Phase behaviour of transkarbam 12

Zbytovská, Jarmila; Raudenkolb, Steve; Wartewig, S.; Hübner, Wigand; Rettig, W.; Pissis, P.; Hrabálek, Alexandr; Doležal, Pavel; Neubert, Reinhard H.H.

doi:10.1016/j.chemphyslip.2003.12.004

Cited by 19 publications

(12 citation statements)

References 16 publications

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“…The reason why the IR and NMR spectra confirmed the amino ester structure in the previous study is the reversibility of the reaction. T12 can decompose into DDEAC and carbon dioxide in an acidic environment or upon heating (15). It was found during this work that trace amounts of protons in chloroform were able to decompose the carbamate; therefore, the previously measured spectra were consistent with the structure of DDEAC.…”

Section: Discussionsupporting

confidence: 63%

“…However, when recorded in a CHCl 3 solution, no such vibration was observed. For a detailed IR and Raman spectroscopic study of T12, see Zbytovská et al (15).…”

Section: Confirmation Of the Structure Of T12mentioning

confidence: 99%

“…This two-chain enhancer with a carbamate salt forming its polar head, termed Transkarbam 12 (T12, Fig. 1), has been suggested to be responsible for the enhancing effect (14,15).…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and Enhancing Effect of Transkarbam 12 on the Transdermal Delivery of Theophylline, Clotrimazole, Flobufen, and Griseofulvin

et al. 2006

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Section: Discussionsupporting

confidence: 63%

“…However, when recorded in a CHCl 3 solution, no such vibration was observed. For a detailed IR and Raman spectroscopic study of T12, see Zbytovská et al (15).…”

Section: Confirmation Of the Structure Of T12mentioning

confidence: 99%

See 1 more Smart Citation

Synthesis and Enhancing Effect of Transkarbam 12 on the Transdermal Delivery of Theophylline, Clotrimazole, Flobufen, and Griseofulvin

et al. 2006

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“…The shift to a higher frequency occurs when the CH 2 groups along the alkyl chain of lipids change from trans to gauche conformation, suggesting that the SC lipid is disturbed, and the peak areas of the two C-H absorption bands are proportional to the amount of the SC lipids (Zhang et al, 2007). The change in the amide I and amide II absorption peaks to a lower wavelength is observed to indicate the alterations of the keratin conformation under the effect of penetration enhancers (Zbytovská et al, 2004;He et al, 2009). In addition, the frequencies of the fatty acid carbonyl stretching mode, the keratin amide I and amide II modes are sensitive to hydrogen bonding, which can provide information on head-group interactions in the SC lipids (Moore and Rerek, 2000).…”

Section: Possible Action Mechanisms Of Z Bungeanum Oilmentioning

confidence: 96%

Cytotoxicity and enhancement activity of essential oil from Zanthoxylum bungeanum Maxim. as a natural transdermal penetration enhancer

Mao

et al. 2014

J. Zhejiang Univ. Sci. B

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Abstract:The aim of this present study is to investigate the effect of Zanthoxylum bungeanum oil (essential oil from Z. bungeanum Maxim.) on cytotoxicity and the transdermal permeation of 5-fluorouracil and indomethacin. The cytotoxicity of Z. bungeanum oil on dermal fibroblasts and epidermal keratinocytes was studied using an MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) assay. The rat skin was employed to determine the percutaneous penetration enhancement effect of Z. bungeanum oil on hydrophilic and lipophilic model drugs, i.e., 5-fluorouracil and indomethacin. The secondary structure changes of the rat stratum corneum (SC) were determined using attenuated total reflectance-Fourier transform infrared spectroscopy (ATR-FTIR), and saturated solubilities and SC/vehicle partition coefficients of two model drugs with and without Z. bungeanum oil were also measured to understand its related mechanisms of action. It was found that the half maximal inhibitory concentration (IC 50 ) values of Z. bungeanum oil were significantly lower in HaCaT and CCC-ESF-1 cell lines compared to the well-established and standard penetration enhancer Azone. The Z. bungeanum oil at various concentrations effectively facilitated the percutaneous penetration of two model drugs across the rat skin. In addition, the mechanisms of permeation enhancement by Z. bungeanum oil could be explained with saturated solubility, SC/vehicle partition coefficient, and secondary structure changes of SC.

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“…Basic relationships between structure and activity of amphiphilic permeation enhancers with regard to their possible mechanisms of action were described by Vµvrovµ et al [6]. The thermotropic phase behaviour of T 12 was elucidated by commonly used methods, such as differential scanning calorimetry (DSC), FT-Raman spectroscopy, FT-infrared spectroscopy (FTIR), X-ray powder diffraction, and dielectric relaxation spectroscopy [7].…”

Section: Introductionmentioning

confidence: 99%

Preliminary pharmaceutico-analytical evaluation of Transkarbam 12 using liquid chromatography

et al. 2006

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This paper deals with the search for optimal conditions for the identification of Transkarbam 12 (T 12) as a substance used for acceleration of transdermal penetration. Such substances are used in cases when drugs do not pass through the skin barrier under normal conditions. Other advantages are that they do not irritate the digestive system, provide continuous administration to an organism, and reduce fluctuations of drug concentration in blood. TLC and HPLC were used for identification. In the case of TLC, Silufol UV254 was used as stationary phase and the mobile phase consisted of chloroform, ethanol, and acetic acid. Detection was performed with iodine vapour. In the case of HPLC, the following three chromatographic columns were tested for the analysis of T 12: Silasorb SPH C 18, Silasorb SPH nitrile, and LiChrosorb Si-60. Because of the absence of any chromophore in the structure of T 12, work was performed on the derivatized compound. Detection was carried out at 230 nm. Quantification was studied on LiChrosorb Si-60 and the linearity, precision, and accuracy were evaluated.

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Phase behaviour of transkarbam 12

Cited by 19 publications

References 16 publications

Synthesis and Enhancing Effect of Transkarbam 12 on the Transdermal Delivery of Theophylline, Clotrimazole, Flobufen, and Griseofulvin

Synthesis and Enhancing Effect of Transkarbam 12 on the Transdermal Delivery of Theophylline, Clotrimazole, Flobufen, and Griseofulvin

Cytotoxicity and enhancement activity of essential oil from Zanthoxylum bungeanum Maxim. as a natural transdermal penetration enhancer

Preliminary pharmaceutico-analytical evaluation of Transkarbam 12 using liquid chromatography

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