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1.
Talanta ; 206: 120248, 2020 Jan 01.
Article in English | MEDLINE | ID: mdl-31514863

ABSTRACT

Metabolomics generate a profile of small molecules from plant extracts, which could be directly responsible for bioactivity effects. Using dry-column flash chromatography enabled a rapid and inexpensive method for the very efficient separation of plant extract with a high resolution. This separation method coupled to NMR and FTIR-based metabolomics is applied to identify bioactive natural products. OPLS multivariate analysis method, was used for correlation the chemical composition of the plant extracts, Amphoricarpos autariatus, with the results of cytotoxic activity against Human cervical adenocarcinoma cell line (HeLa) and epithelial lung cancer cell line (A549). In this way, the highest contribution to the cytotoxic activity was recorded for the guaianolide sesquiterpene lactones named amphoricarpolides. The compounds indicated as bioactive after metabolomics analysis were tested, and their cytotoxic activity were confirmed.


Subject(s)
Asteraceae/chemistry , Cytotoxins/analysis , Lactones/analysis , Metabolomics/methods , Sesquiterpenes, Guaiane/analysis , Cell Line, Tumor , Chromatography , Cytotoxins/isolation & purification , Cytotoxins/toxicity , Humans , Lactones/isolation & purification , Lactones/toxicity , Magnetic Resonance Spectroscopy , Plant Components, Aerial/chemistry , Sesquiterpenes, Guaiane/isolation & purification , Sesquiterpenes, Guaiane/toxicity , Spectroscopy, Fourier Transform Infrared
2.
Food Chem ; 213: 813-817, 2016 Dec 15.
Article in English | MEDLINE | ID: mdl-27451252

ABSTRACT

The concentrations of α/ß-thujone and the bitter components of Artemisia absinthium were quantified from alcoholic wormwood extracts during four phenological stages of their harvest period. A solid-phase micro-extraction method coupled to gas chromatography-mass spectrometry was used to determine the concentration of the two isomeric forms of thujone. In parallel, the combination of ultra-high pressure liquid chromatography and high resolution mass spectrometry allowed to quantify the compounds absinthin, artemisetin and dihydro-epi-deoxyarteannuin B. This present study aimed at helping absinthe producers to determine the best harvesting period.


Subject(s)
Absinthe/analysis , Artemisia absinthium/chemistry , Monoterpenes/analysis , Taste , Bicyclic Monoterpenes , Chromatography, High Pressure Liquid , Food Handling , Food Quality , Gas Chromatography-Mass Spectrometry , Mass Spectrometry , Plant Extracts/analysis , Reproducibility of Results , Sesquiterpenes, Guaiane/analysis , Solid Phase Extraction
3.
Cell Mol Biol (Noisy-le-grand) ; 61(5): 64-7, 2015 Oct 23.
Article in English | MEDLINE | ID: mdl-26516112

ABSTRACT

In this study, a new guaiane type skeleton sesquiterpenoid named guaiasistanol (6α, 10α-epoxy-4α-hydroxyguaiane) was isolated from chloroform part of the Teucrium persicum extract, also chrysothol. Spectroscopic means explained the structures. This compound was evaluated for inhibitory activity against acetylcholinesterase and it showed a moderate activity with 28% inhibition.


Subject(s)
Acetylcholinesterase/metabolism , Cholinesterase Inhibitors/chemistry , Plant Extracts/chemistry , Sesquiterpenes, Guaiane/chemistry , Sesquiterpenes, Guaiane/pharmacology , Teucrium/metabolism , Cholinesterase Inhibitors/analysis , Cholinesterase Inhibitors/pharmacology , Iran , Magnetic Resonance Spectroscopy , Medicine, Traditional , Molecular Structure , Plant Extracts/analysis , Plant Extracts/pharmacology , Sesquiterpenes, Guaiane/analysis , Teucrium/chemistry
5.
Zhong Yao Cai ; 36(6): 934-8, 2013 Jun.
Article in Chinese | MEDLINE | ID: mdl-24380279

ABSTRACT

OBJECTIVE: To analyse the volatile compositions of different specification of Panax notoginseng. METHODS: Volatile compositions from different specification of Panax notoginseng were detected by Headspace Solid-Phase Micro-Extraction with GC/MS. RESULTS: Terpenoids were the main compositions in different specification of Panax Notoginseng, and a-guaiene was the fundamental ingredient. The type, content and quantity of the compounds were different in different type of Panax notoginseng. CONCLUSION: Terpenoids were the main pharmacodynamics of the volatile compositions of Panax notoginseng and worthy of further study.


Subject(s)
Panax notoginseng/chemistry , Solid Phase Microextraction/methods , Terpenes/analysis , Volatile Organic Compounds/analysis , Gas Chromatography-Mass Spectrometry , Plant Roots/chemistry , Quality Control , Rhizome/chemistry , Sesquiterpenes, Guaiane/analysis , Volatilization
6.
Nat Prod Commun ; 7(7): 927-30, 2012 Jul.
Article in English | MEDLINE | ID: mdl-22908584

ABSTRACT

Patchouli essential oil can be obtained from fresh, dried and fermented plant material. It is a highly valuable product in the fragrance industry and its quality changes depending upon raw material age and oil storage. In this work, patchouli essential oils derived from different treatments have been subjected to GC-FID quantitative analysis using an internal standard (ISTD) method with response factors (RF). Samples were obtained from i) fresh plants; ii) hydrodistillation of one year mature and fermented plants; iii) hydrodistillation of one year mature plants; iv) commercial products from Indonesia and Malaysia. Linear Retention Indices (LRI) for both polar and non-polar GC-MS analyses were also measured as a tool for qualitative analysis towards a homologous series of C7-C30 n-alkanes. The results obtained confirmed that, in all samples, patchouli alcohol was the main volatile constituent, with higher amount in lab-scale produced oils, compared with commercial samples. Other major compounds, in lab oils and commercial samples respectively, were: delta-guaiene, alpha-guaiene, pogostol, seychellene and alpha-patchoulene. Another 36 compounds were also found.


