Proapoptotic Activity of Achillea membranacea Essential Oil and Its Major Constituent 1,8-Cineole against A2780 Ovarian Cancer Cells

Among the hundreds of reported Achillea species, A. membranacea (Labill.) DC. is one of the six that grow in Jordan. Many species of this genus are used in folk medicine to treat a variety of ailments and several biological and pharmacological activities have been ascribed to their essential oil (EO). For this study, the EO obtained from a specimen of A. membranacea grown in Jordan was analyzed by GC-MS. Ninety-six compounds were detected, of which oxygenated monoterpenes was the predominant class (47.9%), followed by non-terpene derivatives (27.9%), while sesquiterpenes represented 14.2% of the total composition. The most abundant compound in the EO was 1,8-cineole (21.7%). The cytotoxic activity of the EO was evaluated against three cancer cell lines (MCF7, A2780 and HT29), and one normal fibroblast cell line (MRC5) by MTT assay. Significant growth inhibition was observed in EO-exposed A2780 and HT29 cells (IC50 = 12.99 and 14.02 μg/mL, respectively), while MCF7 and MRC5 were less susceptible. The EO induced apoptosis and increased the preG1 events in A2780 cells. 1,8-Cineole, the major constituent of the EO, exhibited submicromolar cytotoxicity against A2780 cells, and was 42 times more selective against MRC5 cells. Its cytotoxicity against A2780 cells was comparable with that of doxorubicin, but 1,8-cineole was more selective for MRC5 normal cells. Interestingly, 1,8-cineole enhanced apoptosis in A2780, and caused a remarkable dose-dependent increase in preG1 events. Thus, 1,8-cineole has demonstrated promising cytotoxic and proapoptotic properties.

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Chemical study and larvicidal activity against Aedes aegypti of essential oil of Piper aduncum L. (Piperaceae)

Anais da Academia Brasileira de Ciências ◽

10.1590/0001-3765201391011 ◽

2013 ◽

Vol 85 (4) ◽

pp. 1227-1234 ◽

Cited By ~ 22

Author(s):

GISELE L. OLIVEIRA ◽

SHEILA K. CARDOSO ◽

CELIO R. LARA JUNIOR ◽

THALLYTA M. VIEIRA ◽

ELSIE F. GUIMARAES ◽

...

Keyword(s):

Gas Chromatography ◽

Mortality Rate ◽

Essential Oil ◽

Larvicidal Activity ◽

Inflammatory Diseases ◽

Folk Medicine ◽

Chemical Study ◽

Major Constituent ◽

Flame Ionization ◽

Piper Aduncum

ABSTRACT Piper aduncum L. is used in folk medicine to treat respiratory and inflammatory diseases. The aim of this study was to analyze the essential oil from leaves of P. aduncum collected in the Brazilian Cerrado, North of Minas Gerais, as well as to evaluate the larvicidal activity of this oil and of its major constituent. The essential oil was analyzed by gas chromatography coupled to flame ionization detector and gas chromatography coupled to mass spectrometry that allowed characterizing 23 compounds (monoterpenes: 90.4%; sesquiterpenes: 7.0%). The major component was 1,8-cineole (53.9%). This oil showed to be very different from those obtained from the same species. Larvae of A. aegypti were exposed to different concentrations of the essential oil and 1,8-cineole. The mortality rate of 100% was obtained after 24h of treatment with the oil at concentrations of 500 and 1,000 ppm. After 48h of treatment, the mortality rate was 80% and 50% for concentrations of 250 and 100 ppm, respectively. The LC50 obtained after 24h was estimated in 289.9 ppm and after 48h was 134.1 ppm. The major compound 1,8-cineole showed no larvicidal activity.

