Spray dried extract of Calophyllum brasiliense Cambés produces a potent hypoglycemic effect and improves total serum cholesterol and triglycerides in diabetic rats / El extracto secado por pulverización de Calophyllum brasiliense cambés produce un potente efecto hipoglucémico y mejora el colesterol sérico total y los triglicéridos en ratas diabéticas / O extrato seco por aspersão de Calophyllum brasiliense Cambés produz um potente efeito hipoglicemiante e melhora o colesterol total e triglicérideos em ratos diabéticos

SUMMARY Introduction: The species Calophyllum brasiliense Cambés (Calophyllaceae) is widespread throughout Central and South America. The stem bark infusion is used for lowering blood glucose. Aim: To optimize the spray dry extract ofthis plant using a D-optimal experimental design. Materials and methods: As factors were used the air-drying speed (3.5-4.5 m3/h), the feed flow rate of the suspension (5-11 mL/ min), and the inlet air temperature (90-130 °C). The dried extract was characterized by measuring the phenolics and flavonoids content, moisture, the water activity, apparent densities, flowability, and compressibility. The antioxidant activity, the inhibitory activity of lipase and alpha-glycosidase, and the antiglycant activity of the spray dried extract (SDE) were evaluated. Subsequently, the hypoglycemic activity was evaluated in rats by monitoring the blood glucose level, triglycerides, and cholesterol. Results: Inlet air temperature and feed flow rate were the factors that most affected the yield and phenolic content. SDE showed a potent antioxidant effect (IC50 1.83 μg/mL), a potent a-glycosidase (IC50 74.45 μg/mL) and pancreatic lipase (IC50 27.33 μg/mL) inhibition. A potent antiglycation effect (IC50 9.45^g/mL) was also observed. Conclusion: the SDE showed a potent hypoglycemic effect at 100 mg/kg. These results suggest that SDE could activate four important pathways that can contribute to diabetes control.

Resumen Introducción: la especie Calophyllum brasiliense (Calophyllaceae) está muy extendida en Centro y Suramérica. La infusión del tronco reduce los niveles de glucosa en sangre. bjetivo: optimizar el extracto seco por aspersión (SDE) de esta planta utilizando un diseño experimental D-óptimal. Materiales y métodos: como factores se utilizaron la velocidad del gas secante (aire, 3,5-4,5 m3/h), la temperatura de entrada del aire fue 90-130 °C y la velocidad de alimentación, 5-11 mL/min. Se determinó el contenido de fenoles y flavonoides en el extracto seco, la humedad residual, la actividad del agua, las densidades aparentes, fluidez y compresibilidad. Se evaluó la actividad antioxidante e inhibidora de lipasa y alfa-glicosidasa y la actividad antiglicante. También se evaluó la actividad hipoglicemiante midiendo glucosa en sangre, triglicéridos y colesterol. Resultados: la temperatura del aire de entrada y la velocidad de alimentación afectaron, significativamente, el rendimiento y contenido de fenoles. El SDE mostró un potente efecto antioxidante (IC50 1,83 μg/mL), una potente inhibición de a-glicosidasa (IC50 74,45 μg/mL) y de lipasa pancreática (IC50 27,33 μg/ mL). Se observó un fuerte efecto antiglicante (IC50 9,45 μg/mL). Conclusiones: el SDE mostró un potente efecto hipoglicemiante a 100 mg/kg. Estos resultados sugieren que el SDE podría actuar activando cuatro vías importantes para el control de la diabetes.

RESUMO Introdução: a espécie Calophyllum brasiliense (Calophyllaceae) é amplamente distribuída na América do Sul e Central. A infusão da casca do caule reduz os níveis de glicose no sangue. Objetivo: otimizar o extrato seco por pulverização (SDE) desta planta usando um planejamento experimental D-ótimo. Materiais e métodos: a velocidade do gás de secagem ar (3,5-4,5 m3/h), a temperatura de entrada do ar (90-130 °C) e a taxa de alimentação (5-11 mL/min) foram usados como fatores. Foi determinado o teor de fenóis e flavonóides no extrato seco, a umidade residual, a atividade de água, as densidades aparentes, a fluidez e a compressibilidade. Avaliou-se a atividade antioxidante e a atividade inibitória de lipase e alfa-glicosidase, e a atividade antiglicante do extrato seco. A atividade hipoglicêmica foi avaliada em ratos diabeticos, medindo a glicose no sangue, triglicerídeos e colesterol. Resultados: a temperatura de entrada do ar e a taxa de alimentação afetaram significativamente o desempenho e o conteúdo de fenois. O SDE mostrou um potente efeito antioxidante (IC50 1,83 μg/mL), uma significativa inibição de a-glicosidase (IC50 74,45 ig/mL) e da lipase pancreática (IC50 27,33 μg/mL). Um forte efeito antiglicante também foi observado (IC50 9,45 μg/mL). O SDE mostrou um forte efeito hipogli-cemiente à concentração de 100 mg/kg. Conclusões: Esses resultados sugerem que o SDE poderia atuar ativando quatro vias importantes para o controle do diabetes.

