Characterization of the Interunit Bonds of Lignin Oligomers Released by Acid-Catalyzed Selective Solvolysis of Cryptomeria japonica and Eucalyptus globulus Woods via Thioacidolysis and 2D-NMR

2016 ◽  
Vol 64 (48) ◽  
pp. 9152-9160 ◽  
Author(s):  
Kaori Saito ◽  
Atsushi Kaiho ◽  
Ryo Sakai ◽  
Hiroshi Nishimura ◽  
Hitomi Okada ◽  
...  
Holzforschung ◽  
2008 ◽  
Vol 62 (5) ◽  
Author(s):  
Jorge Rencoret ◽  
Gisela Marques ◽  
Ana Gutiérrez ◽  
David Ibarra ◽  
Jiebing Li ◽  
...  

Abstract The chemical structure of milled-wood lignins from Eucalyptus globulus, E. nitens, E. maidenii, E. grandis, and E. dunnii was investigated. The lignins were characterized by analytical pyrolysis, thioacidolysis, and 2D-NMR that confirmed the predominance of syringyl over guaiacyl units and only showed traces of p-hydroxyphenyl units. E. globulus lignin had the highest syringyl content. The heteronuclear single quantum correlation (HSQC) NMR spectra yielded information about relative abundances of inter-unit linkages in the whole polymer. All the lignins showed a predominance of β-O-4′ ether linkages (66–72% of total side-chains), followed by β-β′ resinol-type linkages (16–19%) and lower amounts of β-5′ phenylcoumaran-type (3–7%) and β-1′ spirodienone-type linkages (1–4%). The analysis of desulfurated thioacidolysis dimers provided additional information on the relative abundances of the various carbon-carbon and diaryl ether bonds, and the type of units (syringyl or guaiacyl) involved in each of the above linkage types. Interestingly, 93–94% of the total β-β′ dimers included two syringyl units indicating that most of the β-β′ substructures identified in the HSQC spectra were of the syringaresinol type. Moreover, three isomers of a major trimeric compound were found which were tentatively identified as arising from a β-β′ syringaresinol substructure attached to a guaiacyl unit through a 4-O-5′ linkage.


Holzforschung ◽  
2007 ◽  
Vol 61 (5) ◽  
pp. 478-482 ◽  
Author(s):  
Sara A. Lisboa ◽  
Dmitry V. Evtuguin ◽  
Carlos Pascoal Neto

Abstract The amount of non-cellulosic glucans in Eucalyptus globulus wood (approx. 4.5%) was assessed by extraction of sawdust with a 0.5 M NaOH solution at 90–120°C and the structural features were elucidated in a glucan-enriched polysaccharide fraction isolated by hot water extraction (120°C, 2 h). Isolated soluble glucans were characterized by wet chemistry methods and a set of 1D and 2D NMR techniques. The major proportion of glucans consisted of amylose (20%) and amylopectin (80%), although a small proportion of β-(1→3)-glucan (<0.2% on wood weight) was also detected. Although glucans are easily removed in the initial phase of kraft pulping, notable amounts were found in unbleached pulp and it was supposed that in the final stage of kraft pulping a fraction of α-glucan is precipitated onto the fiber surface and contributes to the pulp yield.


Molecules ◽  
2020 ◽  
Vol 25 (11) ◽  
pp. 2481
Author(s):  
Anita M. Sutedja ◽  
Emiko Yanase ◽  
Irmanida Batubara ◽  
Dedi Fardiaz ◽  
Hanifah N. Lioe

Although the intake of jack bean (Canavalia ensiformis (L.) DC.), an underutilized tropical legume, can potentially decrease the risk of several chronic diseases, not much effort has been directed at profiling the polyphenolics contained therein. Hence, this work aimed to identify and quantify the dominant jack bean polyphenolics, which are believed to have antioxidant and other bioactivities. Four major compounds were detected and identified as kaempferol glycosides with three or four glycoside units. Their structures were established based on UV-visible, 1D, 2D NMR, and HR-ESI-MS analyses. Specifically, kaempferol 3-O-α-l-rhamnopyranosyl (1→6)- β-d-glucopyranosyl (1→2)-β-d-galactopyranosyl-7-O-[3-O-o-anisoyl]-α-l-rhamnopyranoside was detected for the first time, while the other three compounds have already been described in plants other than jack bean. This new compound was found to have a higher α-glucosidase inhibition activity compared to acarbose.


1990 ◽  
Vol 28 (5) ◽  
pp. 419-422 ◽  
Author(s):  
Lutz Weber ◽  
Rüdiger Szargan ◽  
Bärbel Schulze ◽  
Manfred Mühlstädt
Keyword(s):  

2009 ◽  
Vol 4 (7) ◽  
pp. 1934578X0900400 ◽  
Author(s):  
Daniel A. Dias ◽  
Sylvia Urban

Phytochemical investigation of the Australian lichen, Ramalina glaucescens resulted in the isolation of a new halogenated depside, 5-chlorosekikaic acid 5, together with (+)-usnic acid 1, sekikaic acid 2, atranorin 6 and parietin 7, the latter of which was isolated from the associated (co-occurring) lichen, X. parietina. Compound 5 is suspected to be an artifact of the isolation procedure. All structures were assigned using spectroscopic methods and mass spectrometry. In addition to the full characterization of 5, this report represents the first application of 2D NMR spectroscopy to complete the unequivocal chemical shift assignment for compounds 2 and 7. Compounds 1-2 and 5-7 all displayed varying degrees of antitumor activity (ranging from an IC50 of 15 μM to >44 μM) with compounds 1, 2 and 5 also displaying antibacterial properties. Of these, (+)-usnic acid 1 displayed the most significant antitumor and antibacterial activities.


2019 ◽  
Vol 31 (4) ◽  
pp. 851-854
Author(s):  
Santhosh Guduru ◽  
V.V.S.R.N. Anji Karun Mutha ◽  
B. Vijayabhaskar ◽  
Muralidharan Kaliyaperumal ◽  
Raghu Babu Korupolu ◽  
...  

The stability of aceclofenac under stress conditions was assessed to identify the degradation products. So, it was subjected to stress conditions like acid, base and oxidation, according to ICH guideline Q1A (R2). One degradation product formed when the drug was subjected to acid stress. Three degradation products were formed during the basic stress condition. The drug substance was found to be stable to oxidative stress. The degradants formed during the stress were separated on a C-18 column using gradient preparative HPLC elution. The only product (DP-2) formed during the acid stress and this one is same as of one of the three degradation products (DP-1, DP-2, DP-3) were formed during base stress. 1D and 2D NMR spectra and mass spectral analysis supported the proposed structures for the products. The products DP-2 and DP-3 have been reported earlier but this is the first report of product DP-1 as a degradation product of aceclofenac.


2010 ◽  
Vol 5 (12) ◽  
pp. 1934578X1000501 ◽  
Author(s):  
Rashad Mehmood ◽  
Abdul Malik

Crotosparsamide (1), a new cyclic nonapeptide, has been isolated from the n-butanol soluble sub-fraction of Croton sparsiflorus along with p-hydroxy methylcinnamate and kaempferol, which are reported for the first time from this species. Their structures were determined by chemical and spectral studies including ESIMS, and 1D and 2D NMR spectroscopic data.


Sign in / Sign up

Export Citation Format

Share Document