Chemical composition and biological activities of the essential oil from Cleome rutidosperma DC.

Cleome rutidosperma DC, commonly known in Jamaica as 'consumption-weed' is a plant traditionally used in folklore for treating tuberculosis and other infectious and chronic ailments. We evaluate for the first time the chemical composition and biological activities of the essential oil components of the complete aerial parts of this plant. The essential oil obtained by steam distillation (0.02%) was analyzed by a combination of gas chromatography-flame ionization detector (GC-FID), gas chromatography-mass spectroscopy (GC-MS) and retention index (RI). The volatile oil of C. rutidosperma was dominated by oxygenated diterpenes (67.6%); with (Z)-phytol (65.1%) being the single most abundant constituent. C. rutidosperma aerial essential oil exhibited moderate inhibition against the activity of recombinant arylamine N-acetyltransferase (NAT) from Mycobacterium marinum (IC50 22.20 ±â€¯1.80 µg/µL), while, racemic phytol had an inhibition with an IC50 of 22.33 µg/µL ±â€¯0.50 µg/µL, thus accounting for the NAT inhibition imparted by the crude oil. Inhibition of NAT, a key enzyme in mycobacterial growth may be the pathway in which phytol, shown in this study to interact with the active site using in-silico methods, renders its previously demonstrated anti-tubercular properties. The phytol rich essential oil also demonstrated antimicrobial activity against all nine human pathogenic bacteria and the fungus strain assayed, with the most significant inhibitory activity against Bacillus cereus and justifies the need for further evaluation and development of the essential oils from this plant.

Efeito fitotóxico do óleo volátil de Cleome guianensis Aubl. sobre o crescimento inicial de Senna occidentalis L. / Phytotoxic effect of Cleome guianensis Aubl. on the initial growth of Senna occidentalis L.

RESUMO Aleloquímicos são substâncias liberadas por certas espécies vegetais no ambiente que influenciam a germinação e o desenvolvimento de outras plantas. O objetivo desse estudo foi avaliar o potencial fitotóxico de Cleome guianensis Aubl., bem como determinar o grau de estresse oxidativo causado em Senna occidentalis L. Para isso, o óleo das folhas de C. guianensis, nas concentrações 0,5 µg/mL, 1,0 µg/mL, 2,5 µg/mL e 5,0 µg/mL, em solução de 5 ml foi testado em bioensaios de germinação e de crescimento da raiz primária e do hipocótilo de S. occidentalis. Os indivíduos de S. occidentalis foram macerados, homogeneizados e submetidos a ensaios de quantificação da catalase, peroxidase, SOD e de peroxidação lipídica. Os resultados indicam que todas as concentrações do óleo volátil causaram um efeito negativo sobre a germinação e crescimento de S. occidentalis. Na concentração 5,0 µg/mL, houve 56% de inibição da germinação e 83% de inibição de crescimento do hipocótilo. Ainda, o óleo aumentou a atividade das enzimas induzidas pelo estresse oxidativo catalase, peroxidase e superóxido dismutase (SOD). Quanto à peroxidação lipídica, o óleo nas concentrações 1,0 µg/mL, 2,5 µg/mL e 5,0 µg/mL aumentou a produção de malondialdeído. Sendo assim, conclui-se que C. guianensis apresenta aleloquímicos que influenciam na germinação e no crescimento de S. occidentalis, além de aumentar a atividade das enzimas catalase, peroxidase, SOD e a produção de malondialdeído em S. occidentalis. Dessa forma, sugere-se a realização de estudos sobre o perfil químico do óleo a fim de descobrir as substâncias responsáveis por tais resultados e consolidar o potencial fitotóxico de C. guianensis.

