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PubMed2006

Potent inhibition of Lewis lung cancer growth by heyneanol A from the roots of Vitis amurensis through apoptotic and anti-angiogenic activities.

Vitis amurensis Rupr. (Vitaceae) has long been used in Chinese/Oriental herbal medicine for the treatment of cancer, but its active compounds and mechanisms of action have not been well studied. To this end, we isolated from its root heyneanol A (HA), which is a tetramer of resveratrol (RES), and established the in vivo antitumor activity of HA using the mouse Lewis lung carcinoma (LLC) model. We administered HA and RES by daily intraperitonial injection to C57BL/6 mice that were subcutaneously inoculated with LLC cells. HA dose-dependently decreased tumor growth without any adverse effect on body weight and seemed more potent than RES. The tumor inhibitory effects were accompanied by a marked increase in tumor cell apoptosis detected by cleaved caspase-3 and TUNEL assays and decreased tumor cell proliferation index and tumor microvessel density, supporting the involvement of apoptotic and anti-angiogenic activities in the anticancer effects. We next investigated the cellular and molecular processes that mediate the apoptosis and anti-angiogenesis effects using cell culture models. Mechanistically, treatment of LLC cells in vitro with HA or RES significantly increased apoptotic cells. Both HA- and RES-induced cleavage of caspase-9 and caspase-3 and PARP were completely blocked by a pan caspase inhibitor, Z-VAD-FMK. In addition, HA and RES suppressed the basic fibroblast growth factor (bFGF)-induced proliferation and capillary differentiation of human umbilical vein endothelial cells, and inhibited the binding of bFGF to its receptor in a test tube assay and the bFGF-induced vascularization of Matrigel plugs in vivo. Remarkably, HA was fairly stable in cell culture medium and did not undergo intracellular conversion to RES. Therefore, HA is an active anticancer compound that induces caspase-mediated cancer cell apoptosis and inhibits angiogenesis rivaling the potency of RES and merits further evaluation for cancer chemoprevention.

Angiogenesis Inhibitors↗
PubMed2001

Eight cDNA encoding putative aquaporins in Vitis hybrid Richter-110 and their differential expression.

The nucleotide sequences of eight cDNAs encoding putative aquaporins obtained from a leaf Vitis hybrid Richter-110 cDNA library are reported. They encode proteins ranging from 249 to 287 amino acids with characteristic sequences that clearly include them within the MIP family. According to available database sequence homologies, they can be classified into four groups belonging to two subfamilies: PIP (PIP1 and PIP2) and TIP (gamma-TIP and delta-TIP). In order to elucidate the expression patterns of these putative aquaporins in the plant, specific probes were developed and tissue specific differential expression was tested by reverse Northern and compared with two reference genes (malic enzyme and glutamate dehydrogenase). Clearly, most of the putative aquaporins had higher expression in roots, whereas expression in shoot and leaves was generally weaker than the reference genes.

Aquaporins↗
PubMed1993

Purification and Characterization of Geranyl Diphosphate Synthase from Vitis vinifera L. cv Muscat de Frontignan Cell Cultures.

A geranyl diphosphate synthase (EC 2.5.1.1), which catalyzes the formation of geranyl diphosphate from dimethylallyl diphosphate and isopentenyl diphosphate, was isolated from Vitis vinifera L. cv Muscat de Frontignan cell cultures. Purification of the enzyme was achieved successively by ammonium sulfate precipitation and chromatography on DEAE-Sephacel, hydroxylapatite, Mono Q, Phenyl Superose, Superose 12, and preparative nondenaturing polyacrylamide gels. The enzyme formed only geranyl diphosphate as a product. In all cases, neither neryl diphosphate, the cis isomer, nor farnesyl diphosphate was detected. The enzyme showed a native molecular mass of 68 [plus or minus] 5 kD as determined by gel permeation. On sodium dodecyl sulfate polyacrylamide gels, geranyl diphosphate synthase purified to electrophoretic homogeneity migrated with a molecular mass of 66 [plus or minus] 2 kD. Michaelis constants for isopentenyl diphosphate and dimethylallyl diphosphate were 8.5 and 56.8 [mu]M, respectively. The enzyme required Mn2+ and Mg2+ as cofactors and its activity was enhanced by Triton X-100. Inorganic pyrophosphate, aminophenylethyl diphosphate, and geranyl diphosphate had inhibitory effects on the enzyme.

