scholarly journals Isolation, characterization and quantification of a pentacyclic triterpinoid compound ursolic acid in Scabiosa palaestina L. distributed in the north of Iraq

2021 ◽  
Author(s):  
Amjed Haseeb Khamees ◽  
Enas J Kadhim

Ursolic acid (UA, 3 ?-hydroxy-urs-12-en-28-oic acid) are isomeric triterpenic acids. The high quantities of pentacyclic triterpenoids in Scabiosa species seems to be obvious and there is an evidence that most of pentacyclic triterpenoids that have been isolated are saponins. This is one of the most important characteristic of the genus Scabiosa, the main aglycones are ursolic acid and oleanolic acid. In the current study, isolation from the aerial part and roots of Scabiosa palaestina L. was performed using Preparative HPLC. Furthermore, detection and quantitation of ursolic acid was performed by high performance thin layer chromatography (HPTLC). The identification of isolated triterpenoid involves two methods including FT-IR coupled with LC-MS/MS that have been used for the simultaneous determination of the isolated UA. Quantitative analysis of Ursolic acid content in chloroform fractions revealed that both of the aerial parts and roots contain comparable concentration of 0.052 and 0.054 mg/ml respectively. The FT-IR and LC-MS/MS spectra of the isolated compound shows good agreement with those reported in literatures of Ursolic acid. Quantitative concentration of UA in chloroform fraction revealed that aerial parts and roots contain comparable concentrations and the spectral data for the isolated unknown were in good agreement with those reported in literature of UA.

Author(s):  
Hasan A. Khalaf ◽  
Ibrahim S. Abbas ◽  
Amani A. Tawfeeq ◽  
Monther F. Mahdi

Objective: Plantago lanceoleta L. (ribwort plantain) is one of the important medicinal herbs which is widespread fortune available in Iraq, that have a wide range of medicinal properties. The aim of this work was to determine, isolate and identify verbascoside and aucubin in Iraqi P. lanceoleta L. by using different chromatographic and spectrometric methods. Methods: Verbascoside and aucubin were isolated and quantified by preparative TLC, and then they were determined by the high-performance thin-layer chromatography (HPTLC) fingerprinting. Aucubin and catalpol in the plant extract were analyzed by liquid chromatography-mass spectrometry (LC-MS); aucubin and verbascoside that isolated from the plant sample were examined by fourier-transform infrared spectroscopy (FT-IR) and LC-MS, respectively. Results: The result showed that the Iraqi P. lanceoleta L. contains 1.74 percent (verbascoside) and 0.24 percent (aucubin) of dry powdered leaves. Each TLC-isolated compound showed a single spot on the HPTLC plate, which give an idea about the purity of the isolated compound. Aucubin (with catalpol) and verbascoside both are detected by LC-MS in different ionization mode. Many functional groups were identified in the TLC-isolated aucubin by FT-IR. Conclusion: The Iraqi P. lanceoleta L. showed a high content of verbasoside, and it is a very rich source for this compound, which can be easily isolated by TLC and subjected to many pharmacological studies. The extract of the young leaves of this plant gave a little amount of aucubin, and it is easy to obtain a higher content from the older leaves.


2001 ◽  
Vol 56 (1-2) ◽  
pp. 45-48 ◽  
Author(s):  
Carmen Martín-Cordero ◽  
Mariana Reyes ◽  
M. Jesús Ayuso ◽  
Victoria Toro

The cytotoxic activity of two pentacyclic triterpenoids (ursolic acid and α-amyrine) isolated from the methanolic extract of the aerial parts from Erica andevalensis, whose structures have been established on the basis of spectroscopic and chemical evidence, has been assessed against three human cancer cell lines, TK -10 (renal adenocarcinom a), MCF-7 (breast adenocarcinoma) and UACC-62 (melanoma), recommended by NCI (National Cancer Institute) and we also evaluated the antimitotic effect in root meristematic cells of Allium cepa. Ursolic acid was found to possess the highest cytotoxic activity.


2020 ◽  
Vol 2020 ◽  
pp. 1-9
Author(s):  
Thi Hau Vu ◽  
Thi Mai Viet Ngo ◽  
Thi Tu Anh Duong ◽  
Thi Hien Lan Nguyen ◽  
Xuan Truong Mai ◽  
...  

This work investigated the removal of antibiotic tetracycline (TC) from wastewater using nanocomposite material based on laterite modified with polyanion, polystyrene sulfonate (PSS). The effective factors influenced on the TC removal using nanocomposite PSS-modified laterite (NCPML) were optimized and found to be pH 4, solid-liquid ratio 5 mg/mL, and contact time 180 min. The highest removal of TC reached about 88% under the optimum adsorption conditions. The adsorption isotherm and kinetics of TC adsorption onto NCPML were in good agreement with the Langmuir and pseudo-second-order models, respectively. The characteristics of the NCPML material before and after TC adsorption were examined by zeta (ζ) potential measurements, Brunauer–Emmett–Teller (BET) method, and Fourier transform infrared spectroscopy (FT-IR). The TC adsorption onto NCPML was induced by electrostatic interaction, hydrogen bonding, and diffusion interaction. The TC removal from wastewater was approximately 94% while efficiency still reached 66% after five regenerations. Our research reveals that NCPML is a high-performance adsorbent for TC removal from wastewater.


