The Establishment of Tandem Mass Spectrometric Fingerprints of Phytosterols and Tocopherols and the Development of Targeted Profiling Strategies in Vegetable Oils

Kang, Jun‐Gill; Gachumi, George; Poudel, Asmita; Shurmer, Bryn; Bashi, Zafer Dallal; El‐Aneed, Anas

doi:10.1007/s13361-019-02242-2

Cited by 35 publications

(21 citation statements)

References 58 publications

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“…A broad peak at 3421 cm . These absorption frequencies are in agreements with those of stigmasterol as reported in other studies [35,36,37,38]. Table 6 showed a good match and further confirms the structure of stigmasterol as reported in literature [35].…”

Section: Ft-ir (Kbr) ύ Max CM -1supporting

confidence: 91%

“…There are many structural forms of phytosterol but the most important are β-sitosterol, stigmasterol, campesterol and brassicasterol. They have been reported to show anti-inflammatory, antibacterial and antitumor activities [38]. Stigmasterol is reported to exhibit a broad spectrum of pharmacological activities against various disease conditions such as inflammation, arthritis, diabetes, cardiovascular ailments, renal disorder, anti-hepato toxicity, antimicrobial and anti-cancer activities [39].…”

Section: Ft-ir (Kbr) ύ Max CM -1mentioning

confidence: 99%

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Antibacterial Activity, Antioxidant Potential and Stigmasterol Isolation from Laggera aurita Linn (Asteraceae)

Yohanna

Kwaji

Atiko

2021

IJBcRR

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The study was aimed at the in-vitro investigation of the antibacterial activity, antioxidant potential and bioactive compound isolation from ethyl acetate crude fraction of Laggera aurita (L. aurita) Linn. The crude fraction was tested against five gram negative bacteria (Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumoniae, Salmonella typhi, Proteus mirabilis) and three gram positive bacteria (Staphylococcus aureus, Enterococcus faecalis and Bacillus subtilis) using macro dilution technique. The antioxidant potentials were evaluated using two different but complementary methods namely ferrous ion chelating activity (FICA) and ferric reducing antioxidant potential (FRAP). Phytocompound isolation was carried out on low pressure open column chromatography. The crude fraction displayed moderate to significant activity against all tested bacteria exhibiting both bacteriostatic and bactericidal effects. The crude fraction showed Minimum Inhibitory Concentration (MIC) and Minimum Bactericidal Concentration (MBC) in the range of 62.50-250 µg/mL and 125-1000 µg/mL respectively. The crude fraction was bactericidal to all tested pathogens except E. coli. The fifty percent effective concentration (EC50) of EDTA standard and the ethyl acetate fraction were obtained as 10.87 μg/mL and 25.77 μg/mL respectively. Similarly the FRAP determinations for ascorbic acid and ethyl acetate fraction yielded 153.63 and 134.40 Fe2+ Equivalent per g of fraction indicating 80.06% and 70.61% FRAP units respectively. The isolated phytocompound coded LAE was obtained as a white crystalline solid with melting point of 136‐138°C and Rf of 0.56 in hexane: ethylacetate (6:4). The isolated compound was identified by spectroscopic data analysis from FT-IR, GC-MS, 1D and 2D NMR and in comparison with literature. The compound was identified as stigmasterol. The observed significant antibacterial and antioxidant properties demonstrated by L. aurita in this study validate its widespread use in traditional medicine. Therefore the study had shown that L. aurita contains bioactive principles and may serve as a source for potential antibacterial and oxidative stress therapeutic agents.

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Section: Ft-ir (Kbr) ύ Max CM -1supporting

confidence: 91%

Section: Ft-ir (Kbr) ύ Max CM -1mentioning

confidence: 99%

Antibacterial Activity, Antioxidant Potential and Stigmasterol Isolation from Laggera aurita Linn (Asteraceae)

Yohanna

Kwaji

Atiko

2021

IJBcRR

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“…27.47 min) exhibited a molecular ion peak at m/z 395.3597 [M + H-H 2 O] + , with daughter ions at m/z 255, which show the loss of a side chain and 214 [M + H-H 2 O-C 13 H 25 ] + , corresponding to the loss of side chain and ring D cleavage. Compound 34 was tentatively identified as stigmasterol from these data and with the aid of the present literature [ 60 , 61 ]. Stigmasterol is an efficient antifungal and broad-spectrum antibacterial agent.…”

Section: Resultsmentioning

confidence: 99%

Metabolic Profiling and In Vitro Assessment of the Biological Activities of the Ethyl Acetate Extract of Penicillium chrysogenum “Endozoic of Cliona sp. Marine Sponge” from the Red Sea (Egypt)

