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1.
Chem Biodivers ; 20(4): e202300134, 2023 Apr.
Article in English | MEDLINE | ID: mdl-36898082

ABSTRACT

This is the first report on the separation and biological assessment of all metabolites derived from Pulicaria armena (Asteraceae) which is an endemic species narrowly distributed in the eastern part of Turkey. The phytochemical analysis of P. armena resulted in the identification of one simple phenolic glucoside together with eight flavon and flavonol derivatives whose chemical structures were elucidated by NMR experiments and by the comparison of the spectral data with the relevant literature. The screening of all molecules for their antimicrobial, anti-quorum sensing, and cytotoxic activities revealed the biological potential of some of the isolated compounds. Additionally, quorum sensing inhibitory activity of quercetagetin 5,7,3' trimethyl ether was supported by molecular docking studies in the active site of LasR which is the primary regulator of this cell-to-cell communication system in bacteria. Lastly, the critical molecular properties indicating drug-likeness of the compounds isolated from P. armena were predicted. As microbial infections can be a serious problem for cancer patients with compromised immune systems, this comprehensive phytochemical research on P. armena with its anti-quorum sensing and cytotoxic compounds can provide a new approach to the treatment.


Subject(s)
Anti-Infective Agents , Asteraceae , Flavonoids , Pulicaria , Quorum Sensing , Humans , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Anti-Infective Agents/chemistry , Anti-Infective Agents/pharmacology , Asteraceae/chemistry , Flavonoids/chemistry , Flavonoids/pharmacology , Molecular Docking Simulation , Phytochemicals/chemistry , Phytochemicals/metabolism , Phytochemicals/pharmacology , Pulicaria/chemistry , Quorum Sensing/drug effects
2.
Molecules ; 28(2)2023 Jan 04.
Article in English | MEDLINE | ID: mdl-36677535

ABSTRACT

Plants of the genus Pulicaria are known for providing traditional medicines, spices, herbal teas, and insect deterrents. Pulicaria inuloides (Poir.). DC. is one of the less chemically studied species within the genus. Hydroalcoholic extracts from roots and aerial parts of P. inuloides were analyzed using the UHPLC-PAD-MSn technique and revealed the presence of six caffeoylquinic and eleven caffeoylhexaric conjugates together with hydroxykaempferol dimethyl ether and quercetagetin trimethyl ether. Moreover, constituents of chloroform extract from the whole P. inuloides plants were isolated and identified by spectroscopic methods. One new and four known caryophyllene derivatives, three thymol derivatives, and four polymethoxylated flavonols were found in the analyzed extract. The structure of the new compound was established by spectroscopic methods (HRESIMS, 1H NMR, 13C NMR, COSY, HSQC, HMBC, NOESY). The cytotoxicity of 6-Hydroxykaempferol 3,7-dimethyl ether and quercetagetin 3,7,3'-trimethyl ether (chrysosplenol C), which are major flavonols isolated from the plant, were tested on prostate epithelial cells (PNT2), prostate cancer cells (DU145 and PC3), human keratinocytes (HaCaT), and melanoma cells (HTB140 and A375). Both flavonols demonstrated moderate cytotoxic activity against PC3 cells (IC50 = 59.5 µM and 46.6 µM, respectively). The remaining cell lines were less affected (IC50 > 150 µM).


Subject(s)
Antineoplastic Agents , Methyl Ethers , Pulicaria , Humans , Flavonols/pharmacology , Pulicaria/chemistry , Plant Extracts/pharmacology , Plant Extracts/chemistry
3.
Molecules ; 28(10)2023 May 19.
Article in English | MEDLINE | ID: mdl-37241923

ABSTRACT

Infectious diseases caused by viruses and bacteria are a major public health concern worldwide, with the emergence of antibiotic resistance, biofilm-forming bacteria, viral epidemics, and the lack of effective antibacterial and antiviral agents exacerbating the problem. In an effort to search for new antimicrobial agents, this study aimed to screen antibacterial and antiviral activity of the total methanol extract and its various fractions of Pulicaria crispa (P. crispa) aerial parts. The P. crispa hexane fraction (HF) was found to have the strongest antibacterial effect against both Gram-positive and Gram-negative bacteria, including biofilm producers. The HF fraction reduced the expression levels of penicillin binding protein (PBP2A) and DNA gyrase B enzymes in Staphylococcus aureus and Pseudomonas aeruginosa, respectively. Additionally, the HF fraction displayed the most potent antiviral activity, especially against influenza A virus, affecting different stages of the virus lifecycle. Gas chromatography/mass spectrometry (GC/MS) analysis of the HF fraction identified 27 compounds, mainly belonging to the sterol class, with ß-sitosterol, phytol, stigmasterol, and lupeol as the most abundant compounds. The in silico study revealed that these compounds were active against influenza A nucleoprotein and polymerase, PBP2A, and DNA gyrase B. Overall, this study provides valuable insights into the chemical composition and mechanism of action of the P. crispa HF fraction, which may lead to the development of more effective treatments for bacterial and viral infections.


