Chromones from Dictyoloma incanescens

Campos, Angela Martha; Khac, Duc Do; Fétizon, M.

doi:10.1016/s0031-9422(00)83597-9

Cited by 18 publications

(18 citation statements)

References 5 publications

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“…1 H-NMR of 1 showed signals at δ H 8.10 (2H, dd, J = 8.0; 2.0 Hz) and 7.50-7.60 (3H, m), which indicates the possibility of a mono-substituted ring B in a flavonoid. The presence of a 2,2dimethylchromene moiety was indicated by the characteristic signals of its two vinyl hydrogens forming an AB system (Campos et al, 1987) at δ H 5.78 (1H, d, J = 9.0 Hz) and 6.91 (1H, d, J = 9.0 Hz) and a signal at δ H 1.58 (6H, s) attributed to the two methyl groups. The presence of the methoxy groups was indicated by the signals at δ H 3.90 (3H, s) and 4.05 (3H, s).…”

Section: Resultsmentioning

confidence: 99%

3,6-Dimethoxy-6″,6″-Dimethyl-(7,8,2″,3″)-Chromeneflavone, a Flavonoid Isolated fromLonchocarpus AraripensisBenth. (Fabaceae), Reduces Nociceptive Behaviour in Mice

et al. 2015

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Lonchocarpus araripensis Benth. is largely distributed in the northeast region of Brazil. It is popularly known as 'sucupira'. Recent studies have shown that some species of Lonchocarpus have interesting pharmacological activities. In this study, we evaluated the antinociceptive effect of a flavone isolated from L. araripensis. The chemical examination resulted in the isolation of 3,6-dimethoxy-6″,6″-dimethyl-(7,8,2″,3″)-chromeneflavone (DDF). The structure of the compound was established by spectral analysis. Antinociceptive activity of DDF was evaluated by measuring nociception by acetic acid, formalin and hot plate tests. The rota rod test was used to evaluate motor coordination. The results demonstrated that DDF was able to prevent acetic-acid-writhing-induced nociception (p < 0.001) in mice. Furthermore, DDF produced a significant reduction of the nociceptive behaviour at the early and late phases of paw licking in the formalin test. Also, DDF produced an inhibition of the nociceptive behaviour during a hot-plate test. No alteration in motor coordination was observed. These results confirm the hypothesis that DDF reduces the nociceptive behaviour in mice, probably through central mechanisms, but without compromising the motor coordination of animals.

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Section: Resultsmentioning

confidence: 99%

3,6-Dimethoxy-6″,6″-Dimethyl-(7,8,2″,3″)-Chromeneflavone, a Flavonoid Isolated fromLonchocarpus AraripensisBenth. (Fabaceae), Reduces Nociceptive Behaviour in Mice

et al. 2015

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“…Comparison of the 1 H‐ and 13 C‐NMR spectra data to those reported in the literature allowed the identification of chromones 2 , 3 , 4 , 5 and 6 …”

Section: Resultsmentioning

confidence: 92%

“…Comparison of the 1 H-and 13 C-NMR spectra data to those reported in the literature allowed the identification of chromones 2, [6] 3, [6] 4, [12] 5 [13][14] and 6. [15] Chromone 1 was isolated as an amorphous yellow solid and was identified as 3,3-dimethylallylspatheliachromene methyl ether.…”

Section: Resultsmentioning

confidence: 99%

“…JUSS., in Brazil. [3] Previous studies have demonstrated the presence of quinolone alkaloids, limonoids and pyranochromones in the leaves, [4] roots [5] and bark [6] of the Brazilian species. Although chromones are found in numerous plant families, their occurrence in the Rutaceae family is restricted to few genus such as Dictyoloma, Spatelia, Cneorum and Ptaeroxilon.…”

Section: Introductionmentioning

confidence: 99%

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Pyranochromones from Dictyoloma vandellianum A. Juss and Their Cytotoxic Evaluation

Alves

Abreu

Costa

et al. 2017

Chemistry & Biodiversity

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One new chromone 3,3-dimethylallylspatheliachromene methyl ether (1), as well as five known chromones, 6-(3-methylbut-2-enyl) allopteroxylin methyl ether (2), 6-(3-methylbut-2-enyl) allopteroxylin (3), 3,3-dimethylallylspatheliachromene (4), 5-O-methylcneorumchromone K (5) and spatheliabischromene (6), two alkaloids, 8-methoxy-N-methylflindersine (7) and 8-methoxyflindersine (8), and two limonoids, limonin diosphenol (9) and rutaevin (10), were isolated from Dictyoloma vandellianum A. Juss (Rutaceae). Cytotoxic activities towards tumor cell lines B16-F10, HepG2, K562 and HL60 and non-tumor cells PBMC were evaluated for compounds 1 - 6. Compound 1 was the most active showing IC values ranging from 6.26 to 14.82 μg/ml in B16-F10 and K562 cell lines, respectively, and presented IC value of 11.65 μg/ml in PBMC cell line.

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“…Spathelia and Dictyoloma are known to contain 2-quinolone alkaloids, prenylated chromones and limonoids (Burke et al, 1972;Mester, 1983;Gray, 1983;Diaz et al, 1983;Suwanborirux et al, 1987;Vieira et al, 1988Vieira et al, , 1990Campos et al, 1987;Sartor et al, 2003). However, prenylated chromones have only been reported from the genera Spathelia, Dictyoloma and Harrisonia, as well as from the Cneoraceae, and Ptaeroxylaceae (Gray, 1983).…”

Section: Resultsmentioning

confidence: 99%