Choisya Ternata Research Articles

Inhibition of human platelet aggregation by Choisyaternatine isolated from Choisya ternata (Rutaceae)

A newly reported alkaloid was isolated from the hexane extract of Choisya ternata Kunth. (Rutaceae) leaves, identified as 6,8-Dimethoxy-7-(3-methylbut-2-enyloxy)quinolin-2-ol (choisyaternatine) (A), together with the known compounds skimmianine (B), lup-20(29)-en-3?-ol (lupeol) (C) and tecleamaniensine A (D). Compounds C and D are reported for the first time in this species. The structures of isolated compounds were elucidated by extensive spectroscopic analyses and comparison with previously reported spectroscopic data. The structure of choisyaternatine was further confirmed based on X-ray data analysis. Anti-platelet activity of hexane extract, choisyaternatine and skimmianine was also evaluated. The extract was able to significantly inhibit collagen-induced platelet aggregation at all concentrations tested (25, 50 and 100 µg/ml). The new compound, choisyaternatine, has shown a significant inhibition of collagen-induced platelet aggregation demonstrated in a concentration dependent manner from 250 µM. The concentrations which inhibit 50% of platelet aggregation (IC50) were found to be 564 µM for skimmianine and 698 µM for choisyaternatine. This is also the first report for the antiplatelet activity for this plant and these alkaloids using human platelets.

Antinociceptive activity of puberulin and choisyine from ethanol extract of Choisya ternata Kunth var. Sundance

Choisya ternata Kunth variety Sundance (CTS) is a plant used in traditional medicine in North America, especially in Mexico. The present study evaluated the antinociceptive activity of the crude ethanolic extract of CTS leaves and tested its isolated compounds puberulin (Pu) and choisyine (Ch). An antinociceptive effect was observed after treatment with CTS extract and the isolated compounds Pu and Ch. Mice orally pre-treated with CTS extract (10, 30 or 100 mg/kg), Pu or Ch (0.3, 1 or 3 mg/kg) were less sensitive to chemical and thermal algesic agents in different animal models (formalin-, glutamate- and capsaicin-induced licking response tests and hot plate test). In addition, an antagonist of the opioid receptor was able to reverse the antinociceptive effect observed for the CTS extract and the isolated substance Ch, but it did not inhibit the effect of Pu. The cholinergic pathway was found to be involved in this antinociceptive effect for the CTS extract and Ch but has no participation in the Pu antinociceptive activity.

Effect of host plant on the life history of the carnation tortrix moth Cacoecimorpha pronubana (Lepidoptera: Tortricidae).

The carnation tortrix moth, Cacoecimorpha pronubana (Hübner, [1799]) (Lepidoptera: Tortricidae), is one of the most economically important insect species affecting the horticultural industry in the UK. The larvae consume foliage, flowers or fruits, and/or rolls leaves together with silken threads, negatively affecting the growth and/or aesthetics of the crop. In order to understand the polyphagous behaviour of this species within an ornamental crop habitat, we hypothesized that different host plant species affect its life history traits differently. This study investigated the effects of the host plant species on larval and pupal durations and sizes, and fecundity (the number of eggs and the number and size of egg clutches). At 20°C, 60% RH and a 16L:8D photoperiod larvae developed 10, 14, 20 and 36 days faster when reared on Christmas berry, Photinia (Rosaceae), than on cherry laurel, Prunus laurocerasus (Rosaceae), New Zealand broadleaf, Griselinia littoralis (Griseliniaceae), Mexican orange, Choisya ternata (Rutaceae), and firethorn, Pyracantha angustifolia (Rosaceae), respectively. Female pupae were 23.8 mg heavier than male pupae, and pupal weight was significantly correlated with the duration of larval development. The lowest and the highest mean numbers of eggs were produced by females reared on Pyracantha (41) and Photinia (202), respectively. Clutch size differed significantly among moths reared on different host plants, although the total number of eggs did not differ. This study showed that different ornamental host plants affect the development of C. pronubana differently. Improved understanding of the influence of host plant on the moth's life history parameters measured here will help in determining the economic impact that this species may have within the ornamental plant production environment, and may be used in developing more accurate crop protection methodologies within integrated pest management of this insect.

