scholarly journals Isolation of 2, 5-dithia-3, 6-diazabicyclo [2.2.1] heptane and GC-MS analysis of silylated extract from Tragia benthamii

2020 ◽  
Vol 22 (2) ◽  
pp. 075-080
Author(s):  
O.S. Balogun ◽  
I.A. Oladosu ◽  
Zhiqiang Liu

Tragia benthamii is a medicinal plant of repute endemic in West Africa. However, despite the traditional uses of the plant its secondary metabolites are yet to be profiled. Thus, this study aimed at identifying the chemical  constituents of T. benthamii. Air-dried samples (600 g) of the plant were extracted with aqueous ethanol (95 %) and thereafter, portions of the crude extract obtained were used separately for chromatographic  purifications, GC-MS analysis and spectrophotometric quantitation of the secondary metabolites. The chromatographic purification of the extract afforded a pure compound elucidated as 2,5-dithia-3,6-diazabicyclo [2.2.1] heptane using spectroscopic techniques. Upon silylation and GC-MS analysis of the extract, derivatives of sugar (34.65%), fatty acids (24.11%) and phytol (21.00%) were identified as principal constituents. Also, a total of 6.25 mg rutin/g, 5.18 mg ginsenoside/g and 6.84 mg glucose/g dry weight sample were obtained for flavonoids, saponins and carbohydrate, respectively from the spectrophotometric quantitation. These secondary metabolites are being reported for the first time from this plant. Keywords: Tragia benthamii; secondary metabolites; quantitative analysis; silylation

2020 ◽  
Vol 17 ◽  
Author(s):  
Balogun Olaoye Solomon ◽  
Ajayi Olukayode Solomon ◽  
Owolabi Temitayo Abidemi ◽  
Oladimeji Abdulkarbir Oladele ◽  
Liu Zhiqiang

: Cissus aralioides is a medicinal plant used in sub-Saharan Africa for treatment of infectious diseases; however the chemical constituents of the plant have not been investigated. Thus, in this study, attempt was made at identifying predominant phytochemical constituents of the plant through chromatographic purification and silylation of the plant extract, and subsequent characterization using spectroscopic and GC-MS techniques. The minimum inhibitory concentration (MICs) for the antibacterial activities of the plant extract, chromatographic fractions and isolated compounds were also examined. Chromatographic purification of the ethyl acetate fraction from the whole plant afforded three compounds: β-sitosterol (1), stigmasterol (2) and friedelin (3). The phytosterols (1 and 2) were obtained together as a mixture. The GC-MS analysis of silylated extract indicated alcohols, fatty acids and sugars as predominant classes, with composition of 24.62, 36.90 and 26.52% respectively. Results of MICs indicated that friedelin and other chromatographic fractions had values (0.0626-1.0 mg/mL) comparable with the standard antibiotics used. Characterization of natural products from C. aralioides is being reported for the first time in this study.


2020 ◽  
Vol 23 ◽  
pp. 88-91
Author(s):  
A.A. Ahmadu ◽  
B.A. Lawal ◽  
B. Olanipekun ◽  
A. Udobre ◽  
N. Tsafantakis ◽  
...  

The genus Acacia has been known to be a rich source of many secondary metabolites. This study was carried to isolate chemical constituents present in the stem bark of Acacia auriculiformis. The dichloromethane extract of the stem bark of Acacia auriculiformis was obtained by maceration. The extract obtained was subjected to silica gel column chromatography and preparative TLC. The isolated compounds were identified by spectroscopic analysis. This led to the isolation of ferulic acid ester (I), along with a steroid (II) and a triterpenoid (III). The structure of compound I was established using spectroscopic analysis (UV, IR, NMR and mass spectrometry) and identified to be dodecyl-4-hydroxy-3-methoxy-trans-cinnamate (I), compounds II and III were found to be á-spinasterol and lupenol respectively, based on the comparison of their spectral data NMR and MS with literature report. Compound I is being reported for the first time in the genus Acacia.


Author(s):  
Duc Viet Ho

A phytochemical investigation of whole <em>Aspidistra letreae</em> plants led to the isolation of 2<em>H</em>-chromen-2-one (<strong>1</strong>), <em>α</em>-tocopherol (<strong>2</strong>), (<em>E</em>)-phytol (<strong>3</strong>), asparenydiol (<strong>4</strong>) and (25<em>S</em>)-spirost-1<em>β</em>,3<em>α</em>,5<em>β</em>-triol (<strong>5</strong>). Their structures were determined on the basis of NMR spectral evidences and in comparison with the reported data. Of these, asparenydiol (<strong>4</strong>) was isolated from the genus <em>Aspidistra</em> for the first time. This is also the first report on the separation and structural determination of (25<em>S</em>)-spirost-1<em>β</em>,3<em>α</em>,5<em>β</em>-triol (<strong>5</strong>) as a pure compound. The methanol extract exhibited a moderate cytotoxicity against the LU-1, HeLa, MDA-MB-231, Hep-G2, and MKN-7 human cancer cell lines with <em>IC</em><sub>50</sub> values ranging from 52.58 ± 3.65 to 64.78 ± 4.89 μg/mL.


