Radical scavenging characteristics of condensed tannins from barks of various tree species compared with quebracho wood tannin

Holzforschung ◽  
2011 ◽  
Vol 65 (5) ◽  
Author(s):  
Rei Makino ◽  
Seiji Ohara ◽  
Koh Hashida

Abstract The object of this study was to elucidate the relationship between the chemical structure of purified condensed tannin polymers from tree species and their radical scavenging characteristics. By means of 13C-NMR spectrometry and pyrolysis-gas chromatography/mass spectrometry (Py-GC/MS), four kinds of proanthocyanidins were identified: prorobinetinidins, profisetinidins, procyanidins, and prodelphinidins. The tannins were submitted to radical scavenging assays with DPPH and galvinoxyl radicals and from the time-course of the reactions was concluded: 1) Tannins with pyrogallol type B-ring scavenge radicals in the beginning faster than those with catechol type B-ring. 2) Tannins with catechol type B-ring needs more time to scavenge the same amount of radicals as those with pyrogallol type B-ring. 3) The IC50 values of tannins with catechol type B-ring decrease after longer reaction times with the galvinoxyl radical. 4) Radical scavenging with DPPH radical proceeds faster than that for the galvinoxyl radical.

Holzforschung ◽  
2006 ◽  
Vol 60 (2) ◽  
pp. 178-183 ◽  
Author(s):  
Koh Hashida ◽  
Seiji Ohara ◽  
Rei Makino

Abstract Condensed tannins have formaldehyde gas-scavenging ability. Tannins consisting of phloroglucinol-type A-rings, such as prodelphinidin and procyanidin, had higher formaldehyde-scavenging ability than those consisting of resorcinol-type A-rings, such as prorobietinidin and profisetinidin. This ability was markedly improved by ammonia treatment. The increase in formaldehyde-scavenging ability was especially notable in the case of condensed tannins with a high ratio of pyrogallol-type B-rings, such as prorobietinidin and prodelphinidin. To clarify the factors affecting improvement of the formaldehyde-scavenging ability by ammonia treatment, the reaction behavior of condensed tannins during ammonia treatment was studied. Analyses using 13C-NMR and on-line methylation pyrolysis/gas chromatography/mass spectrometry revealed that on treatment of condensed tannins with ammonia, amino-substitution at C-4′ of the pyrogallol-type B-ring occurred to form a 4′-amino-3′,5′-dihydroxybenzene-type B-ring. It can be assumed that the introduction of a 4′-amino-3′,5′-dihydroxybenzene-type B-ring into the tannin molecule results in improved formaldehyde-scavenging ability.


Author(s):  
Emma Jakab ◽  
Zoltán Sebestyén ◽  
Bence Babinszki ◽  
Eszter Barta-Rajnai ◽  
Zsuzsanna Czégény ◽  
...  

SummaryThe thermo-oxidative decomposition of lovage (Levisticum officinale) and davana (Artemisia pallens) essential oils has been studied by pyrolysis-gas chromatography/mass spectrometry in 9% oxygen and 91% nitrogen atmosphere at 300 °C to simulate low-temperature tobacco heating conditions. Both lovage and davana oils contain numerous chemical substances; the main components of both oils are various oxygen-containing compounds. Isobenzofuranones are the most important constituents of lovage oil, and their relative intensity changed significantly during oxidative pyrolysis. (Z)-ligustilide underwent two kinds of decomposition reactions: an aromatization reaction resulting in the formation of butylidenephthalide and the scission of the lactone ring with the elimination of carbon dioxide or carbon monoxide. Davanone is the main component of davana oil, which did not decompose considerably during low-temperature oxidative pyrolysis. However, the relative yield of the second most intensive component, bicyclogermacrene, reduced markedly due to bond rearrangement reactions. Davana ether underwent oxidation reactions leading to the formation of various furanic compounds. The changes in the composition of both essential oils could be interpreted in terms of bond splitting, intramolecular rearrangement mechanisms and oxidation reactions of several constituents during low-temperature oxidative pyrolysis. The applied thermo-oxidative method was found to be suitable to study the stability of the essential oils and monitor the decomposition products under simulated tobacco heating conditions. In spite of the complicated composition of the essential oils, no evidence for interaction between the oil components was found. [Beitr. Tabakforsch. Int. 29 (2020) 27–43]


