scholarly journals Flavonoids and Terpenoids with PTP-1B Inhibitory Properties from the Infusion of Salvia amarissima Ortega

Molecules ◽  
2020 ◽  
Vol 25 (15) ◽  
pp. 3530
Author(s):  
Eric Salinas-Arellano ◽  
Araceli Pérez-Vásquez ◽  
Isabel Rivero-Cruz ◽  
Rafael Torres-Colin ◽  
Martín González-Andrade ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
High Performance ◽  
Tyrosine Phosphatase ◽  
Phytochemical Analysis ◽  
Allosteric Site ◽  
Docking Analysis ◽  
Aerial Parts ◽  
Ic50 Values ◽  
Ptp 1B ◽  
First Time

An infusion prepared from the aerial parts of Salvia amarissima Ortega inhibited the enzyme protein tyrosine phosphatase 1B (PTP-1B) (IC50~88 and 33 μg/mL, respectively). Phytochemical analysis of the infusion yielded amarisolide (1), 5,6,4′-trihydroxy-7,3′-dimethoxyflavone (2), 6-hydroxyluteolin (3), rutin (4), rosmarinic acid (5), isoquercitrin (6), pedalitin (7) and a new neo-clerodane type diterpenoid glucoside, named amarisolide G (8a,b). Compound 8a,b is a new natural product, and 2–6 are reported for the first time for the species. All compounds were tested for their inhibitory activity against PTP-1B; their IC50 values ranged from 62.0 to 514.2 μM. The activity was compared to that of ursolic acid (IC50 = 29.14 μM). The most active compound was pedalitin (7). Docking analysis predicted that compound 7 has higher affinity for the allosteric site of the enzyme. Gas chromatography coupled to mass spectrometry analyses of the essential oils prepared from dried and fresh materials revealed that germacrene D (15) and β-selinene (16), followed by β-caryophyllene (13) and spathulenol (17) were their major components. An ultra-high performance liquid chromatography coupled to mass spectrometry method was developed and validated to quantify amarisolide (1) in the ethyl acetate soluble fraction of the infusion of S. amarissima.

scholarly journals Histochemical and Phytochemical Analysis of Lamium album subsp. album L. Corolla: Essential Oil, Triterpenes, and Iridoids

Molecules ◽  
2021 ◽  
Vol 26 (14) ◽  
pp. 4166
Author(s):  
Agata Konarska ◽  
Elżbieta Weryszko-Chmielewska ◽  
Anna Matysik-Woźniak ◽  
Aneta Sulborska ◽  
Beata Polak ◽  
...  
Keyword(s):  
Essential Oil ◽  
High Performance ◽  
Glandular Trichomes ◽  
Gas Chromatography Mass Spectrometry ◽  
Phytochemical Analysis ◽  
Lipophilic Compounds ◽  
Histochemical Tests ◽  
Microscopy Techniques ◽  
Trichome Types ◽  
First Time

The aim of this study was to conduct a histochemical analysis to localize lipids, terpenes, essential oil, and iridoids in the trichomes of the L. album subsp. album corolla. Morphometric examinations of individual trichome types were performed. Light and scanning electron microscopy techniques were used to show the micromorphology and localization of lipophilic compounds and iridoids in secretory trichomes with the use of histochemical tests. Additionally, the content of essential oil and its components were determined using gas chromatography-mass spectrometry (GC-MS). Qualitative analyses of triterpenes carried out using high-performance thin-layer chromatography (HPTLC) coupled with densitometric detection, and the iridoid content expressed as aucubin was examined with spectrophotometric techniques. We showed the presence of iridoids and different lipophilic compounds in papillae and glandular and non-glandular trichomes. On average, the flowers of L. album subsp. album yielded 0.04 mL/kg of essential oil, which was dominated by aldehydes, sesquiterpenes, and alkanes. The extract of the L. album subsp. album corolla contained 1.5 × 10−3 ± 4.3 × 10−4 mg/mL of iridoid aucubin and three triterpenes: oleanolic acid, β-amyrin, and β-amyrin acetate. Aucubin and β-amyrin acetate were detected for the first time. We suggest the use of L. album subsp. album flowers as supplements in human nutrition.

