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Is the bitter rejection response always adaptive?

The bitter rejection response consists of a suite of withdrawal reflexes and negative affective responses. It is generally assumed to have evolved as a way to facilitate avoidance of foods that are poisonous because they usually taste bitter to humans. Using previously published studies, the present paper examines the relationship between bitterness and toxicity in mammals, and then assesses the ecological costs and benefits of the bitter rejection response in carnivorous, omnivorous, and herbivorous (grazing and browsing) mammals. If the bitter rejection response accurately predicts the potential toxicity of foods, then one would expect the threshold for the response to be lower for highly toxic compounds than for nontoxic compounds. The data revealed no such relationship. Bitter taste thresholds varied independently of toxicity thresholds, indicating that the bitter rejection response is just as likely to be elicited by a harmless bitter food as it is by a harmful one. Thus, it is not necessarily in an animal's best interest to have an extremely high or low bitter threshold. Based on this observation, it was hypothesized that the adaptiveness of the bitter rejection response depends upon the relative occurrence of bitter and potentially toxic compounds in an animal's diet. Animals with a relatively high occurrence of bitter and potentially toxic compounds in their diet (e.g., browsing herbivores) were predicted to have evolved a high bitter taste threshold and tolerance to dietary poisons. Such an adaptation would be necessary because a browser cannot "afford" to reject all foods that are bitter and potentially toxic without unduly restricting its dietary options. At the other extreme, animals that rarely encounter bitter and potentially toxic compounds in their diet (e.g., carnivores) were predicted to have evolved a low bitter threshold. Carnivores could "afford" to utilize such a stringent rejection mechanism because foods containing bitter and potentially toxic compounds constitute a small portion of their diet. Since the low bitter threshold would reduce substantially the risk of ingesting anything poisonous, carnivores were also expected to have a relatively low tolerance to dietary poisons. This hypothesis was supported by a comparison involving 30 mammal species, in which a suggestive relationship was found between quinine hydrochloride sensitivity and trophic group, with carnivores > omnivores > grazers > browsers. Further support for the hypothesis was provided by a comparison across browsers and grazers in terms of the production of tannin-binding salivary proteins, which probably represent an adaptation for reducing the bitterness and astringency of tannins.(ABSTRACT TRUNCATED AT 400 WORDS)

Animals↗

Proline-rich proteins and glycoproteins: expression of salivary gland multigene families.

Our recent research interests have focused on a group of unusual proteins and glycoproteins high in proline content, or the so-called proline-rich proteins (PRPs). The PRPs are tissue-specific expressions of salivary gland multigene families. Normally PRPs are not detected or are present in very low amounts in rat, mouse and hamster salivary glands, but these unusual proteins are dramatically induced by treatment with the catecholamine isoproterenol. The structures and organizations of several PRP mRNAs and PRP genes have been determined. The amino acid sequences of all PRPs show 4 distinct regions, namely, a signal peptide, a transition region, a repeat region and a carboxyl-terminal region. Glycoproteins induced by isoproterenol treatment may be N-glycosylated or O-glycosylated. The N-glycosylated glycoprotein GP-158 from rat submandibular glands has a 12 amino acid glycopeptide which repeats possibly 49 times. Proline-rich proteins of the parotid glands of rats and mice are also greatly induced by dietary tannins. The apparent unique occurrence of PRPs in saliva suggests that one biological role is to neutralize the detrimental effects of dietary tannins and other polyphenols. The upstream regions of the mouse and hamster PRP genes contain cyclic AMP-regulated sequences as demonstrated by deletions and transient transfections. The PRP multigene family members of mouse are all located on chromosome 8.

Amino Acid Sequence↗

Pharmacologic studies on the active principles of Calliandra portoticensis leaf extracts.

The constituents of ethanolic and aqueous extracts of Calliandra portoricensis leaves were identified to be saponins, tannins, flavonoids and glycosides. The intraperitoneal LD50 of the ethanolic and aqueous leaf extracts in mice were 120.2 and 79.4 mg/kg, respectively. Both extracts inhibited the ulcerogenic effects of pylorus ligation and stress (cold-restraint) in rats at a dose of 50 mg/kg i.p. The anti-ulcer effects of the aqueous extract were always more significant than that of the ethanolic extract. This indicates that the higher content of the saponins and/or tannins of the leaf extract may be responsible for the anti-ulcer effects. The leaf extracts also had antimicrobial effects against Escherichia coli, staphylococcus aureus and Staphylococcus faecalis. Preliminary screening using isolated smooth muscle indicated some anticholinergic potential.

