Tannins from mimosoid legumes of Texas and Mexico

The percentage of tannins in leaves, bark, wood, and immature fruits of several species of Acacia and related mimosoid legumes from the southwestern U.S. and Mexico, along with a few from Costa Rica and Argentina, was determined by a modified hide powder procedure and by precipitation with casein. The relative percentages of hydrolyzable and condensed tannins were determined by the iodate and the vanillin-HCl methods, respectively. Gallotannins of selected samples were also determined by the rhodanine method. Although the amount of total tannins was similar for the first two methods, values for condensed tannins by the vanillin-HCl method were frequently two to four times greater than the total tannin values.     

Natural tannins as anti-SARS-CoV-2 compounds

Tannins are polyphenols enriched in wood, bark, roots, leaves, seeds and fruits of a variety of plants. Over the last two decades, there has been an increasing interest in understanding the biological functions of tannins and their applications as antioxidants, anticancer drugs, and food additives. Since the outbreak of the COVID-19 pandemic, much effort has been devoted to finding an expedient cure. Tannins have been put forward as having possible anti-COVID-19 properties; however, owing to the profuse nature of the structurally diverse derivatives of tannins, the tannin species in the family associated with an indication of anti-COVID-19 have been poorly defined, compounded by frequent terminology misnomers. This article reviews the tannin family in fruits and the current knowledge about the activities of the compounds with regard to severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2). It will aid molecular and cellular biologists in developing natural anti-viral chemicals as means of overcoming the current and future pandemics.     

Variation of stilbene glucosides in bark extracts obtained from roots and stumps of Norway spruce (Picea abies [L.] Karst.)

Acetone-soluble compounds found in different root zones and stumps of Norway spruce (Picea abies [L.] Karst), which were grown on either peatland or a mineral soil site, were studied. Samples from stumps and roots of different sizes and ages were collected a day after the trees were felled. The wood and bark of stumps and three zones of the roots were separated and extracted with acetone in an ultrasonic bath. Extracts were silylated and analysed by gas chromatography–mass spectrometry. The stilbene glucosides astringin and isorhapontin were major compounds in the spruce bark samples. The resveratrol glucoside piceid and the flavonoid catechin were also extracted from spruce bark. We also found the lignan hydroxymatairesinol in some wood extracts. Total concentrations of stilbene glucosides in bark of stumps and different root zones varied between 0.53 and 8.29 % (w/w, dry weight) with isorhapontin being the major compound. Isorhapontin concentrations were highest in the spruce samples grown on mineral soil. The bark of the roots close to the stem is a rich source of stilbenes for commercial utilisation.     

Compositional Characterization and Pyrolysis of Loblolly Pine and Douglas-fir Bark

Two potential biofuel resources, Douglas-fir and Loblolly pine bark, were subjected to extensive chemical and compositional analysis. The barks were initially extracted with dichloromethane, and the resulting extracted compounds were characterized by gas chromatography coupled with mass spectrometric analysis. Characterization of the major bark biocomponents indicated that Douglas-fir and Loblolly pine bark contained 22.5 and 13.2 % tannins, 44.2 and 43.5 % lignin, 16.5 and 23.1 % cellulose, and 7.6 and 14.1 % hemicellulose, respectively. Of particular interest is the high content of tannins and lignin, which make these barks excellent potential precursors for bio-oils and/or other value-added chemicals. ¹³C nuclear magnetic resonance (NMR) was used to characterize the chemical structure of the lignin and tannins. These samples were also analyzed by ³¹P NMR after phosphitylation of the hydroxyl groups in lignin and tannins. The NMR spectral data indicated that the lignin in both barks contained p-hydroxyphenyl (h) and guaiacyl (g) of lignin monomers with an h/g ratio of 10:90 and 22:78 for Douglas-fir and Loblolly pine bark, respectively. Gel permeation chromatography was used to analyze the molecular weight distributions of extracted tannins, isolated cellulose, and ball-milled lignin. The pyrolysis of Douglas-fir and pine bark at 500°C in a tubular reactor generated 48.2 and 45.2 % of total oil, of which the light oil contents are 14.1 and 20.7 % and heavy oil are 34.1 and 24.4 %. Similarly, fast pyrolysis at 375°C yielded 56.1 and 49.8 % of total oil for Douglas-fir and pine bark, respectively.     