Subject(s)
Asteraceae , Pulicaria , Viruses , Anti-Bacterial Agents/pharmacology , Anti-Bacterial Agents/chemistry , Antiviral Agents/pharmacology , Pulicaria/chemistry , DNA Gyrase/pharmacology , Gram-Negative Bacteria , Gram-Positive Bacteria , Microbial Sensitivity Tests , Bacteria , Biofilms , Plant Extracts/pharmacology , Plant Extracts/chemistry
4.
Biomarkers ; 26(8): 665-673, 2021 Dec.
Article in English | MEDLINE | ID: mdl-34409912

ABSTRACT

CONTEXT: Liver is a vital organ for the detoxification of toxic substances in the body, where fibrosis is the major cause of liver damage. Pulicaria crispa processes many therapeutic applications such as antioxidant, antimicrobial, anticancer and anti-ulcerative agent. OBJECTIVE: This study aimed to modulate the fibrosis and inflammatory signalling pathways in carbon tetrachloride (CCl4)-induced liver damage in rats via treatment with Pulicaria crispa aerial parts ethanol extract (PCEE). MATERIALS AND METHODS: CCl4 was intraperitoneally injected at a dose of 0.5 mL/kg b.wt./twice a week/six consecutive weeks, PCEE was orally allocated at a dose of 250 mg/kg b.wt./day/six weeks and silymarin was orally administrated at a dose of 100 mg/kg, b.wt/day/six weeks. The plant extract evaluation was done through measuring aspartate and alanine aminotransferases (AST& ALT), alkaline phosphatase (ALP), total lipids (TP), total cholesterol (TC), triglycerides (TG), high-density lipoprotein cholesterol (HDL-C), low level glycoprotein-cholesterol (LDL-C), alpha fetoprotein (AFP), reduced glutathione (GSH), superoxide dismutase (SOD), malondialdehyde (MDA), nitric oxide (NO), tumour necrosis factor-α (TNF-α) and interleukin 6 (IL-6). The liver architectures were also estimated. RESULT: The phytochemical analysis of the extract showed the presence of sterols and/or triterpenoids. Treatments with plant extract suppressed significantly (p < 0.0001) the levels of AST, ALT, ALP, TP, TG, TC, LDH-C, MDA, NO, AFP, TNF-α and IL-6, while increased (p < 0.0001) the levels of HDL-C, GSH and SOD. The histopathological features confirmed the therapeutic role of the plant extract. CONCLUSION: PCEE succeeded to exert anti-fibrotic, anti-inflammatory and anti- oxidants effects in CCl4-induced liver fibrosis.


Subject(s)
Inflammation/prevention & control , Liver/drug effects , Plant Components, Aerial/chemistry , Plant Extracts/pharmacology , Pulicaria/chemistry , Signal Transduction/drug effects , Alanine Transaminase/metabolism , Animals , Aspartate Aminotransferases/metabolism , Carbon Tetrachloride , Chemical and Drug Induced Liver Injury/etiology , Chemical and Drug Induced Liver Injury/metabolism , Chemical and Drug Induced Liver Injury/prevention & control , Down-Regulation/drug effects , Ethanol/chemistry , Fibrosis , Glutathione/metabolism , Humans , Inflammation/metabolism , Liver/metabolism , Liver/pathology , Male , Phytotherapy/methods , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Rats , Superoxide Dismutase/metabolism
5.
Molecules ; 26(1)2021 Jan 03.
Article in English | MEDLINE | ID: mdl-33401558

ABSTRACT

Pulicaria jaubertii is a medicinal herb that alleviates inflammations and fever. Chromatographic separation, phytochemical characterization, and in vitro biological activities of the plant n-hexane extract were conducted for the first time in this study. Six compounds were isolated for the first time from the n-hexane fraction of Pulicaria jaubertii aerial parts and were identified on the bases of NMR and MS analyses as pseudo-taraxaterol (1), pseudo-taraxasterol acetate (2), 3ß-acetoxytaraxaster-20-en-30-aldehyde (3), calenduladiol-3-O-palmitate (4), stigmasterol (5), and α-tocospiro B (6). Compound (6) was a rare tocopherol-related compound and was isolated for the first time from family Asteraceae, while compound (3) was isolated for the first time from genus Pulicaria. The total alcoholic extract and n-hexane fraction were tested for their anti-inflammatory, antidiabetic, and cytotoxic activities. The n-hexane fraction has dose dependent red blood cells (RBCs) membrane stabilization and inhibition of histamine release activities with IC50: 60.8 and 72.9 µg/mL, respectively. As antidiabetic activity, the alcoholic extract exerted the most inhibition on the activity of yeast α-glucosidase, with an IC50: 76.8 µg/mL. The n-hexane fraction showed cytotoxic activity against hepatocarcinoma (HepG-2), breast carcinoma (MCF-7), and prostate carcinoma (PC-3) cell lines with IC50: 51.8, 90.8 and 62.2 µg/mL, respectively. In conclusion, the anti-inflammatory effect of Pulicaria jaubertii might be attributed to the triterpenoid constituents of the n-hexane extract of the plant.


