Chemical Constituents and Biological Studies of the Leaves of Grevillea robusta

Chuang, Ta Hsien; Chan, Hsiu Hui; Wu, Tian Shung; Li, Chien Fu

doi:10.3390/molecules16119331

Cited by 13 publications

(15 citation statements)

References 18 publications

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“…5,3′,4′-trihydroxy-7-methoxy flavone ( FL-1 ): Yellow powder; 1 H-NMR (600 MHz, DMSO-d6) δ 7.53 (1H, br. s, H-2′), 7.48 (lH, d, J = 8.6, H-6′), 6.87 (1H, d, J = 8.4, H-5′), 5.98 (2H, d, J = 2.0, Hz, H-6 and H-8), 5.22 (lH, dd, J = 12.2, 3.2 Hz, H-2), 3.82 (3H, s, OMe), 2.90 (2H, m, H-3); 13 C-NMR (150 MHz, DMSO-d, δ = ppm): 195.8, 167.0, 166.6, 164.2, 149.1, 143.9, 129.4, 123.0, 115.7, 114.6, 113.5, 96.7, 95.6, 79.0, 51.7, 43.2; ESI-HRMS (positive): m / z 289.0706 [M − CH 2 + H] + [ 56 , 57 , 58 , 59 ].…”

Section: Methodsmentioning

confidence: 99%

Biomedical Applications of Scutellaria edelbergii Rech. f.: In Vitro and In Vivo Approach

et al. 2021

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In the current study, in vitro antimicrobial and antioxidant activities and in vivo anti-inflammatory and analgesic activities of Scutellaria edelbergii Rech. f. (crude extract and subfractions, i.e., n-hexane, ethyl acetate (EtOAc), chloroform, n-butanol (n-BuOH) and aqueous) were explored. Initially, extraction and fractionation of the selected medicinal plant were carried out, followed by phytochemical qualitative tests, which were mostly positive for all the extracts. EtOAc fraction possessed a significant amount of phenolic (79.2 ± 0.30 mg GAE/g) and flavonoid (84.0 ± 0.39 mg QE/g) content. The EtOAc fraction of S. edelbergii exhibited appreciable antibacterial activity against Gram-negative (Escherichia coli and Klebsiella pneumoniae) strains and significant zones of inhibition were observed against Gram-positive bacterial strains (Bacillus subtilis and Staphylococcus aureus). However, it was found inactive against Candida Albicans and Fusarium oxysporum fungal strains. The chloroform fraction was the most effective with an IC50 value of 172 and 74 µg/mL against DPPH (1,1-Diphenyl-2-picryl-hydrazyl) and ABTS assays, in comparison with standard ascorbic acid 59 and 63 µg/mL, respectively. Moreover, the EtOAc fraction displayed significant in vivo anti-inflammatory activity (54%) using carrageenan-induced assay and significant (55%) in vivo analgesic activity using acetic acid-induced writing assay. In addition, nine known compounds, ursolic acid (UA), ovaul (OV), oleanolic acid (OA), β-sitosterol (BS), micromeric acid (MA), taraxasterol acetate (TA), 5,3′,4′-trihydroxy-7-methoxy flavone (FL-1), 5,7,4′-trihydroxy-6,3′-dimiethoxyflavone (FL-2) and 7-methoxy catechin (FL-3), were isolated from methanolic extract of S. edelbergii. These constituents have never been obtained from this source. The structures of all the isolated constituents were elucidated by spectroscopic means. In conclusion, the EtOAc fraction and all other fractions of S. edelbergii, in general, displayed a significant role as antibacterial, free radical scavenger, anti-inflammatory and analgesic agents which may be due to the presence of these constituents and other flavonoids.

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Section: Methodsmentioning

confidence: 99%

Biomedical Applications of Scutellaria edelbergii Rech. f.: In Vitro and In Vivo Approach

et al. 2021

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“…Whilst much work is needed to determine the chemical composition of the Grevillea spp., G. robusta leaf methanolic extracts have been reported to contain the novel compounds graviquinone (Figure 1e), methyl-5-ethoxy-2-hydrocinnamate ( Figure 1f) and cis-3-hydroxy-5-pentadecylcyclohedxanone ( Figure 1g). 10 The same study also detected multiple other compounds including methyl 2, 5-dihydroxycinnamate ( Figure 1h) gravicycle ( Figure 1i) and quercetin ( Figure 1j). Despite their traditional use and the earlier studies confirming antibacterial activity against limited bacterial panels, many Grevillea spp.…”

Section: Introductionmentioning

confidence: 72%

Grevillea juncifolia Hook. and Grevillea robusta A. Cunn. Ex. R. Br. Methanolic Leaf and Flower Extracts Inhibit the Growth of Gram Positive and Gram Negative Bacteria

