New flavonoids and coumarins from Platymiscium floribundum Vogel

Veloso, P. A.; Pimenta, Antônia Torres Ávila; de, Sousa Francisco M.; Falcão, Maria José Cajazeiras; Gramosa, Nilce V.; Silva, José Nunes da; Silveira, Edilberto R.; Lima, Mary Anne Sousa

doi:10.1590/s0103-50532012000700007

Cited by 8 publications

(4 citation statements)

References 6 publications

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“…It is soluble in CHCl 3 , and the nuclear magnetic data are classified as follows: 1H-NMR (500 MHz, CDCl 3 ) δ:7.8 (1H, d, J = 9.5 Hz, H-4), 6.7 (1H, s, H-5), 6.3 (1H, d, J = 9.6 Hz, H-3), 13 C-NMR (126 MHz, CDCl 3 ), 4.1 (3H, s, -OCH 3 ), 4.0 (3H, s, -OCH3), 3.9 (3H, s, -OCH3), δ:160.7, 157.5, 151.5, 149.3, 139.6, 138.2, 112.7, 107.0, 96.6, 62.4, 61.3, and 57.0. Compound 2 was identified as 6, 7, 8-trimethoxycoumarin according to its nuclear magnetic data [ 28 ].…”

Section: Resultsmentioning

confidence: 99%

Bioassay-Guided Isolation of Broad-Spectrum Fungicidal Active Compound from Artemisia ordosica

Tang

Yang

et al. 2021

Metabolites

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To avoid the widespread resistance of commercial fungicides, new broad-spectrum botanical fungicides need to be developed. In previous bioactive screening assays, extracts of Artemisia ordosica Krasch. (A. ordosica) had highly antifungal activities, but the responsible phytochemicals were unidentified. In this study, active compounds of A. ordosica extracts were identified using a bioassay-guided method, and antifungal assays were performed in vitro and in vivo. The bioactive compounds were dissolved in petroleum ether, and the best antifungal fraction contained four compounds: trans-dehydromatricaria ester (TDDE), 7, 4-demetylnringenin, capillarin, and stearic acid. Among them, TDDE exhibited the highest antifungal activity against six pathogenic fungi and five bacteria. It exhibited significant fungicidal activity against Thanatephorus cucumeris and Botrytis cinerea with EC50 values of 0.464 μg/mL and 1.4 μg/mL, respectively. The living tissue bioassay results showed that the relative protection effects (RPE) of TDDE on tomato leaves, tomato fruit, and strawberry leaves infected with B. cinerea reached 76.78%, 86.2%, and 80.89%, respectively. In pot experiments, the RPE on tomato and strawberry plants infected with B. cinerea reached 84.11% and 96.37%, respectively. Morphological and physiological examination showed that TDDE had significant inhibitory effects on mycelial growth, including increased top offshoot, contorted hyphal tips, and extravasated cytochylema. Meanwhile, bactericidal activities of TDDE were significantly higher than kanamycin and streptomycin in five bacteria, and the plant tissue experiments further demonstrated that it had an 88.31% RPE on walnut leaves infected with Xanthomonas campestris pv. jugiandis, 72.18% RPE on potato infected with Erwinia carotovora subsp. carotovora, and 82.50% RPE on kiwifruit branches infected with Pseudomonas syringae pv. actinidiae. The active compounds isolated from A. ordosica in this study show great potential value for developing broad-spectrum fungicides, and also provide an important way to identify and isolate new bioactive products from medicinal plants.

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Section: Resultsmentioning

confidence: 99%

Bioassay-Guided Isolation of Broad-Spectrum Fungicidal Active Compound from Artemisia ordosica

Tang

Yang

et al. 2021

Metabolites

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“…It is well known from the literature that, according to biogenetical regulations, the hydrogens (H-3 and H-4) at the B/C rings junction of all natural pterocarpans are always cis, either α, α or β, β, thus leading to only two enantiomeric forms. It is also known, through CD (circular dichroism) and/or ORD (optical rotatory dispersion) analyses, that (-) optical rotation can be associated with α,α positioning (3R, 4R), while the (+) optical rotation can be associated with the β,β-positioning (3S, 4S) of both series 17,18 . From the (+) optical rotation of compound 1, it could be assumed an (3S, 4S) absolute configuration for it.…”

Section: Resultsmentioning

confidence: 99%

Pterocarpan Derivatives from Clinopodium urticifolium and Their Cytotoxicity

Niu¹,

Li²,

Wu³

et al. 2013

Asian J. Chem.