ABSTRACT Allelochemicals inhibit the germination and growth of other plants. The purpose of this study was to assess the phytotoxic potential of Cleome guianensis Aubl., as well as determine the degree of oxidative stress caused in Senna occidentalis L. For this purpose, oil from the leaves of C. guianensis in concentrations of 0.5 µg/mL, 1.0 µg/mL, 2.5 µg/mL, and 5.0 µg/mL were tested in bioassays on the germination and growth of S. occidentalis. Specimens of S. occidentalis were macerated, homogenized, and submitted to catalase, peroxidase, superoxide dismutase (SOD), and lipid peroxidation quantification tests. Results showed that all concentrations of the volatile oil had a negative effect on S. occidentalis germination and growth. In the 5.0 µg/mL concentration, the oil inhibited 56% of germination and 83% of hypocotyl growth. In addition, the oil increased the activity of the enzymes induced by oxidative stress: catalase, peroxidase, and superoxide dismutase SOD. For lipid peroxidation, the oil in the 1.0 µg/mL, 2.5 µg/mL and 5.0 µg/mL concentrations increased the production of malondialdehyde. In addition, C. guianensis presents allelochemicals that influence the germination and growth of S. occidentalis, also enhancing activity of the catalase, peroxidase, and SOD enxymes, as well as malondialdehyde production in S. occidentallis. Hence, further studies of the chemical profile of this oil should be performed in order to discover which allelochemicals are responsible for these results and consolidate the phytotoxic potential of C. guianensis.

Evaluation of Minerals, Phytochemical Compounds and Antioxidant Activity of Mexican, Central American, and African Green Leafy Vegetables.

The green leafy vegetables Cnidoscolus aconitifolius and Crotalaria longirostrata are native to Mexico and Central America, while Solanum scabrum and Gynandropsis gynandra are native to Africa. They are consumed in both rural and urban areas in those places as a main food, food ingredient or traditional medicine. Currently, there is limited information about their nutritional and phytochemical composition. Therefore, mineral, vitamin C, phenolic and flavonoid concentration, and antioxidant activity were evaluated in multiple accessions of these leafy vegetables, and their mineral and vitamin C contribution per serving was calculated. The concentrations of Ca, K, Mg and P in these leafy vegetables were 0.82-2.32, 1.61-7.29, 0.61-1.48 and 0.27-1.44 mg/g fresh weight (FW), respectively. The flavonoid concentration in S. scabrum accessions was up to 1413 µg catechin equivalents/g FW, while the highest antioxidant activities were obtained in C. longirostrata accessions (52-60 µmol Trolox equivalents/g FW). According to guidelines established by the US Food and Drug Administration, a serving size (30 g FW) of C. longirostrata would be considered an excellent source of Mo (20 % or more of the daily value), and a serving of any of these green leafy vegetables would be an excellent source of vitamin C. Considering the importance of the minerals, phytochemicals and antioxidants in human health and their presence in these indigenous green leafy vegetables, efforts to promote their consumption should be implemented.

Chemical composition and biological activity of the essential oil from Jamaican Cleome serrata.

The chemical composition of the essential oil obtained from the aerial parts of Cleome serrata by hydrodistillation was analyzed by employing GC-FID, GC-MS and RI. Fourteen compounds comprising 90.4% of the total oil composition were characterized. The main components identified were (Z)-phytol (53.0%) and di(2-ethylhexyl)-phthalate (DEHP) (14.7%). The oil was evaluated for its in vitro antimicrobial activities against nine pathogenic microorganisms using the filter paper disc diffusion method. Moderate antimicrobial activity was observed against five of the pathogens assayed. In addition, the essential oil was tested against the sweet potato weevil, Cylas formicarius elegantulus. Strong knockdown insecticidal activity was observed.

Chemical composition and antimicrobial activity of the essential oils from Cleome spinosa.