Animals↗

Non-covalent interaction between procyanidins and apple cell wall material. Part II: Quantification and impact of cell wall drying.

The adsorption of condensed tannins (procyanidins) on solid cell wall material was quantified using the Langmuir isotherms formulation. Six tannins fractions differing by their size (number average degree of polymerisation between 2.5 and 65) and composition (presence of galloyl groups from to 0 to 22%, proportions of (+)-catechin to (-)-epicatechin from traces to one CAT for three EPI) were used. Two cell walls differing only by their physical characteristics were obtained by mild or harsh drying, with surface areas of 2.15 and 0.52 m(2)/g, respectively. The total amounts of procyanidins retained on the cell wall materials increased with their concentrations while the proportions of retained decreased, and a plateau was reached at high concentrations. The apparent affinity of procyanidins for CWM isolated from apples increased with their molecular weight. Decrease of the CWM porosity by harsh drying slightly decreased the apparent affinity and increased the apparent saturation levels when constants were expressed relative to cell wall weight, but strongly increased both apparent affinity and apparent saturation levels per surface units.

Adsorption↗

Free and bound phenolic compounds in barley (Hordeum vulgare L.) flours. evaluation of the extraction capability of different solvent mixtures and pressurized liquid methods by micellar electrokinetic chromatography and spectrophotometry.

Phenolic compounds exist in free and bound forms in cereals. The efficiency, reliability and suitability of recovering free phenolic compounds from barley by conventional, solid-liquid and pressurized solvent extractions, using different mixtures and methods, were tested. The extraction recovery of bound phenolics was evaluated using alkaline and acid hydrolyses. This study illustrates a rapid application of micellar electrokinetic chromatography for the analysis of free and bound phenolic compounds in barley samples. After developing a capillary electrophoresis optimization plan, barley phenols were analyzed within 5.5 min, using a buffer containing 20 mM sodium tetraborate, 10 mM sodium dodecyl sulfate and 5 mM KH2PO4 (pH 9), a 40cm x 50 microm capillary, 30kV and 30 degrees C. The selectivity of the extraction methods in recovering phenolic classes was evaluated by capillary electrophoresis and compared with spectrophotometric measurements. Electropherograms of free phenolic extracts showed flavan-3-ol compounds, proanthocyanidins and hydrolysable tannins. Aqueous acetone and aqueous ethanol solvents extracted the highest amount of catechins and hydrolysable tannins, respectively. The extraction yield of bound phenolic compounds (especially hydroxycinnamic acids) increased when the digestion time for alkaline hydrolysis was prolonged.

Chromatography, Micellar Electrokinetic Capillary↗

Anti-HIV activities of organic and aqueous extracts of Sutherlandia frutescens and Lobostemon trigonus.

A screening process was applied to extracts made from Sutherlandia frutescens (L.) R. Br (Fabaceae) and Lobostemon trigonus (Boraginaceae) as identified by the Botany Department, University of Port Elizabeth to detect if any of the extracts inhibited the human immunodeficiency virus (HIV). For purposes of dereplication, sulphated polysaccharides were removed and bovine serum albumin (BSA) was included in the assays to adsorb non-specific tannins potentially present. In the reverse transcriptase (RT) assay, an aqueous extract of the Lobostemon leaves inhibited HIV-1 RT with an IC50 value of 49 microg/ml, while in the protease assay no inhibition was seen. In the alpha- and beta-glucosidase assays, no significant inhibition was seen with the inclusion of BSA, indicating tannin-based inhibitory effects on these two enzymes. The beta-glucuronidase inhibitory activity, however, was retained in the presence of BSA. The study shows that Sutherlandia extracts contain inhibitory compounds active against HIV target enzymes, while aqueous Lobostemon leaf extracts contain a potent HIV-1 RT inhibitor, thus showing a potential mechanistic action of these plants in aiding HIV-positive patients.

