2021
DOI: 10.1021/acs.jnatprod.0c00869
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Phytochemical Profiling and Biological Activity of the Australian Carnivorous Plant, Drosera magna

Abstract: Phytochemical profiling was undertaken on the crude extracts of Drosera magna to determine the nature of the chemical constituents present. In total, three new flavonol diglycosides (1–3), one new flavan-3-ol glycoside (4), and 12 previously reported compounds of the flavonol (5, 9), flavan-3-ol (15), flavanone (8), 1,4-napthoquinone (6, 7, 13, 14), 2,3-dehydroxynapthalene-1,4-dione (10–12), and phenolic acid (16) structure classes were isolated and identified. Compounds 1–9, 13, 17, and 18 were assessed for a… Show more

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Cited by 8 publications
(5 citation statements)
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“…In this study, thirty-four compounds ( 1 – 34 ) were isolated from the aerial parts of F. dentatoalata via extensive column chromatography. These were identified as apigenin ( 1 ) ( Ha et al, 2012 ), isovitexin ( 2 ) ( Jayasinghe et al, 2004 ), kaempferol ( 3 ) ( Fukai and Nomura, 1988 ), afzelin ( 4 ) ( Xu et al, 2009 ), astragalin ( 5 ) ( Otsuka et al, 1989 ), kaempferol-3-​rutinoside ( 6 ) ( de Sa de Sousa Nogueira et al, 2013 ), luteolin ( 7 ) ( Zhang et al, 2015 ), quercetin ( 8 ) ( Lesjak et al, 2018 ), guaijaverin ( 9 ) ( Yoshida et al, 1992 ), hyperoside ( 10 ) ( Isaza et al, 2001 ), tamarixetin-​3-​rhamnoside ( 11 ) ( Norman et al, 2021 ), quercitrin ( 12 ) ( Chen et al, 2008 ), isoquercitrin ( 13 ) ( Jin et al, 2009 ), rutin ( 14 ) ( Kazuma et al, 2003 ), quercetin-​3-​ O -​robinoside ( 15 ) ( Dossou et al, 2021 ), myricetin ( 16 ) ( Zhang et al, 2004 ), myricitrin ( 17 ) ( Kil et al, 2019 ), (+)-​catechin ( 18 ) ( Foo et al, 1997 ), (-)-​epicatechin ( 19 ) ( Lin and Lee, 2010 ), zizyflavoside B ( 20 ) ( Yang et al, 2020 ), emodin ( 21 ) ( Meselhy, 2003 ), physcion ( 22 ) ( Jo et al, 2011 ), glucofrangulin A ( 23 ) ( Bezabih and Abegaz, 1998 ), torachrysone-​8-​ O -​β-​D-​glucoside ( 24 ) ( Zhao et al, 2017 ), polydatin ( 25 ) ( Yi et al, 2020 ), tetrahydroxystilbene​-​2-​ O -​β-​D-​glucoside ( 26 ) ( Tsai et al, 2018 ), ( E )-2,3,5,4′-tetrahydroxystilbene-2- O -(2″- O -galloyl)-β-D-glucoside ( 27 ) ( Nguyen et al, 2020 ), protocatechuic acid ( 28 ) ( Meng et al, 2021b ), gallic acid ( 29 ) ( Chen et al, 2021 ), lapathoside B ( 30 ) ( Takasaki et al, 2001 ), vanicoside B ( 31 ) ( Kumagai et al, 2005 ), lapathoside A ( 32 ) ( Takasaki et al, 2001 ), smilaside J ( 33 ) ( Zhang et al, 2008 ), and smilaside G ( 34 ) ( Takasaki et al, ...…”
Section: Resultsmentioning
confidence: 99%
