Structure-based experimental and theoretical analysis of Ricinus communis for their HepG2 human carcinoma cell line inhibitors

Shafiq, Nusrat; Arshad, Uzma; Yaqoob, Nazia; Khan, Jallat; Khan, Ahmad Nawaz; Saleem, Kaynat; Rashid, Maryam; Rafiq, Naila; Ahmad, Rashid; Javaid, Irum; Noreen, Sadia; Bilal, Muhammad

doi:10.1016/j.procbio.2021.03.012

Cited by 8 publications

(7 citation statements)

References 38 publications

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“…Based on the HR-ESI-MS, 1D and 2D NMR spectra and comparison with literature, the known compounds were identified as Ethyl N-acetyl-L-phenylalaninate(6), [23] we could not found the NMR data in the references. Therefore, we give the NMR data of compound 6 in the revised manuscript (1H and 13 C-NMR data are given in the Tables 1 and 2), (R)-4-(2,3dihydroxy-3-methylbutoxy) benzaldehyde ( 7), [24] methyl 2-(4-(2methoxy-2-oxoethoxy)phenyl) acetate( 8), [25] 2-(4-((3-methylbut-2-en-1-yl)oxy)phenyl) acetic acid(9), [26] diphenylsulfane (10), [27] (E)-3-(3-hydroxy-4-methoxyphenyl) acrylic acid( 11), [28] ethyl (R)-2-hydroxy-3-(4-hydroxyphenyl) propanoate( 12). [29] The EtOAc extract (20 mg/mL) showed antibacterial activity towards V. harveyi (d = 18 mm), V. alginolyticus (d = 18 mm) and V. parahaemolyticus (d = 18 mm).…”

Section: Resultsmentioning

confidence: 99%

Chemical Constituents of a Marine‐derived Fungus Fusarium oxysporum F0888 and their Antibacterial Activity

Zhao,

Cen,

et al. 2024

Chemistry & Biodiversity

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Six new compounds, including four hydroxyphenylacetic acid derivatives, stachylines H–K (1–4), a derivative of hydroxyphenylethanol (5), and one new amide (6), as well as 6 known compounds were obtained from a marine‐derived fungus Fusarium oxysporum F0888 isolated from sediments in the South China Sea. The structures and absolute configurations of new compounds were determined by spectroscopic (IR, NMR, and HR‐ESI‐MS) analyses, comparison of optical rotations, and the modified Mosher’s MTPA ester method. Antimicrobial and anti‐inflammatory activities of compounds 1–12 were tested. Unfortunately, all of isolated compounds were inactivity.

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Section: Resultsmentioning

confidence: 99%

Chemical Constituents of a Marine‐derived Fungus Fusarium oxysporum F0888 and their Antibacterial Activity

Zhao,

Cen,

et al. 2024

Chemistry & Biodiversity

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“…Within the aliphatic region, the 1 H NMR spectrum exhibits distinct signals corresponding to two oxymethylene groups located [ δ H 4.18 (2H, t , J = 6.8 Hz; H‐1′)] and [ δ H 4.05 (2H, t , J = 6.7 Hz; H‐22′)], two methylene groups at [ δ H 1.69 (2H, quintet , J = 14.0 và 6.8 Hz; H‐2′)] and [ δ H 1.61 (2H, quintet , J = 13,4 và 6.7 Hz; H‐21′)], an acetyl methyl group at [( δ H 2.04 (3H, s ; 22–OAc)], and 36 overlapping protons at [ δ H 1.27 – 1.41, m ; H‐3′‐H‐20′)], attributed to a distinct an oxygenated long‐chain acetoxyalkyl group. The 13 C NMR revealed the carbon signals for a ketone ester carbon at [ δ C 167.5 (C‐9), six aromatic carbons at [ δ C 148.1 (C‐4), 147.0 (C‐3), 127.3 (C‐1), 123.2 (C‐6), 114.9 (C‐5) and 109.5 (C‐2)], two olefinic methine carbons at [ δ C 144.7 (C‐7) and 116.0 (C‐8)], and one upfield methoxy carbon at [ δ C 56.1 (4‐OMe)], which were associated with the isoferulyl moiety 13 . Additionally, a downfield ketone acetoxyl carbon at [ δ C 171.3 (22‐OAc)], two oxymethylene carbons at [ δ C 64.8 (C‐1′) and 64.7 (C‐22′)], four methylene carbons at [ δ C 28.9 (C‐2′), 28.8 (C‐21′), 26.1 (C‐3′), and 26.2 (C‐20′)], one methyl carbon at [ δ C 21.1 (22‐OAc)], together with several methylene carbon signals at [ δ C 29.4‒29.9 (C‐4′‐C‐19′)] (Table 1), were attributed to the oxygenated long‐chain acetoxyalkyl group, specifically precisely acetoxydocosyl group based on the molecular formula of 1 .…”