Journal Article↗
PubMed1996

Analysis of the Expression of Anthocyanin Pathway Genes in Developing Vitis vinifera L. cv Shiraz Grape Berries and the Implications for Pathway Regulation.

Anthocyanin synthesis in Vitis vinifera L. cv Shiraz grape berries began 10 weeks postflowering and continued throughout berry ripening. Expression of seven genes of the anthocyanin biosynthetic pathway (phenylalanine ammonia lyase [PAL], chalcone synthase [CHS], chalcone isomerase [CHI], flavanone-3-hydroxylase [F3H], dihydroflavonol 4-reductase [DFR], leucoanthocyanidin dioxygen-ase [LDOX], and UDP glucose-flavonoid 3-o-glucosyl transferase [UFGT]) was determined. In flowers and grape berry skins, expression of all of the genes, except UFGT, was detected up to 4 weeks postflowering, followed by a reduction in this expression 6 to 8 weeks postflowering. Expression of CHS, CHI, F3H, DFR, LDOX, and UFGT then increased 10 weeks postflowering, coinciding with the onset of anthocyanin synthesis. In grape berry flesh, no PAL or UFGT expression was detected at any stage of development, but CHS, CHI, F3H, DFR, and LDOX were expressed up to 4 weeks postflowering. These results indicate that the onset of anthocyanin synthesis in ripening grape berry skins coincides with a coordinated increase in expression of a number of genes in the anthocyanin biosynthetic pathway, suggesting the involvement of regulatory genes. UFGT is regulated independently of the other genes, suggesting that in grapes the major control point in this pathway is later than that observed in maize, petunia, and snapdragon.

Journal Article↗
PubMed1997

Characterization and expression of caffeoyl-coenzyme A 3-O-methyltransferase proposed for the induced resistance response of Vitis vinifera L.

Cell-suspension cultures of Vitis vinifera L. cv Pinot Noir accumulated resveratrol upon fungal elicitation, and the activity of S-adenosyl-L-methionine:trans-caffeoyl-coenzyme A 3-O-methyl-transferase (CCoAOMT), yielding feruloyl-CoA, increased to a transient maximum at 12 to 15 h. CCoAOMT cDNA was cloned from the elicited cells and was shown to encode a polypeptide highly homologous to CCoAOMTs from cells of Petroselinum species or Zinnia species. The expression of the cDNA in Escherichia coli revealed that grapevine CCoAOMT methylates both caffeoyl- and 5-hydroxyferuloyl-coenzyme A and is probably involved in phenolic esterification and lignification. Commercial plant activators induce the disease-resistance response of test plants and are considered to mimic the action of salicylic acid. Among these chemicals, 2,6-dichloroisonicotinic acid and benzo(1,2,3)-thiadiazole-7-carbothioic acid S-methyl ester provoke systemic acquired resistance (SAR) and were also shown to induce the expression of class III chitinase in grapevine. The SAR response is classified by an unchanged phenotype of tissues, but the mechanistic basis is unknown. Treatment of the cultured V. vinifera cells with either fungal elicitor or low concentrations of salicylic acid and 2,6-dichloroisonicotinic acid, respectively, raised the CCoAOMT or stilbene synthase transcript abundance, suggesting that grapevine is capable of the SAR response, whereas benzo(1,2,3)-thiadiazole-7-carbothioic acid S-methyl ester was ineffective. The data imply for the first time (to our knowledge) that the expression of phenyl-propanoid genes in grapevine is induced by SAR activators without phenotypic consequences and suggest a role for CCoAOMT and stilbene synthase in the disease-resistance response leading beyond the level of pathogenesis-related proteins as markers of the SAR.

Amino Acid Sequence↗
PubMed1966

Sugars and Organic Acids of Vitis vinifera.

Glucose, fructose, galactose, sucrose, maltose, melibiose, raffinose, and stachyose were identified in the leaves, bark, roots, and berries of Vitis vinifera L. var. Thompson Seedless. In addition to these sugars, verbascose and manninotriose were found in the leaves and bark.Malic, tartaric, citric, isocitric, ascorbic, cis-aconitic, oxalic, glycolic, glyoxylic, succinic, lactic, glutaric, fumaric, pyrrolidone carboxylic, alpha-ketoglutaric, pyruvic, oxaloacetic, galacturonic, glucuronic, shikimic, quinic, chlorogenic, and caffeic acids were identified in the leaves, bark, roots, and berries.Glucose, fructose, sucrose, malate, tartrate, and citrate were determined quantitatively in the leaf, petiole, xylem, bark, tendril, bud, puduncle pedicel, berry, lateral roots, and main roots at 4 separate physiological stages of growth. In addition, changes in the concentrations of fructose, glucose, malate, and tartrate in leaves were measured during a 36-day period starting from budburst.

