Structural elucidation of four flavonoid glycosides from <i>Barringtonia acutangula</i>

Van, Quach Thi Thanh; Vien, Le Thi; Hạnh, Trần Thị Hồng; Hương, Phan Thị Thanh; Thành, Nguyễn Văn; Cường, Nguyễn Xuân; Minh, Châu Văn

doi:10.1002/vjch.201800011

Cited by 5 publications

(3 citation statements)

References 7 publications

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“…Isolation procedures were continued with HPLC. Eventually, six known compounds namely gallic acid (1), [22,23] quercetin-3-O-αgalactoside (2a), quercetin-3-O-α-glucoside (2b), [24,25] quercetin-3-O-α-glucuronic acid (3), [26] quercetin-3-O-α-rhamnoside (4) [27] and kaempferol-3-O-α-rhamnoside (5) [28] were isolated and identified. The chemical structures of isolated compounds are presented in Figure 4.…”

Section: Resultsmentioning

confidence: 99%

Phytochemical Analysis and Evaluation of Genotoxic, Antigenotoxic Effects in Bacterial Models, and Hypoglycemic Activity of Epilobium angustifolium L. with Bioguided Isolation of Active Compounds

Yuca,

Karadayı,

Karakaya

et al. 2023

Chemistry & Biodiversity

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This study examined the effects of methanol extract and its sub‐extracts from Epilobium angustifolium on α‐glucosidase and α‐amylase activity. Secondary metabolites and amino acids were quantified using LC–MS/MS. Dichloromethane sub‐extract displayed the highest activity and was chosen for further investigation. Despite the widespread use of E. angustifolium, genotoxicity studies were conducted to assess its safety. Dichloromethane significantly inhibited α‐glucosidase (IC50=17.340 μg/mL), making it approximately 293 times more effective than acarbose. Six known compounds, including gallic acid (1), a mixture of quercetin‐3‐O‐α‐galactoside (2a) and quercetin‐3‐O‐α‐glucoside (2b), quercetin‐3‐O‐α‐glucuronic acid (3), quercetin‐3‐O‐α‐rhamnoside (4), and kaempferol‐3‐O‐α‐rhamnoside (5) were identified. Quercetin‐3‐O‐α‐rhamnoside exhibited the highest inhibition of α‐glucosidase (IC50=1735±85 μM), making it 3.70 times more effective than acarbose. Dichloromethane also showed significant antigenotoxic activity against mutagenesis induced by NaN3, 9‐AA, 4‐NPD, and MNNG. Gallic acid was found in the highest abundance (13253.6931 ng/mL) in the methanolic extract. Furthermore, L‐Aspartic acid was the most concentrated amino acid (363.5620 nmol/mL) in the methanolic extract.

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Section: Resultsmentioning

confidence: 99%

Phytochemical Analysis and Evaluation of Genotoxic, Antigenotoxic Effects in Bacterial Models, and Hypoglycemic Activity of Epilobium angustifolium L. with Bioguided Isolation of Active Compounds

Yuca,

Karadayı,

Karakaya

et al. 2023

Chemistry & Biodiversity

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“…2 ). The NMR spectra for 1 revealed signals at δ H 6.79/δ C 115.2 (C-5‘, 3‘), 7.32 (C-6‘, 2‘)/128.4 (C-6‘, 2‘), 9.61 (4‘–OH), 158.5 (C-4‘), 123.8 (C-1‘), and 167.0 (C-7‘) reflected the existence of p -hydroxy benzoyl moiety in 1 ( Van et al, 2018 ). The HMBC cross peaks of H-5‘ and H-3‘/C-6‘, C-4‘, and C-2‘, H-6‘ and H-2‘/C-4‘, C-3‘, and C-5‘, and 4‘–OH/C-5‘ and C-3‘ proved this moiety ( Fig.…”

Section: Resultsmentioning

confidence: 99%

New benzoic acid derivatives from Cassia italica growing in Saudi Arabia and their antioxidant activity