Phytophthora Species Are Common on Nursery Stock Grown for Restoration and Revegetation Purposes in California.

Phytophthora tentaculata was detected for the first time in North America in 2012 in a nursery on sticky monkeyflower plant (Diplacus aurantiacus) and again in 2014 on outplanted native plants. At that time, this species was listed as a federally actionable and reportable pathogen by the USDA. As a result of these detections, California native plant nurseries were surveyed to determine the prevalence of Phytophthora species on native plant nursery stock. A total of 402 samples were collected from 26 different native plant nurseries in California between 2014 and 2016. Sampling focused on plants with symptoms of root and crown rot. Symptomatic tissue was collected and tested by immunoassay, culture, and molecular techniques (PCR). Identifications were made using sequences from the internal transcribed spacer (ITS) rDNA region, a portion of the trnM-trnP-trnM, or the atp9-nad9 mitochondrial regions. Phytophthora was confirmed from 149 of the 402 samples (37%), and from plants in 22 different host families. P. tentaculata was the most frequently detected species in our survey, followed by P. cactorum and members of the P. cryptogea complex. Other species include P. cambivora, P. cinnamomi, P. citricola, P. hedraiandra, P. megasperma, P. multivora, P. nicotianae, P. niederhauserii, P. parvispora, P. pini, P. plurivora, and P. riparia. A few Phytophthora sequences generated from mitochondrial regions could not be assigned to a species. Although this survey was limited to a relatively small number of California native plant nurseries, Phytophthora species were detected from three quarters of them (77%). In addition to sticky monkeyflower, P. tentaculata was detected from seven other hosts, expanding the number of associated hosts. During this survey, P. parvispora was detected for the first time in North America from symptomatic crowns and roots of the nonnative Mexican orange blossom (Choisya ternata). Pathogenicity of P. parvispora and P. nicotianae was confirmed on this host. These findings document the widespread occurrence of Phytophthora spp. in native plant nurseries and highlight the potential risks associated with outplanting infested nursery-grown stock into residential gardens and wildlands.

Isolation of quinoline alkaloids from three Choisya species by high-speed countercurrent chromatography and the determination of their antioxidant capacity

Choisya ternata Kunth, C. ternata var. sundance Kunth and the hybrid Choisya ‘Aztec-Pearl’ are three related species belonging to the Rutaceae family. Ethanol extracts were prepared from the leaves of these three species and evaluated in relation to their antioxidant activity using in vitro and ex vivo models. The ethanol extracts belonging to the three species produced a very high antioxidant profile as evidenced by the DPPH radical scavenging activity, the determination of total phenolics and flavonoid equivalent. The generation of reactive species of oxygen in leukocytes stimulated with LPS was dramatically reduced when the three ethanol extracts were used. The alkaloids anhydroevoxine and choisyine were isolated from the ethanol extract of C. ternata using HEMWat (4:6:5:5) as the solvent system by means of high-speed countercurrent chromatography. This was the first time quinoline alkaloids were isolated from this species using HSCCC. These compounds were also assayed for their capacity to inhibit the generation of ROS in leukocytes stimulated by LPS and the results also suggested that they are reactive oxygenase inhibitors.

Suitability of native North American Rutaceae to serve as host plants for the Asian citrus psyllid (Hemiptera: Liviidae)