A Pharmacognostic And Phytochemical Study On The Market Samples Of Nagakesara

This work was conducted to evaluate the pharmacognostic and phytochemical study of varieties of Nagakesara. When it is further studied, it is observed that Nagakesara available in the markets of different areas is from different source plants. There are nearly 5 drugs sold in the market with the same name, the common floral parts available in the markets are commonly from Nagakesara (Mesua ferrea Linn.), Surapunnaga (Ochrocarpus longifolius Benth and Hook f.), Tamalpatra (Cinnamomum tamala Nees and Ebern.), Punnaga (Calophyllum inophyllum Linn.), Dillenia pentagyna Roxb. Hence a comparative study of these two samples 1) Nagakesara (Mesua ferrea), and 2) Tamalpatra (Cinnamomum tamala) has been carried out. The phytochemical study shows the presence of tannins, steroids and carbohydrates in almost all varieties of Nagakesara. Flower buds of Nagakesara plant of different species available in the market was taken up for the study. CONCLUSION: A detailed Pharamcognostic and Phytochemical review was done through which it was concluded that Mesua ferrea Linn. belonging to family Guttiferae may be the exact source of Nagakesara. The flower buds of Cinnamomum tamala Nees and Ebern. which is known as black variety in the markets according to our study,.

A Conformational Isomer of Soulattrolide from the Stem Bark of Calophyllum symingtonianum and Its Antibacterial Activity

Callophylum symingtonianum (Guttiferae), an evergreen broad-leaved tree that usually grows in hill forests, can be found distributed in the Malay Peninsula. The barks, leaves, flowers and seeds is often used medicinally to treat diarrhea and rheumatism. In the present study, we isolated two inophyllum type coumarins, 12-O-ethylinophyllum D (1) and iso-soulattrolide (2) from the stembarks of C. symingtonianum together with their antibacterial activity. The compounds were isolated by chromatographic methods on a silica gel. The structures were established by spectroscopic methods including UV, IR, (1D and 2D) NMR and mass spectrometry as well as by comparison with several literature sources. The antibacterial activity of those compounds was tested using a disc-diffusion assay against Staphylococcus aureus, Bacillus cereus, Escherichia coli and Pseudomonas aeruginosa. Both compound exhibited mild inhibition against P. aeruginosa with both 111 µg/ml MIC value. Compound 2 also inhibits S. aureus with 25 µg/ml MIC value.

Production of native arbuscular mycorrhizal fungi inoculum under different environmental conditions

Abstract In order to obtain an arbuscular mycorrhizal fungi (AMF) native inoculum from Sierra de Moa and determine the most appropriate conditions for its big scale production, four light and temperature combinations were tested in three plant species (Calophyllum antillanum, Talipariti elatum and Paspalum notatum). Growth and development parameters, as well as the mycorrhizal functioning of the seedlings were evaluated. The natural light treatment under high temperatures (L-H) was the most suitable for the growth and development of the three plant species, showing the highest total biomass values, mainly of root, and a positive root-shoot ratio balance. This treatment also promoted higher values of root mycorrhizal colonization, external mycelium and AMF spore density. A total of 38 AMF species were identified among the plants and environmental conditions tested. Archaeospora sp.1, Glomus sp.5, Glomus brohultii and G. glomerulatum were observed in all the treatments. The L-H condition can be recommended for native inoculum production, as it promotes a better expression of the AM symbiosis and an elevated production of mycorrhizal propagules.

Identification of phytochemical compounds in Calophyllum inophyllum leaves

Objectives To investigate the proximate composition, mineral content, and phytochemical compounds in Calophyllum inophyllum (C. inophyllum) leaves. Moreover, isolation and identification of pyrene were also performed. Methods C. inophyllum leaves were extracted with methanol by percolation methods. The proximate composition of C. inophyllum leaves was analyzed by standard methods. Mineral contents in this plant were analyzed by using atomic absorption spectrophotometer. Phytochemical screening and analysis of this plant were performed by spectrophotometric method. Washing method with carbon disulfide was used for isolating dihydropyrene compound from C. inophyllum leaves extracts. Results The result revealed that C. inophyllum leaves contained 11.24% moisture, 4.75% ash, 6.43% crude protein, 23.96% crude fiber, 9.91% carbohydrate, and energy (79.17 kcal/100 g). The leaves also contained 0.007% iron, 1.240% calcium, 0.075% sodium, 0.195% magnesium, 0.100% ppm potassium, and 0.040% phosphorus. Moreover, 11.51% alkaloid, 2.48% triterpenoid, 2.37% flavonoid, 7.68% tannin, 2.16% saponin, 2.53% polyphenol, were identified in the methanolic crude extracts of C. inophyllum leaves. It was found that trans-2-[2-(trifluoromethyl)phenyl]-10b,10c-dimethyl-10b,10c-dihydropyrene was obtained at purity of 79.18% (22.17% yield) from C. inophyllum leaves. Conclusions C. inophyllum leaves may be used as a good source of fiber. It was found that C. inophyllum leaves have the potential as herbal drugs due to their phytochemical content. The separation, isolation, and purification of bioactive compounds from this methanolic crude extract and their biological activity are under further investigation.