Anti-HIV Agents↗

The chemical composition and membrane stability activity of some herbs used in local therapy for anemia.

The chemical composition and the membrane stabilizing activity of the decoctions of the dry Hibiscus sabdariffa Linn. (Malvaceae) calyx (Sobo in a Nigerian language), Theobroma cacao Linn. (N.O. Sterculiaceae) root (cocoa) and the dry stalk of white and red cultivars of Sorghum bicolor (L.) Moench (Poaceae) were determined. These herbs are often used locally for the management of anemia. Ash content was from 3.5 to 7.2%, tannin 7-46 mg/kg catechin equivalent, ascorbic acid content 250-625 mg/kg and total anthocyanin 57-150 mg/kg cyanidin-3-glucoside equivalent. Phytate was not detected in any sample but alkaloids and saponins were present except in Sobo. The decoctions contained 0.2-2.0% of the herbs' total tannin content while the pH was 3.2-6.7. Iron and zinc content was highest in Sobo while Theobroma cacao root contained the highest calcium and magnesium. Solubility and mineral availability were highest in the decoction of Sobo and lowest but available in Theobroma cacao root decoction. The decoction of Theobroma cacao exhibited a high membrane stabilizing activity while those of Sorghum bicolor and Hibiscus sabdariffa were only average. The study indicated that the herbal decoctions could provide some minerals and also help to stabilize the red blood cells from stress injury.

Anemia↗

Antioxidant activity of ethanolic and aqueous extracts of Uncaria tomentosa (Willd.) DC.

The antioxidant properties of aqueous and ethanolic extracts of the Uncaria tomentosa bark were evaluated. The analysis included trolox equivalent antioxidant capacity (TEAC), peroxyl radical-trapping capacity (PRTC), superoxide radical scavenging activity (SOD) and quantitation of total tannins (TT) and total phenolic compounds (TPC). The obtained results indicate high antioxidant capacity of the studied materials in comparison to the other extracts of fruits, vegetables, cereals and medicinal plants. Higher antioxidant activity and total phenolic compounds of the alcoholic preparations -- TEAC=0.57 mmol of Trolox/g, PRTC=0.52 mmol of Trolox/g and SOD=0.39 U/mg than of the aqueous preparation -- TEAC=0.34 mmol of Trolox/g, PRTC=0.19 mmol of Trolox/g and SOD=0.10 U/mg were observed. These results might suggest higher medical suitability of alcoholic extracts. However, the highly elevated level of tannins in alcoholic extracts may cause undesirable gastric effects.

Antioxidants↗

Structure-radical scavenging activity relationships of phenolic compounds from traditional Chinese medicinal plants.

Traditional Chinese medicinal plants associated with anticancer contain a wide variety of natural phenolic compounds with various structural features and possessing widely differing antioxidant activity. The structure-radical scavenging activity relationships of a large number of representative phenolic compounds (e.g., flavanols, flavonols, chalcones, flavones, flavanones, isoflavones, tannins, stilbenes, curcuminoids, phenolic acids, coumarins, lignans, and quinones) identified in the traditional Chinese medicinal plants were evaluated using the improved ABTS*+ and DPPH methods. Different categories of tested phenolics showed significant mean differences in radical scavenging activity. Tannins demonstrated the strongest activity, while most quinones, isoflavones, and lignans tested showed the weakest activity. This study confirmed that the number and position of hydroxyl groups and the related glycosylation and other substitutions largely determined radical scavenging activity of the tested phenolic compounds. The differences in radical scavenging activity were attributed to structural differences in hydroxylation, glycosylation and methoxylation. The ortho-dihydroxy groups were the most important structural feature of high activity for all tested phenolic compounds. Other structural features played a modified role in enhancing or reducing the activity. Within each class of phenolic compounds, the structure-activity relationship was elucidated and discussed. This study reveals the structure-activity relationships of a large series of representative natural phenolic compounds more systematically and fully than previous work. Structure-radical scavenging activity relationships of some natural phenolics identified in the medicinal plants were evaluated for the first time.

Drugs, Chinese Herbal↗

Inhibitory effect of tellimagrandin I on chemically induced differentiation of human leukemia K562 cells.