Polyphenol contents and antioxidant activity of soybean seed extracts

The antioxidant activity and contents of various polyphenol classes in the seeds of 20 soybean hybrids were evaluated. Total polyphenols, tannins and proanthocyanidins were determined after extraction of plant material with 70% aqueous acetone. In addition, flavonoid content was determined. Antioxidant activity of seed extracts was evaluated by DPPH free radical scavenging activity assay. A positive linear correlation between antioxidant activity and contents of total phenols, tannins and proanthocyanidins was established. The highest antioxidant activity was observed in the extracts of hybrids which have higher levels of all polyphenol classes examined. The most of the single-cross hybrids were poor in tannins which recommend them as good source for ensiled livestock feed. Results suggested that polyphenol content should be considered as an important feature of the soybean seed.     

Aspidosperma (Apocynaceae) plant cytotoxicity and activity towards malaria parasites. Part I: Aspidosperma nitidum (Benth) used as a remedy to treat fever and malaria in the Amazon

Infusions of Aspidosperma nitidum (Apocynaceae) wood bark are used to treat fever and malaria in the Amazon Region. Several species of this family are known to possess indole alkaloids and other classes of secondary metabolites, whereas terpenoids, an inositol and the indole alkaloids harmane-3 acid and braznitidumine have been described in A. nitidum . In the present study, extracts from the wood bark, leaves and branches of this species were prepared for assays against malaria parasites and cytotoxicity testing using human hepatoma and normal monkey kidney cells. The wood bark extracts were active against Plasmodium falciparum and showed a low cytotoxicity in vitro, whereas the leaf and branch extracts and the pure alkaloid braznitidumine were inactive. A crude methanol extract was subjected to acid-base fractionation aimed at obtaining alkaloid-rich fractions, which were active at low concentrations against P. falciparum and in mice infected with and sensitive Plasmodium berghei parasites. Our data validate the antimalarial usefulness of A. nitidum wood bark, a remedy that can most likely help to control malaria. However, the molecules responsible for this antimalarial activity have not yet been identified. Considering their high selectivity index, the alkaloid-rich fractions from the plant bark might be useful in the development of new antimalarials.     

Fractionation of Forest Residues of Douglas-fir for Fermentable Sugar Production by SPORL Pretreatment

Douglas-fir (Pseudotsuga menziesii) forest residues were physically fractionated through sieving. The bark and wood were separated for large-sized fractions (>12.7?mm), and their contents were determined. The chemical compositions of the large fractions were calculated based on the contents and chemical compositions of the bark and wood. The chemical compositions of the fine fractions were analyzed. The bark and wood content in the fine fractions was calculated based on the measured glucan and lignin contents in each fraction. It was found that fractionation by particle/chip size can effectively fractionate bark and wood and therefore lignin from carbohydrates. The large-sized fractions (>12.7?mm) represent approximately 60?% of the collected forest residues but only contain approximately 37?% of the total bark and 35?% of the total ash, or a selectivity over bark and ash of 1.6 and 1.7, respectively. Pretreatment of forest residues by sulfite pretreatment to overcome recalcitrance of lignocelluloses and subsequent enzymatic hydrolysis revealed the presence of 14.3?% bark can reduce substrate enzymatic digestibilities (SED) 16?% compared with that from a bark-free sample. The SED of a bark is 41?% compared with 73?% for wood when pretreated under the same conditions. Separating pretreatment of bark from wood is beneficial for producing a more enzymatically digestible substrate. The results from the present study could have significant implications for harvesting forest residues.     

Alkaloids,limonoids and furocoumarins from three Mexican Esenbeckia species

The chemical constituents of three Mexican Esenbeckia species have been determined. Rutaevin was the main limonoid present in the seeds of all three species, E. litoralis, E. flava and E. berlandieri. The husks, leaves, wood and bark contained a wide array of known furocoumarins and furoquinoline alkaloids. In addition, 1-hydroxy-3-methoxy-N-methylacridone was obtained from E. litoralis bark and a new natural 2-quinolone alkaloid, formulated as 3,3-diisopropyl-N-methyl-2,4-quinoldione, was obtained from E. flava wood. The structure was assigned from spectroscopic considerations and conversion to N-methylhaplofoline.     