Identification of phytochemical compounds in Calophyllum inophyllum leaves

Objectives:To investigate the proximate composition,mineral content,and phytochemical compounds in Calophyllum inophyllum (C.inophyllum) leaves.Moreover,isolation and identification of pyrene were also performed.Methods:C.inophyllum leaves were extracted with methanol by percolation methods.The proximate composition of C.inophyllum leaves was analyzed by standard methods.Mineral contents in this plant were analyzed by using atomic absorption spectrophotometer.Phytochemical screening and analysis of this plant were performed by spectrophotometric method.Washing method with carbon disulfide was used for isolating dthydropyrene compound from C.inophyllum leaves extracts.Results:The result revealed that C.inophyllum leaves contained 11.24％ moisture,4.75％ ash,6.43％ crude protein,23.96％ crude fiber,9.91％ carbohydrate,and energy (79.17 kcal/100 g).The leaves also contained 0.007％ iron,1.240％ calcium,0.075％ sodium,0.195％ magnesium,0.100％ ppm potassium,and 0.040％ phosphorus.Moreover,11.51％ alkaloid,2.48％ triterpenoid,2.37％ flavonoid,7.68％ tannin,2.16％ saponin,2.53％ polyphenol,were identified in the methanolic crude extracts of C.inophyllum leaves.It was found that trans-2-[2-(trifluoromethyl)phenyl]-10b,10c-dimethyl-10b,10c-dihydropyrene was obtained at purity of 79.18％ (22.17％ yield)from C.inophyllum leaves.Conclusions:C.inophyllum leaves may be used as a good source of fiber.It was found that C.inophyllum leaves have the potential as herbal drugs due to their phytochemical content.The separation,isolation,and purification of bioactive compounds from this methanolic crude extract and their biological activity are under further investigation.

Hypoglycemic effect of formulation containing hydroethanolic extract of Calophyllum brasiliense in diabetic rats induced by streptozotocin

ABSTRACT Diabetes mellitus is a chronic and severe metabolic dysfunction, it's slow and progressive evolution interferes directly in the metabolism of carbohydrates, fats and proteins, causing hyperglycemia, glycosuria, polydipsia, hyperlipidaemia, among others. The aim of this study was to evaluate the antidiabetic effect of hydroethanolic extract and granulated of Calophyllum brasiliense Cambess., Clusiaceae, species in diabetic rats as well as it's biochemical parameters. The results demonstrated that both the pharmaceutical forms, hydroethanolic extract and granulated, were able to reduce significantly (p < 0.001) hyperglycemia and glycosuria, in addition to improve polydipsia, polyuria, and weight loss. Treatments using hydroethanolic extract and granulated were also able to reduce significantly levels of triacylglycerides, cholesterol and low-density lipoprotein, as well as the transaminases, urea and creatinine levels. Therefore, it is concluded that these pharmaceutical forms have anti-diabetic effect and act improving the biochemical parameters, this effect is probably due to the high content of polyphenolic compounds found in the formulations.

Cytotoxic and Antibacterial Evaluation of Coumarins and Chromanone Acid from Calophyllum symingtonianum.

Calophyllum symingtonianum is a rare species from the Calophyllum genus that belongs to the Guttiferae family. Calophyllum has been recognized as a potential medicinal plant due to its many bioactive phytochemicals especially coumarins and chromanone acids. In this study, the cytotoxic activities against MCF-7 and A-549 and antibacterial activities towards S. aureus, B. subtilis, P. aeruginosa and E. Coli of three coumarins known as inophyllum D, inophyllum H and calanone as well as chromanone acid identified as isocordato-oblongic acid isolated from this plant were evaluated. Inophyllum H exhibited the highest IC50 values against MCF-7 at 25.56 μg/mL and A-549 at 26.41μg/mL. Isocordato-oblongic acid showed moderate antibacterial activity against S. aureus and B. subtilis at 125μg/mL and 62.5μg/mL, respectively. This study suggests C. symingtonianum as a potential plant for cytotoxic and antibacterial phytochemicals.

Effect of seed coat on the seed germination and seedling development of Calophyllum brasiliense Cambess. (Clusiaceae) / Efeito do envoltório na germinação da semente e no desenvolvimento de plântulas de Calophyllum brasiliense Cambess. (Clusiaceae)

This work aimed to study the effect of the Calophyllum brasiliense seed coat on the seed germination process. To this end, three experiments were conducted in laboratory, greenhouse and screenhouse. From a total of six treatments, five are related to the seed coat (mechanical scarification; mechanical scarification followed by 2 hours in water, chemical scarification, hot water immersion and complete seed coat removal) and one control. Laboratory and greenhouse experiments were conducted in a completely randomized design (CRD). Screenhouse experiment was conducted in a completely randomized block design (RBD). We evaluated the total percentage, the speed index and the average time of germination or emergence. Data were subjected to analysis of variance and means compared by LSD test, at 5%. Under the conditions of this work, it was possible to infer that, in laboratory, mechanical scarification followed by 2 hours in water increases the proportion and germination speed index (GSI), in the greenhouse, the complete seed coat removal increases the percentage and emergence speed index (ESI), and in the screenhouse, mechanical scarification followed by 2 hours in water and chemical scarification presented the best results. The average germination time was not significantly different in the three experiments evaluated.

Objetivou-se com este trabalho estudar o efeito do envoltório da semente de Calophyllum brasiliense no processo de germinação. Foram montados três experimentos, sendo estes conduzidos em laboratório, casa de vegetação e telado. Avaliaram-se seis tratamentos, sendo cinco relacionados ao envoltório (escarificação mecânica; escarificação mecânica seguido por 2h em água; escarificação química; imersão em água quente; e retirada total do envoltório) e a testemunha. Os experimentos em laboratório e casa de vegetação foram conduzidos em delineamento inteiramente casualizado. No telado, o experimento foi conduzido em delineamento em blocos casualizados. Avaliaram-se a percentagem total; o índice de velocidade e o tempo médio de germinação ou emergência. Os dados foram submetidos à análise de variância e as médias comparadas pelo teste t (LSD) a 5% de probabilidade. Foi possível inferir que no laboratório, a escarificação mecânica, seguido por 2h em água, aumenta a percentagem e o índice de velocidade de germinação (IVG); na casa de vegetação, a retirada total do envoltório aumenta a percentagem e o índice de velocidade de emergência (IVE); e no telado, a escarificação mecânica, seguida por 2h em água, e a escarificação química apresentam os melhores resultados. O tempo de germinação não apresentou diferença significativa nos três experimentos avaliados.