Five different essential oil extractions of the aerial parts of Cleome spinosa Jacq. were examined. The oils obtained by hydrodistillation of the whole aerial parts, aerial parts without flowers (fruit, leaves and stem), flowers, fruits and leaves have been examined by GC-FID and GC-MS. The chemical profiles of the oils reveal the dominance of oxygenated sesqui- and diterpenes, with the exception of the fruit oil, which contained a high content of fatty acids. The most abundant compounds from the whole aerial parts were (Z)-phytol (31.3%), integerrimine (5.5%) and incensole (4.0%). The major compounds from the aerial portion without flowers were caryophyllene oxide (10.5%), (-)-spathulenol (7.5%) and Z-phytol (6.9%). In the flower oil, the main components were 7-alpha-hydroxy manool (23.8%), incensole (9.2%) and sclareol (8.7%). The chief constituents in the fruit oil were tetradecanoic acid (40.6%), (Z)-phytol (6.58%) and sclareol (4.5%). In the leaf oil, (Z)-phytol (19.5%), 7-alpha-hydroxy manool (6.8%) and caryophyllene oxide (4.36%) were the predominant compounds. Antimicrobial activity of the oil obtained from the whole aerial part was evaluated against nine microbial strains using a filter paper disc-diffusion method. The volatile oil showed moderate action against seven of the eight bacteria strains used, with significant inhibitory activity against Streptococcus pyogenes Group A when compared with the standard antibiotics, ampicillin and gentamicin. The fungus, Candida albicans was less sensitive to the essential oil. The oils showed moderate insecticidal activity against Cylas formicarius elegantalus, but possessed no antioxidant activity as indicated by the DPPH method. This represents the first report on the chemical composition of the essential oils from C. spinosa found in Jamaica and the in vitro antioxidant, insecticidal and antimicrobial potential of the oil from the aerial parts.

Does Cleome droserifolia have anti-schistosomiasis mansoni activity?

The present study was undertaken to assess the effect of the crude extract of Cleome droserifolia (CD) leaves on experimentally infected mice with Schistosoma mansoni. Two groups of mice, showing a patent infection of S. mansoni, one of them was daily treated with an alcoholic extract of CD leaves (0.31 g kg-1 body weight, i.p.) for 21 days. The schistosomicidal activity of the CD extract was evaluated, three weeks post-treatment, on some parasitological and histopathological aspects including worm load, oogram pattern, faecal eggs releasing and granuloma formation. In addition, serum thyroid hormones levels (tri-iodothyronine; T3 and tetra-iodo-thyronine; T4), serum total protein contents and hepatic reduced glutathione (GSH) were evaluated. Treatment using CD extract resulted in a weak reduction in worm burden (32.46%) and affected the viability of both mature and immature eggs as indicated by the increase in the percentage of dead eggs and the decrease in the percentage of live ones. In addition, a week post-treatment, eggs elimination was observed in the stool of the infected-treated group which was low compared to the infected group. There was a suppressive effect of the extract on granuloma formation that could be due to the antioxidant effect of the extract. These data are confirmed by increasing hepatic GSH, serum total proteins and thyroid hormone levels in the infected-treated group as compared to the infected group. Treatment significantly enhanced b globulin fractions of the protein. Based on these assumptions, CD extract has beneficial effects on thyroid hormones status and anti-schistosomiasis activity. The beneficial effects of CD extract could be related to its direct effects on the parasite, and secondary to its effect on the antioxidant capacity of the host. The present study could emphasize the precise mechanism (s) of CD extract protection.

Does Cleome droserifolia have anti-schistosomiasis mansoni activity? / Cleome droserifolia tem atividade anti-esquistossomose mansônica?

The present study was undertaken to assess the effect of the crude extract of Cleome droserifolia (CD) leaves on experimentally infected mice with Schistosoma mansoni. Two groups of mice, showing a patent infection of S. mansoni, one of them was daily treated with an alcoholic extract of CD leaves (0.31 g kg-1 body weight, i.p.) for 21 days. The schistosomicidal activity of the CD extract was evaluated, three weeks post-treatment, on some parasitological and histopathological aspects including worm load, oogram pattern, faecal eggs releasing and granuloma formation. In addition, serum thyroid hormones levels (tri-iodothyronine; T3 and tetra-iodo-thyronin; T4), serum total protein contents and hepatic reduced glutathione (GSH) were evaluated. Treatment using CD extract resulted in a weak reduction in worm burden (32.46 percent) and affected the viability of both mature and immature eggs as indicated by the increase in the percentage of dead eggs and the decrease in the percentage of live ones. In addition, a week post-treatment, eggs elimination was observed in the stool of the infected-treated group which was low compared to the infected group. There was a suppressive effect of the extract on granuloma formation that could be due to the antioxidant effect of the extract. These data are confirmed by increasing hepatic GSH, serum total proteins and thyroid hormone levels in the infected-treated group as compared to the infected group. Treatment significantly enhanced b globulin fractions of the protein. Based on these assumptions, CD extract has beneficial effects on thyroid hormones status and anti-schistosomiasis activity. The beneficial effects of CD extract could be related to its direct effects on the parasite, and secondary to its effect on the antioxidant capacity of the host. The present study could emphasize the precise mechanism (s) of CD extract protection.