Subject(s)
Anti-Inflammatory Agents , Antineoplastic Agents, Phytogenic , Hypoglycemic Agents , Neoplasms/drug therapy , Plants, Edible/chemistry , Pulicaria/chemistry , Animals , Anti-Inflammatory Agents/chemistry , Anti-Inflammatory Agents/pharmacokinetics , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Cytotoxins/chemistry , Cytotoxins/pharmacology , Hep G2 Cells , Humans , Hypoglycemic Agents/chemistry , Hypoglycemic Agents/pharmacology , MCF-7 Cells , Neoplasms/metabolism , PC-3 Cells , Rats , U937 Cells
6.
Molecules ; 26(4)2021 Feb 11.
Article in English | MEDLINE | ID: mdl-33670315

ABSTRACT

Arabian flora is a rich source of bioactive compounds. In this study, we investigated three aromatic plant species with the aim of finding valuable sources of antimicrobial agents against common pathogenic microorganisms. We focused especially on microorganisms, which cause outbreaks of infectious disease during mass gatherings and pilgrimages season in Saudi Arabia. The essential oils of three aromatic plant species were hydrodistilled from flowering aerial parts of Lavandula pubescens Decne. and Pulicaria incisa subsp. candolleana E.Gamal-Eldin, and from leaves, stems, ripe and unripe fruits of Juniperus procera Hochst. Ex Endl. They were subsequently analyzed by gas chromatography-mass spectrometry (GC-MS). The main constituents of L. pubescens were found to be carvacrol (55.7%), methyl carvacrol (13.4%), and ß-bisabolene (9.1%). P. incisa subsp. Candolleana essential oil was rich in linalool (33.0%), chrysanthenone (10.3%), eugenol (8.9%), and cis-chrysanthenol (8.0%); the major components of J. procera essential oil were α-pinene (31.3-62.5%) and δ-3-carene (7.3-30.3%). These essential oils were tested against thirteen American Type Culture Collection (ATCC) strains of Gram-positive and Gram-negative bacteria using the agar diffusion assay. The only effective essential oil was that of L. pubescens and the most sensitive strains were Acinetobacter baumannii, Salmonella typhimurium, Shigella sonnei, Enterococcus faecalis and Staphylococcus epidermidis. Carvacrol, the major constituent of L. pubescens, was tested on these strains and was compared with vancomycin, amikacin, and ciprofloxacin. The Minimum Inhibitory Concentration (MIC) and Minimum Bactericidal Concentration (MBC) assays of L. pubescens essential oil and carvacrol revealed that Gram-negative strains were more susceptible than the Gram-positive ones.


Subject(s)
Juniperus/chemistry , Lavandula/chemistry , Oils, Volatile/chemistry , Plant Oils/chemistry , Pulicaria/chemistry , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Cymenes/chemistry , Cymenes/pharmacology , Enterococcus faecalis/drug effects , Gram-Negative Bacteria/drug effects , Gram-Positive Bacteria/drug effects , Humans , Microbial Sensitivity Tests , Oils, Volatile/pharmacology , Plant Components, Aerial/chemistry , Plant Leaves/chemistry , Plant Oils/pharmacology , Saudi Arabia , Staphylococcus aureus/drug effects
7.
Tumour Biol ; 41(10): 1010428319880080, 2019 Oct.
Article in English | MEDLINE | ID: mdl-31603389

ABSTRACT

Searching for new sources of safe nutraceuticals antitumor drugs is an important issue. Consequentially, this study designed to assess the antitumor activity of Pulicaria undulata extract in vitro in the treatment of hepatocellular carcinoma HepG2 cell line. Aerial parts of P. undulata plants were collected, used for phytochemical analysis, and assessed for anticancer activity. The antitumor activity was evaluated through studying the cell viability and apoptotic pathway. The gas chromatography-mass spectrometry phytochemical analysis revealed that P. undulata is a promising new source of several known antioxidant and antitumor compounds which could participate in drug development and exploration of alternative strategies to the harmful synthetic antitumor drugs. P. undulata stifled HepG2 cell viability in a concentration-dependent manner. Meanwhile, P. undulata tempted substantial apoptosis in HepG2 cells and enhanced the expression of miR-34a. However, the mRNA expression level of antiapoptotic B-cell lymphoma-2 was markedly decreased by P. undulata treatment. Moreover, P. undulata increased the protein expression of proapoptotic p53 and caspase 3/9 with reducing B-cell lymphoma-2 protein expression level. Thus, P. undulata induced apoptosis in the HepG2 cells by overexpression of miR-34a which regulates p53/B-cell lymphoma-2/caspases signaling pathway. These findings were well appreciated with morphological studies of cells treated with P. undulata. In conclusion, P. undulata could be a probable candidate agent for the initiation of cell apoptosis in HepG2 and thereby can serve as promising therapeutic agent for treatment of hepatocellular carcinoma which should attract further studies.