Journal Article↗
PubMed1967

Effect of Root Temperature on Cytokinin Activity in Root Exudate of Vitis vinifera L.

Root exudates of plants of Vitis vinifera L. cv. Thompson Seedless, grown in nutrient cultures with root temperatures maintained at either 20 degrees or 30 degrees and with shoots at a common air temperature, were assayed for cytokinin activity. After chromatography of freeze-dried sap on paper with n-butanol/acetic acid/water (4:1:1). activity was detected with a soybean callus assay. For both root temperatures, major activity appeared between R(F) 0.6 and R(F) 0.8, at about the same concentration in each case. The major difference between the 2 samples was the presence of activity at R(F) 0.1 to 0.2 in the 20 degrees sample and its absence in the 30 degrees sample.The higher root temperature resulted in increased shoot and root elongation, increased dry matter accumulation by both shoots and roots, and also altered the morphological appearance of the roots.

Journal Article↗
PubMed1968

Gonadotropin promotion of adventitious root production on cuttings of Begonia semperflorens and Vitis vinifera.

Adventitious rooting of Begonia semperflorens cv. Indian Maid and Vitis vinifera cv. Semillon stem cuttings was significantly promoted by human chorionic gonadotropin (HCG). Basal sections of HCG treated cuttings upon which promoted rooting took place had markedly less endogenous gibberellin (GA) activity than non-treated controls or apical sections of treated ones, while changes in auxin levels were not found. HCG also inhibited GA(3)-induced reducing sugar release from embryoless barley endosperm halves. These findings are discussed in the light of a possible analogy to gonadotropin action in animal systems.

Chorionic Gonadotropin↗
PubMed1969

Influence of Benzyladenine, Leaf Darkening, and Ringing on Movement of C-labeled Assimilates Into Expanded Leaves of Vitis vinifera L.

Leaves of Vitis vinifera L., nearly fully expanded, imported only trace amounts of (14)C following assimilation of (14)CO(2) by a lower leaf on the same shoot, but benzyladenine (BA) application at 4.4 x 10(-3)m caused a marked increase in the movement of (14)C into these leaves. Older leaves near the shoot base were less responsive; BA treatment alone had little effect on import of labeled assimilates from adjacent leaves but when the BA-treated leaves were darkened there was an increased import of labeled materials. When these 2 treatments were combined and applied to leaves on shoots with ringed bases, relatively high levels of radioactivity were detected in the BA-treated leaves but under these conditions darkening, without the application of BA, also resulted in an increased import of (14)C. Accumulation of imported (14)C was found to be restricted to the area of the leaf blade treated with BA. Separation of labeled compounds in ethanol extracts of treated leaves showed a lower percentage of radioactivity present in the sugar fraction from BA-treated leaves and an increased percentage present in the amino acid fraction.

Journal Article↗
PubMed1970

Modification of Pattern of Photosynthate Movement within and between Shoots of Vitis vinifera L.

During the prebloom and bloom stages, no movement of labeled photosynthates occurred from a shoot of Vitis vinifera L. fed with (14)CO(2), to an adjacent shoot on the same spur. Movement of labeled assimilates into the unfed shoot was induced when this shoot was sprayed with 2.89 x 10(-3)m gibberellic acid during the prebloom stage. During the bloom stage darkening or defoliation of the unfed shoot resulted in the import of labeled photosynthates from the adjacent fed shoot. Similarly, movement of (14)C into an untreated shoot was induced by removing the terminal 7.5 centimeters and deblossoming the fed shoot. During the berry set stage, translocation of labeled photosynthates from a newly exporting leaf was upwards to the shoot tip, but the direction of movement was reversed by removal of the shoot tip or by darkening or removal of the leaves below the fed leaf. Translocation of photosynthates was predominantly basipetal from a fed leaf near the base of the shoot during the berry set stage, but upward movement was induced by darkening or defoliation of the upper part of the shoot.