AbstractThe Asian citrus psyllid, Diaphorina citri Kuwayama, a vector of citrus huanglongbing, is now present in all citrus‐producing states in the USA and Mexico. In addition to citrus, the insect can reproduce on several other plant species in the Rutaceae family; orange jasmine (Murraya spp.) and curry leaf (Bergera koenigii) are among its preferred hosts. There are several indigenous Rutaceae species in North America, and some are popular ornamentals. A study was therefore initiated to determine the suitability of some of these plants for feeding and development of the psyllid in choice and no‐choice experiments. D. citri was found to reproduce successfully on Choisya ternata, C. arizonica and Helietta parvifolia in no‐choice tests, but preferentially selected orange jasmine and curry leaf for feeding and reproduction, in choice tests. On Amyris madrensis, A. texana and Zanthoxylum fagara, adult psyllids laid eggs which hatched, but no successful nymphal development was recorded beyond the first instars. No oviposition was recorded on Esenbeckia berlandieri, Ptelea trifoliata and Casimiroa tetrameria, although adult psyllids were able to survive on these species for several days. Results showed that C. ternata, C. arizonica and H. parvifolia can serve host plants of D. citri and this constitutes the first report of these plants serving as host for D. citri. The findings of the present study suggest that native rutaceous host plants can serve as host plants and thus affect D. citri population dynamics and the epidemiology of Huanglongbing, the deadly citrus greening disease whose pathogen is vectored by D. citri. Thus, area‐wide management of this pest also should target these riparian habitats where these host plants are present with D. citri biological control agents for sustainable management of this pest.

Anti-inflammatory activity of Choisya ternata Kunth essential oil, ternanthranin, and its two synthetic analogs (methyl and propyl N-methylanthranilates).

Choisya ternata Kunth (Rutaceae) is native to North America where it is popularly known as “Mexican orange”. In this study, the anti-inflammatory effects of the essential oil (EO) obtained from the leaves of C. ternata, one of its minor components (ternanthranin—ISOAN) and its two synthetic analogues (methyl and propyl N-methylanthranilate – MAN and PAN) were evaluated. Mice pretreated with the EO (EO) obtained from C. ternata leaves (3–100 mg/kg, p.o.), ISOAN, MAN or PAN (1–30 mg/kg, p.o.) and the reference drugs, morphine (1 mg/kg, p.o.) and acetylsalicylic acid (ASA, 100 mg/kg, p.o.), were evaluated in inflammation models such as formalin and subcutaneous air pouch models, with measurement of cell migration, exudate volume, protein extravasation, nitric oxide and pro-inflammatory cytokines. The EO from C. ternata significantly inhibited the time that the animals spent licking the formalin-injected paw in the second phase of the model at their higher doses (30 and 100 mg/kg, respectively). An inhibition of the inflammatory reaction induced after subcutaneous carrageenan injection into air pouch was also observed. In this model, the EO significantly reduced cell migration, exudate volume, protein extravased, and the increase in levels of inflammatory mediators (nitric oxide, TNF-α and IL-1β). ISOAN, MAN and PAN behaved in the same fashion at much smaller doses. Also, these molecules were able to show significant effects in the reduction of paw edema (at all tested doses) when the phlogistic agent was carrageenan, bradykinin, 5-HT, PGE2, C48/80 or 12-O-tetradecanoylphorbol-acetate (TPA). None of the tested doses had any effect in reducing histamine-induced edema. Our results indicate that the EO from C. ternata and anthranilate derivatives demonstrates an anti-inflammatory effect.

Phytophthora terminalis sp. nov. and Phytophthora occultans sp. nov., two invasive pathogens of ornamental plants in Europe

In the past decade several Phytophthora strains were isolated from diseased Pachysandra terminalis plants suffering stem base and root rot, originating from the Netherlands and Belgium. All isolates were homothallic and had a felt-like colony pattern, produced semi-papillate sporangia, globose oogonia and had a maximum growth at ~ 27 C. Several additional Phytophthora strains were isolated from diseased Buxus sempervirens plants, originating from the Netherlands and Belgium, which had sustained stem base and root rot; similar strains also were isolated from Acer palmatum, Choisya ternata and Taxus in the United Kingdom. All isolates were homothallic and had a stellate colony pattern, produced larger semi-papillate sporangia and smaller globose oogonia than the isolates from Pa. terminalis and had a maximum growth temperature of ~ 30 C. Phylogenetic analyses of both species using the internal transcribed spacer region of the nuc rDNA (ITS), mt cytochrome oxidases subunit I gene (CoxI) and nuc translation elongation factor 1-α gene (TEF1α) revealed that all sequences of each species were identical at each locus and unique to that species, forming two distinct clusters in subclade 2a. Sequence analysis of partial β-tubulin genes showed that both taxa share an identical sequence that is identical to that of Ph. himalsilva, a species originating from Asia, suggesting a common Asian origin. Pathogenicity trials demonstrated disease symptoms on their respective hosts, and re-isolation and re-identification of the inoculated pathogens confirmed Koch’s postulates.