Subject(s)
Apoptosis/drug effects , Carcinoma, Hepatocellular/pathology , Cell Proliferation/drug effects , Liver Neoplasms/pathology , Plant Extracts/pharmacology , Pulicaria/chemistry , Carcinoma, Hepatocellular/drug therapy , Hep G2 Cells , Humans , Liver Neoplasms/drug therapy , Signal Transduction
8.
Biomarkers ; 24(3): 286-294, 2019 May.
Article in English | MEDLINE | ID: mdl-30512969

ABSTRACT

Context: Stomach ulcers are the common gastrointestinal disorders worldwide. Objective: This study aimed to investigate the therapeutic impact of Pulicaria crispa aerial parts ethanol extract against gastric ulcer in rats. Materials and methods: Ulcer was induced by one oral dose of ethanol (0.5 ml/100g body weight) on 24 hours empty stomach, then the plant extract (500 mg/kg b.wt.) was orally administered daily for one week. Ranitidine (100 mg/kg b.wt.); as a reference drug was evaluated. Stomach acidity and volume, as well as lesion counts were measured. Levels of malondialdehyde (MDA), glutathione (GSH) and superoxide dismutase (SOD) were estimated. Assay of different marker enzymes; succinate dehydrogenase (SDH), lactate dehydrogenase (LDH), glucose-6-phosphatase (G-6-Pase), acid phosphatase (AP) and 5'-nucleotidase (5'NT) were determined. Interlukin-10 (IL-10), intracellular adhesion molecule-1 (ICAM-1) and tumor necrosis factor alpha (TNF-α) were also determined. Stomach histopathological assessment was detected. Results: Gastric ulcer showed drastic changes in oxidative stress, cell organelles and inflammatory markers. These biomarkers served as good tools to identify the presence of gastric ulcer. Treatment with P. crispa recorded amelioration in most parameters exceeding the auto healing effect. Conclusion: Healing potency of P. crispa is possibly related to its content of glycosides, coumarins, flavonoids, tannins, sterols and triterpenes.


Subject(s)
Oxidative Stress/drug effects , Plant Extracts/pharmacology , Pulicaria/chemistry , Stomach Ulcer/drug therapy , Animals , Catalase/genetics , Disease Models, Animal , Ethanol/therapeutic use , Gastric Mucosa/drug effects , Glutathione/genetics , Humans , Malondialdehyde/metabolism , Phytotherapy/methods , Plant Extracts/chemistry , Ranitidine/pharmacology , Rats , Stomach Ulcer/chemically induced , Stomach Ulcer/genetics , Stomach Ulcer/pathology , Superoxide Dismutase/genetics
9.
J Nat Prod ; 82(7): 1874-1885, 2019 07 26.
Article in English | MEDLINE | ID: mdl-31241943

ABSTRACT

Structural elucidation of a new triquinane sesquiterpenoid, presilphiperfolane-7α,8α-diol, 1a, isolated from Pulicaria vulgaris, was accomplished by combining solvent-induced removal of chemical shift degeneracy and computational (DFT-GIAO) prediction of NMR spectra with the analysis of 1H NMR splitting patterns. In addition to extensive NMR experiments (in 10 different solvents), MS, and FTIR, the identity of 1a was also confirmed by chemical transformations. The applied approach can facilitate structural elucidation of organic molecules and decrease the probability of an erroneous identification, permitting an unambiguous stereochemical elucidation and full NMR assignment. The pharmacological/toxicological profile of 1a was evaluated in several different models.


Subject(s)
Pulicaria/chemistry , Spectrum Analysis/methods , Animals , Molecular Structure , Solvents/chemistry , Stereoisomerism , Toxicity Tests
10.
Chem Biodivers ; 16(2): e1800483, 2019 Feb.
Article in English | MEDLINE | ID: mdl-30673162

ABSTRACT

A new caryophyllene, named pulicaryenne A (1), along with four other known caryophyllene derivatives (2, 3, 4 and 5) were isolated from the ethyl acetate extract of aerial parts of Pulicaria vulgaris Gaertn. (Asteraceae). All compounds were isolated for the first time from this species. Compound 2 was identified as a new epimer of a known caryophyllene derivative isolated previously from P. dysenterica. Their structures were established by spectroscopic means including NMR analysis (1D- and 2D-NMR) and ESI-TOF-MS. All compounds were evaluated for their anticholinesterase, antityrosinase and cytotoxic activities against two human cell lines (A549 and HeLa). Results showed that compound 5 exhibited the highest cytotoxic effect against A549 and anticholinesterase activity with IC50 values of 8.50±0.75 and 6.45±0.09 µg/mL, respectively. Furthermore, compound 5 showed also an interesting antityrosinase activity with percent inhibition value of 79.0±2.5 % at 50 µg/mL. The bioactivity and drug likeness scores of the isolated compounds 1-5 were calculated using Molinspiration software and discussed. These results may suggest that the five caryophyllene derivatives endowed with good biological properties, which could be used as bioactive alternatives in pharmaceutical preparations.