2018 ◽  
Vol 8 (9) ◽  
pp. 1516 ◽  
Author(s):  
Ramya Vijayakumar ◽  
Siti Abd Gani ◽  
Uswatun Zaidan ◽  
Mohd Halmi

In this study, response surface methodology (RSM) was employed for the optimization of the antioxidant potentials of red pitaya peels using independent variables: temperature (45–65 °C), ethanol concentration (70–90%, v/v) and time (80–120 min) through its responses, which were DPPH scavenging activity, ferric ion reducing antioxidant power (FRAP), and beta-carotene bleaching (BCB) inhibition, respectively. In Vitro anti-tyrosinase and vitamin C content assays were carried out spectrophotometrically to determine the skin whitening efficacy of the optimized red pitaya peel extract. A gas chromatography-mass spectrometry (GC-MS) analysis was employed to identify the chemical constituents present in the optimized extract. The optimized conditions were ethanol 82% (v/v) for 103 min at 56 °C with values of 75.98% for DPPH, 7.45 mM Fe2+/g dry weight for FRAP and 93.29% for BCB respectively. The in vitro anti-tyrosinase and vitamin C content evaluation of the optimized extract showed a good tyrosinase inhibition of 66.29% with IC50 of 24.06 µg/mL while the vitamin C content was 5.45 mg/g of the extract. The GC-MS analysis revealed the presence of thirty phytoconstituents with l-(+)-ascorbic acid 2,6-dihexadecanoate being the most abundant with a peak area of 14.66%. This study evidently suggests the potential of red pitaya peels to be exploited as a natural skin whitening agent in the cosmeceutical and pharmaceutical formulations.


2011 ◽  
Vol 6 (8) ◽  
pp. 1934578X1100600
Author(s):  
Sumayya Saied ◽  
Shazia Shah ◽  
Zulfiqar Ali ◽  
Ajmal Khan ◽  
Bishnu P. Marasini ◽  
...  

Phytochemical investigation of the aerial parts of Cichorium intybus L. resulted in the isolation and identification of two new natural metabolites, 2,6-di[but-3( E)-en-2-onyl]naphthalene (1), and 3,3′,4,4′-tetrahydroxychalcone (2), along with nine known compounds. Their structures were determined by spectroscopic techniques including 1D and 2D NMR. The known compounds were identified as scopoletin (3), 4-hydroxyphenylacetic acid (4), 3-hydroxy-4-methoxybenzoic acid (5), 4,4′-dihydroxychalcone (6), 6,7-dihydroxycoumarine (7), 1-triacontanol (8), lupeol (9), β-sitosterol (10), and β-sitosterol-3- O-β-glucopyranoside (11). Compounds 4-6 and 8 are reported for the first time from C. intybus. Compounds 2 and 3 showed weak inhibitory activities against urease and α-chymotrypsin enzymes, respectively.


2019 ◽  
Vol 14 (7) ◽  
pp. 1934578X1986351
Author(s):  
Saoussen Hammami ◽  
Abdelsamed I. Elshamy ◽  
Ridha El Mokni ◽  
Ali Snene ◽  
Kanako Iseki ◽  
...  

Three known polyol menthane monoterpenoids, namely, (4 R)-1- p-menthen-6,8-diol (1), (4 R)-1- p-menthen-4,7-diol (2), and (1 R,2 R,4 R)- p-menthane-1,2,4-triol (3), and 6 known phenolics (4-9), in addition to β-sitosterol 3- O-glucoside (10), were isolated from the aerial parts of Daucus carota subsp. hispidus (Ball) Heywood (Family: Apiaceae) growing in Tunisia. The structures of the isolated compounds were established depending upon the spectroscopic techniques including one and two-dimensional nuclear magnetic resonance (1D, and 2D NMR) and high resolution mass spectroscopy (HRMS). The absolute configuration of the compounds 1 to 3 was determined using experimental circular dichroism (CD) for the first time. Compounds 1 to 3 were reported for the first time from this plant. Compounds 1 to 3 exhibited no antimicrobial and antioxidant activity using superoxide dismutase-like activities. Compounds 2 and 3 exhibited weak activity, while 1 showed negative cytotoxic activity against human mouth squamous carcinoma (HSC-2) and human cervical cells (HeLa) cancer cells.


