2012
DOI: 10.1590/s0100-40422012000700005
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Constituintes químicos das folhas de Riedeliella graciliflora Harms (Leguminosae)

Abstract: Recebido em 29/6/11; aceito em 28/2/12; publicado na web em 15/6/12 CHEMICAL CONSTITUENTS OF LEAVES FROM Riedeliella graciliflora HARMS (LEGUMINOSAE). A new salicylic acid derivative, pentacosanyl salicylate, was isolated from the leaves of the plant toxic to cattle, Riedeliella graciliflora, in addition to a digalactosyldiacylglycerol (DGDG), 1,2+)-catechin and the dimer (+)-catechin-(4β-8)-catechin, glutinol, squalene, β-sitosterol, stigmasterol, phytol, β-carotene, α-tocopherol and ficaprenol-12. Their stru… Show more

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Cited by 12 publications
(11 citation statements)
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References 8 publications
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“…The chromatographic fractionation of leaf and twig extracts of P. nuda led to the isolation of 19 compounds: pomolic acid ( 1 ), spinosic acid ( 2 ), sitosterol ( 3 ), stigmasterol ( 4 ), campesterol ( 5 ), phytol ( 6 ), β -sitosterol-3- O -β- d -glucoside ( 7 ), β -stigmasterol-3- O - β - d -glucoside ( 8 ), cinchonain Ia ( 9 ), cinchonain Ib ( 10 ), N , N , N -trimethyltryptamine ( 11 ), lyaloside ( 12 ), lawsofructose ( 13 ), roseoside ( 14 ), strictosamide ( 15 ), scopoletin ( 16 ), rotungenic acid ( 17 ), strictosidine ( 18 ), and 5 α-carboxystrictosidine ( 19 ) (Figure 1). Substance identification was based on spectral analysis and data comparison with values described in the literature [21,22,23,24,25,26,27,28,29,30,31,32,33,34]. This is the first report of alkaloid ( 11 ) isolation from a natural product, as well as the isolation of the iridoid ( 14 ) and the flavonolignans ( 9 ) and ( 10 ) from the genus Psychotria .…”
Section: Resultsmentioning
confidence: 98%
“…The chromatographic fractionation of leaf and twig extracts of P. nuda led to the isolation of 19 compounds: pomolic acid ( 1 ), spinosic acid ( 2 ), sitosterol ( 3 ), stigmasterol ( 4 ), campesterol ( 5 ), phytol ( 6 ), β -sitosterol-3- O -β- d -glucoside ( 7 ), β -stigmasterol-3- O - β - d -glucoside ( 8 ), cinchonain Ia ( 9 ), cinchonain Ib ( 10 ), N , N , N -trimethyltryptamine ( 11 ), lyaloside ( 12 ), lawsofructose ( 13 ), roseoside ( 14 ), strictosamide ( 15 ), scopoletin ( 16 ), rotungenic acid ( 17 ), strictosidine ( 18 ), and 5 α-carboxystrictosidine ( 19 ) (Figure 1). Substance identification was based on spectral analysis and data comparison with values described in the literature [21,22,23,24,25,26,27,28,29,30,31,32,33,34]. This is the first report of alkaloid ( 11 ) isolation from a natural product, as well as the isolation of the iridoid ( 14 ) and the flavonolignans ( 9 ) and ( 10 ) from the genus Psychotria .…”
Section: Resultsmentioning
confidence: 98%
“…O cálculo do índice de deficiência de hidrogênio mostrou que a molécula apresenta seis insaturações, sendo cinco ciclos e uma ligação dupla evidenciada pelo RMN de 13 C através dos si ais a δ C 150,4 (C) e δ C 109,6 (CH 2 ). Um átomo de carbono o ige ado foi o servado a δ C 79,0 e a carboxila e δ C 181,2 (C=O).…”
Section: Resultsunclassified
“…A fração ECFH-10 (160,0 mg) foi submetida à cromatografia em coluna de gel de sílica 200-400 mesh (15,0 g; 3,0 X 40,0 cm) utilizando como solvente AcOEt:MeOH em ordem crescente de polaridade, levando ao isolamento do composto composto 9 (12,0 mg; 0:100). No espectro de RMN de 13 C foram listados trinta sinais que com o auxílio do DEPT 135 foram determinados como sendo: seis metilas, onze metilenos, seis metinos, seis carbonos não hidrogenados além de uma carboxila.…”
Section: Extração E Isolamento Dos Constituintes Químicosunclassified
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“…58 Estes compostos possuem fórmulas estruturais incomuns, que permanecem com alguns desafios, incluindo a configuração dos centros estereogênicos e a biossíntese. 59 Ésteres de ácido salicílico com cadeias alquílicas de até seis carbonos são descritos como componentes de óleos essenciais, no entanto ésteres de cadeias maiores, tais como salicilato de tridecila e salicilato de 2-butiloctila são considerados tóxicos, podendo levar a danos nos rins e fígado. 60 Assim, a toxicidade das folhas de R. graciliflora para ruminantes pode estar relacionada à presença do salicilato de pentacosanila.…”
Section: Figura 9 Estruturas Químicas Das Substâncias 189-203unclassified