Flavonoids from Derris species

Filho, Raimundo Braz; Gottiieb, Otto R.; Mourão, Ayssor P.; Rocha, Arnaldo I. Da; Oliveira, Fernanda Santos de

doi:10.1016/s0031-9422(00)98664-3

Cited by 43 publications

(7 citation statements)

References 6 publications

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“…3,4-Dihydroxyisolonchocarpin ( 3 ): amorphous yellow powder; mp 242−243 °C; EIMS, m / z 338 [M] + ; HREIMS, m / z 338.1153 (calcd for C 20 H 18 O 5 , 328.1154); 1 H and 13 C NMR consistent with previously published data .…”

Section: Methodssupporting

confidence: 84%

“…Activity-guided fractionation of the chloroform extract gave 12 polyphenols 1 − 12 , which were purified over silica gel, Sephadex LH-20, and octadecyl-functionlized silica gel as delineated above. Isolated compounds ( 1 − 10 ) were identified as the known species broussochalcone A ( 1 ), broussochalcone B ( 2 ), 3,4-dihydroxyisolonchocarpin ( 3 ), 4-hydroxyisolonchocarpin ( 4 ), 3′-(3-methylbut-2-enyl)-3′,4′,7-trihydroxyflavane ( 5 ), kazinol A ( 6 ), kazinol B ( 7 ), kazinol E ( 8 ), 8-(1,1-dimethylallyl)-5′-(3-methylbut-2-enyl)-3′,4′,5,7-tetrahydroxyflavonol ( 9 ), and papyriflavonol A ( 10 ) through analysis of spectroscopic data and comparison with previous studies , − .…”

Section: Resultsmentioning

confidence: 99%

“…The pure compounds 1 − 10 have been isolated by different chromatographic methods and characterized as described previously , − . Fraction B (5.2 g) was fractionated by silica gel flash CC employing a gradient of hexane to EtOAc resulting in nine subfractions (B1−B9).…”

Section: Methodsmentioning

confidence: 99%

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Polyphenols from Broussonetia papyrifera Displaying Potent α-Glucosidase Inhibition

Ryu

Lee

Long

et al. 2009

J. Agric. Food Chem.

114

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The organic extract of the roots of Broussonetia papyrifera showed extremely high alpha-glucosidase inhibitory activity with an IC50 of around 10 microg/mL. Due to its potency, subsequent bioactivity-guided fractionation of the chloroform extract led to 12 polyphenols, 1-12, 4 of which were identified as chalcones (1-4), another 4 as flavans (5-8), 2 as flavonols (9 and 10), and 2 others as the novel species benzofluorenones (11 and 12). Broussofluorenone A (11) and broussofluorenone B (12) emerged as new compounds possessing the very rare 5,11-dioxabenzo[b]fluoren-10-one skeleton. These compounds (1-12) were evaluated for alpha-glucosidase inhibitory activity to identify their inhibitory potencies and kinetic behavior. The most potent inhibitor, 10 (IC50=2.1 microM, Ki=2.3 microM), has an inhibitory activity slightly higher than that of the potent alpha-glucosidase inhibitor deoxynojirimycin (IC50=3.5 microM). The novel alpha-glucosidase inhibitors 11 (IC50=27.6 microM) and 12 (IC50=33.3 microM) are similar in activity to sugar-derived alpha-glucosidase inhibitors such as voglibose (IC50=23.4 microM). Interestingly, major constituents (1, 2, 6, 7, 9, and 10) of B. papyrifera displayed significant inhibitory activity with IC50 values of 5.3, 11.1, 12.0, 26.3, 3.6, and 2.1 microM, respectively. In kinetic studies, chalcones (1-4) exhibited noncompetitive inhibition characteristics, whereas the others (5-12) showed mixed behavior.

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Section: Methodssupporting

confidence: 84%

Section: Resultsmentioning

confidence: 99%

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Polyphenols from Broussonetia papyrifera Displaying Potent α-Glucosidase Inhibition

Ryu

Lee

Long

et al. 2009

J. Agric. Food Chem.

114

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show abstract

“…Analysis of its UV, IR, 1 H-NMR, 13 C-NMR and EIMS data showed some resemblance to data published for the known chalcone, 4-hydroxylonchocarpin (7) (Filho et al, 1975), which was also isolated from M. sericea bark in our investigation. The two compounds are positional isomers since they have the same molecular weight.…”

Section: Potential Cancer Chemopreventive Agentssupporting

confidence: 84%

Phytochemicals: A Glimpse into their Structural and Biological Variation

Mbwambo

Luyengi

Kinghorn

1996

International Journal of Pharmacognosy

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Higher plants have afforded a plethora of structurally varied biologically active secondary metabolite organic molecules, and accordingly have been subjected to wide experimental scrutiny in countries all over the world. In this short review the promise of just one phytochemical group, the flavonoids, will be focused upon. Compounds of this type which have been recently isolated and characterized in this laboratory, with potential use as cancer chemopreventives, cancer chemotherapeutic agents, and sucrose substitutes, will be described.

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“…There is missing any information in the literature about compounds 1 , 2 and 4 , and compound 3 has been firstly isolated from the root of Derris floribunda and later from Deguelia duckeana but its synthesis has not been published yet. 13,14…”

Section: Introductionmentioning

confidence: 99%