Bioactivity-guided isolation of antioxidant triterpenoids from Betula platyphylla var. japonica bark

Eom, Hee Jeong; Kang, Hee Rae; Kim, Ho Kyong; Jung, Eun Bee; Park, Hyun Bong; Kang, Ki Sung; Kim, Ki‐Hyun

doi:10.1016/j.bioorg.2016.04.001

Cited by 40 publications

(28 citation statements)

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“…Phenolic compounds are known to be an important class of compounds that exhibit high activity among secondary metabolites (Hung, ). DPPH • radical scavenging activities of Compounds 2 (not active), 3 (not active), 4 (not active), 7 (IC 50 : 10.0 µg/ml), 8 (not active), 10 (IC 50 : 56.9 ± 2.0 µM), and 11 (IC 50 : 258.6 ± 3.5 µM); ABTS •+ radical scavenging activities of Compounds 2 (not active), 4 (not active), 10 (IC 50 : 13.0 ± 1.3 µM), and 11 (IC 50 : 39.2 ± 0.4 µM); lipid peroxidation inhibition (IC 50 : 171.20 µg/ml); and reducing activity (absorbance: 0.31 at 100 µg/ml concentration) of Compound 4 have been already investigated (Eom et al, ; Filali‐Ansari, El Abbouyi, Kijjoa, El Maliki, & El Khyari, ; Hwang et al, ; Lee, Cho, Seok, & Yun, ; Vinh et al, ; Yılmaz, Boğa, & Topcu, ). Herein, CUPRAC, β‐carotene–linoleic acid, and metal chelating assays were used to determine antioxidant activities of all isolated compounds except for Compound 4 for the first time.…”

Section: Resultsmentioning

confidence: 99%

“…Previous studies notified that olean‐type triterpenoids have potent cholinesterase inhibitory activity (Pinho, Ferreres, Valentão, & Andrade, ). In earlier reports, AChE inhibitory activities of Compounds 2 (<10% inhibition at 100 μg/ml), 4 (IC 50 > 200 µM), 8 (IC 50 > 200 µM), 10 (IC 50 > 200 µM) and BChE inhibitory activities of Compounds 4 (not active), 10 (IC 50 > 200 µM) were investigated (Chan, Hwang, Su, Reddy, & Wu, ; Eom et al, ; Li, Ma, & Zhao, ; Yılmaz et al, ). This is the first study in which AChE inhibitory activities of Compounds 1 , 3 , 5 – 7 , 9 , 11 and BChE inhibitory activities of Compounds 1 – 3 , 5 – 9 , 11 were investigated in detail.…”

Section: Resultsmentioning

confidence: 99%

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Isolation, characterization, and bioactivities of compounds from Fuscoporia torulosa mushroom

2019

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Chromatographic purification of Fuscoporia torulosa extracts resulted in the isolation and characterization of a new steroid, 5α,8α‐epidioxyergosta‐6,22‐dien‐3β‐il‐palmitate (1) and 10 known compounds (2–11). The structures of compounds were elucidated by IR, NMR, MS analyses, and comparison with literature data. Cytotoxic activities against MCF‐7 (breast cancer), PC‐3 (prostate cancer), and 3T3 (nontumor) of the extracts and cytotoxic, antioxidant, cholinesterase, and tyrosinase inhibitory activities of all isolated compounds were evaluated. The methanol extract and Compound 8 showed the best cytotoxicity against MCF‐7, whereas the hexane extract and Compound 4 displayed the highest cytotoxicity against PC‐3. Compounds 10 and 11 displayed higher antioxidant activity than α‐tocopherol and butylated hydroxyanisole (BHA) which are used as standards in ABTS•+, DPPH•, and cupric reducing antioxidant capacity (CUPRAC) assays. Also, cholinesterase inhibitory activity against acetylcholinesterase (AChE) and butrylcholinesterase (BChE), Compounds 4 and 8 were determined as the most active compounds. Among all isolated compounds, Compound 11 exhibited the highest tyrosinase inhibitory activity. Practical applications Mushrooms have various important medicinal properties. A detailed study was made to identify the bioactive constituents of Fuscoporia torulosa mushroom and a new (1) and 10 known compounds (2–11) were isolated. Compounds 10 and 11 showed higher antioxidant activity than standards. The methanol extract and Compound 8 exhibited high cytotoxic activity against MCF‐7. Compound 8 indicated potent BChE inhibitory activity. This study suggests that natural compounds isolated from F. torulosa mushroom could be used as promising anticancer, antioxidant, and anticholinesterase agents.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Isolation, characterization, and bioactivities of compounds from Fuscoporia torulosa mushroom