Tellimagrandin I is a hydrolysable tannin compound widely present in plants. In this study, the effect of tellimagrandin I on chemically induced erythroid and megakaryocytic differentiation was investigated using K562 cells as differentiation model. It was found that tellimagrandin I not only inhibited the hemoglobin synthesis in butyric acid (BA)- and hemin-induced K562 cells with IC50 of 3 and 40microM, respectively, but also inhibited other erythroid differentiation marker including acetylcholinesterase (AChE) and glycophorin A (GPA) in BA-induced K562 cells. Tellimagrandin I also inhibited 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced expression of CD61 protein, a megakaryocytic marker. RT-PCR analysis showed that tellimagrandin I decreased the expression of erythroid genes (gamma-globin and porphobilinogen deaminase (PBGD)) and related transcription factors (GATA-1 and NF-E2) in BA-induced K562 cells, whereas tellimagrandin I induced the overexpresison of GATA-2 transcription factor that played negative regulation on erythroid differentiation. These results indicated that tellimagrandin I had inhibitory effects on erythroid and megakaryocytic differentiation, which suggested that tannins like tellimagrandin I might influence the anti-tumor efficiency of some drugs and the hematopoiesis processes.

Acetylcholinesterase↗

Composition of a protein-like fluorophore of dissolved organic matter in coastal wetland and estuarine ecosystems.

This study demonstrates the compositional heterogeneity of a protein-like fluorescence emission signal (T-peak; excitation/emission maximum at 280/325 nm) of dissolved organic matter (DOM) samples collected from subtropical river and estuarine environments. Natural water samples were collected from the Florida Coastal Everglades ecosystem. The samples were ultrafiltered and excitation-emission fluorescence matrices were obtained. The T-peak intensity correlated positively with N concentration of the ultrafiltered DOM solution (UDON), although, the low correlation coefficient (r(2)=0.140, p<0.05) suggested the coexistence of proteins with other classes of compounds in the T-peak. As such, the T-peak was unbundled on size exclusion chromatography. The elution curves showed that the T-peak was composed of two compounds with distinct molecular weights (MW) with nominal MWs of about >5 x 10(4) (T(1)) and approximately 7.6 x 10(3) (T(2)) and with varying relative abundance among samples. The T(1)-peak intensity correlated strongly with [UDON] (r(2)=0.516, p<0.001), while T(2)-peak did not, which suggested that the T-peak is composed of a mixture of compounds with different chemical structures and ecological roles, namely proteinaceous materials and presumably phenolic moieties in humic-like substances. Natural source of the latter may include polyphenols leached from senescent plant materials, which are important precursors of humic substances. This idea is supported by the fact that polyphenols, such as gallic acid, an important constituent of hydrolysable tannins, and condensed tannins extracted from red mangrove (Rhizophora mangle) leaves exhibited the fluorescence peak in the close vicinity of the T-peak (260/346 and 275/313 nm, respectively). Based on this study the application of the T-peak as a proxy for [DON] in natural waters may have limitations in coastal zones with significant terrestrial DOM input.

Chromatography, Gel↗

Antioxidant defenses in caterpillars: role of the ascorbate-recycling system in the midgut lumen.

This study demonstrates that an ascorbate-recycling system in the midgut lumen can act as an effective antioxidant defense in caterpillars that feed on prooxidant-rich foods. In tannin-sensitive larvae of the forest tent caterpillar, Malacosoma disstria (Lasiocampidae), ingested tannic acid is oxidized in the midgut lumen, generating significant quantities of peroxides, including hydrogen peroxide, which readily diffuses across cell membranes and is a powerful cytotoxin. By contrast, in the tannin-tolerant larvae of the white-marked tussock moth, Orgyia leucostigma (Lymantriidae), tannic acid oxidation and the generation of peroxides are suppressed. The superior defense of O. leucostigma against oxidative stress imposed by the oxidation of ingested polyphenols can be explained by the presence of higher concentrations of ascorbate and glutathione in the midgut lumen. In O. leucostigma at least 50% of the ingested ascorbate present in the anterior midgut is still present in the posterior midgut, whereas in M. disstria, only 10% of the ascorbate is present in the posterior half of the midgut. We propose that the maintenance of higher levels of ascorbate in the midgut lumen of O. leucostigma than in M. disstria is explained by the secretion of glutathione into the midgut lumen by O. leucostigma, thereby forming a complete ascorbate-recycling system. The concentration of glutathione in the midgut lumen of O. leucostigma is 3.5-fold higher than in M. disstria and more than double the concentration in the diet. Our results emphasize the importance of a defensive strategy in herbivorous insects based on the maintenance of conditions in the gut lumen that reduce or eliminate the potential prooxidant behavior of ingested phenols.