scholarly journals Phytochemical Analysis of Phenolics, Sterols, and Terpenes in Colored Wheat Grains by Liquid Chromatography with Tandem Mass Spectrometry

Molecules ◽  
2021 ◽  
Vol 26 (18) ◽  
pp. 5580
Author(s):  
Mayya P. Razgonova ◽  
Alexander M. Zakharenko ◽  
Elena I. Gordeeva ◽  
Olesya Yu. Shoeva ◽  
Elena V. Antonova ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Amino Acids ◽  
Liquid Chromatography ◽  
High Performance ◽  
Triticum Aestivum L ◽  
Biologically Active ◽  
Phytochemical Analysis ◽  
Control Line ◽  
Wheat Grains ◽  
Chemical Profiles

The colored grain of wheat (Triticum aestivum L.) contains a large number of polyphenolic compounds that are biologically active ingredients. The purpose of this work was a comparative metabolomic study of extracts from anthocyaninless (control), blue, and deep purple (referred to here as black) grains of seven genetically related wheat lines developed for the grain anthocyanin pigmentation trait. To identify target analytes in ethanol extracts, high-performance liquid chromatography was used in combination with Bruker Daltonics ion trap mass spectrometry. The results showed the presence of 125 biologically active compounds of a phenolic (85) and nonphenolic (40) nature in the grains of T. aestivum (seven lines). Among them, a number of phenolic compounds affiliated with anthocyanins, coumarins, dihydrochalcones, flavan-3-ols, flavanone, flavones, flavonols, hydroxybenzoic acids, hydroxycinnamic acids, isoflavone, lignans, other phenolic acids, stilbenes, and nonphenolic compounds affiliated with alkaloids, carboxylic acids, carotenoids, diterpenoids, essential amino acids, triterpenoids, sterols, nonessential amino acids, phytohormones, purines, and thromboxane receptor antagonists were found in T. aestivum grains for the first time. A comparative analysis of the diversity of the compounds revealed that the lines do not differ from each other in the proportion of phenolic (53.3% to 70.3% of the total number of identified compounds) and nonphenolic compounds (46.7% to 29.7%), but diversity of the compounds was significantly lower in grains of the control line. Even though the lines are genetically closely related and possess similar chemical profiles, some line-specific individual compounds were identified that constitute unique chemical fingerprints and allow to distinguish each line from the six others. Finally, the influence of the genotype on the chemical profiles of the wheat grains is discussed.

scholarly journals Rindera graeca (Boraginaceae) Phytochemical Profile and Biological Activities

Molecules ◽  
2020 ◽  
Vol 25 (16) ◽  
pp. 3625
Author(s):  
Christos Ganos ◽  
Nektarios Aligiannis ◽  
Ioanna Chinou ◽  
Nikolaos Naziris ◽  
Maria Chountoulesi ◽  
...  
Keyword(s):  
Free Radical ◽  
Biological Activities ◽  
Biological Membrane ◽  
3D Structure ◽  
Total Phenolic ◽  
Phytochemical Analysis ◽  
Endemic Plant ◽  
Aerial Parts ◽  
Potential Applications ◽  
First Time

