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1.
J Nat Prod ; 80(11): 3038-3042, 2017 11 22.
Article in English | MEDLINE | ID: mdl-29120172

ABSTRACT

Three new lupane-type triterpenes, 3α,24-dihydroxylup-20(29)-en-28-oic acid (1), 3α,23-dihydroxy-30-oxolup-20(29)-en-28-oic acid (2), and 3α,23-O-isopropylidenyl-3α,23-dihydroxylup-20(29)-en-28-oic acid (3), together with eight known compounds (4-11) were isolated from a methanol extract of Phoradendron vernicosum aerial parts. The chemical structures of 1-3 were determined on the basis of spectroscopic data interpretation. The isolated compounds were tested against seven human cancer cell lines and two normal cell lines.


Subject(s)
Antineoplastic Agents, Phytogenic/isolation & purification , Phoradendron/chemistry , Plant Components, Aerial/chemistry , Triterpenes/isolation & purification , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Drug Screening Assays, Antitumor , HeLa Cells , Humans , KB Cells , MCF-7 Cells , Mexico , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Plant Extracts/chemistry , Plant Leaves/chemistry , Triterpenes/chemistry , Triterpenes/pharmacology
2.
An Acad Bras Cienc ; 89(2): 991-1001, 2017.
Article in English | MEDLINE | ID: mdl-28640349

ABSTRACT

Phoradendron mucronatum and P. microphyllum are plants that found in tropical and subtropical areas, used in traditional medicine and popularly known as mistle-thrush. The aim of this study was to identify the chemical constituents of different leaf extracts from P. mucronatum and P. microphyllum and assess cytotoxic activity against strains from a human tumour cells. Extracts obtained with hexane, dichloromethane, chloroform and ethyl acetate from the leaves were analysed by gas chromatography coupled with mass spectrometry (GC-MS) and the cytotoxicity was assessed by the MTT method (bromide (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide)). The tested human tumour cells were NCI-H292 (human pulmonar mucoepidermoid carcinoma), MCF-7 (human breast adenocarcinoma) and HEp-2 (epidermoid carcinoma of the larynx). Analysis by GC/MS of the extracts from leaves of P. microphyllum and P. mucronatum detected 51 different compounds, such as alkaloids, diterpenes, triterpenes, sterols, alcohols, aldehydes, fatty acids and hydrocarbons. In the cytotoxic evaluation, hexane and ethyl acetate extracts from the leaves P. microphyllum inhibited cell growth of NCI-H292 strains (72.97%) and HEp-2 (87.53%), respectively. The extracts of P. mucronatum species showed an inhibitory effect towards NCI-H292 (83.19%/hexane), MCF-7 (88.69%/dichloromethane) and HEp-2 (93.40%/hexane). The extracts showed cytotoxic activity against the tested strains, especially the P. mucronatum, which presented the highest percentages of inhibition of cell growth.


Subject(s)
Phoradendron/chemistry , Plant Extracts/chemistry , Plant Leaves/chemistry , Viscaceae/chemistry , Acetates/chemistry , Cell Line, Tumor , Cell Proliferation/drug effects , Chloroform/chemistry , Gas Chromatography-Mass Spectrometry , Hexanes/chemistry , Humans , MCF-7 Cells , Methylene Chloride/chemistry , Plant Extracts/pharmacology , Reproducibility of Results , Tetrazolium Salts , Thiazoles , Toxicity Tests
3.
An. acad. bras. ciênc ; 89(2): 991-1001, Apr.-June 2017. tab
Article in English | LILACS | ID: biblio-886716

ABSTRACT

ABSTRACT Phoradendron mucronatum and P. microphyllum are plants that found in tropical and subtropical areas, used in traditional medicine and popularly known as mistle-thrush. The aim of this study was to identify the chemical constituents of different leaf extracts from P. mucronatum and P. microphyllum and assess cytotoxic activity against strains from a human tumour cells. Extracts obtained with hexane, dichloromethane, chloroform and ethyl acetate from the leaves were analysed by gas chromatography coupled with mass spectrometry (GC-MS) and the cytotoxicity was assessed by the MTT method (bromide (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide)). The tested human tumour cells were NCI-H292 (human pulmonar mucoepidermoid carcinoma), MCF-7 (human breast adenocarcinoma) and HEp-2 (epidermoid carcinoma of the larynx). Analysis by GC/MS of the extracts from leaves of P. microphyllum and P. mucronatum detected 51 different compounds, such as alkaloids, diterpenes, triterpenes, sterols, alcohols, aldehydes, fatty acids and hydrocarbons. In the cytotoxic evaluation, hexane and ethyl acetate extracts from the leaves P. microphyllum inhibited cell growth of NCI-H292 strains (72.97%) and HEp-2 (87.53%), respectively. The extracts of P. mucronatum species showed an inhibitory effect towards NCI-H292 (83.19%/hexane), MCF-7 (88.69%/dichloromethane) and HEp-2 (93.40%/hexane). The extracts showed cytotoxic activity against the tested strains, especially the P. mucronatum, which presented the highest percentages of inhibition of cell growth.