2008 ◽  
Vol 6 (1) ◽  
Author(s):  
Markus Heryanto Langsa

<p>Penelitian ini bertujuan untuk menentukan senyawa organik khususnya organic karbon terlarut (DOC) dari dua spesies daun tumbuhan (<em>wandoo eucalyptus </em>and <em>pinus radiate, conifer</em>) yang larut dalam air selama periode 5 bulan leaching eksperimen. Kecepatan melarutnya senyawa organic ditentukan secara kuantitatif dan kualitatif menggunakan kombinasi dari beberapa teknik diantaranya Total Organic Carbon (TOC) analyser, Ultraviolet-Visible (UV-VIS) spektrokopi dan pyrolysis-gas chromatography-mass spectrometry (Py-GC-MS).</p><p>Hasil analisis DOC dan UV menunjukkan peningkatan yang tajam dari kelarutan senyawa organic di awal periode pengamatan yang selanjutnya berkurang seiring dengan waktu secara eksponensial. Jumlah relatif senyawa organic yang terlarut tergantung pada luas permukaan, aktifitas mikrobiologi dan jenis sampel tumbuhan (segar atau kering) yang digunakan. Fluktuasi profil DOC dan UV<sub>254</sub> disebabkan oleh aktifitas mikrobiologi. Diperoleh bahwa daun kering lebih mudah terdegradasi menghasilkan senyawa organic dalam air dibandingkan dengan daun segar. Hasil pyrolysis secara umum menunjukkan bahwa senyawa hidrokarbon aromatic dan fenol (dan turunannya) lebih banyak ditemukan pada residue sampel setelah proses leaching kemungkinan karena adanya senyawa lignin atau aktifitas humifikasi mikrobiologi membuktikan bahwa senyawa-senyawa tersebut merupakan komponen penting dalam proses karakterisasi DOC.</p>


2019 ◽  
Author(s):  
Chem Int

In this study, we determined the chemical composition and antioxidant activities of the essential oils from two different varieties of khat (Catha edulis Forsk) cultivated in Ethiopia. The essential oils were extracted by hydrodistillation using the Clevenger type apparatus, identifications of compounds were made by gas chromatography and gas chromatography-mass spectrometry (GC-MS). Seventy seven different compounds were identified from essential oils of the two different khat cultivars. The essential oils in the samples from Bahir Dar and Wendo were composed of 50 and 34 compounds, respectively. The major compound identified in khat essentials oils include: limonene, 1-phenyl-1,2-propanedione, 1-hydroxy,1-phenyl-2-propanone, camphor, (sulfurous acid)-2-propylundecyl ester, hexadecane, O-mentha-1(7), 8-dien-3-ol, heptadecane, 10-methylnonadecane, (phthalic acid)-isobutyl octadecyl ester, and tritetracontane. The antioxidant and free radical scavenging activity of the oils were assessed by means of 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical assay. The scavenging activities of the oils were 23.5-23.6 μg AAE/kg of fresh khat sample.


2002 ◽  
Vol 2 (5-6) ◽  
pp. 427-433 ◽  
Author(s):  
J. van Leeuwen ◽  
C. Chow ◽  
R. Fabris ◽  
N. Withers ◽  
D. Page ◽  
...  

To gain an improved understanding of the types of organic compounds that are recalcitrant to water treatment, natural organic matter (NOM) isolates from two drinking water sources (Mt. Zero and Moorabool reservoirs, Victoria, Australia) were separated into fractions of distinct chemical behaviour using resins. Four fractions were obtained from each water source and were organics absorbed to: (1) XAD-8 (very hydrophobic acids, VHA); (2) DAX-4 (slightly hydrophobic acids, SHA); (3) bound to an anion exchange resin (charged organics, CHAR); and (4) not absorbed or bound to resins (neutrals, NEUT). These fractions were then tested to determine the capacity of alum to remove them from water and to correlate this with the character of each isolate. The fractions were characterised by the application of high performance size exclusion chromatography (HPSEC), bacterial regrowth potential (BRP), trihalomethane formation potential (THMFP), pyrolysis gas-chromatography mass spectrometry (Py-GC-MS) and thermochemolysis. The highest removals of dissolved organic carbon (DOC) by alum treatment were in waters spiked with the CHAR fractions while the NEUT fractions were the most recalcitrant. The number average molecular weights (Mn) of DOC of the CHAR fractions before treatment were the highest, whilst those of the NEUT fractions were the lowest. After alum treatment, the Mn of the NEUT fractions were only slightly reduced. Results from Py-GC-MS and thermochemolysis indicate that the NEUT fractions had the highest relative proportion of saccharide derived organic material. Nonetheless, the BRP of waters spiked with the NEUT fractions differed markedly, indicating that organics recalcitrant to alum treatment can vary substantially in their chemical composition and capacity to support microbial growth.


Sign in / Sign up

Export Citation Format

Share Document