Differences in the fruit structure and the location and content of bioactive substances in <Emphasis Type="Italic">Viburnum opulus</Emphasis> and <Emphasis Type="Italic">Viburnum lantana</Emphasis> fruits

Many Viburnum species are popular ornamental shrubs and, simultaneously, highly valued medicinal plants as a source of many bioactive compounds, including antioxidants. Viburnum bark, flowers, and fruits are widely used in traditional and folk medicine, and the fruits of some species are used as cooking ingredients. The knowledge of the microstructure of Viburnum fruits and the accumulation sites of bioactive substances in these organs is rather poor. Comparative analyses of the microstructure of ripe Viburnum opulus and Viburnum lantana drupes were carried out using light, scanning, and transmission electron microscopes. The location of various groups of metabolites in the fruits of both species was determined with the use of histochemical tests and fluorescence microscopy. Additionally, the major antioxidants, i.e. carotenoids, polyphenols, and flavonoids, were quantified and a number of morphometric traits of the drupes were presented. The V. opulus and V. lantana fruits were found to differ in some morphological traits and in many characteristics of the pericarp anatomy and ultrastructure. It was shown that the Viburnum fruits contained lipids and lipid compounds (carotenoids, essential oils, steroids, and saponins), polyphenols (tannins, flavonoids, and anthocyanins), pectins, and proteins. The fruits of V. opulus contained greater quantities of carotenoids, polyphenols, flavonoids, steroids, and pectins than the V. lantana drupes, whereas the latter were characterised by higher contents of essential oils, saponins, and proteins. The metabolites were located in different pericarp layers, but the greatest amounts were identified in the drupe skin.     

Extractability and biological activity of tannins from various tree leaves determined by chemical and biological assays as affected by drying procedure

Leaf samples of Juglans regia (walnut), Rhus typhina (sumach), Aesculus hippocastanum (chestnut) and Salix alba (willow) were either freeze dried or oven dried and the amount of tannins was determined by two chemical assays (Folin Ciocalteau and ferric chloride method). In addition, the biological activity of these tannins was determined by their protein precipitation capacity and by a bioassay based on the incubation to the leaves in vitro in buffered rumen fluid with and without polyethylene glycol. Generally, oven drying is recognised to decrease the extractability and/or the biological activity of tannins. Our results however do not indicate a general decrease in extractability of tannins due to oven drying. The effects observed were plant specific with negative effects of oven drying in walnut and willow leafs, positive effects in chestnut leaves and no effects were observed for the sumach. No negative effects of oven drying were detected for the biological activity of the tannins. The specific protein precipitation capacity was nearly identical for the freeze dried and the oven dried tannins. Oven drying however decreased the solubility of the cell contents and the plant cell wall, which led to changes in fermentation end products, but the biological activity of the tannins was not negatively affected by the oven drying. Although some differences in the extractability and activity of the individual plant species were observed, we conclude from this work that the drying procedure has no negative effect on the biological activity of the tannins examined.     

Dependence of the cellulosolytic activity in the lichen <Emphasis Type="Italic">Hypogymnia physodes</Emphasis> (L.) Nyl. on the substrate

Samples of the lichen H. physodes were collected from bark of living trees (pine, spruce, birch, alder, rowan, and willow); from the wood of these trees and of juniper; from bark of dead spruce, alder, and rowan trees; and from the moss Hypnum pallescens. Thalli of this lichen were placed onto medium with carboxylmethyl cellulose (CMC) (water being used as a control). Output of sugars was determined using the Nelson-Somogyi technique. Cellulosolytic activity of samples from the bark of pine and birch was higher than that of samples from the bark of spruce. In thalli of the lichen from wood, from moss, and from bark of living alder and rowan trees, the output of sugars on the medium with CMC was similar to that in the control. The cellulosolytic activity was revealed in samples from the lichen from bark of dead rowan and alder trees. In the lichen from spruce bark, the output of sugars on the medium with CMC was higher in samples from dead trees in comparison with living trees. The results are discussed.     

