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Pollen grain morphology and the characterization of additional structures related to pollen dispersion can help to understand the strategies presented by species as well as their taxonomic circumscription. This work investigates the morphology of pollen grains and orbicules of Cedrela fissilis Vell. and Cedrela odorata L., two threatened species of the genus Cedrela P. Browne (Meliaceae A. Juss.) in Brazil. Observations of pollen grains and orbicules of the species were carried out pre- and post-chemical treatment of the samples, under light and scanning electron microscopy, aiming at recognizing structures, detailing morphological characterizations and taking measurements, the last of which were submitted to statistical treatment. The results demonstrate that the pollen grains of the two species are medium in size (measuring between 25 and 50µm), radially symmetrical, isopolar, prolate-spheroidal and 4,5-colporate with subcircular to subquadrangular amb and psilate ornamentation; the orbicules also have a smooth surface and measure about 7 to 10µm. Variation was observed in the size of pollen grains, which presented high coefficient of variation and in the orbicules, as well as in the number of apertures.

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Cedrela species occur within the Tropical montane cloud forest (TMCF) and rainforest in North America (Mexico), Central and South America. We assessed the hypothesis that functional xylem hydraulic architecture might be influenced by specific climatic variations. We investigated the effect of climate on tree-ring width and vessel traits (diameter, vessel density, vulnerability index and hydraulic diameter) of three relict-endemic and threatened Cedrela species (Cedrela fissilis, C. nebulosa and C. angustifolia) inhabiting Peruvian Tropical Andean cloud forests. All Cedrela species showed a significant reduction in radial growth and adjusted vessel trait linked with temperature, precipitation, and evapotranspiration. Ring-width and vessel traits showed adaptation within Cedrela species, crucial to understanding a rough indication of the plant's ability to withstand drought-induced embolism or cavitation. Our results provide evidence for hydraulic mechanisms that determine specific wood anatomical functionality to climatic variation and drought responses. Therefore, changing the frequency or intensity of future drought events might exceed the adaptive limits of TMCF tree species, resulting in a substantial reduction of hydraulic functionality in Peruvian Cedrela species.

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PREMISE: Reconciling the use of taxonomy to partition morphological variation and describe genetic divergence within and among closely related species is a persistent challenge in phylogenetics. We reconstructed phylogenetic relationships among Cedrela odorata (Meliaceae) and five closely allied species to test the genetic basis for the current model of species delimitation in this economically valuable and threatened genus. METHODS: We prepared a nuclear species tree with the program SNPhylo and 16,000 single-nucleotide polymorphisms from 168 Cedrela specimens. Based on clades present and ancestral patterns ADMIXTURE, we designed nine species delimitation models and compared each model to current taxonomy with Bayes factor delimitation. Timing of major lineage divergences was estimated with the program SNAPP. RESULTS: The resulting analysis revealed that modern C. odorata evolved from two genetically distinct ancestral sources. All species delimitation models tested better fit the data than the model representing current taxonomic delimitation. Models with the greatest marginal likelihoods separated Mesoamerican C. odorata and South American C. odorata into two species and lumped C. angustifolia and C. montana as a single species. We estimated that Cedrela diversified in South America within the last 19 million years following one or more dispersal events from Mesoamerican lineages. CONCLUSIONS: Our analyses show that the present taxonomic understanding within the genus obscures divergent lineages in C. odorata due in part to morphological differentiation and taxonomic distinctions that are not predictably associated with genetic divergence. A more accurate application of taxonomy to C. odorata and related species may aid in its conservation, management, and restoration efforts.

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Cedrela odorata L. is a plant species from the Meliaceae family that is cultivated for timber production. Although the C. odorata essential oil (EO) contains mainly sesquiterpenes, its insecticidal potential is unknown. The lipophilic properties and high degradation capacity of EOs have limited their application for use in pest control. However, the currently available knowledge on the nanoemulsification of EOs, in addition to the possibility of improving their dispersion, would allow them to prolong their permanence in the field. The objective of the present work was to develop a nanoemulsion of the C. odorata EO and to evaluate its larvicidal activity against Spodoptera frugiperda. The EO was obtained by the hydrodistillation of C. odorata dehydrated leaves, and the nanoemulsion was prepared with non-ionic surfactants (Tween 80 and Span 80) using a combined method of agitation and dispersion with ultrasound. The stability of the nanoemulsion with a droplet diameter of <200 nm was verified in samples stored at 5 °C and 25 °C for 90 days. Both the C. odorata EO and its corresponding nanoemulsion presented lethal properties against S. frugiperda. The results obtained provide guidelines for the use of wood waste to produce sustainable and effective insecticides in the fight against S. frugiperda. In addition, considering that a phytochemical complex mixture allows the simultaneous activation of different action mechanisms, the development of resistance in insects is slower.

