± 0.25%), δ-3-carene (4.7 ± 0.62%) and ß-pinene (4.3 ± 0.17%). The in-vitro antimicrobial potential of the oil was examined against eight human pathogenic bacterial and fungal strains. The essential oil showed significant activity against Staphylococcus aureus, Staphylococcus epidermidis, methicillin-resistant Staphylococcus aureus, methicillin-resistant Staphylococcus epidermidis, Candida albicans, and Candida kefyr. This is the first report on R. spectabilis leaf essential oil composition and its antimicrobial activity. The essential oil could be a promising natural source of sabinene and antimicrobial for developing new phytotherapeutics.


Assuntos
Anti-Infecciosos , Staphylococcus aureus Resistente à Meticilina , Óleos Voláteis , Rutaceae , Antibacterianos/química , Anti-Infecciosos/química , Candida albicans , Cromatografia Gasosa-Espectrometria de Massas , Humanos , Testes de Sensibilidade Microbiana , Óleos Voláteis/química , Folhas de Planta/química , Rutaceae/química
20.
Molecules ; 26(12)2021 Jun 15.
Artigo em Inglês | MEDLINE | ID: mdl-34203980

RESUMO

Juniperus excelsa M. Bieb and J. sabina L. contain essential oil (EO), while J. sabina also contains podophyllotoxin, which is used as a precursor for anti-cancer drugs. Two studies were conducted. The first assessed the variability in the EO profile and podophyllotoxin concentration of the two junipers, depending on the location and tree gender. The main EO constituents of J. excelsa were α-cedrol, α-limonene and α-pinene, while the constituents in J. sabina were sabinene, terpinen-4-ol, myrtenyl acetate and α-cadinol. The podophyllotoxin yield of 18 J. sabina accessions was 0.07-0.32% (w/w), but this was not found in any of the J. excelsa accessions. The second study assessed the effect of hydrodistillation (Clevenger apparatus) and steam distillation (in a semi-commercial apparatus) on the EO profile and bioactivity. The extraction type did not significantly alter the EO composition. The EO profiles of the two junipers and their accessions were different and may be of interest to the industry utilizing juniper leaf EO. Breeding and selection programs could be developed with the two junipers (protected species) in order to identify chemotypes with (1) a high EO content and desirable composition, and (2) a high concentration of podophyllotoxin in J. sabina. Such chemotypes could be established as agricultural crops for the commercial production of podophyllotoxin and EO.


Assuntos
Juniperus/química , Óleos Voláteis/química , Podofilotoxina/química , Bulgária , Destilação/métodos , Juniperus/metabolismo , Óleos Voláteis/análise , Folhas de Planta/química , Óleos de Plantas/química , Podofilotoxina/análise , Eslováquia
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