Subject(s)
Plant Extracts/chemistry , Pulicaria/chemistry , Sesquiterpenes/isolation & purification , A549 Cells , Anti-Inflammatory Agents, Non-Steroidal , Cholinesterase Inhibitors/isolation & purification , Cholinesterase Inhibitors/pharmacology , Cytotoxins/isolation & purification , Cytotoxins/pharmacology , Enzyme Inhibitors/isolation & purification , Enzyme Inhibitors/pharmacology , HeLa Cells , Humans , Molecular Structure , Monophenol Monooxygenase/antagonists & inhibitors , Polycyclic Sesquiterpenes , Sesquiterpenes/chemistry , Structure-Activity Relationship
11.
J Sci Food Agric ; 99(13): 6001-6010, 2019 Oct.
Article in English | MEDLINE | ID: mdl-31225640

ABSTRACT

BACKGROUND: In this study, we aimed to evaluate the influence of different extraction procedures [decoction, homogenizer-assisted extraction (HAE), infusion, maceration, Soxhlet and ultrasound-assisted extraction (UAE)] on the chemical profiling and biological properties of methanol and water extracts of Pulicaria dysenterica (L.) Bernh. The chemical profiles of the extracts were evaluated by high-performance liquid chromatography coupled to electrospray ionization and time-of-flight mass spectrometry (HPLC-ESI-TOF-MS). The antioxidant properties and enzymes (lipase, α-amylase, α-glucosidase, tyrosinase and cholinesterases) inhibitory potential of the extracts were evaluated. RESULTS: The chemical profiles were dependent on the type of extraction methods as well as on the type of solvent. The methanolic extracts showed higher levels of total phenolic, flavonoid, and phenolic acid content, while the highest total flavonol content was observed in the HAE-water extract. Forty different compounds were identified from P. dysenterica. In relation to the potential in vitro anti-diabetic effects, the highest activity against the studied key enzymes was observed for the macerated extract (α-amylase: 0.58 ± 0.03 and α- glucosidase: 1.65 ± 0.03 mmol ACAE g-1 ). The HAE-methanol extract was the most potent inhibitor of cholisterases, whereas the highest activities against tyrosinase were observed for UAE-methanol extract, followed by macerated and Soxhlet. The inhibitory activity of the studied extracts against lipase were in the order: soxhlet > macerated> HAE-methanol > UAE-methanol. CONCLUSION: This study has established scientific baseline data on the therapeutic properties of P. dysentrica, thereby advocating the need for further investigations in an endeavour to develop novel pharmaceuticals from this plant. © 2019 Society of Chemical Industry.


Subject(s)
Plant Extracts/chemistry , Pulicaria/chemistry , Antioxidants/chemistry , Antioxidants/isolation & purification , Chromatography, High Pressure Liquid , Flavonoids/chemistry , Flavonoids/isolation & purification , Glycoside Hydrolase Inhibitors/chemistry , Glycoside Hydrolase Inhibitors/isolation & purification , Monophenol Monooxygenase/antagonists & inhibitors , Monophenol Monooxygenase/chemistry , Multivariate Analysis , Phenols/chemistry , Phenols/isolation & purification , Plant Extracts/isolation & purification , Spectrometry, Mass, Electrospray Ionization , alpha-Amylases/antagonists & inhibitors , alpha-Amylases/chemistry , alpha-Glucosidases/chemistry
12.
Cell Mol Biol (Noisy-le-grand) ; 64(8): 18-21, 2018 Jun 25.
Article in English | MEDLINE | ID: mdl-29981679

ABSTRACT

Leishmaniasis is a neglected parasitic protozoal disease that affects approximately 12 million people and represents a public health problem in Iran. The objectives of this study were to obtain the essential oil (EO) from Pulicaria vulgaris Gaertn. growing in Iran and to carry out in-vitro antileishmanial screening of the EO against promastigotes of Leishmania major and Leishmania infantum. The EO from the aerial parts of P. vulgaris was extracted by hydrodistillation. Serial dilutions of the EO were screened for in-vitro antileishmanial activity using 96-well microtiter plates. The P. vulgaris EO was active against the promastigote forms of L. major and L. infantum, with IC50 values of 244.70 and 233.65 µg/mL, respectively. Pulicaria vulgaris EO may serve as an alternative or complementary treatment for leishmaniasis.