O presente estudo foi realizado para verificar o efeito do extrato cru de folhas de Cleome droserifolia (CD) em camundongos experimentalmente infectados com Schistosoma mansoni. Em dois grupos de camundongos mostrando infecção patente por S. mansoni, um deles foi tratado diariamente com extrato alcoólico de folhas de CD (0.31g kg-1 por peso corporal, i.p.) por 21 dias. A atividade esquistossomicida do extrato de CD foi avaliada, três semanas após o tratamento, em alguns aspectos parasitológicos e histopatológicos incluindo carga parasitária, padrão de oograma, eliminação fecal de ovos e formação de granuloma. Além disto, níveis séricos de hormônio tireoideano (tri-iodotironina: T3 e tetra-iodotironina: T4), conteúdo sérico total de proteínas e glutatione hepático reduzido (GSH) foram avaliados. Tratamento usando extrato de CD resultou em fraca redução da carga de vermes (32,46 por cento) e afetou a viabilidade de ovos maduros ou não, como indicado pelo aumento na porcentagem de ovos mortos e o descrécimo na porcentagem de ovos viáveis. Além disso, uma semana após o tratamento, a eliminação de ovos foi observada nas fezes do grupo infectado-tratado que foi baixa comparada ao grupo infectado. Houve efeito supressivo do extrato sobre a formação de granuloma que poderia ser devido ao efeito antioxidante do extrato. Estes dados são confirmados pelo aumento do GSH hepático, soro total de proteínas e níveis dos hormônios tireoideanos no grupo infecto-tratado quando comparado com o grupo infectado. O tratamento aumentou significativamente as frações beta-globulina da proteína. Baseado nestas afirmativas o extrato de CD tem efeitos benéficos sobre o nível dos hormônios tireoideanos e da atividade anti-esquistossomica. Os efeitos benéficos do extrato de CD poderiam estar relacionados com seu efeito direto sobre o parasita, e secundariamente por seus efeitos na capacidade anti-oxidante do hospedeiro. O presente trabalho poderia enfatizar o(s) mecanismo(s) preciso(s) desta proteção do extrato de CD.

Medicinal potential from in vivo and acclimatized plants of Cleome rosea.

Methanolic extracts obtained from different organs of Cleome rosea, collected from its natural habitat and from in vitro-propagated plants, were submitted to in vitro biological assays. Inhibition of nitric oxide (NO) production by J774 macrophages and antioxidant effects by protecting the plasmid DNA from the SnCl(2)-induced damage were evaluated. Extracts from the stem of both origins and leaf of natural plants inhibited NO production. The plasmid DNA strand breaks induced by SnCl(2) were reduced by extracts from either leaf or stem of both sources. On the other hand, root extracts did not show any kind of effects on plasmid DNA, and presented significant toxic effects to J774 cells. The results showed that C. rosea presents medicinal potential and that the acclimatization process reduces the plant toxicity both to plasmid DNA and to J774 cells, suggesting the use of biotechnology tools to obtain elite plants as source of botanical material for pharmacological and phytochemical studies.

New cembranes from Cleome spinosa.

Examination of the aerial portions of Cleome spinosa yielded five new cembranes, named cleospinols A (1), B (3), C (4), and D (5), and the 3'-hydroxy-iso-pentan-10-oate ester of cleospinol A (2). The cleospinols were determined to be derivatives of 10,13-dihydroxy-4,12-dimethyl-1-(1-methylethenyl)-11(E)-cyclotetradecene on the basis of spectroscopic data interpretation.