The mechanical role of bark

The ability of stem bark to resist bending forces was examined by testing in bending segments of Acer saccharum, Fraxinus americana, and Quercus robur branches with and without their bark. For each species, the bark contributed significantly to the ability of stem segments differing in age to resist bending forces, but its contribution was age-dependent and differed among the three species. The importance of the mechanical role of the bark decreased basipetally with increasing age of F. americana and Q. robur stem segments and was superceded by that of the wood for segments ≥ 6 yr old. A. saccharum bark was as mechanically important as the wood for stem segments 7 yr old but was not a significant stiffening agent for younger or older portions of stems. On average, the stiffness of the bark from all three species was 50% that of the wood. However, the geometric contribution to the flexural rigidity of stems made by the bark (i.e., the bark's second moment of area) was sufficiently large to offset its lower stiffness (Young's modulus) relative to that of the wood. A simple model is presented that shows that the bark must be as mechanically important as the wood when its radial thickness equals 32% that of the wood and its stiffness is 50% that of the wood. Based on this model, which is shown to comply with the data from three species purported to have stiff woods, it is evident that the role of the bark cannot be neglected when considering the mechanical behavior of juvenile woody stems subjected to externally applied bending forces.     

Fuel Characteristics of Solid Biofuel Derived from Oil Palm Biomass and Fast Growing Timber Species in Malaysia

The fuel characteristics of solid biofuels derived from biomass that is abundantly available in Malaysia are presented. The objectives of the study were to characterize fuel properties of oil palm biomass (empty fruit bunch (EFB) and oil palm trunk (OPT)) and wood from a range of fast growing timber species (Albizia falcataria, Acacia spp., Endospermum spp. and Macaranga spp.), inclusive and exclusive of bark. Among the fast-growing timber species, the higher heating values ranged from 4288 cal g^-1 to 4383 cal g^-1 for wood inclusive of bark, and 4134 cal g^-1 to 4343 cal g^-1 for wood exclusive of bark. The inclusive of bark portion in the biomass sample generally increased the heating value except for Macaranga spp. Empty fruit bunch and oil palm trunk had heating values of 4315 cal g^-1 and 4104 cal g^-1, respectively. Ash-forming elements and trace elements were much higher in the timber species samples inclusive of bark than samples exclusive of bark. On the other hand, oil palm biomass contained higher ash-forming elements and trace elements than the wood from the fast growing timber species. The European energy crops show higher HHV, Cl and Si content but lower K, Mg, Na and P compared to the local biomass used in this study. The data obtained from this study can serve as a foundation for the selection of suitable biomass to be used as solid fuel, or as a reference on the fabrication of conversion systems for the selection of biomass solid fuel.     

Comparative analysis of volatiles from Drimys brasiliensis Miers and D. angustifolia Miers (Winteraceae) from Southern Brazil

The essential oils obtained from Southern Brazilian native Drimys brasiliensis Miers and Drimys angustifolia Miers were analyzed by GC and GC/MS. The oils from leaves of both species showed predominance of monoterpenoids, while the oils from stem barks were characterized by sesquiterpenoids. Bicyclogermacrene (20.0% in leaves and 25.4% in stem bark) and drimenol (1.4% in leaves and 26.2% in stem bark) were the most abundant in D. angustifolia, and cyclocolorenone (from 16.0% to 32.3% in fresh and dried leaves and almost 50% in stem bark) in D. brasiliensis. The oil from fruits of D. brasiliensis was also analyzed and presented 31.0% of cyclocolorenone. The predominance of this unusual aromadendrane-type sesquiterpene in D. brasiliensis essential oils could be used as a chemosystematic marker.     