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Cedrela genus, a member of the Meliaceae family, presents both chemical characteristics associated with and those that distinguish it from the rest of its members. The presence of triterpenes and limonoids is the characteristic of the Meliaceae family, but the class and type of these chemical constituents are distinctive for each genus. Cedrela includes cycloartane, ursane, oleanane, tirucallane, butyrospermane, and apotirucallane triterpenes, and its limonoids belongs to six class and nine types, known as class Ia-type havanensines, class Ib-type delevoyin, class II-type gedunin, class IIIb-type andirobin, class IIIg-type mexicanolide, class IVa-type evoludone, class Va-type obacunol, class V-type limonin, and class VIII. Each of these structural arrangements includes specific traits, defined by their biosynthetic origin, which can be established by means of structural elucidation techniques, particularly 1 H and 13 C NMR, which assisted by 2D NMR techniques, allowing to deduce their structures unequivocally. The constant presence of these skeletal arrangements in Cedrela ensures that they are its chemophenetic markers and their recurrence is an important criterion for their identity. This review is a compilation of the occurrence of triterpenes and limonoids in Cedrela genus, detailing their biosynthetic association and collecting and organizing their NMR data, with the purpose of facilitating its location, analysis, and use in the phytochemical study of species from this genus.

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Nine new limonoids (1-9) were isolated from the stem bark of Guarea guidonia (1-4) and Cedrela odorata (5-9). Their structures were elucidated using 1D and 2D NMR and MS data and chemical methods as three A2,B,D-seco-type limonoids (1-3), a mexicanolide (4), three nomilin-type (5-7) limonoids, and two limonol derivatives (8 and 9). A DFT/NMR procedure was used to define the relative configurations of 1 and 3. A surface plasmon resonance approach was used to screen the Hsp90 binding capability of the limonoids, and the A2,B,D-seco-type limonoid 8-hydro-(8S*,9S*)-dihydroxy-14,15-en-chisomicine A, named chisomicine D (1), demonstrated the highest affinity. By means of mass spectrometry data, biochemical and cellular assays, and molecular docking, 1 was found as a type of client-selective Hsp90 inhibitor binding to the C-terminus domain of the chaperone.

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Two novel ecological and low-cost adsorbents were prepared from seed residues of the tree species Anadenanthera macrocarpa and Cedrela fissilis for the removal of methylene blue dye in water. The materials were comminuted and characterized by different techniques. The particles of samples have a rough surface with cavities. The optimum dosage and pH for both materials were 1 g L-1 and pH 8. The pseudo-second-order model was the most suitable for describing the adsorption kinetics for both systems. The Anadenanthera macrocarpa presented a maximum experimental capacity of 228 mg g-1, while the Cedrela fissilis, a similar capacity of 230 mg g-1 at 328 K. The Tóth model was proper for describing the equilibrium curves for both systems. The thermodynamic indicators show that the adsorption process is spontaneous and endothermic for both materials. The application of materials for the simulated effluent treatment showed 74 and 78% of color removal using Anadenanthera macrocarpa and Cedrela fissilis samples, respectively. Overall, seed residues of Anadenanthera macrocarpa and Cedrela fissilis could be potentially applied for adsorptive removal of colored contaminants in wastewater.

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Cedrela fissilis is a species of great genetic diversity, with low population density and seminal propagation, which causes difficulties in the vegetative propagation process. This research evaluated the vegetative rescue and propagation of stem cutting rooting originated from epicormic and canopy sprouts of C. fissilis. For this, the induction of epicormic sprouts was evaluated 52 days after the complete girdling and semi-girdling 20 and 40 cm from the ground, and no girdling treatment, during spring (2018), summer (2018) and autumn (2019). The variables evaluated were, survival (%), sprouting (%), number, length (cm) and diameter (mm) of sprouts. The cuttings were made from spring epicormic sprouts, divided in two categories: 10 cm cuttings placed vertically in pits and 5 cm cuttings placed horizontally in furrows. The canopy sprouts were collected in the summer, then cut in apical and intermediate cuttings (15 cm). After 60 days, the cuttings were evaluated in survival (%), rooting (%), callus (%), average number and length of roots (cm). Results showed that only the complete girdling produced sprouts (average >67%) with no difference between 20 and 40 cm heights, with a greater number of sprouts during spring. The cuttings from epicormic sprouts, planted vertically in pits presented higher percentage of rooting (44%) than cuttings planted horizontally in furrows (17%). Cuttings from the canopy had inconsiderable rooting (apical - 2%; intermediate - 0%). The girdling periods influences the number of epicormic sprouts and its use for cutting was more efficient in rooting.