Morphology and anatomy of the seedling and the tirodendro of Calophyllum brasiliense Cambess. (Clusiaceae) / Morfoanatomia da plântula e do tirodendro de Calophyllum brasiliense Cambess. (Clusiaceae)

Calophyllum brasiliense Cambess. is a tree species that is presented as an alternative to replace endangered species of hardwood. The morphology and anatomy of the seedling of this species is the object of the present study. Seedlings at different stages of development were obtained in greenhouse and analyzed fresh and fixed in FAA (Formalin- Acetic-Alcohol) 50. The anatomical analysis was done by the freehand and microtome sections, according to standard techniques in plant anatomy. The seedling and/or tirodendro is cryptocotylar and hypogeal, has cataphylls, and presents eophylls and metaphylls simple with venation pinnate craspedodromous simple. The root is polyarch, the hypocotyl is very short, the cotyledons have an oily and starchy reserve, the epicotyl has stem structure, and eophylls and metaphylls are dorsiventral. The seedling may be classified in the Horsfieldia type/subtype.

Calophyllum brasiliense Cambess. é uma planta arbórea que se apresenta como possível alternativa para substituir espécies em extinção com madeira nobre. A morfologia e anatomia da plântula desta espécie é objeto do presente trabalho. As plântulas, em diferentes fases de desenvolvimento, foram obtidas em casa de vegetação e analisadas a fresco e fixadas em FAA 50. A análise anatômica foi feita mediante seções a mão livre e microtômicas, de acordo com técnicas usuais em anatomia vegetal. A plântula e/ou tirodendro é criptocotiledonar e hipogeia, possui catafilos, e apresenta eófilos e metafilos simples de venação pinada craspedódroma simples. A raiz é poliarca, o hipocótilo é muito reduzido, os cotilédones possuem reserva amilácea e oleaginosa, o epicótilo tem natureza caulinar e os eofilos e metafilos são dorsiventrais. A plântula enquadra-se no tipo e subtipo Horsfieldia.

Antioxidant and Antibacterial Activity of Field Grown and Tissue Cultured Root Callus of Mangrove Species.

Aim: The main aim of this study is to evaluate the anti-oxidant and antimicrobial activity of mangrove species and the development of the callus biomass. Study Design: This is the first comparative evaluation report of field grown root and tissue cultured root callus of mangrove on anti-oxidant and anti-bacterial activity. Acanthus ilicifolius, Calophyllum inophyllum and Excoecaria agallocha were tested in this present investigation. Place and Duration of Study: Centre of Advanced Study in Marine Biology, Faculty of Marine Sciences, Annamalai University, Parangipettai 608 502, Tamil Nadu, India. Between February 2012 and July 2013 Methodology: In order to develop callus biomass, a number of growth hormones were supplemented with the MS medium. Following the callus development, anti-oxidant and anti-microbial activities were tested with field grown root and its tissue cultured root callus of Acanthus ilicifolius, Calophyllum inophyllum and Excoecaria agallocha. This was confirmed by different anti-oxidant, anti-bacterial and minimum inhibitory concentration assays. Results: Maximum (89%) root callus biomass was obtained from Acanthus ilicifolius on MS medium fortified with 0.3+0.3 mg/L of 2,4-D and KIN. 2,4-D 0.3mg/L and BAP 0.5 mg/L showed the maximum callus from both Calophyllum inophyllum (81%), Excoecaria agallocha (58%). In addition anti-oxidant and anti-bacterial effect of root and root callus of these three species were tested. In this study the root callus materials of all the three species showed the best anti-oxidant anti-bacterial activities. Conclusion: The metabolites from mangroves are good remedy for number of health problems especially the enhanced level of metabolites through the tissue culture techniques. The present study confirmed the anti-oxidant and anti-bacterial effect of Acanthus ilicifolius, Calophyllum inophyllum, Excoecaria agallocha n root extract. This study will be a key to develop a new drug to achieve healthy life. especially the root callus materials showed the better activity when compared to the field grown plants.

Anti-Mycobacterium tuberculosis activity and cytotoxicity of Calophyllum brasiliense Cambess (Clusiaceae)

We evaluated the in vitro anti-Mycobacterium tuberculosis activity and the cytotoxicity of dichloromethane extract and pure compounds from the leaves of Calophyllum brasiliense. Purification of the dichloromethane extract yielded the pure compounds (-) mammea A/BB (1), (-) mammea B/BB (2) and amentoflavone (3). The compound structures were elucidated on the basis of spectroscopic and spectrometric data. The contents of bioactive compounds in the extracts were quantified using high performance liquid chromatography coupled to an ultraviolet detector. The anti-M. tuberculosis activity of the extracts and the pure compounds was evaluated using a resazurin microtitre assay plate. The cytotoxicity assay was performed in J774G.8 macrophages using the 3-(4,5-dimethyl thiazol-2-yl)-2,5-diphenyl tetrazolium bromide colourimetric method. The quantification of the dichloromethane extract showed (1) and (2) at concentrations of 31.86 ± 2.6 and 8.24 ± 1.1 µg/mg of extract, respectively. The dichloromethane and aqueous extracts showed anti-M. tuberculosis H37Rv activity of 62.5 and 125 µg/mL, respectively. Coumarins (1) and (2) showed minimal inhibitory concentration ranges of 31.2 and 62.5 µg/mL against M. tuberculosis H37Rv and clinical isolates. Compound (3) showed no activity against M. tuberculosis H37Rv. The selectivity index ranged from 0.59-1.06. We report the activity of the extracts and coumarins from the leaves of C. brasiliense against M. tuberculosis.