Separations ◽  
2021 ◽  
Vol 8 (4) ◽  
pp. 44
Author(s):  
Raha Orfali ◽  
Shagufta Perveen ◽  
Hanan Y. Aati ◽  
Perwez Alam ◽  
Omar M. Noman ◽  
...  

Periploca aphylla (PA), an interesting Saudi medicinal plant, is used in folk medicine to treat urticaria, cerebral fever, tumors, and swelling. To prove its use in folk medicine, two different extracts from the aerial parts of the plant: chloroform P-1, and n-butanol P-2 were subjected to biological assays to screen peroxisome proliferator-activated receptors (PPARα and PPARγ) agnostic, anti-inflammatory, antioxidant, cytotoxic, and estrogenic activities. In addition, five bioactive secondary metabolites were isolated from the aerial parts of the plant: rutin, chlorogenic acid, caffeic acid, ursolic acid, and stigmasterol. P-1 and P-2 decreased cellular oxidative stress by 47.0% and 62.0%, respectively, compared to the standard drug quercetin, while one of the compounds rutin PA-1 isolated from P-1 extract and significantly decreased cellular oxidative stress by 67.0% compared to quercetin (75.0%). P-1 and P-2 also significantly activated PPARγ agnostic. P-1 and P-2 did not inhibit nuclear factor kappa B and inducible nitric oxide synthase activity and showed no cytotoxic or estergenic effects on four human cancer cell lines. In this study, both extracts were standardized using high-performance thin-layer chromatography (HPTLC). RP-HPTLC showed sharp and compact bands of rutin (Rf = 0.09), caffeic acid (Rf = 0.25), and chlorogenic acid (Rf = 0.39) scanned at λmax = 340 nm using the water: methanol (60:40 v/v) mobile phase. At λmax = 539 nm ursolic acid (Rf = 0.20) and stigmasterol (Rf = 0.48) were scanned using the chloroform: methanol (98:2 v/v) as NP-HPTLC mobile phase. Therefore, the developed RP- and NP-HPTLC systems are a precise, sensitive, and specific analytical tool for the quantification of compounds isolated from PA, which can be used as phytomarkers for taxonomical identification and assessment of PA.


2018 ◽  
Vol 913 ◽  
pp. 746-751
Author(s):  
Peng Yang ◽  
Jun Xiao Yang ◽  
Guan Jun Chang

N-substituted crosslinking polybenzimidazole pyridine sulfone, as novel high performance functional polymers, was prepared by the coordination of N-substituted polybenzimidazole pyridine sulfone (Py-N-PBIS) ligand with varying content of metallic ion (Co2+, Ni2+, Zn2+). The structures of the polymers were characterized by means of FT-IR and 1H NMR spectroscopy, and the results showed a good agreement with the proposed structures. TGA measurements exhibited that the crosslinking polymers possessed good thermal stability with high thermal decomposition temperatures (thermally stable up to 405-510 °C). Additionally, the thermal stability of the coordination polymers was improved constantly with the increasing of the content of Co2+, Ni2+ or Zn2+. The metal coordination crosslinking N-substituted polybenzimidazole pyridine sulfone could be considered as a novel high performance thermoset.


2018 ◽  
Vol 15 (2) ◽  
pp. 286-296 ◽  
Author(s):  
Mohamed K. Awad ◽  
Mahmoud F. Abdel-Aal ◽  
Faten M. Atlam ◽  
Hend A. Hekal

Aim and Objective: Synthesis of new .-aminophosphonates containing quinazoline moiety through Kabachnik-Fields reaction in the presence of copper triflate catalyst [32], followed by studying their antimicrobial activities and in vitro anticancer activities against liver carcinoma cell line (HepG2) with the hope that new anticancer agents could be developed. Also, the quantum chemical calculations are performed using density functional theory (DFT) to study the effect of the changes of molecular and electronic structures on the biological activity of the investigated compounds. Materials and Method: The structures of the synthesized compounds are confirmed by FT-IR, 1H NMR, 13C NMR, 31P NMR and MS spectral data. The synthesized compounds show significant antimicrobial and also remarkable cytotoxicity anticancer activities against liver carcinoma cell line (HepG2). Density functional theory (DFT) was performed to study the effect of the molecular and electronic structure changes on the biological activity. Results: It was found that the electronic structure of the substituents affects on the reaction yield. The electron withdrawing substituent, NO2 group 3b, on the aromatic aldehydes gave a good yield more than the electron donating substituent, OH group 3c. The electron deficient on the carbon atom of the aldehydic group may increase the interaction of the Lewis acid (Cu(OTf)2) and the Lewis base (imine nitrogen), and accordingly, facilitate the formation of imine easily, which is attacked by the nucleophilic phosphite species to give the α- aminophosphonates. Conclusion: The newly synthesized compounds exhibit a remarkable inhibition of the growth of Grampositive, Gram-negative bacteria and fungi at low concentrations. The cytotoxicity of the synthesized compounds showed a significant cytotoxicity against the liver cancer cell line (HepG 2). Also, it was shown from the quantum chemical calculations that the electron-withdrawing substituent increases the biological activity of the α-aminophosphonates more than the electron donating group which was in a good agreement with the experimental results. Also, a good agreement between the experimental FT-IR and the calculated one was found.