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Clinopodium genus species are popular traditional Chinese medicinal herbs used to treat bruises and swelling and are also purported to improve blood circulation 1,2 . In recent years, several papers have described phytochemistry investigations of various species of clinopodium and it was found to be rich in saponins 3,4 , flavones 5,6 , polyphenols 7,8 , terpenes 9,10 , etc. Clinopodium urticifolium belongs to the Clinopodium genus, which widely distributed in Gansu, shaanxi, ningxia, in northwest China. In previous work, some bioactive compounds were isolated from this plant 8,11,12 . Motivated by a search for bioactive metabolites from this plant, a reinvestigation for the chemical constituents of the whole plant of C. urticifolium were carried out. As a result, a new pterocarpan (1), together with four known pterocarpan derivatives (2-5), were isolated from this plant. In addition, the cytotoxicity of compound 1 was evaluated. This work deals with the isolation, structural elucidation and biological activities of the new compound. EXPERIMENTALOptical rotations were measured with a Horiba SEPA-300 polarimeter. UV spectra were obtained using a Shimadzu UV-2401A spectrophotometer. CD spectra were measured on a JASCO J-810 spectropolarimeter. A Tenor 27 spectrophotometer was used for scanning IR spectroscopy with KBr pellets. 1D

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“…For the HPLC analysis, it was built an analytical curve consisting of 4 standards based on Cumarin, Quercetin, Isoflavone and Rutin [22] diluted in methanol:water (70:30). In order to make a stock standard solution, were weighted 25 mg and diluted it in 25 mL of the solvent aforementioned.…”

Section: Methodsmentioning

confidence: 99%

Identification and Quantification of Wheat Roots Flavonoids Inoculated With Native Rhizobacteria

Moreira¹,

Grange

Rosset

et al. 2020

Int. J. Res. Granthaalayah

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In this study, we identified the presence and quantity of flavonoids produced in wheat roots inoculated with rhizobacteria. Our goal is to confirm the efficiency of standard isolates and show new strains with biotechnological potential to promote plant growth. The experiment was carried out with different isolates under inoculation in the following situations: T1-Azospirillum brasiliense; T2-Herbaspirillum seropedicae; T3-Azospirillum brasiliense and Herbaspirillum seropedicae co-inoculation; T4-native Enterobacter sp. nº 203; T5- native Enterobacter sp. nº 208; T6-native Enterobacter sp. nº 493; T7-Control only under nitrogen fertilization (N+); T8-Control without nitrogen (N-) and bacterial inoculation. Agronomic characteristics were assessed after 42 days of inoculation. Identification and quantification of flavonoids were carried out through HPLC, using an analytical curve with four standards based on Coumarin, Quercetin, Isoflavone and Rutin. Regarding the production of total flavonoids, two (203 and 493) out of the three native strains we tested were statistically significant, exceeding the values obtained from the inoculation of standard strains, which presented association with grasses (Azopirilum e Herbaspirillum). Standard bacteria, when inoculated in isolation, presented, along with those that received N+ treatment, the highest values for length and root and aerial part dry mass. New studies need to be carried out in order to confirm the technological use of these native strains as inoculant, as these bacteria may contribute to Biological Nitrogen Fixation (BNF) in wheat culture, either by competition or synergism.

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New flavonoids and coumarins from Platymiscium floribundum Vogel

Cited by 8 publications

References 6 publications

Bioassay-Guided Isolation of Broad-Spectrum Fungicidal Active Compound from Artemisia ordosica

Bioassay-Guided Isolation of Broad-Spectrum Fungicidal Active Compound from Artemisia ordosica

Pterocarpan Derivatives from Clinopodium urticifolium and Their Cytotoxicity

Identification and Quantification of Wheat Roots Flavonoids Inoculated With Native Rhizobacteria

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