Effect of Food Processing on Bioactive Compounds in Foods: A New Method for Separation and Identification of <i>cis</i>-Cinnamic Acid from Its Racemic Mixture

Sun, Fang-Ming; Smith, James L.; Vittimberga, Bruno M.; Traxler, R. W.

doi:10.1021/bk-2002-0816.ch017

Cited by 9 publications

(4 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…As it is known (see discussion bellow) it is quite difficult to prepare high pure cis-cinamic isomers with this protocol. Similarly, other authors suggested the photoisomerization as a method of synthesis but they use HPLC to separate the isomers in order to get the cis acids as pure compounds with purity 100% (Sun et al, 2002;Chen et al, 2005).…”

Section: Fig 2 Trans-coumaric Acid (Trans-cua) From Trans-cinnamicmentioning

confidence: 99%

“…1 5) it is essential to have these cis isomers commercially available and/or simple and friendly protocols for its preparation-isolation and purification in the laboratory. As states Sun et al (2002) due to the stability and purity of the unavailable cis-cinnamic acids, the mechanism of cis-cinnamic acids effects on nutritional, toxicological, and metabolic pathway in eucaryotic cells are virtually unknown. He also adds that as cis-isomers of cinnamic acids are in general obtained throught protocols that, as it has been reported in the literature, yield the cis species with a significant amount of trans isomer as impurity.…”

Section: Cis-cinnamic Acids Role In Plant Physiology Cause Of Limitatmentioning

confidence: 99%

“…Because of their 1,2-disubstituted alkenic molecular structure they can exist in both geometric molecular arrangements (geometric isomers): trans-and cis-forms (Taiz and Zeiger, 2006), both forms have been found in nature. However, at the moment of isolation and characterization, the transcinnamic acids have been shown to be the predominant form in the extracts, may be because they are much more stable than the corresponding cis-isomer or because of their biological role (Sun et al, 2002). In Fig.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

High Purity cis-Cinnamic Acid Preparation for Studying Physiological Role of trans-Cinnamic and cis-Cinnamic Acids in Higher Plants

Salum

Erra‐Balsells

2013

Environmental Control in Biology

View full text Add to dashboard Cite

Cinnamic acids are present in all kinds of plant tissues and as consequence in herbs and derived medicines, cosmetics, foods, etc. The interest in study their role in nature and possible health effect on consumers has grown exponentially. Because of their molecular structure they can exist in both trans-and cis-forms, having both found in plants. However, as only the trans-forms are commercially available very few studies in vitro and in vivo of the cis-role are available. In the present review the current knowledge in this field of studies is summarized including the brief description of a new tool for easy and friendly synthesis of cis-cinnamic acids by researchers in order to be able to conduct new experiments.

show abstract

Section: Fig 2 Trans-coumaric Acid (Trans-cua) From Trans-cinnamicmentioning

confidence: 99%

Section: Cis-cinnamic Acids Role In Plant Physiology Cause Of Limitatmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

High Purity cis-Cinnamic Acid Preparation for Studying Physiological Role of trans-Cinnamic and cis-Cinnamic Acids in Higher Plants

Salum

Erra‐Balsells

2013

Environmental Control in Biology

View full text Add to dashboard Cite

show abstract

“…Five aromatic protons (H5−H9) resonated between 7.39 and 7.63 ppm. The trans configuration of cinnamic acid was corroborated by proton resonances at δ 6.61 (H-2) and 7.82 (H-3) and a typical 1 H− 1 H coupling constant ( J = 16 Hz) , , .…”

Section: Resultsmentioning

confidence: 90%

Isolation, Characterization, and Determination of 1-O-trans-Cinnamoyl-β-d-glucopyranose in the Epidermis and Flesh of Developing Cashew Apple (Anacardium occidentale L.) and Four of Its Genotypes

Michodjehoun-Mestres¹,

Amraoui²,

Brillouet³

2009

J. Agric. Food Chem.

View full text Add to dashboard Cite

1-O-trans-Cinnamoyl-beta-d-glucopyranose was purified from cashew apple (Anacardium occidentale L.) juice and unambiguously characterized. Absent at the immature green stage, its concentration bursts at the turning and even more at the mature ripe stage, reaching 6.2 mg/100 g of fresh weight. Whatever the considered cashew apple genotype, this cinnamoyl glucoside ester was preferentially concentrated in the epidermis, which was 4-5 times richer than flesh, reaching 85 mg/100 g of fresh weight for skin of the Brazilian clone EMBRAPA 50. Entire cashew apples contained from 6 to 20 mg of 1-cinnamoylglucose/100 g, a concentration similar to that of red strawberry receptacle. Accumulation of such amounts in this false fruit remains to be explained.

show abstract

The high‐pressure response of trans‐cinnamic acid crystals studied by Raman spectroscopy

Marinopoulou,

Christopoulou,

Karabinaki

et al. 2024

Applied Research

View full text Add to dashboard Cite

The pressure response of crystalline trans‐cinnamic acid is studied by means of Raman spectroscopy up to 6 GPa. Pressure application causes the reversible shift of all the observed Raman peaks to higher frequencies and changes in their relative intensities, with the intermolecular vibrational modes being by far more sensitive to pressurization compared to the intramolecular ones. The present high pressure Raman data indicate the structural stability of the trans‐cinnamic acid crystal and molecular conformation up to the highest pressure attained in the experiments, the importance of the hydrogen bonding, as well as the considerable strengthening of the intermolecular interactions at elevated pressures.This article is protected by copyright. All rights reserved.

show abstract

Effect of Food Processing on Bioactive Compounds in Foods: A New Method for Separation and Identification of cis-Cinnamic Acid from Its Racemic Mixture

Cited by 9 publications

References 0 publications

High Purity cis-Cinnamic Acid Preparation for Studying Physiological Role of trans-Cinnamic and cis-Cinnamic Acids in Higher Plants

High Purity cis-Cinnamic Acid Preparation for Studying Physiological Role of trans-Cinnamic and cis-Cinnamic Acids in Higher Plants

Isolation, Characterization, and Determination of 1-O-trans-Cinnamoyl-β-d-glucopyranose in the Epidermis and Flesh of Developing Cashew Apple (Anacardium occidentale L.) and Four of Its Genotypes

The high‐pressure response of trans‐cinnamic acid crystals studied by Raman spectroscopy

Contact Info

Product

Resources

About