Subject(s)
Humans , Plant Extracts/chemistry , Plant Leaves/chemistry , Viscaceae/chemistry , Phoradendron/chemistry , Tetrazolium Salts , Thiazoles , Plant Extracts/pharmacology , Chloroform/chemistry , Reproducibility of Results , Toxicity Tests , Cell Line, Tumor , Cell Proliferation/drug effects , MCF-7 Cells , Hexanes/chemistry , Gas Chromatography-Mass Spectrometry , Methylene Chloride/chemistry , Acetates/chemistry
4.
BMC Complement Altern Med ; 13: 12, 2013 Jan 10.
Article in English | MEDLINE | ID: mdl-23305162

ABSTRACT

BACKGROUND: The aim of this study, is to investigate the in vitro antioxidant activity, the total phenols content, the flavonoids content and the antiproliferative activity of methanolic extracts of the plants: Krameria erecta, Struthanthus palmeri, Phoradendron californicum, Senna covesii and Stegnosperma halimifolium, used by different ethnic groups from northwestern Mexico in the treatment and cure of various diseases. METHODS: The in vitro antioxidant activity was measured by 2,2-diphenyl-1-picrylhydrazyl (DPPH) and Ferric Reducing/Antioxidant Power assay (FRAP), the total phenols content was measured by Folin-Ciocalteau assay, the flavonoids content by the AlCl(3) colorimetric method and the antiproliferative activity (line cells HeLa, RAW 264.7, M12A(k).C3.F6 and L929) using MTT method. RESULTS: The K. erecta extract showed the higher radical scavenging activity (67.88%), antioxidant activity by FRAP (1.41 mg Trolox Eq), the highest total phenols content (598.51 mg Galic Acid Eq/g extract), the highest flavonoids content (3.80 mg Quercetin Eq/g extract) and the greatest antiproliferative activity in a dose dependent manner against most Cell line evaluated. A positive correlation was found between the antioxidant activity and the flavonoids content. CONCLUSIONS: This study is the first report on the antioxidant and antiproliferative activities of the five species evaluated. The results demostrate that there is a positive correlation between antioxidant activity and the flavonoids content, indicating that these type of polyphenols could be the major contributors to the observed antioxidant activity in the evaluated plant extracts. Of the extracts evaluated, that of Krameria erecta showed the greatest antioxidant and antiproliferative activities, a discovery that makes this species a promising candidate for future research.


Subject(s)
Antineoplastic Agents, Phytogenic/therapeutic use , Antioxidants/therapeutic use , Krameriaceae/chemistry , Magnoliopsida/chemistry , Neoplasms/therapy , Phytotherapy , Polyphenols/therapeutic use , Animals , Antineoplastic Agents, Phytogenic/pharmacology , Antioxidants/pharmacology , Cell Line , Cell Line, Tumor , Dose-Response Relationship, Drug , Ethnopharmacology , Flavonoids/pharmacology , Flavonoids/therapeutic use , HeLa Cells , Humans , Loranthaceae/chemistry , Mexico , Mice , Phenols/pharmacology , Phenols/therapeutic use , Phoradendron/chemistry , Phytolaccaceae/chemistry , Plant Extracts/pharmacology , Plant Extracts/therapeutic use , Polyphenols/pharmacology , Senna Plant/chemistry
5.
Nat Prod Res ; 27(2): 130-6, 2013.
Article in English | MEDLINE | ID: mdl-22360797

ABSTRACT

Phoradendron brachystachyum is a hemiparasitic plant widely distributed in México that belongs to the Viscaceae family. It has been commonly used in folk medicine as a substitute for the European mistletoe. In this chemical study, morolic acid was isolated as the major component (47.54% of the total composition of acetone extract) of this plant. In addition, 19 known compounds were identified: ß-sitosteryl and stigmasteryl linoleates, ß-sitosterol, stigmasterol, triacontanol, squalene, α- and ß-amyrin, lupeol, lupenone, betulin aldehyde, betulon aldehyde, oleanolic aldehyde, betulinic acid, betulonic acid, moronic acid, morolic acid, oleanolic acid, flavonoids acacetin and acacetin 7-methyl ether. There have been no previous reports in the literature on the chemical composition of this potential natural source of hypoglycaemic and antihypertensive compounds.