Wood decay activity and cellulase production by freshwater lignicolous fungi

Wood decay activity and coupled cellulase production were examined for freshwater lignicolous Ascomycetes, Deuteromycetes and an Oomycete. Wood decay ability was assessed by weight changes in wood and bark blocks of ash and cottonwood colonized by test fungi. Changes in wood components were also measured. Production of coupled cellulases was determined by measurement of activity of culture filtrates. Except for early successional species, most fungi caused weight loss in sapwood blocks; all species caused weight loss in bark blocks. Bark blocks were decayed more rapidly than sapwood blocks and cottonwood blocks were decayed more rapidly than those of ash. For four species examined, cellulose and lignin disappeared simultaneously, with cellulose disappearing more rapidly than lignin. All species produced extracellular exoglucanase, endoglucanase and glucosidase when grown in liquid media containing crystalline cellulose. Enzyme production by most of the species was increased by the addition of glucose.     

Pericarp ontogenesis in wild species of Arachis L. (Leguminosae; Papilionoideae)

The genus Arachis encompasses 80 validly described species and the most striking characteristics is the geocarpic fruit, which occurs in every species of the genus. Taking into consideration that much of the current knowledge about this subject is based on the anatomy and morphology of A. hypogaea, a cultivated species with fruits that were modified during domestication, the objective of this study was to learn more about the development of the geocarpic fruits of wild species of Arachis (A. paraguariensis, A. pintoi, A. stenosperma, and A. tuberosa), and to provide characters that can be used in future phylogenetic works about this group. Buds, flowers and fruits at different stages of development were collected and processed according to standard methods used for light field, interferential contrast, and scanning electron microscopy. Although the geocarpic fruits of the wild species share many adaptations, this study identified potentially diagnostic infrageneric characters, such as the type of trichomes on the pericarp, the presence of sclerenchyma caps in the bundles of the pericarp of the seed chamber of the fruit and isthmus, the presence of tracheoid cells in the pith of the isthmus, the location of crystalliferous cells, the presence of tannins in the cells of mesocarp outer layers, and the presence of projections in the sclerenchyma tissue. In addition, this article brings some inferences about functional characteristics of this peculiar geocarpic fruit.     

Defense mechanisms of conifers : relationship of monoterpene cyclase activity to anatomical specialization and oleoresin monoterpene content

Cell-free extracts from Pinus ponderosa Lawson (ponderosa pine) and Pinus sylvestris L. (Scotch pine) wood exhibited high levels of monoterpene synthase (cyclase) activity, whereas bark extracts of these species contained no detectable activity, and they inhibited cyclase activity when added to extracts from wood, unless polyvinylpyrrolidone was included in the preparation. The molecular mass of the polyvinylpyrrolidone added was of little consequence; however, polyvinylpolypyrrolidone (a cross-linked insoluble form of the polymer) was ineffective in protecting enzyme activity. Based on these observations, methods were developed for the efficient extraction and assay of monoterpene cyclase activity from conifer stem (wood and bark) tissue. The level of monoterpene cyclase activity for a given conifer species was shown to correlate closely with the monoterpene content of the oleoresin and with the degree of anatomical complexity of the specialized resin-secreting structures. Cyclase activity and monoterpene content were lowest in the stems of species containing only isolated resin cells, such as western red cedar (Thuja plicata D. Don). Increasing levels of cyclase activity and oleoresin monoterpenes were observed in advancing from species with multicellular resin blisters (true firs [Abies]) to those with organized resin passages, such as western larch (Larix occidentalis Nutt.), Colorado blue spruce (Picea pungens Engelm.) and Douglas-fir (Pseudotsuga menziesii [Mirb.] Franco). The highest levels of cyclase activity and oleoresin monoterpenes were noted in Pinus species that contain the most highly developed resin duct systems. The relationship between biosynthetic capacity, as measured by cyclase activity, monoterpene content, and the degree of organization of the secretory structures for a given species, may reflect the total number of specialized resin-producing cells per unit mass of stem tissue.     