Journal Article↗

Antioxidative polyphenols from walnuts (Juglans regia L.).

Three hydrolyzable tannins, glansrins A-C, together with adenosine, adenine, and 13 known tannins were isolated from the n-BuOH extract of walnuts (the seeds of Juglans regia L.). Glansrins A-C were characterized as ellagitannins with a tergalloyl group, or related polyphenolic acyl group, based on spectral and chemical evidence. The 14 walnut polyphenols had superoxide dismutase (SOD)-like activity with EC(50) 21.4-190 microM and a remarkable radical scavenging effect against 1,1-diphenyl-2-picrylhydrazyl (DPPH) (EC(50) 0.34-4.72 microM).

Biphenyl Compounds↗

The venomous hair structure, venom and life cycle of Lagoa crispata, a puss caterpillar of Oklahoma.

The presence of a unique population of Lagoa crispata, puss caterpillar, in western Oklahoma is reported. A detailed microscopic examination shows the structure of the L. crispata spines resemble the type 4 spines described by [Kawamoto, F., Kumada, N., 1984. Biology and venoms of lepidoptera. In: Tu, A.T. (Ed.), Handbook of Natural Toxins, Insect Poisons, Allergens and other invertebrate venoms, vol. 2, pp. 291-332 (ch. 9)]. The major food source of L. crispata are the leaves of oak (shin oak). The high tannin content of this food source results in spine extracts high in oak tannins. These extracts have activity but enzyme and toxin activity is lost with time. The gel filtration protein fractions are colored from brown to yellow and are inactive as enzymes or toxins. No hyaluronidase, protease or phosphohydrolase activity is detected in these protein fractions. The life cycle shows these caterpillars have 6 instars. Characterizations and annual emerging times of each instar are included.

Adenosine Triphosphatases↗

Yield and nutritive quality of sericea lespedeza (Lespedeza cuneata) and little bluestem (Schizachyrium scoparium) exposed to ground-level ozone.

Sericea lespedeza (Lespedeza cuneata cv. Interstate 76) and little bluestem (Schizachyrium scoparium cv. Aldous) were raised from seed in a glasshouse, transplanted into 5.7-l pots and placed into open-top chambers (OTC) on 6 June 1999. Following a 7-day adjustment period, each of six OTCs (duplicate OTCs per treatment) was ventilated with either air that had been carbon-filtered (CF) to remove ambient ozone (O3); non-filtered (NF), representative of ambient air; or enriched to twice-ambient O3 concentration (2X). Primary-growth forage was harvested on days 7, 32, 46, 59 and 72 following the start of fumigation, and regrowth forage from the first primary-growth harvest was harvested on days 36, 54 and 72 following the start of fumigation. Dry matter (DM) yield of either forage species did not differ among treatments except in the final regrowth period when yield of sericea lespedeza was greater for the NF than 2X O3 treatment. In vitro DM digestibility (IVDMD) and concentrations of crude protein (CP), soluble phenolics (SP) and condensed tannins (CT) in primary-growth sericea lespedeza did not differ between treatments, but NF primary-growth forage had higher concentration of protein-precipitating tannins (PPT) than did 2X primary-growth forage. Concentrations of neutral detergent fiber (NDF), acid detergent fiber (ADF) and acid detergent lignin (ADL) were higher in NF and 2X than in CF primary-growth sericea lespedeza. Similarly, concentrations of NDF and ADL were higher, and IVDMD was lower for NF and 2X than for CF regrowth sericea lespedeza. Concentrations of ADF and ADL were lower, whereas IVDMD, in vitro NDF digestibility (IVNDFD) and concentrations of CP and SP were greater, in CF than in NF and 2X primary-growth little bluestem. Percentages IVDMD and IVNDFD and concentrations of CP and SP in NF primary-growth little bluestem were greater than those in forage exposed to 2X O3 treatment. No significant differences were observed among treatments in percentages IVDMD and IVNDFD, or concentrations of cell wall constituents or SP in little bluestem regrowth. Nutritive quality of little bluestem was decreased by < 2%, and that of sericea lespedeza by approximately 7% as a result of increased concentrations of cell wall constituents and decreased in vitro digestibility of NF and 2X compared with CF forages. Results indicate that existing and projected O3 levels can drive alterations in forage quality of select warm-season forages sufficient to have nutritional and economic implications for their utilization by ruminant herbivores.