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Histochemistry, content and chemical composition of essential oil in different organs of Alpinia zerumbet

Ciência Rural ◽

10.1590/s0103-84782013001000013 ◽

2013 ◽

Vol 43 (10) ◽

pp. 1811-1816 ◽

Cited By ~ 10

Author(s):

Caroline Nery Jezler ◽

Ricardo Silva Batista ◽

Péricles Barreto Alves ◽

Delmira da Costa Silva ◽

Larissa Corrêa do Bomfim Costa

Keyword(s):

Chemical Composition ◽

Essential Oil ◽

Oil Content ◽

Folk Medicine ◽

Major Constituent ◽

Secretory Structures ◽

Asian Origin ◽

Histochemical Test ◽

Alpinia Zerumbet

Alpinia zerumbet is a medicinal plant from Asian origin used in folk medicine for the treatment of hypertension, which effect is attributed to terpinen-4-ol, the major component of the essential oil. The objective of this work was to identify the essential oil secretory structures in the leaf, flower, root and rhizome of this plant, and analyze the content and the chemical composition of the oil in the different organs of the plant. Sections were subjected to histochemical test with Nadi reagent for in situ localization of secretion. The essential oil extraction was performed by hydrodistillation in a Clevenger apparatus and the compounds were identified in CG-EM/FID. The histochemical test was positive for terpenoids, confirming the presence of essential oil stored in secretory structures named oils cells present in all analyzed organs. The higher essential oil content was found on the leaf (0.30%), while the petal and the rhizome presented content of 0.10% and 0.06%, respectively. It was not possible to determine essential oil content of the root due to the low amount of biomass produced. There were qualitative and quantitative differences in the chemical composition of the essential oil in the different plant organs, but the major constituent in all of them was the terpinen-4-ol, followed by 1,8 cineol in the leaf and by the α-terpineol in the flower and rhizome.

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Myorelaxant effects of methyl cinnamate, the major constituent of the essential oil of Ocimum micranthum, on smooth muscle of the gastrointestinal tract of rats

Planta Medica ◽

10.1055/s-0033-1352063 ◽

2013 ◽

Vol 79 (13) ◽

Author(s):

FJ Lima ◽

MA Soares ◽

AA Vasconcelos-Silva ◽

HV Ribeiro-Filho ◽

F Cosker ◽

...

Keyword(s):

Smooth Muscle ◽

Gastrointestinal Tract ◽

Essential Oil ◽

Major Constituent ◽

Methyl Cinnamate

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Synergistic Antitumor Effect of 5-Fluorouracil Combined with Constituents from Pleurospermum lindleyanum in Hepatocellular carcinoma SMMC-7721 Cells

Anti-Cancer Agents in Medicinal Chemistry ◽

10.2174/1871520620666200824094624 ◽

2020 ◽

Vol 20 ◽

Author(s):

Xiao-Feng Zhu ◽

Xiao-Jin Li ◽

Zhong-Lian Cao ◽

Xiu-Jie Liu ◽

Ping Yang ◽

...

Keyword(s):

Hepatocellular Carcinoma ◽

Treatment Effectiveness ◽

Synergistic Effects ◽

Folk Medicine ◽

Inhibitory Effect ◽

Caspase 9 ◽

Whole Plant ◽

Anti Cancer ◽

Induced Apoptosis

Background: A Chinese folk medicine plant Pleurospermum lindleyanum possesses pharmacological activities of heat-clearing, detoxifying and preventing from hepatopathy, coronary heart disease, hypertension, and high altitude sickness. We isolated and characterized its constituents to investigate its synergistic effects against human hepatoma SMMC-7721 cells. Objective: The aim of this study was to explore the synergistic anti-cancer activities of isolates from P. lindleyanum with 5-FU on hepatoma SMMC-7721 cells in vitro and their primary mechanisms. Methods: Sequential chromatographic techniques were conducted for the isolation studies. The isolates structures were established by spectroscopic analysis as well as X-ray crystallographic diffraction. Growth inhibition was detected by MTT assay. The isobologram method was used to assess the effect of drug combinations. Flow cytometry and western blot were used to examine apoptosis and protein expression. Results: A new coumarin (16), along with sixteen known compounds, were isolated from the whole plant of P. lindleyanum and their structures were elucidated by spectroscopic methods. Four coumarins (2, 3, 5, and 16), two flavonoids (8 and 9) and three phytosterols and triterpenes (12-14) were found to synergistically enhance the inhibitory effect of 5-FU against SMMC-7721 cells. Among them, compounds 3 and 16 exhibited the best synergistic effects with IC50 of 5-FU reduced by 16-fold and 22-fold possessing the minimum Combination Index (CI) 0.34 and 0.27. The mechanism of action of combinations might be through synergistic arresting for the cell cycle at G1 phases and the induction of apoptosis. Moreover, western blotting and molecular docking revealed that compounds 3 or 5 might promote 5-FU-induced apoptosis by regulating the expression of Caspase 9 and PARP. Conclusion: Constituents from P. lindleyanum may improve the treatment effectiveness of 5-FU against hepatocellular carcinoma cells.