Haidari

Al-Oqail

2020

Saudi Pharmaceutical Journal

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Two new benzoic acid derivatives: 1- p -hydroxy benzoyl-3-palmitoyl glycerol ( 1 ) and 6 - p -hydroxy benzoyl daucosterol ( 2 ), along with scutellarein-6-methyl ether ( 3 ), quercetin ( 4 ), and rutin ( 5 ) had been separated from Cassia italica (Fabaceae) aerial parts from EtOAc fraction. Their characterisation was accomplished by various spectroscopic techniques and by comparing with the published data. The Ethyl acetate (EtOAc) fraction and compounds 1 – 5 had been assessed for their antioxidant potential utilizing DPPH assay. They had significant antioxidant capacities with activity ranged from 19.7 to 95.8%, in comparison to butylated hydroxyanisole (BHA) (93.8%). These findings could provide a further evidence to support the traditional use of C. italica for the treatment of chronic or degenerative illnesses.

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“…The structures of isolates were elucidated by extensive spectroscopic and spectrometric analysis, including NMR and MS, along with comparison with published literature. The isolated compounds were identified to be rutin (1), 18 quercetin (2), 19 quercetin 3-Orhamnopyranoside (3), 20 quercetin 3-O-galactopyranoside (4), 21 isolariciresinol (5), 22 lapathoside A (6), 23 lapathoside D (7), 23 βsitosterol (8), 24 and daucosterol (9). 25 Compounds 5-7 (5: +41.0 (c 0.2, MeOH); 6: +24.3 (c 0.2, MeOH); 7:…”

Section: Identification Of Isolated Compoundsmentioning

confidence: 99%

Phytochemical and Analytical Characterization of Constituents from Fagopyrum esculentum

2021

TJNPR

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Fagopyrum esculentum (buckwheat) is an annual herb that is commonly cultivated in Vietnam for ornamental and food purposes. Previous studies also indicated the medicinal potential of the plant due to its high content of bioactive compounds. However, every year, more than 300 ha of buckwheat cultivation has been discarded after flower festival in North Vietnam. The present study was conducted to clarify the main chemical constituents of F. esculentum aerial parts collected in Ha Giang, Vietnam. The investigation has led to the isolation and identification of nine compounds, specifically flavonoids (rutin, quercetin, quercetin 3-O-rhamnopyranoside, quercetin 3-O-galactopyranoside), lignan (isolariciresinol), phenylpropanoids linking with sucrose (lapathoside A, lapathoside D) and phytosterols (β-sitosterol, and daucosterol). An HPLC quantification method of the major component of F. esculentum leaves, rutin, was also developed. The optimized condition was performed on a Shimadzu LC-20D HPLC system; Shim-pack GIST C18 column (4.6 mm × 250 mm × 5 µm); eluting solvent system (0-20 min:16-26% acetonitrile in water containing 0.1% formic acid); injection volume 20 μL; flow rate 1.2 mL/ min; column temperature 35°C; UV wavelength 254 nm. The method was also validated by various parameters, including linearity (R 2 = 0.9995), precision (6 samples; RSD= 1.58%), accuracy (recover rates from 94.4 to 103.9%), limit of detection (LOD= 0.049 μg/mL), limit of quantification (LOQ = 0.147 μg/mL). The analytical results showed that the content of rutin in leaf and flower samples were 1.794 ± 0.002% and 1.137 ± 0.002% , respectively.

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Structural elucidation of four flavonoid glycosides from Barringtonia acutangula

Cited by 5 publications

References 7 publications

Phytochemical Analysis and Evaluation of Genotoxic, Antigenotoxic Effects in Bacterial Models, and Hypoglycemic Activity of Epilobium angustifolium L. with Bioguided Isolation of Active Compounds

Phytochemical Analysis and Evaluation of Genotoxic, Antigenotoxic Effects in Bacterial Models, and Hypoglycemic Activity of Epilobium angustifolium L. with Bioguided Isolation of Active Compounds

New benzoic acid derivatives from Cassia italica growing in Saudi Arabia and their antioxidant activity

Phytochemical and Analytical Characterization of Constituents from Fagopyrum esculentum

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