Association between myxomycetes and the decay stage of coarse woody debris in an evergreen broadleaf forest in warm temperate Japan

Myxomycetes inhabit coarse woody debris in varying stages of decay; however, their ecology in the dead wood of evergreen broadleaf trees is not well known. In this study, we examined the relationships between myxomycete species and the decay stage of wood from fallen trees in an evergreen broadleaf forest in Japan. Myxomycete species richness and abundance were calculated for eight stages of decay in fallen logs, according to the appearance and wood hardness of log portions. A total of 70 myxomycete species (including varieties) were found on the logs. Moderately decayed wood was the preferred habitat of myxomycetes (57 species; 81% of the total) and most species inhabited moist decayed wood. Analysis by nonmetric multidimensional scaling enabled the differentiation of myxomycete assemblages, with five groupings recognized across the progression of decay. Forty-two species preferred a particular decay stage, represented by the decay index. Physarum viride and Stemonitis splendens particularly preferred the less-decayed wood and Stemonitopsis typhina var. similis especially inhabited the well-decayed wood. Species from the order Physarales dominated the less-decayed wood, whereas Trichiales and Liceales species dominated the softer well-decayed wood. Myxomycetes diversity was high in and varied among logs with various stages of decay in a typical Japanese evergreen forest.     

Diet and feeding patterns in the kipunji (<Emphasis Type="Italic">Rungwecebus kipunji</Emphasis>) in Tanzania’s Southern Highlands: a first analysis

The diet and feeding behaviour of the kipunji (Rungwecebus kipunji) was studied over 45 months, the first dietary analysis for this species. During 9498 h of direct observation of 34 kipunji groups, a list of 122 identified foodplants was recorded. The list represents 60 families, including 64 trees, 30 herbs, 9 climbers, 7 shrubs, 6 lianas, 3 grasses and 3 ferns. Kipunji were observed eating bark, young and mature leaves, ripe and unripe fruits, flowers, pith, seed pods, rhizomes, tubers, shoots and stalks. Invertebrates, fungi, moss, lichen, and soil were also eaten. Macaranga capensis var. capensis, an early successional tree, was the most commonly consumed species, with leaves, leaf stalks, pith, flowers and bark all eaten. We demonstrate that the kipunji is an omnivorous dietary generalist, favouring mature and immature leaves, ripe and unripe fruits and bark in similar proportions, with an almost comparable fondness for leaf stalks and flowers. Kipunji appear to be adaptable foragers able to modify their diet seasonally, being more folivorous in the dry season and more frugivorous in the wet. Whereas more ripe fruit is eaten in the wet season, the proportion of unripe fruit remains similar across the year. The proportion of mature leaves and pith increases throughout the dry season at the expense of ripe fruits and bark, and this may compensate nutritionally for the lack of available dry-season ripe fruits. Relatively more pith is eaten in the dry season, more stalks at the end of the dry and beginning of the wet seasons, and bark consumption increases as the rainfall rises.     

Pattern of Substrate Preferences of Free Living Protists (Myxomycetes) on Decaying Wood

We have studied the influence of the stage of decomposition and acidity of wood, as well as the illumination of the microhabitat on the species composition, abundance, and occurrence of slime molds (Myxomycetes) of the xylobiontic (inhabitants of the wood) substrate complex of forest communities in Siberia (Altai krai, Altai Republic, and Novosibirsk oblast). This work is based on a study of 1777 samples of fruit bodies (sporophores) of myxomycetes. In the analysis of data for communities of Myxomycetes of the xylobiontic substrate complex, we recognize a successional series which clearly correlates with the stage of wood decomposition. The study of the distribution of the species composition of the slime mold on wood of various stages of decomposition shows that the maximum number of species is observed on dead trunks where the wood is of medium density and the bark can easily be separated (W3). The lowest specificity and diversity of species composition is observed on the fallen trunks of trees with very dense wood and dense bark (W1). These dead trees have low water-retaining capacity, tight bark, and almost intact wood containing large amounts of lignin, preventing the invasion of plasmodia and myxamoebae of Myxomycetes into the trunk. A study of the location of slime-mold colonies in relation to the illumination level shows that the greatest number of species is found on the front, side, and bottom parts of dead trunks of woody plants. The least specificity and the least variety of Myxomycetes species are found on apical parts of dead tree trunks facing the sun. The exception are species with large fruit bodies such as Fuligo septica and Reticularia splendens, which are most often observed on the upper parts of the sun facing trunks of woody plants. In the research area, the complex of species typical for wood of coniferous trees is described. It is noted that acidophilic slime molds of the genera Comatricha and Cribraria can be traced in xylobiontic and epiphytic–corticuloid substrate complexes.