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Chemical Composition and in-vitro antimicrobial screening of leaf essential oil of Plectranthus gerardianus Benth., and isolation of the major constituent of oil

The Natural Products Journal ◽

10.2174/2210315510999200731183701 ◽

2020 ◽

Vol 10 ◽

Author(s):

Navadha Bhatt ◽

Navabha Joshi ◽

Kapil Ghai ◽

Om Prakash

Keyword(s):

Antimicrobial Activity ◽

Essential Oil ◽

Major Constituent ◽

In Vitro Antimicrobial Activity ◽

Gram Positive Bacteria ◽

Medicinal Value ◽

Leaf Essential Oil ◽

Plant Families ◽

Total Oil

Background: The Lamiaceae (Labiatae) is one of the most diverse and widespread plant families’ in terms of ethno medicine and its medicinal value is based on the volatile oils concentration. This family is important for flavour, fragrance and medicinal properties. Manyplants belonging to this family have indigenous value. Method: The essential oil of Plectranthus gerardianusBenth. (Lamiaceae), was analysed by GC and GC-MS analysis, while the major component was isolated and conformed by NMR spectroscopy. Result: The oil was found to be rich in oxygenated monoterpenes, which contribute around 62% of the total oil. The major components identified were fenchone (22.90%) and carvenone oxide (16.75%), besides other mono and sesquiterpenoids. The in-vitro antimicrobial activity of essential oil was tested against three gram negative bacteria viz. Pasteurellamultocida, Escherichia coli, and Salmonella enterica, two gram positive bacteria viz. Staphylococcus aureus and Bacillus subtilis and two fungi viz. Candida albicans and Aspergillusflavus. The antimicrobial activity of the oil was also compared to the antimicrobial activity of leaf essential oil of another Himalayan plant viz. Nepetacoerulescens. Conclusion: The oil showed in-vitro antimicrobial activity against all the microbial strains and can lessen the ever-growing demand of potentially hazardous antibiotics for treatment.

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Chemical Constituents of the Essential Oil from Ecuadorian Endemic Species Croton ferrugineus and Its Antimicrobial, Antioxidant and α-Glucosidase Inhibitory Activity

Molecules ◽

10.3390/molecules26154608 ◽

2021 ◽

Vol 26 (15) ◽

pp. 4608

Author(s):

Eduardo Valarezo ◽

Génesis Gaona-Granda ◽

Vladimir Morocho ◽

Luis Cartuche ◽

James Calva ◽

...

Keyword(s):

Gas Chromatography ◽

Essential Oil ◽

Endemic Species ◽

Chemical Constituents ◽

Radical Scavenging ◽

Moderate Activity ◽

Gram Positive Bacteria ◽

Flame Ionization ◽

Total Composition ◽

Radical Scavenging Properties

Croton ferrugineus Kunth is an endemic species of Ecuador used in traditional medicine both for wound healing and as an antiseptic. In this study, fresh Croton ferrugineus leaves were collected and subjected to hydrodistillation for extraction of the essential oil. The chemical composition of the essential oil was determined by gas chromatography equipped with a flame ionization detector and gas chromatography coupled to a mass spectrometer using a non-polar and a polar chromatographic column. The antibacterial activity was assayed against three Gram-positive bacteria, one Gram-negative bacterium and one dermatophyte fungus. The radical scavenging properties of the essential oil was evaluated by means of DPPH and ABTS assays. The chemical analysis allowed us to identify thirty-five compounds representing more than 99.95% of the total composition. Aliphatic sesquiterpene hydrocarbon trans-caryophyllene was the main constituent with 20.47 ± 1.25%. Other main compounds were myrcene (11.47 ± 1.56%), β-phellandrene (10.55 ± 0.02%), germacrene D (7.60 ± 0.60%), and α-humulene (5.49 ± 0.38%). The essential oil from Croton ferrugineus presented moderate activity against Candida albicans (ATCC 10231) with an MIC of 1000 μg/mL, a scavenging capacity SC50 of 901 ± 20 µg/mL with the ABTS method, and very strong antiglucosidase activity with an IC50 of 146 ± 20 µg/mL.

