Flavonoids with antimicrobial activity from the stem bark of<i>Commiphora pedunculata</i>(Kotschy &amp; Peyr.) Engl.

Tajuddeen, Nasir; Sallau, M. S.; Musa, Abdullahi; Habila, Dama James; Yahaya, S. M.

doi:10.1080/14786419.2014.947488

Cited by 16 publications

(3 citation statements)

References 6 publications

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“…In the light of the previous studies on natural compounds, emodin exhibits similar or higher activity against C. albicans in comparison with other phytocompounds, e.g. scopoletin (MIC =25 μg/mL), quercetin (MIC =20 μg/mL), kaempferol (MIC =12.5 μg/mL), pinocembrin (MIC =25 μg/mL) and geraniol (MIC =16–32 μg/mL) (Aderogba et al ., ; Katerere et al ., ; Leite et al ., ; Navarro‐García et al ., ; Tajuddeen et al ., ). Regarding the antraquinones, emodin appears to be similarly effective against C. albicans to the other representatives of this group, e.g.…”

Section: Resultsmentioning

confidence: 98%

Emodin, a natural inhibitor of protein kinase CK2, suppresses growth, hyphal development, and biofilm formation of Candida albicans

Janeczko

Masłyk

Kubiński³

et al. 2017

Yeast

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Emodin (1,3,8-trihydroxy-6-methyl-anthraquinone) is a natural secondary plant product, originally isolated from the rhizomes of Rheum palmatum. Many reports show its diuretic, vasorelaxant, antibacterial, antiviral, anti-ulcerogenic, immunosuppressive, hepatoprotective, anti-inflammatory and anticancer potential. Emodin is a pleiotropic molecule capable of interacting with several major molecular targets, e.g. NF-κB, AKT/mTOR and STAT3. The compound can also act as an inhibitor of some protein kinases, with special affinity to protein kinase CK2. The aim of the presented report was to evaluate antifungal properties of emodin and its activity towards CK2 isolated from Candida cells. Our studies revealed that the compound suppressed growth of the cells of reference strains as well as clinical Candida strains, with minimal inhibitory concentration and minimal fungicidal concentration values between 12.5 and 200 μg/mL. Moreover, at a low concentration, the compound was able to effectively stop hyphal formation, thus showing a distinct antivirulent potential. Interestingly, we showed that emodin added to Candida culture inhibited the phosphorylation of many cellular proteins, presumably owing to the inhibition of protein kinase CK2. Notably, the enzyme isolated from the Candida cells was susceptible to emodin with IC of 2.8 μg/mL. Indeed, our computational modelling revealed that emodin was able to occupy the ATP-binding pocket of CK2. Copyright © 2017 John Wiley & Sons, Ltd.

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Section: Resultsmentioning

confidence: 98%

Emodin, a natural inhibitor of protein kinase CK2, suppresses growth, hyphal development, and biofilm formation of Candida albicans

Janeczko

Masłyk

Kubiński³

et al. 2017

Yeast

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“…Compound 5 was obtained as a yellow powder and assigned a molecular formula of C 20 H 18 O 10 based on the pseudo‐molecular ion [M−H] − at m/z 417.0818 (calculated for C 20 H 17 O 10 417.0822) in the HR‐ESI‐(−)‐MS. The 1 H‐NMR spectrum revealed resonances for a 1,4‐disubstituted benzene ring with an AA′XX′ spin system at δ H 7.96 (2H, d, J =8.8, H‐2′,6′) and δ H 6.92 (2H, d, J =8.8, H‐3′,5′), and another benzene ring possessing an AX spin system at δ H 6.40 (1H, d, J =2.0, H‐8) and δ H 6.20 (1H, d, J =2.0, H‐6), consistent with a kaempferol derivative [28] . The NMR spectra further showed resonances for a pentose sugar, consisting of an oxymethine singlet at δ H 5.48 (1H, s, H‐1′′), three other oxymethine resonances at δ H 4.31‐3.81, an oxymethylene resonating at δ H 3.48 and the associated carbon resonances.…”

Section: Resultsmentioning

confidence: 99%

Antiplasmodial and Cytotoxic Activities of Extract and Compounds from Ozoroa obovata (Oliv.) R. & A. Fern. var. obovata