Subject(s)
Leishmania infantum/drug effects , Leishmaniasis/drug therapy , Oils, Volatile/pharmacology , Pulicaria/chemistry , Animals , Humans , Iran/epidemiology , Leishmania infantum/pathogenicity , Leishmaniasis/epidemiology , Leishmaniasis/parasitology , Oils, Volatile/chemistry
13.
Cell Mol Biol (Noisy-le-grand) ; 63(8): 42-47, 2017 Aug 30.
Article in English | MEDLINE | ID: mdl-28886313

ABSTRACT

In recent years, with increased the prevalence of viral infections and having no specific for  their treatment  and also the continuous appearance of resistant viral strains, the finding of novel antiviral agents is necessary. In this study, monoterpenes of thymol, carvacrol, p-cymene and essential oils from Sinapis arvensis L., Lallemantia royleana Benth. and Pulicaria vulgaris Gaertn. were screened for their inhibitory effect against herpes simplex virus type 1 (HSV-1) in vitro on Vero cell line CCL-81-ATCC using a plaque reduction assay. The antiviral activity of three monoterpenes (thymol, carvacrol and p-cymene) and three essential oils were evaluated by cytotoxicity assay, direct plaque test. In addition, the modes of antiviral action of these compounds were investigated during the viral infection cycle. Results showed that the inhibitory concentrations (IC50) were determined at 0.002%, 0.037%, >0.1%, 0.035%, 0.018% and 0.001% for thymol, carvacrol, p-cymene, S. arvensis oil, L. royleana oil and P. vulgaris oil, respectively. A manifestly dose-dependent virucidal activity against HSV-1 could be exhibited for compounds tested. In order to determine the mode of the inhibitory effect, compounds were added at different stages during the viral infection cycle. At maximum noncytotoxic concentrations of the compounds, plaque formation was significantly reduced by more than 80% when HSV-1 was preincubated with p-cymene. However, no inhibitory effect could be observed when the compounds were added to the cells prior to infection with HSV-1 or after the adsorption period. CONCLUSION: These results indicate that compounds affected HSV-1 mostly before adsorption and might interact with the viral envelope. Thymol exhibited a high selectivity index and seems to be a promising candidate for topical therapeutic application as antiviral agent for treatment of herpetic infections.


Subject(s)
Antiviral Agents/pharmacology , Herpesvirus 1, Human/drug effects , Monoterpenes/pharmacology , Oils, Volatile/pharmacology , Thymol/pharmacology , Animals , Antiviral Agents/isolation & purification , Chlorocebus aethiops , Cymenes , Herpesvirus 1, Human/growth & development , Lamiaceae/chemistry , Microbial Sensitivity Tests , Monoterpenes/isolation & purification , Oils, Volatile/isolation & purification , Pulicaria/chemistry , Sinapis/chemistry , Thymol/isolation & purification , Vero Cells , Viral Plaque Assay
14.
J Nat Prod ; 80(1): 82-89, 2017 01 27.
Article in English | MEDLINE | ID: mdl-28032767

ABSTRACT

Chemical analysis of the chloroform extract of the aerial parts of the Algerian plant Pulicaria undulata exhibiting anti-inflammatory activity resulted in the isolation of 10 new humulene sesquiterpenoids, 1-10, belonging to the asteriscunolide family of compounds. The structure and relative configuration have been defined by NMR data, whereas the absolute configuration has been established by ECD analysis. Compounds 1-10 include enantiomers of the known asteriscunolides A-D and tetrahydroasteriscunolide previously reported from the genera Asteriscus and Nauplius. Compounds 1 and 10 showed in vitro anti-inflammatory activity by inhibiting heat-induced albumin denaturation with IC50 values of 23.76 and 220.42 µM.


Subject(s)
Asteraceae/chemistry , Lactones/isolation & purification , Plant Extracts/isolation & purification , Pulicaria/chemistry , Sesquiterpenes/isolation & purification , Terpenes/isolation & purification , Lactones/chemistry , Molecular Structure , Monocyclic Sesquiterpenes , Plant Extracts/chemistry , Sesquiterpenes/chemistry , Terpenes/analysis , Terpenes/chemistry
15.
Pestic Biochem Physiol ; 141: 57-64, 2017 Sep.
Article in English | MEDLINE | ID: mdl-28911741

