Artigos Científicos - FAQUI/ICEN

URI Permanente para esta coleçãohttps://repositorio.ufpa.br/handle/2011/2437

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Antraquinonas e naftoquinonas do caule de um espécime de reflorestamento de Tectona grandi (Verbenaceae)
(2006-09) MOREIRA, Rafael Yasunori Okada; ARRUDA, Mara Silvia Pinheiro; ARRUDA, Alberto Cardoso; SANTOS, Lourivaldo da Silva; MÜLLER, Adolfo Henrique; GUILHON, Giselle Maria Skelding Pinheiro; SANTOS, Alberdan Silva; TEREZO, Evaristo
The hexane extract of the bark of Tectona grandis (Verbenaceae) afforded two anthraquinones and two naphtoquinones. Their caracterizations were obtained through NMR spectroscopic techniques. This is the first phytochemical study of the bark of Tectona grandis reforestation specimen in Brazil. The main interest in this work is proving the presence of tectoquinone in reforestation specimen.
Acesso aberto (Open Access)
Atividade alelopática em folhas de Tachigali myrmecophyla (Leg. - Pap.)
(2005-12) SOUZA FILHO, Antonio Pedro da Silva; LÔBO, Lívia Trindade; ARRUDA, Mara Silvia Pinheiro
The use of forest species with allelopathic activity can promote a higher stability to agroforestry systems, mainly relative to the reduction of weed species. The objective of this study was to isolate and identify chemical substances produced by Tachigali myrmecophyla and characterize its inhibitory allelopathic activity on the germination and seedling development of two weed species. Bioassays were carried out under controlled conditions of 25 ºC and 12-hour photoperiod for germination and 24-hour photoperiod for radicle and hypocotyl development. The extracts and fractions were analyzed under concentrations of 1.0% and 0.5%, and the substance under concentrations of 5, 10, 15 and 20 ppm. The isolation process allowed the identification of the chemical substance 4,5-dihydroblumenol A. This substance showed allelopathic activity, with the effects varying according to concentration, weed species and the plant parameter analyzed. The intensity of the allelopathic effects was positively associated to the concentration. Mimosa pudica was the most affected weed species. Radicle development was more sensitive plant to the substance effects than hypocotyl development and seedling germination.
Acesso aberto (Open Access)
Biflavones and triterpenoids isolated from Ouratea castaneifolia (DC.) Engl., Ochnaceae
(2009-12) NASCIMENTO, Luís Adriano Santos do; GUILHON, Giselle Maria Skelding Pinheiro; ARRUDA, Mara Silvia Pinheiro; SANTOS, Lourivaldo da Silva; ARRUDA, Alberto Cardoso; MÜLLER, Adolfo Henrique; SILVA, Milton Nascimento da; RODRIGUES, Silvane Tavares; CARVALHO, Mário Geraldo de
This paper presents the chemical investigation of the leaves and stems of Ouratea castaneifolia (DC.) Engl.. There are no chemical or pharmacological studies with this species. Classic phytochemical investigation of the organic extracts together with high pressure liquid chromatography (HPLC) procedures lead to the identification of seventeen metabolites: seven triterpenes (friedelin, 3β-friedelinol, α-amyrin, β-amyrin, lupeol, germanicol and taraxerol), four steroids (sitosterol, stigmasterol and the glycosides sitosteryl 3-O-β-D-glucopyranoside and stigmasteryl 3-O-β-D-glucopyranoside), one isoflavone (5,7,4’-trimethoxyisoflavone), one flavone (5,4’-dihydroxy-7,3’,5’-trimethoxyflavone) and four biflavones (amenthoflavone, 7,7”- O-dimethylamenthoflavone, heveaflavone and tetramethylamenthoflavone). The structures of the compounds were established by the analysis of 1H, 13C NMR spectra including bidimensional techniques. The classes of the identified metabolites are in agreement with previous studies of the Ouratea genus.
Acesso aberto (Open Access)
Bioensaios de atividade alelopática dos esteroides espinasterol, espinasterona e glicopiranosil espinasterol
(2012-12) RIPARDO FILHO, Haroldo da Silva; PACHECO, Luidi Cardoso; SOUZA FILHO, Antonio Pedro da Silva; GUILHON, Giselle Maria Skelding Pinheiro; ARRUDA, Mara Silvia Pinheiro; SANTOS, Lourivaldo da Silva
Three steroids (spinasterol, spinasterone, and spinasterol glucopyranosyl) were isolated from the stem of the Amazonian plant Moutabea guianensis. Their structures were determined on the basis of NMR analysis and by comparison with spectroscopic data found in the literature. The allelopathic activities of the three substances were evaluated against two common weeds of the Amazon region, Mimosa pudica ('malicia') and Senna obtusifolia ('mata-pasto'). The substance spinasterol glucopyranosyl was the most active in the radicle growth bioassay, inhibiting Senna obtusifolia in 75%; spinasterol inhibited the development of hypocotyl of Senna obtusifolia in 22%, and spinasterone and spinasterol inhibited 10% of the seed germination of the species Mimosa pudica. These results showed that the difference of substitutes at the C-3 position of the steroids can influence allelopathic activity: the glicosyl group at the C-3 position enhanced the inhibition of hypocotyl growth of the species Mimosa pudica, compared to the hydroxilated and carbonylated steroid. This is the first chemical and allelopathic study with Moutabea guianensis.