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Myorelaxant Effect of the Dysphania ambrosioides Essential Oil on Sus scrofa domesticus Coronary Artery and Its Toxicity in the Drosophila melanogaster Model

Molecules ◽

10.3390/molecules26072041 ◽

2021 ◽

Vol 26 (7) ◽

pp. 2041

Author(s):

Luiz Jardelino de Lacerda Neto ◽

Andreza Guedes Barbosa Ramos ◽

Renata Evaristo Rodrigues da Silva ◽

Luís Pereira-de-Morais ◽

Fernanda Maria Silva ◽

...

Keyword(s):

Drosophila Melanogaster ◽

Smooth Muscle ◽

Coronary Artery ◽

Essential Oil ◽

Coronary Arteries ◽

Sus Scrofa ◽

Ex Vivo ◽

Alternative Methods ◽

Major Constituent ◽

Sus Scrofa Domesticus

Purpose: Alternative methods for the use of animals in research have gained increasing importance, due to assessments evaluating the real need for their use and the development of legislation that regulates the subject. The principle of the 3R’s (replacement, reduction and refinement) has been an important reference, such that in vitro, ex vivo and cord replacement methods have achieved a prominent place in research. Methods: Therefore, due to successful results from studies developed with these methods, the present study aimed to evaluate the myorelaxant effect of the Dysphania ambrosioides essential oil (EODa) using a Sus scrofa domesticus coronary artery model, and the toxicity of both the Dysphania ambrosioides essential oil and its major constituent, α-terpinene, against Drosophila melanogaster in toxicity and negative geotaxis assays. Results: The EODa relaxed the smooth muscle of swine coronary arteries precontracted with K+ and 5-HT in assays using Sus scrofa domesticus coronary arteries. The toxicity results presented LC50 values of 1.546 mg/mL and 2.282 mg/mL for the EODa and α-terpinene, respectively, thus showing the EODa and α-terpinene presented toxicity to these dipterans, with the EODa being more toxic. Conclusions: Moreover, the results reveal the possibility of using the EODa in vascular disease studies since it promoted the relaxation of the Sus scrofa domesticus coronary smooth muscle.

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Capillin, a major constituent of Artemisia capillaris Thunb. flower essential oil, induces apoptosis through the mitochondrial pathway in human leukemia HL-60 cells

Phytomedicine ◽

10.1016/j.phymed.2015.03.008 ◽

2015 ◽

Vol 22 (5) ◽

pp. 545-552 ◽

Cited By ~ 14

Author(s):

Yutaka Masuda ◽

Keisuke Asada ◽

Rei Satoh ◽

Kimihiko Takada ◽

Junichi Kitajima

Keyword(s):

Essential Oil ◽

Mitochondrial Pathway ◽

Major Constituent ◽

Human Leukemia ◽

Artemisia Capillaris

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Antifungal activity and brine shrimp toxicity assessment of Bulbine abyssinica used in the folk medicine in the Eastern Cape Province, South Africa

Bangladesh Journal of Pharmacology ◽

10.3329/bjp.v11i2.24405 ◽

2016 ◽

Vol 11 (2) ◽

pp. 469 ◽

Cited By ~ 1

Author(s):

Cromwell Mwiti Kibiti ◽

Anthony Jide Afolayan

Keyword(s):

South Africa ◽

Essential Oil ◽

Brine Shrimp ◽

Hatching Success ◽

Folk Medicine ◽

Microsporum Canis ◽

Eastern Cape Province ◽

Eastern Cape ◽

Opportunistic Fungi ◽

Toxicity Indices

Bulbine abyssinica is widely used in folk medicine in Eastern Cape Province, South Africa. The aim of this study was to evaluate the antifungal and toxicity potentials of essential oil, acetone and aqueous extracts of this species using standard procedures and brine shrimp test, respectively. The results showed that the species was active against the growth of Microsporum canis, Microsporum gypseum and Trichophyton rubrum among the evaluated opportunistic fungi. The toxicity results showed that the lowest cysts hatching success was observed with the essential oil, then acetone extract, with aqueous extract exhibiting the highest hatching success. Based on the criterion of toxicity indices of the lethality test, all the plant fractions exhibited LD50 values greater than 1 mg/mL hence are non-toxic. These findings indicate that B. abyssinica is a good source of antifungal agents.

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