Color forming property of derivatives and modification products of natural iridoids with methylamine / Xue Shao in JOURNAL OF THE AMERICAN LEATHER CHEMISTS ASSOCIATION (JALCA), Vol. CX, N° 1 (01/2015)  

[article]  inJOURNAL OF THE AMERICAN LEATHER CHEMISTS ASSOCIATION (JALCA) > Vol. CX, N° 1 (01/2015) . - p. 1-6 Titre : Color forming property of derivatives and modification products of natural iridoids with methylamine Type de document : texte imprimé Auteurs : Xue Shao, Auteur ; Keyi Ding, Auteur ; Jun Liu, Auteur Année de publication : 2015 Article en page(s) : p. 1-6 Note générale : Bibliogr. Langues : Américain (ame) Catégories : Couleur Iridoïdes Méthylamine Pigments -- Analyse Pigments -- Synthèse Index. décimale : 667.2 Colorants et pigments Résumé : Derivatives and modified products of five natural iridoids (geniposide, gentiopicroside, swertiamarin, loganin and morroniside) were obtained by derivatization or modification. Compounds before and after derivatization or modification were adopted to react with methylamine to investigate their color-forming property. The relationship between the color of the pigments and the structure was analyzed using ultraviolet-visible (UV-vis) spectroscopy. The results indicated that: (1) when the backbone of the iridoids was the same, the position of the modified substituent groups had the greatest effect on the color of the pigments formed. For example, methygentiopicroside aglycone and methylswertimarin aglycone have a similar skeleton structure, differing only at positions C-5 and C-6, and the pigments obtained from their reaction with methylamine were also similar i.e. bright yellow. However, geniposidic acid aglycone and genipin, which also have a similar skeleton structure, differing only in the substituent at position C-4, produce pigments of different color upon reaction with methylamine, one being dark blue and the other purple red. (2) In different buffer systems, i.e., phosphate buffered saline (PBS, pH=8.0) and acetate buffer (ACE, pH=5.0), the same iridoid formed pigments with different colors. (3) After the ?-? conjugation of benzoyl was introduced to the skeleton of loganin, genipin and morronin as a substituent group, the characteristic absorption wavelength of pigments changed. Taking loganin as an example, the characteristic absorption wavelength of pigments changed from 430 nm and 650, to 465 nm and 670 nm when reacted in PBS, and from 560 nm to 610 nm when reacted in ACE. The reason might be that the conjugation system became longer and the molecular structure became more stable. Note de contenu : - EXPERIMENTAL : Materials - Preparation of derivative of geniposide and its reaction with methylamine principal - METHODS : Preparation of geniposidic acid - Hydrolysis of geniposidic acid - The reaction of geniposidic acid aglycon with methylamine - Preparation of derivatives of gentiopicroside and swertiamarin and their reaction with methylamine principal - Method - Structural modification for natural iridoids the process for preparing benzoyl chloride - The reaction of natural iridoids with benzoyl chloride (taking geniposide as an example - Hydrolysis of iridoid glucosides - Color forming reaction of six iridoid aglycones with methylamine - RESULTS AND DISCUSSION : The color forming reaction of geniposidic acid aglycon with methylamine - The color-forming reaction of methygentiopicroside aglycone and methylswertimarin aglycone with methylamine - Comparing experiment for the color forming of three aglycones and their modification products color-forming result of loganin aglycon and its modification product (compound II) - Color-forming results of genipin, morroniside aglycone and their modification products (compounds I and III) En ligne : https://drive.google.com/file/d/1gUrJfpY8rqZKElx_riZHmxBdop7aRonT/view?usp=drive [...] Format de la ressource électronique : Pdf Permalink : https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=22790 [article]

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Dyeing/cross-linking property of natural iridoids to protein fibers / Baoqin Zhang in JOURNAL OF THE AMERICAN LEATHER CHEMISTS ASSOCIATION (JALCA), Vol. CVI, N° 4 (04/2011)  