Acesso aberto (Open Access)
Biotransformation of chalcones by the endophytic fungus Aspergillus flavus isolated from Paspalum maritimum trin
(2011-07) CORRÊA, Marivaldo José Costa; NUNES, Fátima Miranda; BITENCOURT, Heriberto Rodrigues; BORGES, Fábio Cardoso; GUILHON, Giselle Maria Skelding Pinheiro; ARRUDA, Mara Silvia Pinheiro; MARINHO, Andrey Moacir do Rosário; SANTOS, Alberdan Silva; ALVES, Claudio Nahum; BRASIL, Davi do Socorro Barros; SANTOS, Lourivaldo da Silva
The fungus Aspergillus flavus isolated as endophytic of the plant Paspalum maritimum Trin. was evaluated for its potential application in biotransformation reactions. The compounds chalcone (1), 3,4,5-trimethoxychalcone (2) and 2,3,4,4'-tetramethoxychalcone (3) were biotransformed, respectively, in dihydrochalcone (4), 3,4,5-trimethoxydihydrochalcone (5) and 2,3,4,4'-tetramethoxydihydrochalcone (6). The structures were elucidated by spectroscopic methods including 1D and 2D NMR techniques, and MS analysis. The dihydrochalcones 5 and 6 are new compounds.
Acesso aberto (Open Access)
Coumarins and Alkaloids from the Stems of Metrodorea Flavida
(1999) GONÇALVES, Ana Cristina Baetas; ARRUDA, Mara Silvia Pinheiro; MÜLLER, Adolfo Henrique; ARRUDA, Alberto Cardoso
A new coumarin, 5,6-methylenedioxy-7,8-dimethoxycoumarin has been isolated from the stems of Metrodorea flavida, as well as known coumarins and alkaloids. The structures of the new and the known compounds were established by spectral data and by comparison with the literature data.
Acesso aberto (Open Access)
A dehydrorotenoid produced by callus tissue culture and wild plant roots of Boerhaavia coccinea
(2007-12) SANTOS, Alberdan Silva; ARAÚJO, Silvana Fernades; GOULART, Henrique Fonseca; CAETANO, Luiz Carlos; ARRUDA, Mara Silvia Pinheiro; SANTOS, Lourivaldo da Silva; SANTA’ANA, Antônio Euzébio Goulart
Calli cultures were established from leaves and stem of B. coccinea plantlet produced in vitro and analysed for isofl avonoid content. The quantification of 6,9,11-trihydroxy- 6a,12a-dehydrorotenoid isolated from the roots of Boerhaavia coccinea P. Miller collected from its natural environment, and the same metabolite produced in callus tissue culture of the same plant are described in this paper. The rotinary quantitative HPLC analysis indicated that callus culture produced the same isoflavonoid compound found in the roots of intact wild growing plant. The amount of the secondary metabolite produced in vitro was 955.35 􀈝g/g of dry cell weight, 2.5 times more than the highest amount concentration produced by the wild growing plant in its natural environment.
Acesso aberto (Open Access)
Dihydroflavonols from the leaves of Derris urucu (Leguminosae): structural elucidation and DPPH radical-scavenging activity
(2009) LÔBO, Lívia Trindade; SILVA, Geilson Alcantara da; FERREIRA, Malisson; SILVA, Milton Nascimento da; SANTOS, Alberdan Silva; ARRUDA, Alberto Cardoso; GUILHON, Giselle Maria Skelding Pinheiro; SANTOS, Lourivaldo da Silva; BORGES, Rosivaldo dos Santos; ARRUDA, Mara Silvia Pinheiro
Derris urucu is an Amazonian plant with insecticide and ichthyotoxic properties. Studies with this species show the presence of flavonoids, mainly rotenoids, as well as stilbenes. The ethanol extract of the leaves of Derris urucu (Leguminosae) afforded three new dihydroflavonols named urucuol A (1), B (2) and C (3), and the dihydroflavonol isotirumalin (4). Their structures were elucidated by extensive analysis of 1D and 2D NMR, UV and IR spectra and MS data and comparison with literature data. The isolated compounds (1-4) were evaluated for DPPH• radical scavenging activity and showed a relatively lower antioxidant ability compared to the commercial antioxidant trans-resveratrol.