Rindera graeca is a Greek endemic plant of the Boraginaceae family which has never been studied before. Consequently, this study attempted to phytochemically examine the aerial parts of this species. Nine phenolic secondary metabolites were identified, consisting of seven caffeic acid derivatives and two flavonol glucosides, namely rutin and quercetin-3-rutinoside-7-rhamnoside. These flavonoids, together with rosmarinic acid, were isolated via column chromatography and structurally determined through spectral analysis. Quercetin-3-rutinoside-7-rhamnoside is an unusual triglycoside, which is identified for the first time in Rindera genus and among Boraginaceae plants. This metabolite was further examined with thermal analysis and its 3D structure was simulated, revealing some intriguing information on its interaction with biological membrane models, which might have potential applications in microcirculation-related conditions. R. graeca was also analyzed for its pyrrolizidine alkaloids content, and it was found to contain echinatine together with echinatine N-oxide and rinderine N-oxide. Additionally, the total phenolic and flavonoid contents of R. graeca methanol extract were determined, along with free radical inhibition assays. High total phenolic content and almost complete inhibition at experimental doses at the free radical assays indicate a potent antioxidant profile for this plant. Overall, through phytochemical analysis and biological activity assays, insight was gained on an endemic Greek species of the little-studied Rindera genus, while its potential for further applications has been assessed.

scholarly journals Rapid Screening and Structural Characterization of Antioxidants from the Extract ofSelaginella doederleiniiHieron with DPPH-UPLC-Q-TOF/MS Method

2015 ◽  
Vol 2015 ◽  
pp. 1-9 ◽  
Author(s):  
Gang Wang ◽  
Shun Yao ◽  
Xiu-Xiu Zhang ◽  
Hang Song
Keyword(s):  
Mass Spectrometry ◽  
High Performance ◽  
Radical Scavenging ◽  
Free Radical Scavenging ◽  
Rapid Screening ◽  
Flight Mass Spectrometry ◽  
First Time ◽  
Strong Capacity ◽  
Tof Ms

2,2-Diphenyl-1-picrylhydrazyl-ultra-high performance liquid chromatography-Q-time-of-flight mass spectrometry (DPPH-UPLC-Q-TOF/MS), as a rapid and efficient means, now was used for the first time to screen antioxidants fromSelaginella doederleinii. The nine biflavone compounds were screened as potential antioxidants. The biflavones were structurally identified and divided into the three types, that is, amentoflavone-type, robustaflavone-type, and hinokiflavone-type biflavonoids. Among the compounds bilobetin (3) and putraflavone (8) were found fromSelaginella doederleiniifor the first time and others including amentoflavone (1), robustaflavone (2), 4′-methoxy robustaflavone (4), podocarpusflavone A (5), hinokiflavone (6), ginkgetin (7), and heveaflavone (9) were identified previously in the plant. Moreover, nine biflavones possessed a good antioxidant activity via their DPPH free radical scavenging. It demonstrates that DPPH-UPLC-Q-TOF/MS exhibits strong capacity in separation and identification for small molecule. The method is suitable for rapid screening of antioxidants without the need for complicated systems and additional instruments.

scholarly journals Four New ent-Kaurane Diterpene Glycosides from Isodon henryi

Molecules ◽  
2019 ◽  
Vol 24 (15) ◽  
pp. 2736 ◽  
Author(s):  
Liu ◽  
Zhang ◽  
Wu ◽  
Chen ◽  
Li ◽  
...  
Keyword(s):  
Cell Lines ◽  
Human Cancer ◽  
Spectroscopic Methods ◽  
Human Cancer Cell ◽  
Human Cancer Cell Lines ◽  
Aerial Parts ◽  
Ic50 Values ◽  
Hct 116 ◽  
Relationship Of ◽  
First Time

To obtain diterpene glycosides from an aqueous extract of the aerial parts of Isodon henryi and further investigate their cytotoxicities, in this study, a total of seven compounds were isolated, including six ent-kaurane diterpene glycosides (1–6) and one diterpene aglycon (7). Among the seven ent-kaurane diterpenes obtained, four were novel compounds, including ent-7,20-epoxy- kaur-16-en-1α,6β,7β,15β-tetrahydroxyl-11-O-β-d-glucopyranoside (1), ent-7,20-epoxy-kaur-16-en- 6β,7β,14β,15β-tetrahydroxyl-1-O-β-d-glucopyranoside (2), ent-7,20-epoxy-kaur-16-en-6β,7β,15β- trihydroxyl-1-O-β-d-glucopyranoside (3), and ent-7,20-epoxy-kaur-16-en-7β,11β,14α,15β-tetrahydr- oxyl-6-O-β-d-glucopyranoside (4), and three were isolated from this plant for the first time (5–7). Their structures were elucidated by utilizing spectroscopic methods and electronic circular dichroism analyses. Furthermore, the cytotoxicities of all seven compounds were investigated in four human cancer cell lines, including A2780, BGC-823, HCT-116, and HepG2. The IC50 values of these diterpenes ranged from 0.18 to 2.44 mM in the tested cell lines. In addition, the structure–cytotoxicity relationship of diterpene glycosides was also evaluated to study the effect of glycosylation on the cytotoxicity of diterpene compounds.