El árbol tropical Calophyllum brasiliense: una revisión botánica, química y farmacológica / The tropical tree Calophyllum brasiliense: a botanical, chemical and pharmacological review

Antecedentes: Calophyllum brasiliense Cambess. Es un árbol de la familia Calophyllaceae, separada recientemente de Clusiaceae (Guttiferae). Se distribuye ampliamente en selvas tropicales lluviosas del continente americano, desde Brasil hasta México. Esta especie sintetiza diversos metabolitos secundarios en hojas, flores, frutos, corteza y raíz, tales como cumarinas, cromanonas, xantonas, terpenos, flavonoides y compuestos fenólicos, los cuales presentan múltiples propiedades biológicas. Objetivos: Ofrecer una visión general de las características botánicas, químicas y farmacológicas de C. brasiliense, así como evidencias químicas, anatómicas y genéticas que sugieren la existencia de quimiotipos (fenotipos químicos) en la especie. Métodos: Se revisó la información disponible en las bases de datos NCBI y SciFinder®, se seleccionaron investigaciones relevantes que permitieron conocer los compuestos químicos aislados y su actividad biológica. Resultados: Entre los compuestos sintetizados por C. brasiliense destacan calanólidos e inofilums, especialmente el (+)-calanólido A, como inhibidores potentes de la enzima transcriptasa reversa del virus de inmunodeficiencia humana tipo 1 (VIH-1) y baja toxicidad a linfocitos humanos. El (+)-calanólido A, una dipiranocumarina tetracíclica, podría ser el primer fármaco de origen natural aprobado por la FDA (EUA) en el tratamiento del VIH/SIDA. Otros compuestos, tales como cumarinas tipo mammea, cromanonas, xantonas y triterpenos, mostraron actividad contra protozoarios, células tumorales humanas, como bactericidas y antiespasmódicos. La actividad más importante de cumarinas tipo mammea es contra protozoarios como Leishmania y Trypanosoma. En relación a L. amazonensis, destacó (-)-mammea A/BB presentando buena actividad y selectividad contra amastigotes y promastigotes, y baja toxicidad en macrófagos humanos. La (-)-mammea A/BA, y las xantonas preniladas mostraron alta citotoxicidad sobre líneas celulares tumorales humanas y T. cruzi. Las evidencias químicas, anatómicas y genéticas indican que existen quimiotipos en C. brasiliense, sugiriendo un proceso de especiación en curso en el taxón. Las secuencias ribosomales (ITS) discriminaron al quimiotipo 1 (produce coumarinas tipo mammea) de los quimiotipos 2 y 3 (biosintetizan calanólidos e inofilums), siendo útiles como posibles códigos de barras. Conclusiones: El adecuado manejo de C. brasiliense mediante técnicas silvícolas y biotecnológicas, así como el conocimiento científico y tecnológico, podrían aportar soluciones a países en desarrollo, por ejemplo mediante producción de fitomedicamentos, a enfermedades como el VIH/ SIDA, Leshmaniasis y la Enfermedad de Chagas.

Rationale: Calophyllum brasiliense Cambess. Is a tree belonging to Calophyllaceae family, recently separated from Clusiaceae (= Guttiferae). This species is widely distributed in the Tropical Rain Forests of the American continent, from Brazil to Mexico. It synthesizes a wide variety of secondary metabolites isolated from leaves, flowers, fruits, bark and roots, such as coumarins, chromanones, xanthones, terpenes,flavonoids and phenolic compounds, which exhibit multiple biological properites. Objective: To provide a comprehensive view of the botanical, chemical and pharmacological characteristics of C. brasiliense, and to present chemical, anatomical and genetic evidences supporting the notion of chemotypes (chemical phenotypes) in this species. Methods: Information available in the databases NCBI and SciFinder® was reviewed, and relevant investigations were selected regarding to chemical compounds isolated and their biological activity. Results: Among compounds synthesized by C. brasiliense, calanolides and inophyllums stand out, specially (+)-calanolide A, since these can inhibit reverse transcriptase of human immunodeficiency virus type 1 (HIV-1). (+)-Calanolide A, a tetracyclic dipyranocoumarin, could be the first drug of natural origin approved by the FDA (US) in the treatment of HIV/AIDS. Other compounds, such as mammea type-coumarins, chromanones, xanthones, and triterpenes showed antitumor, antiparasitic, antibacterial and antispasmodic activity. Most important activity of mammea type-coumarins is against protozoa, such as Leishmania, and Trypanosoma. Regarding to L. amazonensis, (-)-mammea A/BB stands out, being highly potent and selective against amastigotes, and promastigotes, but poorly toxic to human macrophages. (-)-Mammea A/BA as well as prenylated xanthones showed high citotoxicity against human tumor cell lines and T. cruzi. The chemical, anatomical and genetical evidences supported the idea of chemotypes in C. brasiliense, suggesting a current process of speciation in this taxon. The ribosomal ITS sequences discriminate chemotype 1 (produces mammea type coumarins) from chemotypes 2 and 3(synthesize calanolides and inophyllums) being useful like possible barcodes. Conclusions: The proper management of Calophyllum brasiliense with forestry and biotechnological methods, as well as scientific and technological knowledge, could provide solutions to developing countries, for instance through the production of phytomedicines against HIV/AIDS, and illnesses caused by protozoa such as Leshmaniasis and Chaga's Disease.