“…In this study, thirty-four compounds ( 1 – 34 ) were isolated from the aerial parts of F. dentatoalata via extensive column chromatography. These were identified as apigenin ( 1 ) ( Ha et al, 2012 ), isovitexin ( 2 ) ( Jayasinghe et al, 2004 ), kaempferol ( 3 ) ( Fukai and Nomura, 1988 ), afzelin ( 4 ) ( Xu et al, 2009 ), astragalin ( 5 ) ( Otsuka et al, 1989 ), kaempferol-3-​rutinoside ( 6 ) ( de Sa de Sousa Nogueira et al, 2013 ), luteolin ( 7 ) ( Zhang et al, 2015 ), quercetin ( 8 ) ( Lesjak et al, 2018 ), guaijaverin ( 9 ) ( Yoshida et al, 1992 ), hyperoside ( 10 ) ( Isaza et al, 2001 ), tamarixetin-​3-​rhamnoside ( 11 ) ( Norman et al, 2021 ), quercitrin ( 12 ) ( Chen et al, 2008 ), isoquercitrin ( 13 ) ( Jin et al, 2009 ), rutin ( 14 ) ( Kazuma et al, 2003 ), quercetin-​3-​ O -​robinoside ( 15 ) ( Dossou et al, 2021 ), myricetin ( 16 ) ( Zhang et al, 2004 ), myricitrin ( 17 ) ( Kil et al, 2019 ), (+)-​catechin ( 18 ) ( Foo et al, 1997 ), (-)-​epicatechin ( 19 ) ( Lin and Lee, 2010 ), zizyflavoside B ( 20 ) ( Yang et al, 2020 ), emodin ( 21 ) ( Meselhy, 2003 ), physcion ( 22 ) ( Jo et al, 2011 ), glucofrangulin A ( 23 ) ( Bezabih and Abegaz, 1998 ), torachrysone-​8-​ O -​β-​D-​glucoside ( 24 ) ( Zhao et al, 2017 ), polydatin ( 25 ) ( Yi et al, 2020 ), tetrahydroxystilbene​-​2-​ O -​β-​D-​glucoside ( 26 ) ( Tsai et al, 2018 ), ( E )-2,3,5,4′-tetrahydroxystilbene-2- O -(2″- O -galloyl)-β-D-glucoside ( 27 ) ( Nguyen et al, 2020 ), protocatechuic acid ( 28 ) ( Meng et al, 2021b ), gallic acid ( 29 ) ( Chen et al, 2021 ), lapathoside B ( 30 ) ( Takasaki et al, 2001 ), vanicoside B ( 31 ) ( Kumagai et al, 2005 ), lapathoside A ( 32 ) ( Takasaki et al, 2001 ), smilaside J ( 33 ) ( Zhang et al, 2008 ), and smilaside G ( 34 ) ( Takasaki et al, ...…”
Section: Resultsmentioning
confidence: 99%
“…Compounds 98–101 were isolated from the leaves of Drosera magna . Compounds 98–100 are flavone diglycosides, while compound 101 is a flavan glycoside [ 49 ]. Compounds 102–104 were isolated from the roots of Phyllanthus acidus .…”
Section: Isolation Of Novel Flavonoids Isoflavonoids and Neoflavonoidsmentioning
confidence: 99%
“…Compounds 98 and 99 showed no anthelmintic activity against exsheathed third-stage larvae and fourth-stage larvae of H. contortus . The results indicated that the acetyl groups in compounds 99–101 were deactivating [ 49 ].…”
Section: Bioactivities Of Flavonoids Isoflavonoids and Neoflavonoidsmentioning
confidence: 99%
“…114 A series of diterpene acylphloroglucinols from the male fern Dryopteris wallichiana (Dryopteridaceae) were reported to exhibit in vitro activity against N. brasiliensis L4 larvae, namely wallichins A (3.99) (LD 50 The hydroxy-droserone 1,4-napthoquinone 3.107 isolated from the Western Australia carnivorous plant Drosera magna (Droseraceae) inhibited motility of H. contortus L4 larvae (EC 27 22 mg mL −1 aer 72 h) and induced an abnormal phenotype at >11 mg mL −1 . 118,119 The chlorophyll breakdown product phaeophorbide a (3.108), found in the leaves of the hog plum Spondias mombin L. (Anacardiaceae), was active against the roundworm H. placei (LC 50…”
Section: Miscellaneousmentioning
confidence: 99%
“…The hydroxy-droserone 1,4-napthoquinone 3.107 isolated from the Western Australia carnivorous plant Drosera magna (Droseraceae) inhibited motility of H. contortus L4 larvae (EC 27 22 μg mL −1 after 72 h) and induced an abnormal phenotype at >11 μg mL −1 . 118,119…”
Section: Plantsmentioning
confidence: 99%