Tajuddeen

Swart

Hoppe

et al. 2021

Chemistry & Biodiversity

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Ozoroa obovata (Oliv.) R. & A. Fern. var. obovata found in KwaZulu‐Natal in South Africa was investigated for phytochemical constituents, and for antiplasmodial and cytotoxic effects. The plant leaves were collected from the University of KwaZulu‐Natal (UKZN) arboretum on the Pietermaritzburg Campus, in March 2019. The inhibitory activity against 3D7 Plasmodium falciparum was determined using the parasite lactate dehydrogenase (pLDH) assay and cytotoxicity against HeLa cells was evaluated using the resazurin assay. The bioactive compounds were isolated by chromatographic purification and their structures were established with spectroscopic and spectrometric techniques. The plant leaf extract displayed significant antiplasmodial activity at 50 μg/mL and was also cytotoxic against HeLa cells. Chromatographic purification of the extract led to the isolation of two biflavonoids, four flavonoid glycosides, a steroid glycoside, and a megastigmene derivative. The compounds displayed antiplasmodial and antiproliferative activities at 50 μg/mL but the activity was substantially reduced at 10 μg/mL. The activities and compounds are being reported in O. obovata for the first time.

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“…The isolated compounds from P. alba were n-nonadecanol-1 ( 1 ) [14], trans p -coumaric acid methyl ester ( 2 ) [15], salicyl ether ( 3 ), naringenin ( 4 ) [16], trans-1,2 cyclohexanediol ( 5 ) [17,18], aromadendrin ( 6 ), kaempferol ( 7 ) [19], quercetin ( 8 ) [16], tremuloidin ( 9 ) [20,21], β-sitosterol 3- O -glucoside ( 10 ) [22], grandidentatin ( 11 ) [23], 2- O -acetyl salicin ( 12 ), salicin ( 13 ) [20,21], a mixture of 2-hydroxycyclohexyl-β-glucopyranoside and 2-hydroxycyclohexenyl-β-glucopyranoside ( 14 ) [24], isorhamnetin 3- O -β- d -rutinoside ( 15 ) [25], and protocatechuic acid ( 16 ) [26]. The purified compounds from S. subserrata are catechin ( 17 ) [7], (epi)catechin-(epi)catechin ( 18 ) [27], gallocatechin ( 19 ) [27], triandrin ( 20 ) [28], myricetin-3- O -β- d -glucoside ( 21 ) [29], tryptophan ( 22 ) [30], chrysoeriol-7- O -glucuronide ( 23 ) [31] and phenyl alanine ( 24 ) [32], Figure 1.…”

Section: Resultsmentioning

confidence: 99%

Phenolic Compounds from Populus alba L. and Salix subserrata Willd. (Salicaceae) Counteract Oxidative Stress in Caenorhabditis elegans

et al. 2019

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Utilizing bioassay- and TLC-guided column chromatography, fifteen secondary metabolites from Populus alba and eight compounds from Salix subserrata were isolated, including a novel plant metabolite salicyl ether and characterized using ultralviolet light (UV) absorbance, mass spectrometry (MS), 1H-, 13C-NMR (nuclear magnetic resonance), heteronuclear single quantum coherence spectroscopy (HSQC) and heteronuclear multiple bond correlation (HMBC). The extracts, their sub-fractions and the isolated compounds exhibited promising antioxidant activities in vitro in DPPH and FRAP assays. Also, the extracts of P. alba leaf (PL), shoots (PS), and S. subserrata leaf (SL) demonstrated substantial antioxidant activities in vivo in the multicellular model organism Caenorhabditis elegans. For the first time, the isolated secondary metabolites, aromadendrin, tremuloidin, salicin, isorhamnetin-3-O-β-d-rutinoside, gallocatechin, triandrin, and chrysoeriol-7-O-glucuronide were investigated. They exhibited substantial antioxidant activities in vivo. Salicin, isorhamnetin-3-O-β-d-rutinoside and gallocatechin, in particular, protected the worms against a lethal dose of the pro-oxidant juglone (80 µM), decreased the endogenous reactive oxygen species (ROS) level to 45.34%, 47.31%, 68.09% and reduced juglone- induced hsp-16.2::GFP (green fluorescence protein) expression to 79.62%, 70.17%, 26.77%, respectively. However, only gallocatechin induced higher levels of sod-3 expression. These findings support the traditional use of Populus alba and Salix subserrata for treating inflammation especially when ROS are involved.

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Flavonoids with antimicrobial activity from the stem bark ofCommiphora pedunculata(Kotschy & Peyr.) Engl.

Cited by 16 publications

References 6 publications

Emodin, a natural inhibitor of protein kinase CK2, suppresses growth, hyphal development, and biofilm formation of Candida albicans

Emodin, a natural inhibitor of protein kinase CK2, suppresses growth, hyphal development, and biofilm formation of Candida albicans

Antiplasmodial and Cytotoxic Activities of Extract and Compounds from Ozoroa obovata (Oliv.) R. & A. Fern. var. obovata

Phenolic Compounds from Populus alba L. and Salix subserrata Willd. (Salicaceae) Counteract Oxidative Stress in Caenorhabditis elegans

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