2019

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“…In each well of 96-well microplate, 100 μL aqueous solution from the sample (control: 100 μL of distilled water) was added to an ethanolic solution of DPPH (100 μL, 60 μM) based on a previously reported method with minor modifications (Eom et al. 2016 ). The absorbance at 540 nm was measured using a microplate reader (Tecan SPECTRAFluor; Tecan UK, Goring-on-Thames, UK) after mixed gently and allowed to stand at room temperature for 30 min.…”

Section: Methodsmentioning

confidence: 99%

In vitro assessment of selected Korean plants for antioxidant and antiacetylcholinesterase activities

Lee

Baek

et al. 2017

Pharmaceutical Biology

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Context: Antiacetylcholinesterase (AChE) drugs have been a main therapeutic treatment for Alzheimer’s disease because increased AChE levels play a key role in reducing neurotransmission.Objectives: Extracts from 35 Korean plants were selected and screened for antioxidant and anti-cholinesterase activity to explore new sources derived from Korean natural resources that could be used as AD therapeutic agents.Materials and methods: The antioxidant effect of extracts from 35 selected Korean plants was determined using two most common free radical scavenging assays using 1,1-diphenyl-2-picrylhydrazyl (DPPH) and 2,2′-azino-bis-3-ethylbenzthiazoline-6-sulphonic acid (ABTS). Additionally, the effect of extracts, identified as antioxidants, on acetylcholinesterase inhibition was assessed by an acetylcholinesterase assay kit.Results: Out of 36 extracts of 35 plants tested, Oenothera biennis L. (9.09 μg/mL), Saururus chinensis (Lour.) Baill. (9.52 μg/mL) and Betula platyphylla var. japonica (9.85 μg/mL) showed strong DPPH scavenging activity. Twelve other extracts also exerted moderate free radical scavenging activities with IC50 values ranging from 10 to 50 μg/mL. Antioxidant capacity detected by ABTS assay was only significant in O. biennis (23.40 μg/mL), while the other extracts were weak or unable to reduce the production of ABTS. Based on the antioxidant activities of these plant extracts, 19 extracts with IC50 values less than 100 μg/mL in DPPH assay were selected for further AChE inhibition assay. Among the extracts tested, the IC50 value for Prunella vulgaris var. lilacina NAKAI (18.83 μg/mL) in AChE inhibitory activity was the lowest, followed by O. biennis (20.09 μg/mL) and Pharbitis nil Chosy (22.79 μg/mL).Conclusions: Considering complex multifactorial etiology of AD, the extracts of P. vulgaris var. lilacina (aerial part), O. biennis (seed) and P. nil (seed) may be safe and ideal candidates for future AD modifying therapies.

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“…In treated rats, the lower protease activities may be a result of antioxidant activities contained within the R. tuberosa L. extract, such as triterpenoid compound. Previous studies [20,21] have shown that triterpenoids in the extracts of various plants can act as antioxidants and therefore are correlated with treatment of diabetes mellitus. root extracts.…”

Section: Figurementioning

confidence: 99%

Effects of Root Extract of Ruellia tuberosa L. on Kidneys of Diabetic Rats

et al. 2019

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The aim of this research was to study the antidiabetic activity of root extract of Ruellia tuberosa L. on rats (Rattus novergicus) induced by multiple low doses of streptozotocin. The parameters investigated were blood glucose levels, protease activities, and the histopathologic profiles of the kidneys. Three groups of rats, i.e. control, diabetic, and treatment, were used. R. tuberosa L. extracts were given orally for treatment at a dose of 250 mg/kg body weight per day for 21 consecutive days. The induced diabetes group treated with root extract of R. tuberosa L. (group III) had 60.3% lower glucose levels (119 mg/dL) compared to the group with induced diabetes only. Moreover, antidiabetic activity of R. tuberosa L extract was evidenced by the 55% lower protease activity in the treatment group compared to the untreated diabetic group. Finally, a positive effect from root extract of R. tuberosa L. was shown from the less damaged renal glomerulus and smaller gap between extracellular matrices and epithelium cells in the histopathologic profiles of the kidneys in the extract treatment group. These results show the potential of root extract of R. tuberosa L. as a natural product anti-diabetic agent.

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Bioactivity-guided isolation of antioxidant triterpenoids from Betula platyphylla var. japonica bark

Cited by 40 publications

References 32 publications

Isolation, characterization, and bioactivities of compounds from Fuscoporia torulosa mushroom

Isolation, characterization, and bioactivities of compounds from Fuscoporia torulosa mushroom

In vitro assessment of selected Korean plants for antioxidant and antiacetylcholinesterase activities

Effects of Root Extract of Ruellia tuberosa L. on Kidneys of Diabetic Rats

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