Cock¹

2019

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Introduction: The development of multi-antibiotic resistant strains of bacteria has necessitated the search for new effective antibacterial therapies. Several Grevillea spp. were used traditionally to treat pathogenic illness and are rich in phytocompounds with antibacterial activity. Despite this, the antibacterial activity of Australian Grevillea spp. extracts have not been extensively examined. Methods: The ability of G. juncifolia and G. robusta leaf and flower extracts to inhibit the growth of gram-negative and gram-positive bacterial species and some fungi was investigated by disc diffusion assays. The growth inhibitory activity was further quantified by MIC determination. Toxicity was determined using the Artemia franciscana nauplii bioassay. Results: The G. juncifolia and G. robusta extracts were good inhibitors of the growth of both gram-positive and gram-negative bacteria yet were completely ineffective against all fungal species tested. The leaf extracts generally had better antibacterial activity than the flower extracts. The G. juncifolia leaf extract was a particularly good inhibitor of A. faecalis, P. fluorescens, Y. entercolitica and B. subtilis growth, with MIC values of 62, 533, 736 and 682µg/mL respectively. The G. robusta leaf extract was a potent inhibitor of B. cereus and B. subtilis growth (145 and 83µg/mL respectively). That extract was also a good inhibitor of A. faecalis, P. fluorescens, S. salford, S. aureus and S. epidermidis growth, albeit with substantially higher MIC values. In contrast, none of the extracts inhibited fungal growth. All extracts were determined to be non-toxic in the Artemia franciscana nauplii bioassay, indicating their safety for the treatment of bacterial infections. Conclusion: The lack of toxicity of the G. juncifolia and G. robusta extracts and their growth inhibitory bioactivity against grampositive and gram-negative bacteria indicate their potential in the development of new antibiotic chemotherapies.

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“…Moreover, 23 monocyclic aromatic hydrocarbons, 2-aminobenzonitrile ( 23 ) [15], 2-(aminocarbonyl)phenylcarbamate ( 24 ) [10], methyl anthranilate ( 25 ) [16], benzoic acid ( 26 ) [17], 4-hydroxybenzaldehyde ( 27 ) [18], methyl 4-hydroxybenzoate ( 28 ) [18], 4-hydroxyacetophenone ( 29 ) [18], vanillin ( 30 ) [10], vanillic acid ( 31 ) [10], methyl vanillate ( 32 ) [17], syringaldehyde ( 33 ) [10], 2-methyl-4-nitrophenol ( 34 ) [19], pisoninol I ( 35 ) [20], dihydrocinnamic acid ( 36 ) [21], p -dihydrocoumaric acid ( 37 ) [10], methyl p -dihydrocoumarate ( 38 ) [22], ficusol ( 39 ) [17], cinnamic acid ( 40 ) [18], ferulic acid ( 41 ) [10], methyl ferulate ( 42 ) [10], trans - p -coumaric acid ( 43 ) [23], methyl trans - p -courmarate ( 44 ) [18], and methyl cis - p -courmarate ( 45 ) [24], as well as 3-oxo-α-ionol ( 46 ) [25], dehydrovamifoliol ( 47 ) [26], and methyl hydrogen succinate ( 48 ) [27] were also isolated (Figure 3).…”

Section: Resultsmentioning

confidence: 99%

Chemical Constituents of Phaius mishmensis

et al. 2016

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Abstract:The partitioned n-hexane, CHCl 3 , and EtOAc extracts from the crude MeOH extract of Phaius mishmensis showed considerable cytotoxicities against the human breast carcinoma (MCF-7), lung carcinoma (NCI-H460), and central nervous system carcinoma (SF-268) cell lines. Four new compounds, phaindole (1), (7 R,8 R)-phaithrene (2), methyl 3-hydroxy-4,5-dimethoxypropiophenone (3), and methyl hematinate (4), as well as 44 known compounds were isolated from the MeOH extract of Phaius mishmensis. The structures of the compounds were determined using spectroscopic methods.

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Chemical Constituents and Biological Studies of the Leaves of Grevillea robusta

Cited by 13 publications

References 18 publications

Biomedical Applications of Scutellaria edelbergii Rech. f.: In Vitro and In Vivo Approach

Biomedical Applications of Scutellaria edelbergii Rech. f.: In Vitro and In Vivo Approach

Grevillea juncifolia Hook. and Grevillea robusta A. Cunn. Ex. R. Br. Methanolic Leaf and Flower Extracts Inhibit the Growth of Gram Positive and Gram Negative Bacteria

Chemical Constituents of Phaius mishmensis

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