Beta-cyclodextrin complexes with chlorogenic and caffeic acids from coffee brew: Spectroscopic, thermodynamic and molecular modelling study

Górnaś, Paweł; Neunert, Grażyna; Baczyński, Krzysztof; Polewski, Krzysztof

doi:10.1016/j.foodchem.2008.09.048

Cited by 100 publications

(67 citation statements)

References 22 publications

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“…This phenomenon could be explained by less polar nature of FA (in comparison with other phenolic acids) due to the presence of nonpolar group (-CH 3 ) in its structure, which provides the higher affinity to the membrane interior than the water environment [28,29]. Similar results showing that FA has a higher affinity for lipids compared with CA and CGA were also reported [30].…”

Section: Partition Coefficient (C Ob )supporting

confidence: 52%

Synergistic and antagonistic effects between alpha-tocopherol and phenolic acids in liposome system: spectroscopic study

Neunert

Górnaś

Dwiecki

et al. 2015

Eur Food Res Technol

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Section: Partition Coefficient (C Ob )supporting

confidence: 52%

Synergistic and antagonistic effects between alpha-tocopherol and phenolic acids in liposome system: spectroscopic study

Neunert

Górnaś

Dwiecki

et al. 2015

Eur Food Res Technol

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“…DC., atraditional chinese medicinal herb, has been used to treat gynecological diseases including menorrhagia, puerperal metrorrhagia, peripheral edema, infertility and vulvar ulcer [1]. Recent research showed that the phenolic compounds are widely present in medicinal plants, exhibiting antioxidant, antivirus, immunomodulatory, antiallergic, and other types of pharmacological activity [2][3][4][5]. Up to now, about 20 phenolic compounds such as caffeic acid, chlorogenic acid and hydroxycinnamic acid have been isolated from Blumea riparia DC.…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of (E)-3-(3,4-dihydroxyphenyl)-N-ethylacrylamide, C11H13NO3, a caffeic acid imide

Meng¹,

Jiang²,

Wang³

et al. 2011

Zeitschrift Für Kristallographie - New Crystal Structures

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“…Absorbance of the inclusion complex was higher than that of LIG alone with a simultaneous hypsochromic shift of the maximum to 324 nm. These changes were due to the interaction between LIG and HP-b-CD, implying the inclusion complex formation (20).…”

Section: Uv-vis Absorption Spectrum Of the Inclusion Complexmentioning

confidence: 97%

Complexation of Z-ligustilide with hydroxypropyl-β-cyclodextrin to improve stability and oral bioavailability

Liu

Zhao

et al. 2014

Acta Pharmaceutica

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Radix Angelica sinensis, known as Danggui and mainly spread in Gansu and Sichuan provinces of China, has been used for a long time as a traditional Chinese medicine to treat cardiovascular and cerebrovascular diseases (1, 2) as well as a common food supplement to reinforce vital energy (3, 4). Modern phytochemical studies have shown that LIG (Fig. 1) is the main lipophilic component of Danggui (1). Our previous studies have shown that LIG had neuroprotective effects on some models of diseases associated with cerebral ischemia. Treatment with LIG could significantly improve behavioral deficits and dose-dependently reduce cerebral infarct volumes after focal cerebral ischemia in rats (1, 5). It could also prevent chronically hypoperfused cognitive deficits and brain damage in rats induced by permanent ligation of both common carotid arteries (6). A recent study has shown that LIG has a neuroprotective effect on Alzheimer's disease, cognitive impairment and neuropathological changes induced by bilateral intracerebroven- To improve the stability and oral bioavailability of Z-ligustilide (LIG), the inclusion complex of LIG with hydroxypropyl-b-cyclodextrin (HP-b-CD) was prepared by the kneading method and characterized by UV-Vis spectroscopy, differential thermal analysis (DTA) and Fourier transform infrared (FTIR) spectroscopy. LIG is capable of forming an inclusion complex with HP-b-CD and the stoichiometry of the complex was 1:1. Stability of the inclusion complex against temperature and light was greatly enhanced compared to that of free LIG. Further, oral bioavailability of LIG and the inclusion complex in rats were studied and the plasma drug concentration-time curves fitted well with the non-compartment model to estimate the absolute bioavailability, which was 7.5 and 35.9 %, respectively. In conclusion, these results show that LIG/HP-b-CD complexation can be of great use for increasing the stability and biological efficacy of LIG.

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Beta-cyclodextrin complexes with chlorogenic and caffeic acids from coffee brew: Spectroscopic, thermodynamic and molecular modelling study

Cited by 100 publications

References 22 publications

Synergistic and antagonistic effects between alpha-tocopherol and phenolic acids in liposome system: spectroscopic study

Synergistic and antagonistic effects between alpha-tocopherol and phenolic acids in liposome system: spectroscopic study

Crystal structure of (E)-3-(3,4-dihydroxyphenyl)-N-ethylacrylamide, C11H13NO3, a caffeic acid imide

Complexation of Z-ligustilide with hydroxypropyl-β-cyclodextrin to improve stability and oral bioavailability

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