Acesso aberto (Open Access)
Flavones from the Leaves of Ficus gomelleira
(2001-08) AMARAL, Daniel Ferreira; ARRUDA, Mara Silvia Pinheiro; ARRUDA, Alberto Cardoso; MÜLLER, Adolfo Henrique; PANTOJA, Luna Luana de Jesus; LIMA, Tania Maria da Silva
Two new flavones, 5 -hydroxy -7,5' -dimethoxy -3',4' -methylenedioxyflavone and 5 -hydroxy -7,3',5' -trimethoxy -4' -(3,3 -dimethylallyloxy) flavone, as well as three known flavones: 5,6,7,3',4',5' -hexamethoxyflavone, 5 -hydroxy -8,3',4' -trimethoxy -2'',2'' -dimethylpyrano (5",6":6,7) -flavone and 5 -hydroxy -8,3',4',5' -tetramethoxy -2'',2'' -dimethylpyrano (5",6":6,7) -flavone were isolated from the leaves of Ficus gomelleira. Their structures were elucidated by spectroscopic methods and comparison with literature data.
Acesso aberto (Open Access)
Flavonoids from leaves of Derris urucu: assessment of potential effects on seed germination and development of weeds
(2013-09) SILVA, Ewerton Afonso Silva da; LÔBO, Lívia Trindade; SILVA, Geilson Alcantara da; SOUZA FILHO, Antonio Pedro da Silva; SILVA, Milton Nascimento da; ARRUDA, Alberto Cardoso; GUILHON, Giselle Maria Skelding Pinheiro; SANTOS, Lourivaldo da Silva; ARRUDA, Mara Silvia Pinheiro
In some previous studies, we described the isolation of nine compounds from leaves of Derris urucu, a species found widely in the Amazon rainforest, identified as five stilbenes and four dihydroflavonols. In this work, three of these dihydroflavonols [urucuol A (1), urucuol B (2) and isotirumalin (3)] were evaluated to identify their potential as allelochemicals, and we are also reporting the isolation and structural determination of a new flavonoid [5,3′-dihydroxy-4′-methoxy-(7,6:5″,6″)-2″,2″-dimethylpyranoflavanone (4)]. We investigated the effects of the dihydroflavonols 1-3 on seed germination and radicle and hypocotyl growth of the weed Mimosa pudica, using solutions at 150 mg.L–1. Urucuol B, alone, was the substance with the greatest potential to inhibit seed germination (26%), while isotirumalin showed greater ability to reduce the development of the hypocotyl (25%), but none of the three substances showed the potential to inhibit radicle. When combined in pairs, the substances showed synergism for the development of root and hypocotyl and effects on seed germination that could be attributed to antagonism. When tested separately, the trend has become more intense effects on seed germination, while for the substances tested in pairs, the intensity of the effect was greater on development of weed.
Acesso aberto (Open Access)
Identification and antioxidant activity of several flavonoids of Inga edulis leaves
(2007) SOUZA, Jesus Nazareno Silva de; SILVA, Evaldo Martins da; SILVA, Milton Nascimento da; ARRUDA, Mara Silvia Pinheiro; LARONDELLE, Yvan; ROGEZ, Hervé Louis Ghislain
A methanol-water extract of Inga edulis leaves was fractionated to identify the polyphenolic compounds. The identified compounds were gallic acid, catechin, epicatechin, myricetin-3-rhamnopyranoside, quercetin-3-glucopyranoside and quercetin-3-rhamnopyranoside. The antioxidant activity of the extract and of pure polyphenols was measured by the ORAC assay and compared with the Total Phenolic (TP) content. The dry crude extract presented very high values for ORAC (11.16 mmol TE per g) and TP (496.5 mg GAE per g). The identified compounds were responsible for 9.53 % and 12.10 % of the ORAC value and TP content of the Inga edulis leaf extract, respectively.
Acesso aberto (Open Access)
Potencial alelopático de catequinas de Tachigali myrmecophyla (leguminosae)
(2008) LÔBO, Lívia Trindade; CASTRO, Kelly Christina Ferreira; ARRUDA, Mara Silvia Pinheiro; SILVA, Milton Nascimento da; ARRUDA, Alberto Cardoso; MÜLLER, Adolfo Henrique; GUILHON, Giselle Maria Skelding Pinheiro; SANTOS, Alberdan Silva; SOUZA FILHO, Antonio Pedro da Silva
Two compounds, (+)-catechin and epicatechin, were isolated from leaves of T. myrmecophyla, using chromatographic techniques. The structural identification was carried out on the basis of 1H and 13C NMR spectral data and comparison with literature data. The compounds (+)-catechin and epicatechin were submitted to germination inhibition and radicle and hypocotyl growth assays. Results showed some significant activities confirming the initial hypothesis about allelopathic properties of that plant.