Journal Article↗
PubMed1973

Benzyladenine-induced Movement of C-Labeled Photosynthate into Roots of Vitis vinifera.

Roots of Vitis vinifera L., were treated with benzyladenine when the plant shoots were 38 cm long. Seventy-two hours after benzyladenine treatment, apical or basal leaves on separate shoots were exposed to (14)CO(2). Control shoots received (14)CO(2) but no benzyladenine. Application of benzyladenine directed (14)C-photosynthate to roots, but a small amount of radioactivity was detected in the shoot tip when (14)CO(2) was administered to an apical leaf. Distribution of radioactivity among the sugar, organic acid, and amino acid fractions was altered by benzyladenine treatment. In all parts of plants with roots treated with benzyladenine and apical leaf fed (14)CO(2), the percentage of the total label in the sugar fraction comprised of fructose was generally more than twice that in control plants.

Journal Article↗
PubMed1978

Control of Flowering in the Grapevine (Vitis vinifera L.): Formation of Inflorescences in Vitro by Isolated Tendrils.

Tendrils produced from shoot tips of grapevine (Vitis vinifera L.) cultured in vitro on Nitsch's medium developed into inflorescences when 5 to 10 mum benzyladenine (BA) or 6-(benzylamino)-9-(2-tetrahydropyranyl)-9H-purine (PBA) were applied directly to the tendril tips. Inflorescences did not form on tendrils if the cytokinins were supplied in the agar. Tendrils cultured in agitated liquid medium containing BA, PBA, or zeatin riboside showed profuse branching and tendrils were transformed into inflorescences. Calyx and corolla (calyptra) stamens and pistils developed normally in the presence of both zeatin riboside and PBA, but micro- and macrosporogenesis were absent.Inflorescences were formed by tendrils from five cultivars (Muscat of Alexandria, Shiraz, Carbernet Sauvignon, Wortley Hall, and Sultana syn. Thomson Seedless) and also on tendrils from 12- to 15-week-old-seedlings.

Journal Article↗
PubMed1978

Enzymes of Krebs-Henseleit Cycle in Vitis vinifera L: I. Ornithine Carbamoyltransferase: Isolation and Some Properties.

Ornithine carbamoyltransferase (OCT) activity was detected in extracts from mature leaves, fruit, germinating seeds, and seedlings of Vitis vinifera L. Michaelis-Menten constants for OCT were 3.5 millimolar for carbamyl phosphate and 5.5 millimolar for l-ornithine. Concentrations of l-ornithine greater than 10 millimolar slightly inhibited the enzyme, whereas carbamyl phosphate at concentrations greater than the optimal (about 10 millimolar) did not affect OCT activity. l-Citrulline formation was linear with incubation period for the first 25 minutes and with increasing amounts of enzyme up to an equivalent of about 200 milligrams of fresh tissue. The optimum pH for in vitro OCT activity was between 8.4 and 8.8, and the optimum incubation temperature was 38 C.

Journal Article↗
PubMed1978

Enzymes of Krebs-Henseleit Cycle in Vitis vinifera L: II. Arginosuccinate Synthetase and Lyase.

Arginosuccinate (ASA) synthetase and lyase activities were detected in extracts from Vitis vinifera L. cv. Chenin blanc mature leaves and seedlings. Optimum reaction conditions for ASA synthetase were 10 millimolar l-citrulline, 7.5 millimolar l-aspartate, 3 to 4 millimolar ATP, 12 millimolar Mg(2+) (pH 7.5 to 8.0), enzyme extract up to equivalent of about 200 milligrams of fresh tissue, and incubation temperature of 38 to 40 C. Optimum reaction conditions for ASA lyase were 4 millimolar ASA-K salt (pH 7.3 to 7.8), amount of extract up to equivalent of about 180 milligrams of fresh tissue, and incubation temperature of 38 to 40 C.

Journal Article↗
PubMed1978

Enzymes of Krebs-Henseleit Cycle in Vitis vinifera L: III. In Vivo and In Vitro Studies of Arginase.