Al-Saleem,

Hassan,

El Sayed

et al. 2022

Marine Drugs

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Marine sponge-derived endozoic fungi have been gaining increasing importance as promising sources of numerous and unique bioactive compounds. This study investigates the phytochemical profile and biological activities of the ethyl acetate extract of Penicillium chrysogenum derived from Cliona sp. sponge. Thirty-six compounds were tentatively identified from P. chrysogenum ethyl acetate extract along with the kojic acid (KA) isolation. The UPLC-ESI-MS/MS positive ionization mode was used to analyze and identify the extract constituents while 1D and 2D NMR spectroscopy were used for kojic acid (KA) structure confirmation. The antimicrobial, antioxidant, and cytotoxic activities were assessed in vitro. Both the extract and kojic acid showed potent antibacterial activity against Staphylococcus aureus and Pseudomonas aeruginosa with MIC 250 ± 0.82 µg/mL. Interestingly, the extract showed strong antifungal activity against Candida albicans and Cryptococcus neoformans with MIC 93.75 ± 0.55 and 19.53 ± 0.48 µg/mL, respectively. Furthermore, KA showed the same potency against Fusarium oxysporum and Cryptococcus neoformans with MIC 39.06 ± 0.85 and 39.06 ± 0.98 µg/mL, respectively. Ultimately, KA showed strong antioxidant activity with IC50 33.7 ± 0.8 µg/mL. Moreover, the extract and KA showed strong cytotoxic activity against colon carcinoma (with IC50 22.6 ± 0.8 and 23.4 ± 1.4 µg/mL, respectively) and human larynx carcinoma (with equal IC50 30.8 ± 1.3 and ± 2.1 µg/mL, respectively), respectively. The current study represents the first insights into the phytochemical profile and biological properties of P. chrysoenum ethyl acetate extract, which could be a promising source of valuable secondary metabolites with potent biological potentials.

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“…In addition, MS/MS data can be extended for the identification of other unidentified POPs within a sample due to structural similarities. In fact, a generalized MS/MS fingerprint was successfully used for the identification of structurally related sterols [62].…”

Section: Gc-ms/msmentioning

confidence: 99%

Analytical Strategies to Analyze the Oxidation Products of Phytosterols, and Formulation-Based Approaches to Reduce Their Generation

2021

Self Cite

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Phytosterols are a class of lipid molecules present in plants that are structurally similar to cholesterol and have been widely utilized as cholesterol-lowering agents. However, the susceptibility of phytosterols to oxidation has led to concerns regarding their safety and tolerability. Phytosterol oxidation products (POPs) present in a variety of enriched and non-enriched foods can show pro-atherogenic and pro-inflammatory properties. Therefore, it is crucial to screen and analyze various phytosterol-containing products for the presence of POPs and ultimately design or modify phytosterols in such a way that prevents the generation of POPs and yet maintains their pharmacological activity. The main approaches for the analysis of POPs include the use of mass spectrometry (MS) linked to a suitable separation technique, notably gas chromatography (GC). However, liquid chromatography (LC)-MS has the potential to simplify the analysis due to the elimination of any derivatization step, usually required for GC-MS. To reduce the transformation of phytosterols to their oxidized counterparts, formulation strategies can theoretically be adopted, including the use of microemulsions, microcapsules, micelles, nanoparticles, and liposomes. In addition, co-formulation with antioxidants, such as tocopherols, may prove useful in substantially preventing POP generation. The main objectives of this review article are to evaluate the various analytical strategies that have been adopted for analyzing them. In addition, formulation approaches that can prevent the generation of these oxidation products are proposed.

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The Establishment of Tandem Mass Spectrometric Fingerprints of Phytosterols and Tocopherols and the Development of Targeted Profiling Strategies in Vegetable Oils

Cited by 35 publications

References 58 publications

Antibacterial Activity, Antioxidant Potential and Stigmasterol Isolation from Laggera aurita Linn (Asteraceae)

Antibacterial Activity, Antioxidant Potential and Stigmasterol Isolation from Laggera aurita Linn (Asteraceae)

Metabolic Profiling and In Vitro Assessment of the Biological Activities of the Ethyl Acetate Extract of Penicillium chrysogenum “Endozoic of Cliona sp. Marine Sponge” from the Red Sea (Egypt)

Analytical Strategies to Analyze the Oxidation Products of Phytosterols, and Formulation-Based Approaches to Reduce Their Generation

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