Chemical characterization of polymerized products formed in the reactions of matairesinol and pinoresinol with the stable radical 2,2-diphenyl-1-picrylhydrazyl

Smeds, Annika; Eklund, Patrik; Monogioudi, Evanthia; Willför, Stefan

doi:10.1515/hf.2011.151

Cited by 31 publications

(35 citation statements)

References 19 publications

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“…The oligolignans may be composed of combinations of a single lignan or different lignans linked together by 5e5 0 bonds, some containing one or two guaiacylglycerol units bound to the oligolignan by a beOe4 or be5 bond. These native oligolignans differ from those prepared by radical reactions, as those oligo-and polylignans are linked also by 5eOe4 0 bonds, and they are lacking the guaiacylglycerol units (Smeds et al, 2012a).…”

Section: Discussionmentioning

confidence: 96%

“…In a previous study, we showed that oligolignans prepared by oxidation of pinoresinol with DPPH were linked by 5e5 0 and 5eOe4 0 bonds in a ratio of 92:8 (Smeds et al, 2012a). The natural oligolignans in Norway spruce knotwood seem to differ from those synthetically prepared oligolignans by containing a considerable amount of guaiacylglycerol units and by lacking 5eOe4 0 bonds.…”

Section: Preparative Hplc Fractionsmentioning

confidence: 91%

“…Several sesquilignans were characterized, and dilignans were tentatively identified as two lignans linked by 5e5 0 bonds (Willf€ or et al, 2004). The 5e5-linked dilignans are similar to those derived by DPPH (2,2-diphenyl-1-picrylhydrazyl) coupling of pure lignans (Eklund et al, 2005;Smeds et al, 2012a). Besides a small amount of lipophilic extractives, the total proportion of GC-eluting compounds in Norway spruce knots, here called low-molar-mass (LMM) material, i.e., lignans, sesqui-, and dilignans, was determined to be at most 29% of dry wood (Willf€ or et al, 2003).…”

Section: Introductionmentioning

confidence: 89%

“…Aliquots of the MTBE soluble and insoluble extracts were fractionated by GPC using Sephadex LH-40 gel as described previously (Smeds et al, 2012a), except that methanol was used as eluent instead of tetrahydrofuran. The fractions were evaporated to dryness and weighed and then analyzed by HPSEC-ELSD, and fractions showing similar molar mass distributions were combined and analyzed further.…”

Section: General Experimental Proceduresmentioning

confidence: 99%

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Chemical characterization of high-molar-mass fractions in a Norway spruce knotwood ethanol extract

2016

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Section: Discussionmentioning

confidence: 96%

Section: Preparative Hplc Fractionsmentioning

confidence: 91%

Section: Introductionmentioning

confidence: 89%

Section: General Experimental Proceduresmentioning

confidence: 99%

See 2 more Smart Citations

Chemical characterization of high-molar-mass fractions in a Norway spruce knotwood ethanol extract

2016

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“…Algumas espécies arbóreas possuem natural resistência a diversos organismos deterioradores por produzirem compostos polifenólicos, flavonóides, lignanas, estilbenos e taninos (GAO et al, 2006;LIIMATAINEN et al, 2012;RAMÍREZ et al 2012;SMEDS et al, 2011;ZHANG et al, 2016); ou seja, a presença dessas substân-cias na madeira está relacionada com um aumento na vida útil do material (MAKINO et al, 2011;YAO et al, 2010).…”

Section: Introductionunclassified

Atividade antifúngica do extrato natural da acácia-negra à Pycnoporus sanguineus

Silveira¹,

Santini²,

Kulczynski³

et al. 2017

Sci. For.