The presence of arginase (EC 3.5.3.7) in various tissues from Vitis vinifera L. cultivars was demonstrated by both in vivo and in vitro enzyme assays. Initial velocities determined by the two methods were in close agreement. Optimum conditions for maximum enzyme activity were 25 to 30 millimolar l-arginine, about 1 millimolar Mn(2+) (pH 9.4 to 9.8), and incubation temperature of 37 to 38 C. l-Arginine hydrolysis was linear with increasing sliced fresh tissue up to 500 milligrams for in vivo assay, and with enzyme extract equivalent up to about 200 milligrams of fresh tissue for in vitro. Similarly, l-arginine hydrolysis was linear with incubation time for the first 45 minutes for in vivo assay and for the first 20 minutes for in vitro.

Journal Article↗
PubMed1983

Pathway of Photosynthetic Malate Formation in Vitis vinifera, a C(3) Plant.

The time course of intramolecular isotope distribution in phosphoglyceric acid and serine was determined after exposure of grape leaf discs (Vitis vinifera L.) to (14)CO(2) (1000 microliters per liter) for variable metabolic periods, and the labeling patterns were compared with the respective isotope distribution in the C(1-3) fragment of malic acid. The results clearly support the classical concept of a close precursor-product relationship between photosynthetic phosphoglycerate and malic acid. Under the assimilatory conditions used in this study, there was no indication of an immediate carbon transfer from serine to malate as has been suggested for C(3) plants (Kent et al. 1974 Plant Physiol 53: 491-495) because of a coincident labeling of these compounds in Vicia faba. According to our data, previous evidence in favor of this hypothetical pathway is based largely on an unusual (14)C distribution in serine, due to an extreme suppression of photorespiration, as well as on arbitrary comparisons between compounds of divergent kinetic characteristics and consequently different degrees of metabolic label randomization.

Journal Article↗
PubMed1986

Changes in the Activity of Catalase (EC 1.11.1.6) in Relation to the Dormancy of Grapevine (Vitis vinifera L.) Buds.

Catalase activity in grapevine (Vitis vinifera L.) buds cv. ;Perlette.' increased to a maximum in October and thereafter decreased within 3 months to less than half its maximal rate. The decrease in catalase activity coincided with the decline in temperature during winter. The rate of sprouting of buds forced at 23 degrees C was negatively related to the activity of catalase. Artificial chilling of grapevine canes at 5 degrees C resulted in a 25% decrease of catalase activity in the buds after 3 days and 31% after 17 days. The activity of catalase increased to the control level only 96 hours after removing canes from 5 degrees C to room temperature. Efficient buddormancy breaking agents, such as thiourea and cyanamide decreased catalase activity to 64 and 50% of the controls respectively, while the activity of peroxidase remained the same under those conditions. A less efficient dormancy breaking agent dinitro-ortho-cresol, did not decrease catalase activity.

Journal Article↗
PubMed1987

Effects of Chilling and ABA on [H]Gibberellin A(4) Metabolism in Somatic Embryos of Grape (Vitis vinifera L. x V. rupestris Scheele).

Previous work has indicated that changes in gibberellin (GA) metabolism may be involved in chilling-induced release from dormancy in somatic embryos of grape (Vitis vinifera L. x V. rupestris Scheele). We have chilled somatic embryos of grape for 2, 4, or 8 weeks, then incubated them with [(3)H]GA(4) (of high specific activity, 4.81 x 10(10) becquerel per millimole) for 48 hours at 26 degrees C. Chilling had little effect on the total amount of free [(3)H]GA-like metabolites formed during incubation at 26 degrees C, but did change the relative proportions of individual metabolites. The amount of highly water-soluble [(3)H] metabolites formed at 26 degrees C decreased in embryos chilled for 4 or 8 weeks. The concentration of endogenous GA precursors (e.g., GA(12) aldehyde-, kaurene-, and kaurenoic acid-like substances) increased in embryos chilled for 4 or 8 weeks. Treatment with abscisic acid (ABA) (known to inhibit germination in grape embryos) concurrent with [(3)H]GA(4) treatment at 26 degrees C, reduced the uptake of [(3)H] GA(4) but had little effect on the qualitative spectrum of metabolites. However, in the embryos chilled for 8 weeks and then treated with ABA for 48 hours at 26 degrees C, there was a higher concentration of GA precursors than in untreated control embryos. Chilled embryos thus have an enhanced potential for an increase in free GAs through synthesis from increased amounts of GA precursors, or through a reduced ability to form highly water-soluble GA metabolites (i.e., GA conjugates or polyhydroxylated free GAs).

Journal Article↗