ABSTRACT

Fusarium oxysporum, the causal agent of rot and wilt diseases, is one of the most detrimental phytopathogens for the productivity of many economic crops. The present study was conducted to evaluate the potentiality of some xerophytic plants as eco-friendly approach for management of F. oxysporum. Phenolic rich extracts from five plants namely: Horwoodia dicksoniae, Citrullus colocynthis, Gypsophila capillaris, Pulicaria incisa and Rhanterium epapposum were examined in vitro. The different extracts showed high variability in their phenolic and flavonoid contents as well as total antioxidant capacity. A strong positive correlation existed between the antifungal activity of the tested extracts and their contents of both total phenolics and flavonoids (r values are 0.91 and 0.82, respectively). Extract of P. incisa was the most effective in reducing the mycelial growth (IC50=0.92mg/ml) and inhibiting the activities of CMCase, pectinase, amylase and protease by 36, 42, 58 and 55%, respectively. The high performance liquid chromatography analysis of P. incisa extract revealed the presence of eight phenolic acids along with five polyphenolic compounds. The flavonol, quercetin and its glycosides rutin and quercetrin were the most abundant followed by the phenolic acids, t-cinnamic, caffeic, ferulic and vanillic. P. incisa extract not only affects the growth and hydrolases of F. oxysporum but also induces ultrastructure changes in the mycelium, as revealed by transmission electron microscopy. To our knowledge, this is the first study to investigate the mechanisms underlying the antifungal activity of P. incisa.


Subject(s)
Fusarium/drug effects , Fusarium/metabolism , Hydrolases/metabolism , Phenols/chemistry , Plant Extracts/chemistry , Plant Extracts/pharmacology , Pulicaria/chemistry , Antifungal Agents/chemistry , Antifungal Agents/pharmacology , Antioxidants/chemistry , Antioxidants/pharmacology , Flavonoids/chemistry , Flavonoids/pharmacology , Fusarium/growth & development
16.
Chem Biodivers ; 14(8)2017 Aug.
Article in English | MEDLINE | ID: mdl-28467692

ABSTRACT

In recent years, antimicrobial activities of essential oils have been intensively explored, mainly in researching and developing new antimicrobial agents to overcome microbial resistance. The present study investigates the chemical composition and antimicrobial activities of essential oils obtained from two Asteraceae: Asteriscus graveolens (Forssk.) Less. and Pulicaria incisa (Lam.) DC. Chemical analysis was performed using a combination of capillary GC-FID and GC/MS analytical techniques. The major component of Asteriscus graveolens were cis-chrysanthenyl acetate (31.1%), myrtenyl acetate (15.1%), and kessane (11.5%), while for Pulicaria incisa the main components were chrysanthenone (45.3%) and 2,6-dimethylphenol (12.6%). The oils obtained from the aerial parts were tested against sixteen microbial strains by agar well diffusion technique and dilution methods and showed minimum inhibitory concentrations (MIC) in the range of 19 - 1250 µg/ml. A good antibacterial activity against a common nosocomial pathogen, Acinetobacter baumanniiATCC 19606 was observed, especially from Pulicaria incisa essential oil, with a MIC value up to 19 µg/ml. These results give significant information about the pharmacological activity of these essential oils, which suggest their benefits to human health, having the potential to be used for medical purposes.


Subject(s)
Anti-Infective Agents/chemistry , Asteraceae/chemistry , Oils, Volatile/chemistry , Pulicaria/chemistry , Anti-Infective Agents/isolation & purification , Anti-Infective Agents/pharmacology , Asteraceae/metabolism , Gas Chromatography-Mass Spectrometry , Gram-Negative Bacteria/drug effects , Gram-Positive Bacteria/drug effects , Microbial Sensitivity Tests , Oils, Volatile/isolation & purification , Oils, Volatile/pharmacology , Plant Components, Aerial/chemistry , Plant Components, Aerial/metabolism , Pulicaria/metabolism
17.
Chem Biodivers ; 14(4)2017 Apr.
Article in English | MEDLINE | ID: mdl-28094467

ABSTRACT

The composition of the essential oil isolated from leaves and flowers of Pulicaria incisa sub. candolleana E. Gamal-Eldin, growing in Egypt, was analysed by GC and GC-MS. Forty-nine and 68 compounds were identified from the oils of the leaves and flowers accounting for 86.69 and 84.29%, respectively of the total detected constituents. Both leaves and flowers oils were characterized by the high content of carvotanacetone with 66.01, 50.87 and chrysanthenone 13.26, 24.3%, respectively. The cytotoxic activity of both essential oils was evaluated against hepatocellular carcinoma cell line HEPG-2, using MTT assay and vinblastine as a reference drug. Leaf oil showed higher activity with IC50 11.4 µg/ml compared with 37.4 µg/ml for flower oil. The antimicrobial activity of both oils was evaluated using agar well diffusion method towards two representatives for each of Gram positive and Gram negative bacteria as well as four representatives for fungi. The minimum inhibitory concentration of both essential oils against bacterial and fungal strains was obtained in the range of 0.49 - 15.63 µg/ml.


