Chromatographic retention indices in identification of chemical compounds

Babushok, Valeri I.

doi:10.1016/j.trac.2015.04.001

Cited by 79 publications

(33 citation statements)

References 48 publications

(71 reference statements)

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“…Spots on TLC were visualized by UV light (254 nm) and by spraying with 50% (v/v) aqueous H 2 SO 4 followed by heating. Elemental analyses (microanalysis of carbon, hydrogen, and oxygen) were carried out with a Carlo Erba Elemental Analyzer model 1106 (Carlo Erba Strumentazione) as previously described . IR measurements (neat, ATR‐attenuated total reflectance) were carried out using a Thermo Nicolet model 6700 FT‐IR instrument.…”

Section: Methodsmentioning

confidence: 99%

“…(6), 134 (7), 133 (15), 132 (15), 131(49), 122(5), 121(52), 115 (5) (11), 70(6), 69(13), 67(13), 66(10), 65(11), 63(9), 60(6), 57(39), 56(40), 55(16), 53(7), 51 (20), 44(14), 43(16), 42(13), 41(22), 39 (21). ], 163 (7), 149 (21), 148(8), 147(10), 137(5), 135(29), 133(11), 131 (7), 121(10), 105 (7), 103 (11), 91 (15), 79 (6), 78(6), 77 (15), 71(21), 65(9), 55(5), 51 (7), 43(50), 41 (18), 39 (12). (9), 91 (7), 77 (7), 71 (8), 57(6), 55 (11), 43 (13), 41 (15).…”

Section: Nmr Measurementsunclassified

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A synthetic library of allylmethoxyphenyl esters: spectral characterization and gas chromatographic behavior

Mladenović

Radulović

2019

Flavour & Fragrance J

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A recent identification of eugenyl (allylmethoxyphenyl) esters as Anthemis segetalis Ten. (Asteraceae) essential oil constituents, accomplished by means of organic synthesis, motivated us to expand the existing synthetic library with an aim to examine the generality of structure‐chromatographic property relationships within this series of volatiles. Herein, the design, synthesis, gas–chromatographic and spectral characterization of members of a library of 85 allylmethoxyphenyl esters (64 are completely new) were described. Analysis of experimentally obtained RI data showed that esters of the same acid and different allylmethoxyphenols always elute in the same order from an apolar gas chromatography (DB‐5MS) column: 2‐allyl‐6‐methoxyphenyl < 2‐allyl‐3‐methoxyphenyl < 2‐allyl‐5‐methoxyphenyl < 2‐allyl‐4‐methoxyphenyl < 4‐allyl‐2‐methoxyphenyl esters. Based on the obtained RI values, several quantitative structure–property relationship models were built up that correlated several easily available parameters (e.g. Wiener [WI], Balaban [BI], and molecular topological [MTI] indices) of the mentioned esters and their RI data. The generated various quantitative structure–property relationships models (equations that predict RIs of esters of different regioisomers of allylmethoxyphenols with the same acids and the ones that predict RIs of esters of different acids with the same allylmethoxyphenols) were tested on data of previously known related esters. RI data of esters of allylmethoxyphenol regioisomers could be successfully predicted based on 1D topological indices, such as the Balaban, Wiener, and molecular topological indices. Together with RI and MS data accumulated in this work, these models represent a new and simple tool for the identification of allylmethoxyphenyl esters that might potentially represent new or rare natural products.

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Section: Methodsmentioning

confidence: 99%

Section: Nmr Measurementsunclassified

A synthetic library of allylmethoxyphenyl esters: spectral characterization and gas chromatographic behavior

Mladenović

Radulović

2019

Flavour & Fragrance J

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“…Retention index (RI) was calculated as follows (Babushok, ):

I_{normalx} =_{} 100 n + 100 \frac{t_{normalx} - t_{normaln}}{t_{n + 1} - t_{normaln}}

where, I x is the retention index of compound “X”; t n is the retention time of reference n‐alkane comes before compound “X”; t n + 1 is the retention time of reference n‐alkane comes after compound “X”; and t x is the adjusted retention time of compound c.”…”

Section: Methodsmentioning

confidence: 99%

Comparison of black tea volatiles depending on the grades and different drying temperatures