2019 ◽  
Vol 16 ◽  
Author(s):  
Xufen Dai ◽  
Jiaxue Hao ◽  
Ying Feng ◽  
Jing Wang ◽  
Qiannan Li ◽  
...  

Background: Curcumin (CUR), a natural isolated compound from turmeric, has been the promising star in fighting many diseases but the broad application of curcumin has been limited ascribed to low bioavailability. Objective: The aim of this study is to pursue the enhancement of curcumin bioavailability through co-administration of vitamin C. Methods: Such purpose was achieved through the analysis of curcumin pharmacokinetics by high performance liquid chromatography coupled with electrospray ionization - tandem mass spectrometry (HPLC - ESI - MS/MS). The plasma was separated on a C18 reverse phase column using acetonitrile and ammonium formate solution (pH 6.5; 2.0 mM) at 0.8 mL/min. MS/MS detection was carried out in negative mode using mass patterns of m/z 367.0 > 216.7 for curcumin and m/z 265.2 > 223.9 for internal standard (honokiol). Results: Successful application of the proposed method in the pharmacokinetic study presented clear changes in key pharmacokinetic parameters including the growth of AUC (0-t) up to 2.4 times, 2.2-fold increase of Cmax, 2.2-fold loss of CL, and 1.5-fold diminishment of t1/2. Conclusion: We developed an HPLC-ESI-MS/MS method for determination of curcumin in rat plasma and validated the improvement of bioavailability of curcumin through co-administration of vitamin C. We reasoned these changes to the inhibition of lipid peroxidation induced by the use of vitamin C. Such a simple strategy is possible to become an alternative for enhancing curcumin efficiency in practice.


Polymers ◽  
2021 ◽  
Vol 13 (7) ◽  
pp. 1085
Author(s):  
Patricia Castaño-Rivera ◽  
Isabel Calle-Holguín ◽  
Johanna Castaño ◽  
Gustavo Cabrera-Barjas ◽  
Karen Galvez-Garrido ◽  
...  

Organoclay nanoparticles (Cloisite® C10A, Cloisite® C15) and their combination with carbon black (N330) were studied as fillers in chloroprene/natural/butadiene rubber blends to prepare nanocomposites. The effect of filler type and load on the physical mechanical properties of nanocomposites was determined and correlated with its structure, compatibility and cure properties using Fourier Transformed Infrared (FT-IR), X-ray Diffraction (XRD), Thermogravimetric Analysis (TGA) and rheometric analysis. Physical mechanical properties were improved by organoclays at 5–7 phr. Nanocomposites with organoclays exhibited a remarkable increase up to 46% in abrasion resistance. The improvement in properties was attributed to good organoclay dispersion in the rubber matrix and to the compatibility between them and the chloroprene rubber. Carbon black at a 40 phr load was not the optimal concentration to interact with organoclays. The present study confirmed that organoclays can be a reinforcing filler for high performance applications in rubber nanocomposites.


Cells ◽  
2021 ◽  
Vol 10 (1) ◽  
pp. 112
Author(s):  
Monika Bielecka ◽  
Bartosz Pencakowski ◽  
Marta Stafiniak ◽  
Klemens Jakubowski ◽  
Mehdi Rahimmalek ◽  
...  

Subgenus Perovskia of the extended genus of Salvia comprises several Central Asian medicinal and aromatic species, of which S. yangii and S. abrotanoides are the most widespread. These plants are cultivated in Europe as robust ornamentals, and several cultivars are available. However, their medicinal potential remains underutilized because of limited information about their phytochemical and genetic diversity. Thus, we combined an ultra-high performance liquid chromatography quadrupole time of flight mass spectrometry (UHPLC-QTOF-MS) based metabolomics with DNA barcoding approach based on trnH-psbA and ITS2 barcodes to clarify the relationships between these two taxa. Metabolomic analysis demonstrated that aerial parts are more similar than roots and none of the major compounds stand out as distinct. Sugiol in S. yangii leaves and carnosic acid quinone in S. abrotanoides were mostly responsible for their chemical differentiation, whereas in roots the distinction was supported by the presence of five norditerpenoids in S. yangii and two flavonoids and one norditerpenoid in S. abrotanoides. To verify the metabolomics-based differentiation, we performed DNA authentication that revealed S. yangii and S. abrotanoides to be very closely related but separate species. We demonstrated that DNA barcoding coupled with parallel LC-MS profiling constitutes a powerful tool in identification of taxonomically close Salvia species.


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