Effects of Methyl and Isopropyl N‐methylanthranilates from Choisya ternata Kunth (Rutaceae) on Experimental Anxiety and Depression in Mice

Choisya ternata Kunth (Rutaceae) is a plant species used in Mexican folk medicine for its antispasmodic and simulative properties. Recently, we identified a new alkaloid, isopropyl N-methylanthranilate, and a related one, methyl N-methylanthranilate, from the essential oil of this species and have proven them to possess antinociceptive activity even at 0.3 mg/kg. In the present study, anxiolytic and antidepressant effects of the two compounds have been studied in open field, horizontal wire, light/dark, forced swimming and tail suspension tests, as well as the effect on the onset and duration of diazepam-induced sleep in BALB/c mice. The volatile alkaloids (50-200 mg/kg, administered intraperitoneally), without having a muscle relaxant effect, caused a significant increase in the time the animals spent in an unsecured and putatively dangerous area when compared with the control group but had no effect on the number of crossings between the light/dark compartments. In addition to this anxiolytic activity, a significantly antidepressant-like effect was apparent at all tested doses, which was not due to an increase in locomotive activity. The anthranilates administered on their own did not induce sleep in mice but significantly prolonged the diazepam-induced sleep, in a dose-dependent way, suggesting an interaction with the gamma-aminobutyric acid receptor complex.

Alkaloids from Choisya ternata and their human antiplatelet activity

Alkaloids from Choisya ternata and their human antiplatelet activity

Synthesis, Structure and Stereochemistry of Quinoline Alkaloids from Choisya ternata.

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Modelling the effects of plant species on biocontrol effectiveness in ornamental nursery crops

Summary The development of biological control strategies for ornamental crops is challenging due to the high diversity of crops grown and zero tolerance to pest presence. In an attempt to provide a biological basis for the development of biological control, an individual‐based stochastic modelling approach was developed. This approach has been used to examine the impact of tritrophic interactions on biological control of the spider mite Tetranychus urticae by the predatory mite Phytoseiulus persimilis. The effect of differences in the biology of T. urticae and P. persimilis on three nursery stock crops, Ceanothus thyrsiflorus var. ‘Autumnal Blue’, Choisya ternata and Euonymus japonicus, was investigated through simulation experiments. The effect of pest aggregation and frequency of predator introduction on the control of T. urticae was examined at a range of initial pest and predator densities. Control was assumed to occur when T. urticae was driven to extinction, due to zero tolerance to pest presence on these ornamental crops. ‘One‐off’ introductions of P. persimilis rarely caused T. urticae to become extinct, but repeated weekly introductions always led to pest extinction, regardless of the plant species, at the highest introduction rate of 1000 predators (10 stem−1). Time to pest extinction was similar on all plant species with repeated introductions, but was influenced by differences in the biology of pest and predator on the three plant species. Increased aggregation of T. urticae led to greater extinction at lower predator introduction rates, but time to extinction was increased due to the time taken for the predator to cope with the increased pest density. These predictions highlight the importance of plant species and spatial dynamics of both pest and predator in determining the efficiency with which biological control can be achieved on ornamental crops, suggesting that prophylactic application of predatory mites may be preferable to reactive application.