Air Pollutants↗

Comparative effect of oral administration and topical application of alcoholic extract of Terminalia arjuna bark on incision and excision wounds in rats.

The effects of 50% ethanolic extract of the bark Terminalia arjuna and tannins isolated from the bark were studied for wound healing activity in incision and excision wound models, after oral or topical application in form of a hydrogel. The findings revealed a statistically significant increase in the tensile strength of the incision wounds and increase in the percent reduction in wound size of excision wounds as compared to control. However, the topical treatment with tannins was found to be superior in both incision and excision wound studies. The estimated increase in hydroxyproline content of the granulation tissue of the excision wounds indicated rapid collagen turnover thus, leading to rapid healing of the wounds.

Administration, Cutaneous↗

Investigation of some Hypericum species native to Southern of Brazil for antiviral activity.

Three plant species, Hypericum connatum, Hypericum caprifoliatum, Hypericum polyanthemum (Guttiferae), growing in Southern of Brazil were chemically investigated and tested for their antiviral activity against feline immunodeficiency virus (FIV). The chemical analysis revealed the presence of polyphenolic compounds such as tannins and flavonoids. Hypericin was not detected in these species. The aqueous extract (AE), the aqueous extract with low tannin concentration (LTCAE) and the methanolic extract (ME) were tested for their cytotoxic properties in concentrations of 50-150 microg/ml. AE was toxic to CRFK for the three species in all concentrations. LTCAE and ME varied between different concentrations being not toxic or allowing 80% of cell growth. LTCAE and ME (10-50 microg/ml) were analyzed for antiviral activity by inhibition of CPE and measuring FIV genome from cell culture supernatant. LTCAE of all species in this work did not cause any inhibition of FIV. Although no difference was seen in CPE, a lower number of viral particles in the supernatant was observed when FIV infected cells were treated with ME of H. connatum. These results suggest that some plants of the genus Hypericum from Southern Brazil contain compounds with potential antiviral activity against lentiviruses.

Animals↗

Anti-inflammatory effects of crude methanolic extract and fractions of Alchornea cordifolia leaves.

The leaves of Alchornea cordifolia were collected, identified, dried, and reduced to coarse powder and extracted with aqueous methanol. Using various solvent treatments, the powdered dried leaf was fractionated into five fractions, A1, A2, B, C, D and E. The fractions were subjected to phytochemical analysis to identify the biologically active constituents. The anti-inflammatory effects of crude methanolic extract (ME) of Alchornea cordifolia leaves and the five fractions were evaluated using egg-albumen-induced rat hind paw oedema as a model of inflammation. The crude extract was also subjected to acute toxicity test. Fraction A2, which exhibited the most promising anti-inflammatory effect, was also subjected to analgesic and ulcerogenic tests. Phytochemical analysis of the extracts showed the presence of terpenes, sterols, flavonoids, tannins, carbohydrates, glycosides, saponins and traces of alkaloids. The LD(50) of the aqueous ME was found to be 1131.4 mg/kg. The crude ME (50 mg/kg) gave anti-inflammatory activity which was significant (P<0.05) at all the observation times (1-3h). The different solvent fractions exhibited varying degrees of anti-inflammatory activities, with terpenoid fraction (A2) and the tannin-containing multi-component fraction (D) showing very high and significant (P<0.01) activity at 100mg/kg, with percentage inhibition of oedema value of 87.69 each. In conclusion, the aqueous ME of Alchornea cordifolia leaves could be beneficial in the management of different inflammatory disease states. Its anti-inflammatory activity may not be attributed only to the terpenoid content.

Animals↗