Subject(s)
Lamiaceae/chemistry , Oils, Volatile/analysis , Azulenes/analysis , Plant Leaves/chemistry , Sesquiterpenes, Guaiane/analysis , Terpenes/analysis
7.
Plant Foods Hum Nutr ; 67(2): 129-35, 2012 Jun.
Article in English | MEDLINE | ID: mdl-22410959

ABSTRACT

Chamomile (German Chamomile, Matricaria recutita L., Asteraceae) is one of the most popular medicinal plants in use as an herbal tea for food purposes and in folk medicine. Qualitative and semi-quantitative analyses of the volatile fraction of chamomile herbal tea were performed. Volatile constituents of the infusion were isolated by two different methods, namely hydrodistillation and solid phase extraction (SPE), and analysed by GC-MS. The relative proportions of particular chemical classes, present in the essential oil and volatile fractions of the infusion showed remarkable differences. The proportion of mono- and sesquiterpene hydrocarbons in the infusion, as compared to the essential oil, was significantly lower. Strikingly, the dichloromethane extract of the infusion contained a lower amount of bisabolol oxides and chamazulene, but higher amounts of spiroethers, sesquiterpene lactones and coumarins, as compared to the hydrodistillates of the herbal drug and the infusion. In addition to the previously known guaianolides matricarin and achillin, acetoxyachillin and leucodin (= desacetoxymatricarin), corresponding C-11 stereoisomers with various biological activities typically occurring in Achillea species, were identified in the dichloromethane extract of chamomile tea for the first time.


Subject(s)
Beverages/analysis , Lactones/analysis , Matricaria/chemistry , Plant Extracts/analysis , Sesquiterpenes, Guaiane/analysis , Volatile Organic Compounds/analysis , Evaluation Studies as Topic , Gas Chromatography-Mass Spectrometry/methods , Monocyclic Sesquiterpenes , Oils, Volatile/analysis , Plants, Medicinal/chemistry , Sesquiterpenes/analysis , Solid Phase Extraction/methods
8.
Chem Pharm Bull (Tokyo) ; 58(1): 125-8, 2010 Jan.
Article in English | MEDLINE | ID: mdl-20045981

ABSTRACT

Two new guaiane-type sesquiterpene glycosides, 11-O-acetyl-torilolone 8-O-beta-D-glucopyranoside (1) and 1beta-hydroxytorilolone 11-O-beta-D-glucopyranoside (2), were isolated from the fruits of Daucus carota L. Their chemical structures were elucidated on the basis of MS, NMR spectroscopic analyses coupled with chemical degradation.


Subject(s)
Daucus carota/chemistry , Fruit/chemistry , Glycosides/analysis , Sesquiterpenes, Guaiane/analysis , Glycosides/isolation & purification , Magnetic Resonance Spectroscopy , Mass Spectrometry , Models, Molecular , Molecular Structure , Sesquiterpenes, Guaiane/isolation & purification
9.
Crit Rev Food Sci Nutr ; 46(5): 365-77, 2006.
Article in English | MEDLINE | ID: mdl-16891209

ABSTRACT

The alcoholic beverage absinthe is recently experiencing a revival after a yearlong prohibition. This review article provides information on all aspects of this bitter spirit and its major components, especially wormwood (Artemisia absinthium L.), which contains the toxic monoterpene thujone. Over 100 references on historic and current literature are provided. The topics comprise the history of the alcoholic drink starting from its invention in the eighteenth century. Historical and modern recipes are discussed in the context of different quality categories and possibilities to reduce the content of thujone are given. The analytical techniques used to verify compliance with the maximum limit of thujone as well as further possibilities for quality control of absinthe are discussed. The toxicology of absinthe is reviewed with regard to the cause of a syndrome called "absinthism," which was described after chronic abuse of the spirit in the nineteenth century. Finally, a food regulatory and food chemical evaluation is provided and minimum requirements for absinthe are suggested. Absinthe should have a recognizable wormwood flavor and after dilution with water the characteristic clouding should arise (louche-effect). Products, which are advertized as being of premium grade should be made by distillation, should have an alcoholic strength of at least 45%vol, and should not contain artificial dye.


Subject(s)
Absinthe , Absinthe/analysis , Absinthe/history , Absinthe/toxicity , Artemisia absinthium/chemistry , Bicyclic Monoterpenes , Ethanol/analysis , Food Coloring Agents/analysis , Food Handling/methods , History, 18th Century , History, 19th Century , History, 20th Century , Legislation, Food , Monoterpenes/analysis , Monoterpenes/toxicity , Quality Control , Sesquiterpenes, Guaiane/analysis
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