scholarly journals Alkaloids from Mongolian species of Peganum multisectum (Maxim) Bobrov

2016 ◽  
Vol 16 ◽  
pp. 48-53 ◽  
Author(s):  
S. Javzan ◽  
D. Selenge ◽  
N. Amartuvshin ◽  
D. Nedelcheva ◽  
V Christov ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Gas Chromatography ◽  
13C Nmr ◽  
Gas Chromatography Mass Spectrometry ◽  
Nmr Analysis ◽  
1H And 13C Nmr ◽  
Aerial Parts ◽  
13C Nmr Analysis ◽  
Pure Compounds ◽  
First Time

Alkaloids of the aerial parts of P. multisectum (Maxim) Bobrov (Zygophyllaceae) growing in Mongolia have been studied by capillary Gas Chromatography-Mass Spectrometry (GC-MS) and Column Chromatography (CC). Four compounds comprising of 2-methylquinoline (1), 9-amino-2, 3,5,6,7,8-hexahydro-1H-cyclopenta [b] quinoline (2), vasicinone (3) and harmine (4) have been determined by GC-MS, while harmine (4), peganine (5), deoxypeganine (6), deoxyvasicinone (7) and harmane (8) were isolated as pure compounds by the CC. The structures of the five alkaloids 4, 5, 6, 7 and 8 were elucidated by the MS and 1H and 13C NMR analysis. The alkaloids 1, 2 and 8 were identified for the first time from this species.Mongolian Journal of Chemistry 16 (42), 2015, 48-53

scholarly journals PTP1B INHIBITORY CONSISTUENTS FROM VIETNAMESE MEDICINAL PLANT SELAGINELLA TAMARISCINA

2018 ◽  
Vol 54 (2C) ◽  
pp. 516
Author(s):  
Nguyen Phi Hung
Keyword(s):  
Protein Tyrosine Phosphatase ◽  
Tyrosine Phosphatase ◽  
Protein Tyrosine Phosphatase 1B ◽  
Alcoholic Extract ◽  
Aerial Parts ◽  
Ic50 Values ◽  
Selaginella Tamariscina ◽  
Inhibitory Activities ◽  
Diabetes And Obesity

Inhibitors of protein tyrosine phosphatase 1B (PTP1B) are promising agents for thetreatment of type 2 diabetes and obesity. From the alcoholic extract of the aerial parts ofSelaginella tamariscina, four compounds including selaginellin (1), amentoflavone (2), β-sitosterol (3), and scoparone (4) have been isolated and structurally elucidated by usingcombined chromatographic and spectroscopic experiments. Among the isolates, selaginellin (1)and amentoflavone (2), exhibited potential PTP1B inhibitory activities with IC50 values of 15.9 ±0.6 and 7.4 ± 0.5 μM, respectively.

scholarly journals Transforming of Triptolide into Characteristic Metabolites by the Gut Microbiota

Molecules ◽  
2020 ◽  
Vol 25 (3) ◽  
pp. 606
Author(s):  
Ran Peng ◽  
Shu-Rong Ma ◽  
Jie Fu ◽  
Pei Han ◽  
Li-Bin Pan ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Gut Microbiota ◽  
Theoretical Basis ◽  
High Performance ◽  
Ion Trap ◽  
Liver Microsomes ◽  
Tandem Mass ◽  
Molecular Weights ◽  
Intestinal Contents ◽  
First Time