Polat¹,

Şat

Ilgaz³

2018

J Food Process Preserv

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Drying is important stage in tea manufacturing, because many volatile compounds are formed, transformed, or lost. The effect of different drying temperatures on the volatile composition of black tea has been investigated the first time. Temperature, grade, and temperature–grade interaction showed significant (p < .05) effect on volatile compounds. Aldehydes had the highest share among the volatile compound groups. On average, trans‐2‐hexenal was the most abundant with 14.71% while, linalool was the least abundant with 0.43%. Decanal and 1‐pentene‐3‐one showed no significant (p < .05) difference depending on neither temperature nor grade. Correlation with increasing temperature, 2‐furaldehyde was the strongest positive, whilst trans‐2‐hexenal was the strongest negative (p < .01). Linalool and subsequent volatile flavor compounds (VCF) were grouped as VFC II, volatiles before linalool were grouped as VFC I and also VFC II/VFC I was accepted as flavor index. The highest flavor index value was obtained as 0.214. Practical applications Black tea has a very important place in Turkish culture and it is preferred because of its unique taste. Although the volatile components are small in quantity, it is effective on the flavor of a good tea. In this study, teas graded according to particle size were dried at different temperatures and the change in volatile compounds was investigated. Volatile compounds were extracted by solid phase microextraction (SPME) method and detected by GC–MS. In addition, the flavor index for tea was formed by considering the desired and undesirable volatile components. It can be said that the drying temperature on the volatile components is more effective than the grading.

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“…Comparing the known RIs from a retention-data library with measured values is the standard approach to identification. [9] …”

Section: Original Articlementioning

confidence: 99%

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Panihar¹

2018

IJGP

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Introduction: Brassica oleracea var. Italica ordinarily known as "broccoli" is a cruciferous green leafy vegetable and has been reported to have antioxidant, anti-inflammatory, antibacterial, anticancer, antiatherosclerotic, antimucolytic, antinitrosaminic, anti-nyctalopic, antiproliferant, and hypocholesterolemic potential. To determine the presence of bioactives, preliminary phytochemical screening of methanol extract was done and its antioxidant potential was evaluated by in vitro radical scavenging assays. Phytoconstituents present in the extract were identified by gas chromatography-mass spectroscopy (GC-MS) analysis. Materials and Methods: In the preliminary phytochemical screening, various chemical tests were performed. Evaluation of the in vitro antioxidant efficacy of the extract was done by 1,1-Diphenyl-2-picrylhydrazyl (DPPH) scavenging assay and ferrous ion-chelating ability assay. Various phytoconstituents were identified on the basis of retention indices and mass spectra fragmentation pattern obtained through GC-MS studies. Results: Phytochemical screening of the floret extract revealed the presence of terpenoids, alkaloids, tannins, steroids, and saponins. Plant has significant scavenging effect on DPPH (half maximal inhibitory concentration [IC 50 ] = 0.070 ± 0.67 mg/ml) which is comparable to that of ascorbic acid (IC 50 = 0.045 ± 0.61 mg/ml) and butylated hydroxytoluene (BHT) (IC 50 = 0.118 ± 0.53 mg/ml). The highest chelating activity of methanol extract and ethylenediaminetetraacetic acid is found to be 83.69% and 98.91%, respectively. GC-MS analysis report confirmed the presence of ascorbic acid 2,6-dihexadecanoate, phytosterols, linoleic acid, palmitic acid, and oleic acid as the major constituents. Terpenoids, namely squalene and geraneol, were found in traces. Discussion and Conclusion: From the study, it has been concluded that the B. oleracea is a potential source of plant-based therapeutics and a natural source of antioxidants. It has been found that the extract contains a significant amount of phytochemicals with antioxidants which could act as scavengers of free radicals. From this study, we got a sound base for further investigation of B. oleracea for its pharmaceutical application.

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Chromatographic retention indices in identification of chemical compounds

Cited by 79 publications

References 48 publications

A synthetic library of allylmethoxyphenyl esters: spectral characterization and gas chromatographic behavior

A synthetic library of allylmethoxyphenyl esters: spectral characterization and gas chromatographic behavior

Comparison of black tea volatiles depending on the grades and different drying temperatures

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