[article]  inJOURNAL OF THE AMERICAN LEATHER CHEMISTS ASSOCIATION (JALCA) > Vol. CVI, N° 4 (04/2011) . - p. 121-126 Titre : Dyeing/cross-linking property of natural iridoids to protein fibers : Part I. Preparation of four natural iridoids and their dyeing/cross-linking (tanning) property to hide power Type de document : texte imprimé Auteurs : Baoqin Zhang, Auteur ; Loujin Xu, Auteur ; Keyi Ding, Auteur Année de publication : 2011 Article en page(s) : p. 121-126 Note générale : Bibliogr. Langues : Américain (ame) Catégories : Cuirs et peaux -- Teinture Iridoïdes Résonance magnétique nucléaire Spectrométrie de masse Tannage Index. décimale : 675 Technologie du cuir et de la fourrure Résumé : Four iridoid compounds, genipin, loganin aglycone, oleuropein aglycone and E-6-O-methoxycinnamoyl scandoside methyl ester aglycone were prepared from Gardenia jasminoides Ellis, Lonicera japonica Thunb, Olea europaea Linn and Hedyotis diffusa (Willd) Roxb respectively, their structures were identified by electron spray ionization-mass spectrometry (ESI-MS), 1H NMR and 13C NMR. Their dyeing/tanning properties on hide powder was investigated, the relationship between dyeing/cross-linking (tanning) property and the chemical structures were discussed. The results showed that these four natural iridoids could react with hide powder under mild conditions (35?, pH=7.5-8.0), within a short time (about 6 h) and at a low dosage (5% (w/w) of hide powder). The hydrothermal stability of the reacted hide powder was 20-25°C higher than the control sample, and different colors, such as dark blue, brown-yellow, yellow and mauve, were imparted to hide powder. The mechanism might be that cross-linking reaction took place between iridoids and –NH2 groups of collagen molecular chains. These results implied that natural iridoids might act as completely novel “natural reactive dyes”, especially for protein fibers and offering environmental-friendly simultaneous tanning-dyeing agents for leather manufacture. Note de contenu : - EXPERIMENTAL : Materials - Preparation and identification of iridoid glucosides (preparation and identification of loganin - Preparation and identification of geniposide, oleuropein and E-6-O-methoxycinnamoyl scandoside methyl ester - Preparation of iridoid aglycones by hydrolysis - Tanning and dyeing experiment). - Analytical procedures : Determination of thermal stability - Stability of iridoid aglycones in phosphate buffered saline (PBS) - reaction analysis between genipin and BSA via SDS-PAGE RESULT AND DISCUSSION : The chemical structures of four iridoid glycosides - Tanning and dyeing properties of iridoids on hide powder - the dyeing/tanning mechanism of iridoids to hide powder iridoid stability in PBS : Analysis by SDS-PAGE for the reaction between genipin and BSA. En ligne : https://drive.google.com/file/d/12fkr42u_e6_nxZOrWmSXHcUGFOuYPjiz/view?usp=drive [...] Format de la ressource électronique : Pdf Permalink : https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=11314 [article]

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Dyeing/cross-linking property of natural iridoids to protein fibers in JOURNAL OF THE AMERICAN LEATHER CHEMISTS ASSOCIATION (JALCA), Vol. CVI, N° 10 (10/2011)  

[article]  inJOURNAL OF THE AMERICAN LEATHER CHEMISTS ASSOCIATION (JALCA) > Vol. CVI, N° 10 (10/2011) . - p. 303-308 Titre : Dyeing/cross-linking property of natural iridoids to protein fibers : Part II. Color-forming rules and mechanism of methylamine and protein fibers dyed by four natural iridoids Type de document : texte imprimé Année de publication : 2011 Article en page(s) : p. 303-308 Note générale : Bibliogr. Langues : Américain (ame) Catégories : Colorants Cuirs et peaux -- Teinture Iridoïdes Méthylamine Protéines Index. décimale : 675 Technologie du cuir et de la fourrure Résumé : Color-forming rules and mechanism of methylamine and protein fibers dyed by four iridoids, genipin, loganin aglycone, oleuropein aglycone and E-6-O-methoxycinnamoyl scandoside methyl ester aglycone were researched. The results showed that, before the formation of final pigments, intermediates were formed. A continuous color change following classical color matching principles was observed when the pigments formed by genipin and oleuropein aglycone reacted individually with methylamine were mixed. However, when genipin and oleuropein aglycone reacted simultaneously with methylamine, the situation was different. The results of single dyeing and combination dyeing of protein fibers showed that color of the dyed protein was the same as that formed by each iridoid with methylamine. This means that the structure of iridoid is the dominant factor for the color-forming process. The classical color-matching principle would be observed when two iridoids were applied to dye protein fibers separately. However, during simultaneous combination dyeing, the classical color-matching principle was not observed. Note de contenu : EXPERIMENTAL : Materials - Reaction of MA with iridoid aglycones - Dyeing reaction of four iridoids with protein fibers RESULTS AND DISCUSSION : Iridoid treatment of MA - Dyeing reaction of four iridoids with protein fibers En ligne : https://drive.google.com/file/d/1ot1oQyqYYnOT2557c2Du5piMK-t2nCXf/view?usp=drive [...] Format de la ressource électronique : Pdf Permalink : https://e-campus.itech.fr/pmb/opac_css/index.php?lvl=notice_display&id=12216 [article]

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