The importance of the gut microbiota in drug metabolism, especially in that of nonabsorbable drugs, has become known. The aim of this study was to explore the metabolites of triptolide by the gut microbiota. With high-performance liquid chromatography coupled with tandem mass spectrometry and ion trap time-of-flight multistage mass spectrometry (LC-MS/MS and LC/MSn-IT-TOF), four metabolites of triptolide (M1, M2, M3, and M4) were found in the intestinal contents of rats. M1 and M2, were isomeric monocarbonyl-hydroxyl-substituted metabolites with molecular weights of 390. M3 and M4 were isomeric dehydrogenated metabolites with molecular weights of 356. Among the four metabolites, the dehydrogenated metabolites (M3 and M4) were reported in the gut microbiota for the first time. The metabolic behaviors of triptolide in the gut microbiota and liver microsomes of rats were further compared. The monocarbonyl-hydroxyl-substituted metabolites (M1 and M2) were generated in both systems, and another monohydroxylated metabolite (M5) was found only in the liver microsomes. The combined results suggested that the metabolism of triptolide in the gut microbiota was specific, with two characteristic, dehydrogenated metabolites. This investigation might provide a theoretical basis for the elucidation of the metabolism mechanism of triptolide and guide its proper application in clinical administration.

scholarly journals GC/MS Analysis of the Essential Oil of Leucas indica from India

2014 ◽  
Vol 9 (11) ◽  
pp. 1934578X1400901 ◽  
Author(s):  
Rajesh K. Joshi
Keyword(s):  
Mass Spectrometry ◽  
Gas Chromatography ◽  
Chemical Composition ◽  
Essential Oil ◽  
Ionization Detector ◽  
Flame Ionization ◽  
Aerial Parts ◽  
Sesquiterpene Hydrocarbons ◽  
Total Oil ◽  
First Time

The aim of the present study was to investigate and identify the essential oil constituents of Leucas indica (L.) R.Br. (Lamiaceae). The chemical composition of the hydro-distilled essential oil was obtained from the flowering aerial parts of L. indica for the first time. The oil was analyzed by gas chromatography equipped with flame ionization detector (GC-FID) and gas chromatography coupled with mass spectrometry (GC/MS). Fifty-six compounds were identified, representing 99.1% of the total oil. The main constituents were β-caryophyllene (51.1%) and α-caryophyllene (10.2%). The oil was found to be rich in sesquiterpene hydrocarbons (71.8%).

scholarly journals First Detection of Tetrodotoxins in the Cotylean Flatworm Prosthiostomum trilineatum

Marine Drugs ◽  
2021 ◽  
Vol 19 (1) ◽  
pp. 40
Author(s):  
Rei Suo ◽  
Maho Kashitani ◽  
Hikaru Oyama ◽  
Masaatsu Adachi ◽  
Ryota Nakahigashi ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
High Performance Liquid Chromatography ◽  
Liquid Chromatography ◽  
Tandem Mass Spectrometry ◽  
High Performance ◽  
Tandem Mass ◽  
Chromatography Tandem Mass Spectrometry ◽  
Liquid Chromatography Tandem Mass ◽  
High Concentrations ◽  
First Time

Several polyclad flatworm species are known to contain high levels of tetrodotoxin (TTX), but currently TTX-bearing flatworms seem to be restricted to specific Planocera lineages belonging to the suborder Acotylea. During our ongoing study of flatworm toxins, high concentrations of TTXs were detected for the first time in the flatworm Prosthiostomum trilineatum, suborder Cotylea, from the coastal area of Hayama, Kanagawa, Japan. Toxin levels were investigated by high performance liquid chromatography-tandem mass spectrometry (LC-MS/MS), revealing that this species contains comparable concentrations of toxins as seen in planocerid flatworms such as Planocera multitentaculata. This finding indicated that there may be other species with significant levels of TTXs. The distribution of TTXs among other flatworm species is thus of great interest.

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