The composition of commercial acetylated glycerol samples determined by 13C and 1H NMR. The comparison with gas chromatography

Šustere, Zane; Kampare, R. B.; Liepiņš, Edvards; Kampars, Valdis

doi:10.1134/s1061934814080103

Cited by 9 publications

(3 citation statements)

References 12 publications

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“…Five previously undescribed fatty acid lactones, which consist of four 2-pyrones with long chains (passifetilactones A−D, 1− 4) and one furanone with a long chain (passifetilactone E, 5) are herein described. The nine known compounds were identified as patriscabratine, 42 triacetin, 43 2-methoxybenzoic acid, 44 2-hydroxy-5-methoxybenzoic acid, 45 salicylic acid, 46 4hydroxybenzoic acid, 47 capilliplactone, 48 tricin, 49 and 5,7dihydroxy-3′,4′,5′-trimethoxyflavone. 50 T h i s c o n t e n t i s Compound 1 was isolated as a white amorphous solid.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

Passifetilactones A–E, Fatty Acid Lactones from the Fruit and Flowers of Passiflora foetida with Cytotoxic Activity

Ponsuwan,

Nathabumroong,

Lekphrom

et al. 2024

J. Nat. Prod.

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Phytochemical investigation of the fruit and flowers of Passiflora foetida led to the isolation of 14 compounds, of which five are previously undescribed fatty acid lactones. Four 2-pyrones, passifetilactones A−D (1−4), and one furanone, passifetilactone E (5), were identified by analysis of spectroscopic and spectrometric data. The previously undescribed lactones were tested for cytotoxic activities against the cancer cell lines HeLa, A549, PC-3, KKU-055, and KKU-213A and two normal cell lines, Vero and MMNK-1. Passifetilactones B (2) and C (3) displayed good to mild cytotoxic activity, at IC 50 3.7−25.9 μM and 12.2−19.8 μM, respectively, against six cell lines, but were weakly active against the MMNK-1 cell line. Passifetilactones B and C (2 and 3) showed cell apoptosis induction on the KKU-055 cell line in a flow cytometry experiment. Passifetilactone D ( 4) is an isolation artifact produced by purification over silica gel, but we demonstrated that it can also be slowly formed within the crude EtOAc extract. This is the first investigation of the flowers and the fruit of this plant.

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Section: ■ Results and Discussionmentioning

confidence: 99%

Passifetilactones A–E, Fatty Acid Lactones from the Fruit and Flowers of Passiflora foetida with Cytotoxic Activity

Ponsuwan,

Nathabumroong,

Lekphrom

et al. 2024

J. Nat. Prod.

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“…The calibration was done using ethyl laurate as an internal standard, because retention time of its peak doesn't overlap with esters' peaks. Glycerol (G), monoglycerides (MG), diglycerides (DG), triglicerides (TG), monoacetindiglycerides (MADG), diacetinmonoglyceride (DAMG), monoacetinmonoglyceride (MAMG), monoacetin (MAG), diacetinglycerol (DAG) and triacetin (TAG) were analysed using DB5-HT column (15 m, 0.32 mm, 0.10 μm) under conditions prescribed in standard EN 14105 and quantified as in [14]. The oven temperature was set to 50 °C for 5 min and then gradually increased to 180 °C at the rate of 15 °C/min, then to 230 °C at the rate of 7 °C/min and finally to 370 °C at the rate of 10 °C/min.…”

Section: Methodsmentioning

confidence: 99%

Competitive Interesterification-Transesterification of Rapeseed Oil with Methyl Acetate in Presence of Potassium Metoxide Solutions

Sīle

Kampars

Šustere

2018

KEM

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Two catalytic systems (CH3OK/CH3OH and CH3OK/tert-BuOH) were tested to estimate competitive interesterification-transesterification processes of rapeseed oil with methyl acetate. Catalyst completely dissolves in methanol, while in tert-butanol suspension was obtained. With CH3OK/CH3OH catalytic system high FAME content was obtained (86 wt%), but triacetin content was negligible and without FAME mostly transesterification products of oil and triacetin were observed (up to 94 wt% of all products). When CH3OK/tert-BuOH catalytic system was used, only interesterification of oil proceeded, nevertheless the composition of product complicated the interesterification of triacetin with tert-butanol.

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“…Clear solution was filtered from precipitates and evaporated; the resulting emulsion was refrigerated for 10-16 h to allow to completely set the two layers of product. Analysis of glycerol formate fractions after distillation was performed with 13 C NMR method; similar to that reported in [8]. Signals were identified by comparing to pure glycerol and the purest of TFG samples (Table 1).…”

Section: Separation Of Tfgmentioning

confidence: 99%

Analysis of Products Obtained in Chemical Interesterification of Rapeseed Oil with Methyl Formate

Laipniece

Ābelniece

Kampars

2019

KEM

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Chemical interesterification is one possible way to produce biofuel from vegetable oils. Rapeseed oil interesterification with methyl formate using 1M tBuOK catalyst in tBuOH yields product in two layers. The upper layer contains fatty acid esters. Analysis of lower layer by 13C NMR method shows that it contains glycerol and glycerol formates. To develop quantitative determination methods using HPLC and GC, glycerol formates are synthesized in Fisher esterification reaction and used as standards. HPLC analysis is fast, but suitable only for determination of diformin and triformin. GC analysis gives content for all components but is more time consuming.

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The composition of commercial acetylated glycerol samples determined by 13C and 1H NMR. The comparison with gas chromatography

Cited by 9 publications

References 12 publications

Passifetilactones A–E, Fatty Acid Lactones from the Fruit and Flowers of Passiflora foetida with Cytotoxic Activity

Passifetilactones A–E, Fatty Acid Lactones from the Fruit and Flowers of Passiflora foetida with Cytotoxic Activity

Competitive Interesterification-Transesterification of Rapeseed Oil with Methyl Acetate in Presence of Potassium Metoxide Solutions

Analysis of Products Obtained in Chemical Interesterification of Rapeseed Oil with Methyl Formate

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