Subject(s)
Phoradendron/chemistry , Plant Components, Aerial/chemistry , Plant Extracts/analysis , Triterpenes/analysis , Acetone , Aldehydes/analysis , Aldehydes/isolation & purification , Chromatography, Thin Layer , Fatty Alcohols/analysis , Fatty Alcohols/isolation & purification , Flavonoids/analysis , Flavonoids/isolation & purification , Linoleic Acids/analysis , Linoleic Acids/isolation & purification , Magnetic Resonance Spectroscopy , Mexico , Molecular Structure , Phytosterols/analysis , Phytosterols/isolation & purification , Plant Extracts/isolation & purification , Spectrophotometry, Infrared , Triterpenes/isolation & purification
6.
Fitoterapia ; 83(6): 1023-9, 2012 Sep.
Article in English | MEDLINE | ID: mdl-22659049

ABSTRACT

The aim of the current study was to investigate the vasorelaxant activity of five structurally-related triterpenic acids namely ursolic (1), moronic (2), morolic (3), betulinic (4) and 3,4-seco-olean-18-ene-3,28-dioic (5) acids. The vasorelaxant effect of compounds 1-5 were determined on endothelium-denuded and endothelium-intact rat aortic rings pre-contracted with noradrenaline (0.1 µM). All compounds showed significant relaxant effect on endothelium-intact vessels in a concentration-dependent manner (p<0.05). Ursolic, moronic and betulinic acids were the most potent vasorelaxant agents with 11.7, 16.11 and 58.46 µM, respectively. Since vasorelaxation was blocked by L-NAME, while indomethacin did not inhibit the effect, endothelium-derived nitric oxide seems to be involved in triterpenic 2 and 3 mode of action. Compounds 1-5 were docked with a crystal structure of eNOS. Triterpenes 1-5 showed calculated affinity with eNOS in the C1 and C2 binding pockets, near the catalytic site; Ser248 and Asp480 are the residues that make hydrogen bonds with the triterpene compounds.


Subject(s)
Endothelium, Vascular/drug effects , Nitric Oxide/biosynthesis , Phoradendron/chemistry , Plant Extracts/pharmacology , Triterpenes/pharmacology , Vasodilation/drug effects , Vasodilator Agents/pharmacology , Animals , Aorta , Dose-Response Relationship, Drug , Hydrogen Bonding , Indomethacin/pharmacology , NG-Nitroarginine Methyl Ester/pharmacology , Nitric Oxide Synthase Type III/metabolism , Plant Extracts/chemistry , Rats , Triterpenes/isolation & purification , Vasodilator Agents/isolation & purification
7.
J Ethnopharmacol ; 94(1): 109-16, 2004 Sep.
Article in English | MEDLINE | ID: mdl-15261970

ABSTRACT

Phoradendron liga (Gill. ex H. et A.) Eichl. is a Viscaceae widely distributed in Argentina. It has been commonly used in folk medicine as a substitute of the European mistletoe (Viscum album L.) to decrease high blood pressure due to their external similarity. In this study, the anatomical features as well as micromolecular and macromolecular analysis of this species are reported. Anatomical study has shown that Phoradendron liga presents as anatomic features: papillous cuticle, clusters in leaves and stems, and isodiametric stone cells only in stems. The analysis of flavonoids showed that this species produces C-glycosylflavones and 3-desoxyproanthocyanidins. Protein study showed a protein pattern with components ranging from 14 to 90 kDa and the presence of related epitopes between the species was demonstrated by cross recognition using anti-Phoradendron and anti-Viscum antisera of both species by Western blot assay. In addition, a galactose specific lectin (L-Phl) was isolated form Phoradendron liga extracts. These results are part of a comprehensive project on Argentine hemiparasite species destinated to be applied to quality control of commercial samples and disclosed their potential use as a potential source for immunomodulatory compounds.


Subject(s)
Phoradendron/anatomy & histology , Phoradendron/chemistry , Argentina , Blotting, Western , Flavonoids/isolation & purification , Medicine, Traditional , Plant Extracts/chemistry
8.
Clin J Oncol Nurs ; 5(4): 183-4, 2001.
Article in English | MEDLINE | ID: mdl-12690624

ABSTRACT

Mistletoe generally is categorized as American mistletoe or European mistletoe. Despite its well-known potential for toxicity, mistletoe continues to be used as an herbal remedy and recently has received a great deal of media attention. The U.S. Food and Drug Administration classified mistletoe as a food additive that cannot be marketed unless proven safe for consumption (DerMarderosian, 1992). Several components of the plant have been found to possess antineoplastic activity and warrant further investigation for their clinical potential. At this time, however, mistletoe as a single-agent therapy has not been scientifically validated in the treatment of breast cancer.


Subject(s)
Antineoplastic Agents/therapeutic use , Phytotherapy/methods , Plant Extracts/therapeutic use , Plant Proteins/therapeutic use , Antineoplastic Agents/economics , Antineoplastic Agents/immunology , Breast Neoplasms/drug therapy , Humans , Phoradendron/chemistry , Phytotherapy/economics , Plant Extracts/economics , Plant Extracts/immunology , Plant Proteins/economics , Plant Proteins/immunology , Safety , United States , United States Food and Drug Administration , Viscum album/chemistry
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