Isolation of Arabis mosaic virus from Mexican orange blossom (Choisya ternata) in the UK

Isolation of <i>Arabis mosaic virus</i> from Mexican orange blossom (<i>Choisya ternata</i>) in the UK

Plate 346. Choisya dumosa var. arizonica

The history, taxonomy, distribution, habitat and cultivation of Choisya dumosa (Torr.) A. Gray var. arizonica (Standley) L. Benson (Rutaceae), a shrub native to the south‐western United States, are discussed; a botanical description and illustrations are also provided. Choisya ternata Kunth and its cultivar Sundance® are also considered, as is ‘Aztec Pearl’, a hybrid between C. ternata and C. dumosa var. arizonica.

Photosynthesis in callus cultures of Choisya ternata (Rutaceae)

Photomixotrophic callus cultures of Mexican Orange (Choisya ternata HBK) containing about 100 μg chlorophyll g-1 fresh weight, were grown under various light regimes on a medium containing 41 mM glucose as the sole organic compound. O2 and CO2 exchanges were simultaneously recorded during a culture cycle. The data showed that the cells were photosynthetically active and switched from photomixotrophy to photoautotrophy after glucose had been used up and the culture medium was free of any organic compound. The cells were also grown under strict photoautotrophic conditions for 6 months under continuous light and 2% CO2 with monthly subcultures.

Biotransformation of ellipticine into 5-formyl ellipticine by Choisya ternata strains

Sixteen Choisya ternata strains of same genotypic origin were examined for their capacities to biotransform ellipticine. Four strains were able to convert the drug into 5-formylellipticine with good yields. The reaction occurred only in agar medium and was different from ellipticine bioconversion by microorganisms or mammals.

Endorhythmic development in Choisya ternata Kunth (Rutaceae), with a further elucidation of lammas shoots, as well as sylleptic and proleptic shoots

Most apical resting buds of Choisya tenata include inflorescence buds in the axils of their lower consecutive paired scales. These inflorescences develop as apical buds which burst in spring. The whole of the lateral inflorescence system on a shoot originating from an apical bud may be viewed as a single, proliferous inflorescence. After the spring flush there are usually two other flushes of the same shoot within the same season, each of which may be accompanied by the development of lateral inflorescences as in the spring flush. Each further flush produces an apical ‘lammas shoot’. As an apical lammas shoot elongates, lateral lammas shoots may also develop from upper, previously resting, axillary buds on the underlying stem segment of the preceding flush. Lateral inflorescences on apical lammas shoots arise from axillary buds preformed within the briefly-dormant apical buds terminating the preceding flush. These inflorescences, as well as the spring ones, represent proleptic shoots. The production of resting apical buds between two intra-season flushes of a shoot may be fugacous, without the differentiation of perfect bud-scales, and with curtailmenl ol internode elongation. As no environmental influence seems to be responsible for intra-season rhythmicity in development, this is said to be endorhythmic. The interrelations of proleptic to sylleptic shoots are discussed.

Spectrofluorometric Determinations of Dihydrofuroquinoline Alkaloids in Choisya ternata Tissue and Cell Cultures

Spectrofluorometric Determinations of Dihydrofuroquinoline Alkaloids in Choisya ternata Tissue and Cell Cultures

Alcaloïdes dihydrofuroquinoleiques de quelques rutaceae: Isolement, structure, proprietes biologiques

Six dihydrofuroquinoline quaternary bases have been isolated from Choisya ternata, Ptelea trifoliata and Ruta graveolens. Their structures have been determined by spectrometry and for some, the absolute configuration is reported. Some of the six isolated alkaloids have a prominent cytotoxic action on plant and animal tumor cells, and an inhibitory effect on Gram-positive bacteria.

Biosynthesis of the furoquinoline alkaloids, skimmianine, evoxine, and choisyine: mechanism of formation of the furan ring. The timing of aromatic hydroxylation and of methylation

Tracer feeding experiments with Choisya ternata using doubly labelled precursors confirm that dictamnine (2a) is converted into skimmianine (2b), and show that the 4-methoxy-group of a 3-prenylquinolone precursor (1b) is retained in skimmianine; in the formation of the furan ring from platydesmine (3), a carbonyl derivative is not an intermediate; a similar biosynthetic route applies to the 7,8-dioxygenated quinoline, evoxine (4) and to the 6,7-derivative, choisyine (5).