Cedrela fissilis é uma espécie de grande diversidade genética, com baixa densidade populacional florestal, de propagação seminal, que apresenta dificuldade de ser propagada vegetativamente. O objetivo deste trabalho foi avaliar o regate e propagação vegetativa a partir do enraizamento de estacas de origem epicórmicas e de copa de C. fissilis. Para isso, a brotação epicórmica foi avaliada 52 dias após o anelamento completo e semianelamento nas alturas de 20 e 40 cm, e tratamento sem anelamento, durante primavera (2018), verão (2018) e outono (2019). Foram avaliados: sobrevivência das árvores (%), brotação (%), número, comprimento (cm) e diâmetro (mm) de brotos. A estaquia utilizou brotos epicórmicos de primavera, divididos em duas categorias: estacas com 10 cm colocadas verticalmente em covas e estacas de 5 cm colocadas horizontalmente em sulcos. Brotos de copa foram coletados no verão, cortados em estacas apicais e intermediárias (15 cm). Após 60 dias avaliou-se das estacas: sobrevivência (%), enraizamento (%), calos (%), número médio e comprimento de raízes (cm). Os resultados apresentam que apenas o anelamento completo formou brotos (média >67%), sem diferença entre a altura 20 e 40 cm, com maior número de brotos durante a primavera. As estacas de brotos epicórmicos, plantadas verticalmente em covas, apresentaram a maior porcentagem de enraizamento (44%) que estacas plantadas horizontalmente em sulcos (17%). Estacas de copa obtiveram enraizamento desconsiderável (apicais - 2%; intermediárias - 0%). As épocas de anelamento influenciam no número de brotos epicórmicos e seu uso como estacas foi mais eficiente no enraizamento.

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Cedrela fissilis is a species of great genetic diversity, with low population density and seminal propagation, which causes difficulties in the vegetative propagation process. This research evaluated the vegetative rescue and propagation of stem cutting rooting originated from epicormic and canopy sprouts of C. fissilis. For this, the induction of epicormic sprouts was evaluated 52 days after the complete girdling and semi-girdling 20 and 40 cm from the ground, and no girdling treatment, during spring (2018), summer (2018) and autumn (2019). The variables evaluated were, survival (%), sprouting (%), number, length (cm) and diameter (mm) of sprouts. The cuttings were made from spring epicormic sprouts, divided in two categories: 10 cm cuttings placed vertically in pits and 5 cm cuttings placed horizontally in furrows. The canopy sprouts were collected in the summer, then cut in apical and intermediate cuttings (15 cm). After 60 days, the cuttings were evaluated in survival (%), rooting (%), callus (%), average number and length of roots (cm). Results showed that only the complete girdling produced sprouts (average >67%) with no difference between 20 and 40 cm heights, with a greater number of sprouts during spring. The cuttings from epicormic sprouts, planted vertically in pits presented higher percentage of rooting (44%) than cuttings planted horizontally in furrows (17%). Cuttings from the canopy had inconsiderable rooting (apical - 2%; intermediate - 0%). The girdling periods influences the number of epicormic sprouts and its use for cutting was more efficient in rooting.(AU)

Cedrela fissilis é uma espécie de grande diversidade genética, com baixa densidade populacional florestal, de propagação seminal, que apresenta dificuldade de ser propagada vegetativamente. O objetivo deste trabalho foi avaliar o regate e propagação vegetativa a partir do enraizamento de estacas de origem epicórmicas e de copa de C. fissilis. Para isso, a brotação epicórmica foi avaliada 52 dias após o anelamento completo e semianelamento nas alturas de 20 e 40 cm, e tratamento sem anelamento, durante primavera (2018), verão (2018) e outono (2019). Foram avaliados: sobrevivência das árvores (%), brotação (%), número, comprimento (cm) e diâmetro (mm) de brotos. A estaquia utilizou brotos epicórmicos de primavera, divididos em duas categorias: estacas com 10 cm colocadas verticalmente em covas e estacas de 5 cm colocadas horizontalmente em sulcos. Brotos de copa foram coletados no verão, cortados em estacas apicais e intermediárias (15 cm). Após 60 dias avaliou-se das estacas: sobrevivência (%), enraizamento (%), calos (%), número médio e comprimento de raízes (cm). Os resultados apresentam que apenas o anelamento completo formou brotos (média >67%), sem diferença entre a altura 20 e 40 cm, com maior número de brotos durante a primavera. As estacas de brotos epicórmicos, plantadas verticalmente em covas, apresentaram a maior porcentagem de enraizamento (44%) que estacas plantadas horizontalmente em sulcos (17%). Estacas de copa obtiveram enraizamento desconsiderável (apicais - 2%; intermediárias - 0%). As épocas de anelamento influenciam no número de brotos epicórmicos e seu uso como estacas foi mais eficiente no enraizamento.(AU)

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The genus Cedrela P. Browne, which belongs to the Meliaceae family, has eighteen species. Trees of this genus are of economic interest due to wood quality, as well as being the focus of studies because of relevant biologic activities as in other Meliaceae species. These activities are mainly related to limonoids, a characteristic class of compounds in this family. Therefore, the aim of this review is to perform a survey of the citations in the literature on the Cedrela genus species. Articles were found on quantitative and qualitative phytochemical studies of the Cedrela species, revealing the chemical compounds identified, such as aliphatics acid and alcohol, flavonoids, tocopherol, monoterpenes, sesquiterpenes, triterpenes, cycloartanes, steroids, and limonoids. Although some activities were tested, the majority of studies focused on the insecticidal, antifeedant, or insect growth inhibitor activities of this genus. Nonetheless, the most promising activities were related to their antimalarial and antitripanocidal effects, although further investigations are still needed.

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