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ResumoEntre os organismos xilófagos, os fungos são os maiores responsáveis por grandes prejuízos na produção de madeira. O uso de fungicidas químicos por tempo prolongado tem como implicação o surgimento de linhagens mais resistentes e a toxidez ao ambiente. O objetivo do presente trabalho foi avaliar o efeito fungitóxico do extrativo tanino derivado da Acácia Negra (Acacia mearnsii) sobre o crescimento micelial do fungo Pycnoporus sanguineus, causador da podridão branca. Três metodologias foram elaboradas para trabalhar com o produto (esterilizando, não esterilizando e filtrando) e quatro concentrações (0,5; 1,0; 1,5 e 2,0%) foram individualmente incorporadas ao meio de cultura (BDA), avaliando-se o crescimento radial do micélio avaliados e comparados com a testemunha. O procedimento se repetiu com a metodologia avaliada como sendo a mais adequada, porém aumentando as concentrações (3,0; 4,0 e 5,0%). As concentrações de 4 e 5% mostraram-se as mais eficientes sobre a atividade fúngica, sendo que a segunda demonstrou inibição total em 50% das placas avaliadas, apresentando também o menor índice de crescimento micelial dentre todos os tratamentos testados.Palavras-chave: tanino, decomposição, podridão branca, ensaio fungitóxico. AbstractAmong the xylophagous organisms, fungi are mostly responsible for major losses in wood production. The prolonged use of chemical fungicides implies in the emergence of more resistant lines and toxicity in the environment. The goal of this study was to evaluate the toxic effect of the tannin extractive derived from the black wattle (Acacia mearnsii) on the mycelial growth of the fungus Pycnoporus sanguineus, causing white rot. Three methodologies have been developed to work with the product (sterilizing, nonsterilizing and filtering) and four concentrations (0.5, 1.0, 1.5 and 2.0%) were individually incorporated into the culture medium, evaluating the radial growth of the evaluated mycelium and results were compared with the non-treated specimen. The procedure was repeated with the methodology evaluated as being the most adequate, but increasing concentrations (3.0, 4.0 and 5.0%). The concentrations 4 and 5% were more efficient to fungal activity, and the second showed total inhibition in 50% of the plaques evaluated, also showing the smallest mycelial growth rate among all treatments tested.

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Chemical Composition and Content of Lipophilic Seed Extractives of Some Abies and Picea Species

Wajs-Bonikowska

Smeds

Willför

2016

Chemistry & Biodiversity

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The chemical content and composition of the lipophilic extracts from seeds of some fir species: Abies alba, A. cephalonica, A. concolor, and A. koreana, as well as of a few spruce species: Picea abies, P. orientalis, and P. pungens, were examined. The amount of lipophilic extractives is diverse among the tree species and it varies from 9.8% to 41% of seeds. The chemical characterization showed significant differences, not only in the content, but also in the composition of extractives. However, most of the identified compounds like resin alcohols, -aldehydes, and -acids, as well as fatty acids, were detected in the seed extracts of all the examined tree species. The dominating identified compound group was esterified fatty acids (2.5 - 55.4% w/w of dry extract), occurring mainly as tri- and diglycerides, as well as free acids. The main representatives of this group were linoleic and oleic acids. The resin acids, among which the main were abietic, neoabietic, dehydroabietic, and palustric acids, were also detected at high levels, from 1.8% to 16.9% of the dry seed extracts. Phytosterols, tocopherols, resin hydrocarbons, and resin esters, as well as fatty alcohols were also identified. The coniferous tree seeds, as a renewable natural material, could represent a prospective raw material for producing valuable chemicals.

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Chemical characterization of polymerized products formed in the reactions of matairesinol and pinoresinol with the stable radical 2,2-diphenyl-1-picrylhydrazyl

Cited by 31 publications

References 19 publications

Chemical characterization of high-molar-mass fractions in a Norway spruce knotwood ethanol extract

Chemical characterization of high-molar-mass fractions in a Norway spruce knotwood ethanol extract

Atividade antifúngica do extrato natural da acácia-negra à Pycnoporus sanguineus

Chemical Composition and Content of Lipophilic Seed Extractives of Some Abies and Picea Species

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