Study of dissolution profiles and desintegration of capsules containing the dried hydroethanolic extract of Calophyllum brasiliense

Calophyllum brasiliense Cambess, Calophyllaceae, is of great interest in folk medicine and is used in the treatment of various diseases such as diabetes. Granules containing the hydroethanolic extract from the stem bark of C. brasiliense were obtained. The polyphenol content was standardized, and the average weight, disintegration, and the dissolution profiles of the capsules were determined after encapsulation. The capsules had an average weight of 574.5±8.0 mg. In vitro tests showed that the most efficient disintegration profile was in hydrochloric acid buffer (pH 1.2), with a capsule disintegration time within 9 min. The dissolution analysis showed a better uniformity of capsule content release when the test was performed in a hydrochloric acid buffer (pH 1.2), with a maximal release rate at 15 min (giving a polyphenol content of 4.38%, which corresponds to a concentration of 0.0080 mg/mL). In distilled water, the maximal release was reached at 20 min (giving a polyphenol content of 5.41%, which is equivalent to 0.0105 mg/mL). In phosphate buffer, the maximal release of capsule contents was reached at the end of the dissolution assay (30 min), with the lowest amount of released polyphenols (3.61%, which corresponds to a concentration of 0.0070 mg/mL). The encapsulated form of the hydroethanolic extract of C. brasiliense was shown to have the necessary traits of a desirable delivery agent, and the dissolution test was an effective analysis of this material's polyphenol release profile for the specific dosage form.

Antimicrobial activity of various extracts from various parts of Calophyllum inophyllum L.

The Indian flora is extensively utilized as source of any drugs mentioned in the traditional systems of medicine. There is a continuous and urgent need to discover new antimicrobial compounds with diverse chemical structures and novel mechanisms of action for new and re-emerging infectious diseases. Therefore, researchers are increasingly turning their attention to folk medicine; looking for new leads to develop better drugs against microbial infections. The aim of the current study was to investigate antimicrobial activity of the various extracts of Calophyllum inophyllum L. An ethanol and ethyl acetate extracts of Calophyllum inophyllum L. (Family: Clusiaceae) were evaluated for antimicrobial activity against clinically important bacterial and fungal sp. The results obtained in the present study suggest that the ethanol and ethyl acetate extracts of Calophyllum inophyllum revealed a significant scope to develop a novel broad spectrum of antibacterial and antifungal herbal formulation.

Actividad antioxidante y contenido de fenoles totales de algunas especies del género Calophyllum / Antioxidant activity and total phenols content from some species of Calophyllum genus

INTRODUCCIÓN: la búsqueda de nuevos compuestos antioxidantes naturales ha sido de gran interés para la investigación dado que interrumpen el proceso de oxidación por vía radicalaria de lípidos, proteínas, ADN y enzimas. El género Calophyllum perteneciente a la familia Clusiaceae, produce una gran variedad de metabolitos secundarios con características antioxidantes; los flavonoides, las coumarinas y las xantonas resultan los compuestos más reportados. Las especies de este género pueden ser una fuente de antioxidantes potenciales. OBJETIVO: determinar la actividad antioxidante de extractos de diferente polaridad de las especies Calophyllum cf. brasiliense Cambess, Calophyllum inophyllum L., Calophyllum sp. MÉTODOS: se realizó un proceso de extracción del material vegetal por percolación con solventes de diferente polaridad: hexano, diclorometano, acetato de etilo y metanol, se concentró a presión reducida y se monitoreó por cromatografía en capa delgada. La evaluación de la capacidad antioxidante se determinó con diferentes metodologías: fenoles totales, ABTS (2,2-azinobis-[3 etilbenzotiazolin-6-sulfónico]), DPPH (1,1-difenil2-picrilhidracil), FRAP (ferric reducing/antioxidant power) y en algunas muestras seleccionadas ORAC (oxygen radical absorbance capacity). RESULTADOS: las muestras que contienen compuestos fenólicos con una alta capacidad reductora fueron CBTExtM, CNHTExtM, CRHTExtA, CRHTExtM, CBHExtA y CBHExtM, que además, poseen valores ORAC muy altos comparados con otros sustratos, el extracto que presentó mejores valores fue CBTExtM. La técnica FRAP describe muy bien el fenómeno oxidativo en los extractos CSHTExtA, CBHExtA, CIHTExtM, CSHTExtM y CIHTExtM; en (DPPH•) el extracto que presentó altos valores de TEAC fue CSHTExtA. El extracto CBTExtM presentó los mejores valores de inhibición del radical ABTS. CONCLUSIONES: los extractos polares y medianamente polares de las tres especies de Calophyllum presentaron alta actividad antioxidante en las metodologías evaluadas.