Section: Resultsmentioning

confidence: 99%

Identification of a new α‐glucosidase inhibitor: Alkyl ferulate ester derived from unripe fruits of Solanum torvum Swartz

Le,

Nguyen,

Phan

et al. 2024

Vietnam Journal of Chemistry

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In this study, the phytochemical compositions and α‐glucosidase inhibitory activity of the ethyl acetate extract derived from the unripe fruits of Solanum torvum Swartz have been investigated. The investigation led to the isolation of a new isoferulate fatty alkyl ester, solacanin B (1), in addition to eight known compounds, including lyciumol A (2), ethyl caffeate (3), caffeic acid (4), scopoletin (5), p‐hydroxybenzaldehyde (6), p‐hydroxybenzoic acid (7), vanillic acid (8) and 1‐O‐palmitoylglycerol (9). The structural elucidation of these compounds was achieved through extensive spectroscopic analyses and reference literature. Bioactivity assay of all compounds demonstrated that compounds 1–4, and 7 showed more potent α‐glucosidase inhibition activities, with IC50 values of 48.4, 29.3, 38.8, 95.0, and 186.6 µm, respectively, than that of positive control acarbose (IC50, 214.5 µm).

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“…The 1 H-NMR spectrum of p -coumaric acid ( 4 ) [ 24 , 25 ] established the presence of four aromatic protons at δ 7.56 (2H, d, J = 8.64) and δ 6.91 (2H, d, J = 8.60). This showed the typical pattern for para-substituted aromatic moiety.…”

Section: Resultsmentioning

confidence: 99%

Effects of Extraction Methods on Phenolic Content in the Young Bamboo Culm Extracts of Bambusa beecheyana Munro

et al. 2022

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Nowadays, many studies focus on the potential of bamboo as a source of bioactive compounds and natural antioxidants for nutraceutical, pharmaceutical, and food sources. This study is a pioneering effort to determine the total phenolic content, total flavonoid content and free radical scavenging activity, as well as the phenolic identification and quantification of Bambusa beecheyana. The study was conducted by using ethanol, methanol, and water for solvent extraction by applying cold maceration, Soxhlet, and ultrasonic-assisted extraction techniques. The results showed that Soxhlet and ultrasonic-assisted Bambusa beecheyana culm extracts had an increase in the extract’s dry yield (1.13–8.81%) but a constant p-coumaric acid (4) content (0.00035 mg/g) as compared to the extracts from the cold maceration. The ultrasonic-assisted extraction method required only a small amount (250 mL) of solvent to extract the bamboo culms. A significant amount of total phenolics (107.65 ± 0.01 mg GAE/g) and flavonoids (43.89 ± 0.05 mg QE/g) were found in the Soxhlet methanol culm extract. The extract also possessed the most potent antioxidant activity with an IC50 value of 40.43 µg/mL as compared to the positive control, ascorbic acid. The UHPLC–ESI–MS/MS analysis was carried out on the Soxhlet methanol extract, ultrasonic-assisted extract at 40 min, and cold methanol extract. The analysis resulted in the putative identification of a total of five phenolics containing cinnamic acid derivatives. The two cinnamic acid derivatives, p-coumaric acid (4) and 4-methoxycinnamic acid (5), were then used as markers to quantify the concentration of both compounds in all the extracts. Both compounds were not found in the water extracts. These results revealed that the extract from Soxhlet methanol of Bambusa beecheyana could be a potential botanical source of natural antioxidants. This study provides an important chemical composition database for further preclinical research on Bambusa beecheyana.

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Structure-based experimental and theoretical analysis of Ricinus communis for their HepG2 human carcinoma cell line inhibitors

Cited by 8 publications

References 38 publications

Chemical Constituents of a Marine‐derived Fungus Fusarium oxysporum F0888 and their Antibacterial Activity

Chemical Constituents of a Marine‐derived Fungus Fusarium oxysporum F0888 and their Antibacterial Activity

Identification of a new α‐glucosidase inhibitor: Alkyl ferulate ester derived from unripe fruits of Solanum torvum Swartz

Effects of Extraction Methods on Phenolic Content in the Young Bamboo Culm Extracts of Bambusa beecheyana Munro

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