Subject(s)
Anti-Bacterial Agents/isolation & purification , Antifungal Agents/isolation & purification , Antineoplastic Agents/isolation & purification , Oils, Volatile/chemistry , Pulicaria/chemistry , Anti-Bacterial Agents/chemistry , Antifungal Agents/chemistry , Antifungal Agents/pharmacology , Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Boranes/isolation & purification , Egypt , Flowers/chemistry , Gas Chromatography-Mass Spectrometry , Gram-Negative Bacteria/drug effects , Gram-Positive Bacteria/drug effects , Hep G2 Cells , Humans , Microbial Sensitivity Tests , Oils, Volatile/isolation & purification , Oils, Volatile/pharmacology , Plant Leaves/chemistry
18.
Chem Biodivers ; 12(5): 781-99, 2015 May.
Article in English | MEDLINE | ID: mdl-26010666

ABSTRACT

The chemical composition of the essential oil isolated from the aerial parts of Pulicaria sicula (L.) Moris was characterized by GC-FID and GC/MS analyses. The oil was particularly rich in oxygenated terpenoids. Among the oxygenated monoterpenes (content of 44.5%), the most abundant were borneol (23.7%), bornyl acetate (6.5%), and isothymol isobutyrate (6.2%). Caryophyllene oxide (10.2%), caryophylladienol I (4.3%), and caryophylla-3,8(13)-dien-5ß-ol (4.4%) were identified as the main constituents among the oxygenated sesquiterpenes. Furthermore, a complete literature review on the composition of the essential oils of all the Pulicaria taxa studied so far was performed and a principal component analysis (PCA) was carried out.


Subject(s)
Oils, Volatile/analysis , Oils, Volatile/chemistry , Plant Components, Aerial/chemistry , Pulicaria/chemistry , Gas Chromatography-Mass Spectrometry , Molecular Structure , Principal Component Analysis , Sicily
19.
Int J Mol Sci ; 16(1): 1131-42, 2015 Jan 05.
Article in English | MEDLINE | ID: mdl-25569090

ABSTRACT

A green, one-step approach for the preparation of graphene/Ag nanocomposites (PE-HRG-Ag) via simultaneous reduction of both graphene oxide (GRO) and silver ions using Pulicaria glutinosa plant extract (PE) as reducing agent is reported. The plant extract functionalizes the surfaces of highly reduced graphene oxide (HRG) which helps in conjugating the Ag NPs to HRG. Increasing amounts of Ag precursor enhanced the density of Ag nanoparticles (NPs) on HRG. The preparation of PE-HRG-Ag nanocomposite is monitored by using ultraviolet-visible (UV-Vis) spectroscopy, powder X-ray diffraction (XRD), and energy dispersive X-ray (EDX). The as-prepared PE-HRG-Ag nanocomposities display excellent surface-enhanced Raman scattering (SERS) activity, and significantly increased the intensities of the Raman signal of graphene.


Subject(s)
Graphite/chemistry , Nanocomposites/chemistry , Pulicaria/chemistry , Silver/chemistry , Microscopy, Electron, Transmission , Plant Extracts/chemistry , Pulicaria/metabolism , Spectrophotometry, Ultraviolet , Spectrum Analysis, Raman
20.
AAPS PharmSciTech ; 15(3): 658-64, 2014 Jun.
Article in English | MEDLINE | ID: mdl-24599512

ABSTRACT

This study examined the effect of an aqueous extract of Pulicaria undulata on the 1,4-dithiothreitol (DTT)-induced aggregation of proteins. The effects of the chaperone properties of P. undulata extract on protein aggregation were determined by measuring light scattering absorption, fluorescence, and circular dichroism (CD) spectroscopy. The aqueous extract of P. undulata possesses good chaperone properties but the protection effect was varied in different protein. The extract showed a higher level of protection in high molecular weight proteins than in those of low molecular weight. Using a fluorescence study, the present study provides information on the hydrophobic area of proteins interacting with the P. undulata extract. In fact, by increasing the concentration of the P. undulata extract, the hydrophic area of the protein decreased. CD spectroscopy also revealed that DTT caused changes in both the tertiary and the secondary structure of the proteins, while in the presence of P. undulata extract, there was little change. Our finding suggests the possibility of using P. undulata extract for the inhibition of aggregation and the deposition of protein in disease.


Subject(s)
Molecular Chaperones/chemistry , Plant Extracts/chemistry , Proteins/chemistry , Pulicaria , Circular Dichroism , Conalbumin/chemistry , Dithiothreitol/chemistry , Hydrophobic and Hydrophilic Interactions , Insulin/chemistry , Lactalbumin/chemistry , Light , Molecular Chaperones/isolation & purification , Molecular Weight , Plant Extracts/isolation & purification , Protein Aggregates , Protein Folding , Protein Structure, Secondary , Protein Structure, Tertiary , Pulicaria/chemistry , Scattering, Radiation , Spectrometry, Fluorescence , Time Factors
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