Acesso aberto (Open Access)
Potencial alelopático de Myrcia guianensis
(2006-12) SOUZA FILHO, Antonio Pedro da Silva; SANTOS, Reinaldo Araujo dos; SANTOS, Lourivaldo da Silva; GUILHON, Giselle Maria Skelding Pinheiro; SANTOS, Alberdan Silva; ARRUDA, Mara Silvia Pinheiro; MÜLLER, Adolfo Henrique; ARRUDA, Alberto Cardoso
The use of fire and mowing as weed methods have proved inefficient. Although more efficient, synthetic chemical herbicides are usually related to environmental problems. Thus, the search for natural herbicides has become a priority matter. Based on these facts, research was conducted on Myrcia guianensis (pedra-ume-caá) including the isolation and identification of chemical substances with allelophatic activity. The allelophatic effects of extracts, fractions, essential oils, and isolated chemical substances (gallic acid and protocatechuic acid) on germination and radicle and hypocotyl growth of weed species Mimosa pudica (malícia) and Senna obtusifolia (mata-pasto) were analyzed. Extracts and fractions were analyzed at a concentration of 1%, essential oils at 15, 30, 45, 60 ppm and the isolated chemical substances at 15, 30, 45, 60 ppm. Malicia showed more sensitivity to the allelophatic effects of extracts and fractions. The essential oil inhibited the germination of M. pudica but stimulated that of S. obtusifolia. The allelophatic effects of the chemical substances were concentration dependent and the strongest activity was observed at 60 ppm.
Acesso aberto (Open Access)
Stilbenes from Deguelia rufescens var. urucu (Ducke) A. M. G. Azevedo leaves: effects on seed germination and plant growth
(2010) LÔBO, Lívia Trindade; SILVA, Geilson Alcantara da; FREITAS, Manolo Cleiton Costa de; SOUZA FILHO, Antonio Pedro da Silva; SILVA, Milton Nascimento da; ARRUDA, Alberto Cardoso; GUILHON, Giselle Maria Skelding Pinheiro; SANTOS, Lourivaldo da Silva; SANTOS, Alberdan Silva; ARRUDA, Mara Silvia Pinheiro
The Amazon biodiversity may provide plants whose chemical substances are capable of controlling weeds. In this study we report the isolation and identification of five stilbenes from the leaves of "timbó vermelho" (Deguelia rufescens var. urucu): 4-methoxylonchocarpene (1); 3,5-dimethoxy-4´-hydroxy-3´-prenyl-trans-stilbene (2), lonchocarpene (3), 3,5-dimethoxy-4´-O-prenyl-trans-stilbene (4) and pterostilbene (5). Compounds 2 and 4 are new natural products although 2 has been previously cited as synthesis product. Potential allelopathic activity for 1, 2 and 4 was evaluated over seed germination and plant growth of Mimosa pudica weed. The observed effects on seed germination did not vary significantly (p > 0.05) when the analysis of phytotoxicity was performed with the substances alone, the maximum inhibition did not exceed 20%. The most intense inhibitions on radicle and hypocotyl development were found for compound 4 (p < 0.05). When tested in pairs, showed antagonism for seed germination and synergism for radicle and hypocotyl development.
Acesso aberto (Open Access)
Substâncias químicas com atividades alelopáticas presentes nas folhas de Parkia pendula (Leguminosae)
(2005-12) SOUZA FILHO, Antonio Pedro da Silva; FONSECA, Marcelo Lobato; ARRUDA, Mara Silvia Pinheiro
The objective of this paper was to isolate, identify and characterize the allelopathic activity of chemical compounds produced by Parkia pendula. The allelopathic effects were evaluated on seed germination and radicle elongation of the weeds Mimosa pudica and Senna obtusifolia. The isolation process of the compounds involved the use of solvent in an increasing polarity order for extraction and the structural elucidation was carried out by Nuclear Magnetic Resonance, COPSY's and HETCOR's spectrum. The bioassays were carried out under controlled conditions of 25 ºC of temperature and 12-hour photoperiod for seed germination and 24-hour photoperiod for radicle elongation. The following allelochemicals were isolated and identified in P. pendula's leaves: 3,4,5-trimethoxybenzoic acid (S1), 3,4-dimethoxybenzoic acid (S2) and Blumenol A (S3). Comparatively, S1 and S2 showed greater allelopathic activity. The effects on radicle elongation were greater than those observed on seed germination. The isolated substances showed low inhibition potential on seed germination, especially on S. obtusifolia seeds. The allopathic inhibition effects were positively related to the concentration of the substances, although in some cases, these effects have not corresponded to the statistical differences.

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