Effect of the antifungal activity of oxygenated aromatic essential oil compounds on the white-rot Trametes versicolor and the brown-rot Coniophora puteana

Voda, Karmen; Boh, Bojana; Vrtačnik, Margareta; Pohleven, Franc

doi:10.1016/s0964-8305(02)00075-6

Cited by 95 publications

(66 citation statements)

References 34 publications

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“…In addition, the antimicrobial activity of phenolic compounds correlates well with their intrinsic hydrophobicity and log P values (Ultee et al 2002). Moreover, the geometry of the inhibitory compounds also plays a significant role in the binding of a substrate to an enzyme's active sites and thus affects their antifungal activity (Voda et al 2003).…”

Section: Structure-activity Relationship Of Cadinane-type Sesquiterpenesmentioning

confidence: 99%

Structure-activity relationships of cadinane-type sesquiterpene derivatives against wood-decay fungi

Chien

Wang

et al. 2005

Holzforschung

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Cadinane-type sesquiterpenes have a wide spectrum of biological activity, but their use as wood preservatives and the structure-activity relationships of their derivatives have not yet been reported. A total of 13 compounds were synthesized from T-cadinol, T-muurolol, and a-cadinol and their chemical structures were confirmed by IR, MS, and 1 H and 13 C NMR. The antifungal properties of 16 compounds against three wood-decay fungi were evaluated in vitro. a-Cadinol showed strong antifungal activity against Lenzites betulina, Trametes versicolor, and Laetiporus sulphureus (total mean IC 50 0.10 mM). Among the derivatives synthesized, 3b-ethoxy-T-muurolol (0.24 mM), 4jH-cadinan-10b-ol (0.25 mM), 4jH-muurolan-10b-ol (0.29 mM), and 4jH-cadinan-10a-ol (0.25 mM) showed good antifungal activity against all fungi tested. Correlation was observed between the antifungal activity of the compounds tested and log P. Furthermore, the presence of an unsaturated double bond and oxygen-containing functional groups in the compounds plays a key role in their antifungal activity. The stereo configuration of cadinane-type sesquiterpenes also influences their antifungal activity. Understanding how the structure of natural compounds relates to their antifungal function is important and may facilitate their application as novel wood preservatives.

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Section: Structure-activity Relationship Of Cadinane-type Sesquiterpenesmentioning

confidence: 99%

Structure-activity relationships of cadinane-type sesquiterpene derivatives against wood-decay fungi

Chien

Wang

et al. 2005

Holzforschung

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“…Many plant extracts have antimicrobial activities against a wide range of rumen microorganisms (Voda et al, 2003). Manipulation of the rumen microbial ecosystem for enhancing fibrous feed digestibility, reducing methane emission and nitrogen excretion by ruminants to improve their performance are some of the most important goals for animal nutritionists.…”

Section: Introductionmentioning

confidence: 99%

The effects of different compounds in some essential oils on <i>in vitro</i> gas production

Kiliç¹,

Boğa²,

Görgülü³

et al. 2011

J. Anim. Feed Sci.

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The aim of this study was to determine the effect of essential oils (EO) of oregano, ORE (Origanum vulgare); black seed, BSD (Nigella sativa); laurel, LAU (Laurus nobilis); cumin, CUM (Cumminum cyminum); garlic, GAR (Allium sativum); anise, ANI (Pimpinella anisum), and cinnamon, CIN (Cinnamomum verum) on in vitro gas production (IVGP) and IVGP kinetics of barley, wheat straw and soyabean meal. IVGP values were determined by using rumen liquor from three dry Holstein cows. The findings of this study indicate that the effects of EO, doses, and EO × dose interactions were significant. IVGP was decreased by ANI, GAR and ORE, and only CUM increased IVGP. These EO and their different doses or combinations in diets could be used to improve the performance of ruminants. Moreover, EO may act at different levels in energy and protein metabolic pathways, thus their careful selection and combination may be a useful tool to effectively manipulate rumen fermentation.

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“…But other compounds also contribute to yellow-cedar durability. The antifungal properties of carvacrol were reported by Anderson in 196 1 (cited in Barton, 1976), and it was one of the most active growth inhibitors of 22 compounds tested against the wood-decaying white rot, Trametes versicolor, and brown rot, Coniophora puteana (Voda et al, 2003). It also inhibits mycelial growth of various species of plant pathogens in the genus Fusarium (Thompson, 1996).…”

Section: Discussionmentioning

confidence: 86%

“…Reducing its concentration in the heartwood decreases the wood's resistance to decay (Smith, 1970;Smith and Cserjesi, 1970). Carvacrol is another major component in yellow-cedar heartwood with antihgal properties (Voda et al, 2003). Because the heartwood of class 5 snags is less resistant to decay than heartwood from live trees and younger snags, it is likely to have lower concentrations of one or more of these bioactive compounds.…”

Section: Introductionmentioning

confidence: 99%

Changes in Heartwood Chemistry of Dead Yellow-Cedar Trees that Remain Standing for 80 Years or More in Southeast Alaska

et al. 2005

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Abstract-We measured the concentrations of extractable bioactive compounds in heartwood of live yellow-cedar (Chamaecyparis noothtensis) trees and five classes of standing snags (1-5, averaging 4, 14,26,5 1, and 81 yearssince-death, respectively) to determine how the concentrations changed in the slowly deteriorating snags. Three individuals from each of these six condition classes were sampled at four sites spanning a 260-km distance across southeast Alaska, and the influence of geographic location on heartwood chemistry was evaluated. Cores of heartwood were collected at breast height and cut into consecutive 5-cm segments starting at the pith. Each segment was extracted with ethyl acetate and analyzed by gas chromatography. Concentrations of carvacrol, nootkatene, nootkatol, nootkatone, nootkatin, and total extractives (a sum of 16 compounds) for the inner (0-5 cm from pith), middle (5-10 cm from pith), and surface (outer 1.1-6.0 cm of heartwood) segments from each core were compared within each tree condition class and within segments across condition classes. Heartwood of class 1 and 2 snags had the same chemical composition as live trees. The first concentration changes begin to appear in class 3 snags, which coincides with greater heartwood exposure to the external environment as decaying sapwood sloughs away, after losing the protective outer bark. Within core segments, the concen-* To whom correspondence should be addressed. E-mail: rke1seyGJfs.fed.u~ trations of all compounds, except nootkatene, decrease between snag classes 2 and 5, resulting in the Ileartwood of class 5 snags having the Iowest quantities of bioactive compounds, although not different t%om the amounts in class 4 snags. This decline in chemical defense is consistent with heartwood of class 5 snags being less decay-resistant than heartwood of live trees, as observed by others. The unique heartwood chemistry of yellow cedar and the slow way it is altered after death allow dead trees to remain standing for up to a century with a profound impact on the ecology of forests in southeast Alaska where these trees are in decline.

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Effect of the antifungal activity of oxygenated aromatic essential oil compounds on the white-rot Trametes versicolor and the brown-rot Coniophora puteana

Cited by 95 publications

References 34 publications

Structure-activity relationships of cadinane-type sesquiterpene derivatives against wood-decay fungi

Structure-activity relationships of cadinane-type sesquiterpene derivatives against wood-decay fungi

The effects of different compounds in some essential oils on <i>in vitro</i> gas production

Changes in Heartwood Chemistry of Dead Yellow-Cedar Trees that Remain Standing for 80 Years or More in Southeast Alaska

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