INTRODUCTION: the search of new natural antioxidant compounds has been of great interest for research since they interrupt the oxidation process via radical pathway of lipid, proteins, DNA and enzymes. The Calophyllum genus belongs to Clusiaceae family producing a great variety of secondary metabolites with antioxidant features; the flavonoids, the coumarins and the xanthones are the more reported compounds. The species from this genus may be a potential antioxidant source. OBJECTIVE: to determine the antioxidant activity of extracts from different polarity of Calophyllum cf. brasiliense Cambess, Calophyllum inophyllum L., Calophyllum sp. METHODS: a percolation process was carried out from the vegetal material by decoction using solvent of different polarity: hexane, dichloromethane, and ethyl acetate and methanol, concentrated at decreased pressure and monitored by thin layer chromatography (TLC). The antioxidant capacity assessment was determined using different methodologies: total phenols, ABTS (2,2-azinobis-[3 ethylbenzothiazolin-6-sulphoni]), FRAP (ferric reducing/antioxidant power) and in some selected ORAC samples (oxygen radical absorbance capacity). RESULTS: the samples containing phenol compounds with a high reducing capacity were CBTExtM, CNHTExtM, CRHTExtA, CRHTExtM, CBHExtA and CBHExtM, which also have very high ORAC values compared with other substrates; the extract with better values was the CBTExtM. The FRAP technique describes very well the oxidative phenomenon in extracts CHSTExtA, CBHExtA, CIHTExtM, CSHTExtM and CIHTExtM: in DPPH•) the extract showing TEAC high values was the CSHTExtA. The CBTExtM extract showed the better inhibition values of ABTS radical. CONCLUSIONS: the polar and moderately polar extracts from the three species of Calophyllum showed a high antioxidant activity in the assessed methodologies.

Evaluation of the proliferative activity of methanol extracts from six medicinal plants in murine spleen cells

A number of natural compounds have been used as immunomodulatory agents, enabling the function of the immune system to be modified by stimulating or suppressing it. There has been increasing interest in the study of therapeutic action of plant extracts regarding their immunomodulatory activity. The aim of this study was to identify and evaluate the action of extracts of the medicinal plants Calophyllum brasiliense, Ipomoea pes-caprae, Matayba elaeagnoides, Maytenus robusta, Rubus imperialis and Vernonia scorpioides on the development of spleen cells from mice, using the in vitro cellular proliferation assay. The cells, obtained by mechanical rupture of mice spleen (5x10(4) cells/mL), were incubated with methanol extracts (10, 50, 100 and 200 µg/mL) and phytohemagglutinin (PHA, 5 µg/mL). The basal control for proliferation consisted of cells alone, while the positive control consisted of cells and PHA. The cell culture was kept at 37 ºC in 5 percent CO2 for 72 hours, and cell proliferation was revealed by the blue tetrazolium reduction assay (MTT). The results were expressed as percentage of growth and were analyzed using the Kruskal-Wallis and Mann-Whitney tests. The C. brasiliense, I. pes-caprae and M. elaeagnoides extracts showed dose-dependent induction of cell proliferation, with a significant increase in cell proliferation (p<0.03) and percentage growth of 88.2 percent, 73.1 percent and 52.7 percent, respectively, suggesting T lymphocyte stimulation. By contrast, M. robusta, R. imperialis and V. scorpioides extracts showed significance only with a negative percentage of growth, suggesting inhibition of cell proliferation (p<0.04). Further biomonitoring studies will enable the fractions and isolated substances responsible for the immunomodulatory activities to be identified.

Várias substâncias de origem natural têm sido utilizadas como agentes imunomoduladores, permitindo modificar a função do sistema imune e propiciando o estudo de atividades terapêuticas de extratos de plantas. Este trabalho objetivou identificar a atividade imunomodulatória dos extratos de seis plantas medicinais da flora brasileira, Calophyllum brasiliense, Ipomoea pes-caprae, Matayba elaeagnoides, Maytenus robusta, Rubus imperialis e Vernonia scorpioides, sobre a proliferação de células esplênicas de camundongos. As células esplênicas murinas obtidas por ruptura mecânica do baço (5x14³ células/mL) foram incubadas com os extratos metanólicos das plantas (10, 50, 100, 200 µg/mL) e fito-hemaglutinina (PHA, 5 µg/mL). O controle basal de proliferação foi constituído de células apenas e o controle positivo formado por células e PHA. O cultivo celular foi mantido a 37 ºC, 5 por cento de CO2, 72 horas, com quantificação da proliferação celular pelo ensaio de redução do azul de tetrazólio. Os resultados expressos em percentagem de crescimento foram analisados pelos testes de Kruskal-Wallis e Mann-Whitney. Os extratos de C. brasiliense, I. pes-caprae e M. elaeagnoides mostraram indução dose-dependente da proliferação celular (p<0,03), com percentagem de crescimento de, respectivamente, 88,2 por cento, 73,1 por cento e 52,7 por cento, sugerindo estímulo de linfócitos T. Contrariamente, os extratos de M. robusta, R. imperialis e V. scorpioides apresentaram significância apenas com percentagem de crescimento negativa, indicando inibição da proliferação celular (p<0,04). A continuidade no estudo biomonitorado permitirá a identificação das frações e substâncias isoladas responsáveis pelas atividades imunomoduladoras.

Compuestos naturales de plantas de la familia clusiaceae: Inhibidores del virus de inmunodeficiencia humana tipo 1 / Natural compounds from plants of the clusiaceae family: Type 1 human immunodeficiency virus inhibitors / Compostos naturais de plantas da família clusiaceae: Inibidores do virus de imunodeficiência humana tipo 1

El SIDA es un problema de salud pública mundial, por lo que es necesario coordinar los esfuerzos para combatir esta enfermedad. En esta perspectiva, se revisan las investigaciones tendientes al descubrimiento y desarrollo de nuevos fármacos contra el virus de inmunodeficiencia humana (VIH) a partir de metabolitos secundarios de origen vegetal aislados de especies de la familia Clusiaceae. En particular, la revisión se enfoca en las cumarinas tetracíclicas inhibidoras de la transcriptasa reversa del VIH-1, como el (+)-calanólido A. También se presenta una semblanza sobre la biología del VIH y de los estudios llevados a cabo en México referentes a la búsqueda de compuestos antiVIH a partir de la flora local.