Molecules ◽  
2018 ◽  
Vol 23 (11) ◽  
pp. 2994 ◽  
Author(s):  
Stefan Fritzsche ◽  
Susan Billig ◽  
Robby Rynek ◽  
Ramarao Abburi ◽  
Elena Tarakhovskaya ◽  
...  

The great research interest in the quantification of reactive carbonyl compounds (RCCs), such as methylglyoxal (MGO) in biological and environmental samples, is reflected by the fact that several publications have described specific strategies to perform this task. Thus, many reagents have also been reported for the derivatization of RCCs to effectively detect and quantify the resulting compounds using sensitive techniques such as liquid chromatography coupled with mass spectrometry (LC-MS). However, the choice of the derivatization protocol is not always clear, and a comparative evaluation is not feasible because detection limits from separate reports and determined with different instruments are hardly comparable. Consequently, for a systematic comparison, we tested 21 agents in one experimental setup for derivatization of RCCs prior to LC-MS analysis. This consisted of seven commonly employed reagents and 14 similar reagents, three of which were designed and synthesized by us. All reagents were probed for analytical responsiveness of the derivatives and stability of the reaction mixtures. The results showed that derivatives of 4-methoxyphenylenediamine and 3-methoxyphenylhydrazine—reported here for the first time for derivatization of RCCs—provided a particularly high responsiveness with ESI-MS detection. We applied the protocol to investigate MGO contamination of laboratory water and show successful quantification in a lipoxidation experiment. In summary, our results provide valuable information for scientists in establishing accurate analysis of RCCs.


2014 ◽  
Vol 881-883 ◽  
pp. 419-422
Author(s):  
Ai Mei Yang ◽  
Yun Men ◽  
Han Han ◽  
Lin Yang ◽  
Xiao Long Shi ◽  
...  

Eight compounds were isolated from the ethanol extract of G. algida Pall. the structure of these compounds were identified as: oleic acid (1), linoleic acid (2), octacosanoic acid (3), β-sitosterol (4), 2,3-dihydroxybenzoic acid ethyl ester (5), n-butyl isobutyl phthalate (6), daucosterol (7), 5,8-dimethoxy furocoumarin (8). These structures were identified by NMR MS IR and other spectroscopic techniques. These compounds were isolated from this plant for the first time.


2010 ◽  
Vol 82 (3) ◽  
pp. 561-567 ◽  
Author(s):  
Mário G. de Carvalho ◽  
Maritza A.R. Cardozo ◽  
Francisco E.A. Catunda Junior ◽  
Acácio G. de Carvalho

The phytochemical investigation of Piptadenia gonoacantha (Mart.) J.F. Macbr. (Leguminosae-Mimosoideae), commonly known as "pau jacaré" (alligator stick), afforded sitosterol, campesterol, stigmasterol, the N-benzoylphenylalanine-2-benzoylamide-3-phenylpropyl ester, known as asperphenamate, sitosterol-3-O-β-D-glucopyranoside, besides three flavonoids, apigenin, 5-O-methylapigenin and 7,4'-dihydroxy-3',5-dimethoxyflavone from its branches. From its leaves, the methyl gallate and two flavonoids, vitexin and isovitexin, were isolated. From its bark, a mixture of sitosterol, campesterol, and stigmasterol, besides a mixture of cycloartenone, cycloartan-25-en-3-one, and 24-methylene-cycloartenone, and the pure triterpenes 24-methylenecycloartanol, friedelin, lupeol and lupenone, were isolated. Their structures were established on the basis of spectral analysis, comparison with literature data and GC-MS analysis of the mixtures. The ester, flavonoids and the cycloartanes are been identified for first time in the genus Piptadenia.


2020 ◽  
Vol 34 (1) ◽  
pp. 135-140
Author(s):  
Japheth O. Ombito ◽  
Gomotsang Bojase ◽  
Runner R.T. Majinda ◽  
Ishmael B. Masesane ◽  
Anja Schüffler ◽  
...  

Phytochemical investigation on the root wood of Erythrina sacleuxii (Leguminosae) led to the isolation of nine secondary metabolites (1-9). Compound 1 was isolated from the genus Erythrina for the first time. The pure compounds were identified on the basis of comprehensive spectroscopic and spectrometric analyses, while their absolute configurations were determined based on chiroptical measurements. Compounds 5 and 6 showed weak antifungal activity against Pyricularia oryzae with MIC values of 20 µg/mL.   Bull. Chem. Soc. Ethiop. 2020, 34(1), 135-140. DOI: https://dx.doi.org/10.4314/bcse.v34i1.12


Sign in / Sign up

Export Citation Format

Share Document