AIDS being a worldwide public health problem, it is necessary to coordinate efforts to fight the disease. Under this viewpoint, we review research aiming at the discovery and development of new drugs against the human immunodeficiency virus (HIV) from secondary metabolites of vegetal origin, isolated from species of the clusiaceae family. Particularly, the review centers on tetracyclic cumarines that inhibit the HIV-1 reverse transcriptase, such as the (+)-calanolide A. A summary of HIV biology and the studies carried out in Mexico concerning the search of anti-HIV compounds from the local flora is also presented.

A AIDS é um problema de saúde pública mundial, pelo qual é necessário coordenar os esforços para combater esta enfermidade. Nesta perspectiva, se revisam as investigações tendentes ao descubrimento e desenvolvimento de novos fármacos contra o virus da imunodeficiência humana (HIV) a partir de metabólitos secundários de origem vegetal isolados de espécies da família Clusiaceae. Em particular, a revisão é focada nas cumarinas tetracíclicas inibidoras da transcriptase reversa do HIV-1, como o (+)-calanolide A. Também é apresentado um esboço sobre a biologia do HIV e dos estudos levados a efeifo no México referentes à procura de compostos anti-HIV a partir da flora local.

Trypanocidal constituents in plants: 7. Mammea-type coumarins

Calophyllum brasiliense and Mammea americana (Clusiaceae) are two trees from the tropical rain forests of the American continent. A previous screening showed high trypanocidal activity in the extracts of these species. Several mammea-type coumarins, triterpenoids and biflavonoids were isolated from the leaves of C. brasiliense. Mammea A/AA was obtained from the fruit peels of M. americana. These compounds were tested in vitro against epimastigotes and trypomastigotes of Trypanosoma cruzi, the etiologic agent of Chagas disease. The most potent compounds were mammea A/BA, A/BB, A/AA, A/BD and B/BA, with MC100 values in the range of 15 to 90 g/ml. Coumarins with a cyclized ,-dimethylallyl substituent on C-6, such as mammea B/BA, cyclo F + B/BB cyclo F, and isomammeigin, showed MC100 values > 200 g/ml. Several active coumarins were also tested against normal human lymphocytes in vitro, which showed that mammea A/AA and A/BA were not toxic. Other compounds from C. brasiliense, such as the triterpenoids, friedelin, canophyllol, the biflavonoid amentoflavone, and protocatechuic and shikimic acids, were inactive against the epimastigotes. The isopropylidenedioxy derivative of shikimic acid was inactive, and its structure was confirmed by X-ray diffraction. Our results suggest that mammea-type coumarins could be a valuable source of trypanocidal compounds.

ANÁLISE DE CRESCIMENTO DE MUDAS DE JACAREÚBA (Calophyllum angulare A. C. SMITH - GUTTIFERAE) CULTIVADAS EM CONDIÇÕES DE VIVEIRO

This work conducted at the nursery of Ducke Forest Reserve in Amazonas State, Brazil, had as objective to compare four levels of shading on the growth of jacareúba (Calophyllum angulare) seedlings. The following shading levels were used: 30, 50 and 70% by using black plastic screening and 0% under full sunlight. The growth analysis was done just after the transportation of transportation of seedlings to the beds and monthly during five months. The following results were obtained: a) The greatest values in height, collar diameter and leaf area were obtained with the seedlins cultivated at 70% of shading-sbading at 150 days of staying in the nursery; b) There was a trend to decreasing the relative foliar growth rate and that of foliar area rate of the seedlings while staying in the nursery; c) The relative foliar growth rate was not influenced by the different levels of shading; d) The seedlings cultivated under 70% of shading showed values of a relative shoot growth rate wich shows better adaptation to this condition; concerning to therelative root growth rate the levels of shading more favorables were 0% and 50%; e) The effect of acclimatization on seedlins cultivated under 70%, caused a temporary decrease to the relative growth rate of shoot and the total growth rate between 30 and 60 days.

O presente trabalho, conduzido no viveiro da Reserva Florestal Adolfo Ducke, Amazonas, Brasil, teve como objetivo comparar quatro níveis de sombreamento no crescimento de mudas de jacareúba (Calophyllum angulare). Foram utilizados os níveis de sombreamento 30,50 e 70%, obtidos com telas de poliolefinas de cor preta, e o nível 0% a pleno sol. A análise de crescimento foi feita imediatamente após a transferência das mudas para os canteiros e mensalmente durante 5 meses. Foram obtidos os seguintes resultados: a) Os maiores valores de altura; diâmetro do colo-e área foliar foram obtidos nas mudas cultivadas sob 70% de sombreamento aos 150 dias de permanência no viveiro; b)Ocorreu uma tendência de decréscimo nos valores de taxa de crescimento relativo foliar e de razão de área foliar em decorrência do período de permanência das mudas no viveiro; c) A taxa de crescimento relativo foliar não foi influenciada pelos níveis de sombreamento; d) As mudas cultivadas sob 70% apresentaram valores de taxa de crescimento relativo da parte aérea que indicam uma melhor adaptação a essa condição; com relação a taxa de crescimento relativo das raízes, os níveis de sombreamento mais favoráveis foram 0 e 50%; e) O efeito da aclimatação sobre as mudas cultivadas sob 70%, provocou uma diminuição temporária nas taxas de crescimento relativo da parte aérea c crescimento relativo total, entre os períodos de 30 a 60 dias.